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Planning a Trip to Hawaii in 2024: 15 essential details

Hawaii trip planning

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If you’re planning a trip to Hawaii in 2024, you’re in for a treat. With sparkling waters, stunning sand beaches, waterfalls, volcanoes, and more, Hawaii is an amazing vacation destination. After living in Hawaii for five years (and now making multiple trips back per year), we learned a thing or two about planning the perfect vacation.

Here are the best tips that you need to know to help you have an amazing trip, whether it’s your first time or your 50th:

Jump to some of our most helpful resources: – We’ll help you pick which island is right for you – Learn about the best time to visit Hawaii – Head over to our Where to Stay directory to find the perfect resort or vacation rental – Get all the details on the cost of a Hawaii Vacation for a family and the cost for two

Planning a Trip to Hawaii: What to know before your trip

1. can you visit maui in 2024.

The short answer is: Yes, you can visit Maui in 2024 and the island is welcoming visitors.

After the devastating Lahaina fire in August of 2023, many people cancelled their trips. Travel to the area was discouraged as the community, government, and nonprofits worked to stabilize the area.

While Lahaina is a culturally significant area and was a vibrant community, travel to the town is closed for the foreseeable future as it’s being rebuilt. However, the remainder of Maui is open and welcoming visitors. The other areas of the island were not damaged by the fire in Lahaina.

You can read more on our Maui Fire Update page .

2. What island should you visit?

The first and most important step in planning a trip to Hawaii is to pick the island or islands you want to visit. While the islands do share similarities, there are enough differences that it’s important to spend time deciding which island is right for you.

This video we made will help you pick the perfect island for your trip. But if you’re short on time, and can’t watch it just yet we have  a quick quiz to help you narrow down your options .

Head to Oahu if : you enjoy the nightlife, great food, and a cosmopolitan vacation. It’s also the  best island in Hawaii for hiking .

Fly to Maui if : beaches, snorkeling , and great resorts are your thing.  It’s also the best Hawaiian island for snorkeling .

Pack your bags for the Big Island if : volcanoes, adventure, and swimming with manta rays is on your bucket list.

Kick your feet up in Kauai if : you love jagged cliffs, lush landscapes, food trucks , and a quieter, slower pace.

If multiple islands are calling your name, our island hopping guide will help you plan. You may also want to consider opting for a cruise, we have you covered there, too!

3. What’s the best time of year to visit Hawaii?

There is truly no bad time to visit Hawaii, but there are some factors that make certain times of the year more optimal than others. When we think of the best time to visit Hawaii (or the worst ) we like to break down when to visit based on the best weather, the best cost, and the fewest crowds.

In general, we think that the best time to visit any Hawaiian island is during the shoulder season: September/October and April/May. 

Hawaii trip planning weather

Here’s how we came to that decision:

Hawaii is located in the tropics, which means that you will have warm weather year-round. But there are definitely months of higher rainfall. And if you want to have the best chance of avoiding rain on your trip, you shouldn’t visit during those months.

The chart below breaks down the average rainfall by month for each island. Note, rain varies on different sides of each island — we are showing average rainfall for one popular visitor destination on each island.

planning a trip to Hawaii

A trip to Hawaii is expensive. And coming during a peak time, like between Christmas and New Year, can make your trip even more expensive. If you want your travel dollars to go further and get better deals on accommodations and flights, the best time to visit is during May, September, October, and November. During these months you’ll find better deals on hotel rooms and vacation rental stays. Our full cost breakdown for a family of four to Oahu helps explain the costs.

If you want to know how we budget, book, and reduce the cost of our travel, check out our article on booking a trip to Hawaii .

Avoiding the crowds can mean the difference between getting on the boat tour that you’re excited about or staying on shore. Or finding parking at the beach that you want to visit.

Just like most vacation destinations, Hawaii has very clear busy periods and slower periods. The  Hawaii Tourism Authority does a great job of tracking visitor  arrivals to Hawaii and it’s clear that if you want to avoid crowds, February, April, May, September, and October are the months to visit.

That said, if you’re coming to Hawaii for something very specific, like whale watching, you’re going to be a little less flexible with your timing. Whale season runs from mid-December through mid-April, so showing up outside of those months would be a disappointment.

Related read:  This is the worst time to visit Hawaii   (we really try to avoid this period if possible!)

Hawaii Trip Planning

4. How long should your trip to Hawaii be?

Getting away for a vacation can be difficult, but you want to stay long enough to make it worth your while. Hawaii is not a quick trip, even from the west coast. Plan on a 5-hour plane ride and a few hour time difference. So heading to Hawaii for just a few days will make your trip feel rushed and exhausting.

We think that the minimum amount of time you should plan for a trip to Hawaii is one week. During that week you’ll be able to stay on one island and explore a few different areas. You can make the most of your time by using one of our step-by-step itineraries.

If you can, stay longer and see more. And if you plan to island hop , your trip needs to be much longer than one week.

If you know what island you’re planning to head to, you can dive into more of our advice with these articles:

  • How many days do you need on Oahu?
  • How many days do you need on Maui?
  • How many days do you need on Kauai?
  • How many days do you need on the Big Island?

5. Where should you stay? Hotel or vacation rental?

plan hawaii trip

Once you know what island you’re visiting, it’s time to book your accommodations. The first big decision comes down to booking a hotel or a vacation rental.

Stay in a hotel if you’re looking for a resort experience: big pools, great service, and daily housekeeping. Book a vacation rental if you are traveling with a group, want more space, and would prefer to have a kitchen instead of eating out every meal.

Still on the fence? You can  read our full breakdown of whether you should choose a hotel or vacation rental for your Hawaii vacation .

If you know what island you’re visiting, we have specific advice on where to stay on each island — locations, hotels, and vacation rentals. Check out our island-specific travel guides:

Oahu Travel Guide Maui Travel Guide Big Island Travel Guide Kauai Travel Guide

Plus! We have a full Where to Stay directory to share our favorite picks for hotels (from budget to luxury) and vacation rentals on each island.

6. Do you need a rental car?

To fully enjoy your vacation, you probably need to rent a car. But that doesn’t necessarily mean you need to rent it for the entire duration of your stay, especially if you’re staying in Waikiki.

plan hawaii trip

If you’re planning a trip to Oahu and you’re staying in Waikiki, there may be days where your rental car is never used. There’s a lot to do within that 2-mile strip, and Waikiki Beach is great! You can save on expensive hotel parking fees by just renting a car on days that you want to explore the rest of the island. Rental car companies have offices in Waikiki which makes it convenient to pick up a car and take it out for the day.

There is also a car share company, Drive Hui, that is available in Waikiki.

On the other islands, it’s a bit trickier to go without a car. To see and explore, you’ll probably want to book one. We love using  Discount Hawaii Car Rental  to help us get the best price for a rental car on each island.

Set on not getting a car for your entire trip? Here are some  creative ways to visit Maui without a rental car and here is an itinerary for Oahu without a rental car .

7. How much does a trip to Hawaii cost?

Let’s be blunt: a trip to Hawaii is never cheap. There are definitely ways to save money, but it’s still an expensive destination to visit.

To help you get an idea of how much you should plan on spending (or how much you’ll need to save up), we calculated the cost for a family of 4. We estimate that an average trip cost for a family of four for 10 days is approximately $13,000. You can  read all about how we got that Hawaii trip cost estimate here . But remember this is an initial estimate. Your trip cost will vary based on when you go, what island you visit, and how you want to spend or save your money.

How does an (almost) free trip to Hawaii sound? With all our Hawaii travel, we’ve nailed down using points to book luxury vacations practically free. We started our sister site Booked With Points to show you how to use points and miles in Hawaii too!

Related reads:   What is the cheapest (and most expensive) island to visit? How Much Does a Trip to Hawaii Cost for Two People?

Hawaii trip planning Maui

8. How far in advance should you book your trip to Hawaii?

The travel tip we give over and over is: for the best vacation experience, book early. Don’t get disappointed with the lack of availability of rental cars, completely sold-out tours and luaus, and no restaurant reservation availability.

To avoid disappointment, book these things early:

Rental Cars

We recommend booking a rental car when you book a flight. That way you know you have something reserved for you and you won’t be stuck with a 2 door coupe for $500/day for your family of five.

Because it’s important to book your rental car early, we always use and recommend  Discount Hawaii Car Rental . They almost always have the best prices (seriously we’ve saved thousands with them), they book with national carriers, and you don’t have to pre-pay your reservation. So you’re welcome to check prices as often as possible and if you find that prices have dropped, you can cancel your reservation and just make a new one.

Right now we’re seeing some seriously low plane fares from the mainland to Hawaii so people are snatching up seats before looking at the rest of their trip. While plane tickets are cheap lodging is absolutely not. You may be able to find some deals here and there, but we recommend looking at (or even better, booking!) lodging when you book that flight.

Hawaii Trip Planning Tours and Activities

Tours and activities

If there is a specific tour or activity that you know you want to do, consider booking it a few months in advance. Luaus and popular tours book up very early, especially during the busier months.

We’ve put together  a list of our favorite tours on each island , to help you get started planning. It took us 18 months and a lot of testing out tours, but we have a list of tours for each island that we’re excited to share.

We have discounts with many of our favorite tour companies, find all our Hawaii Vacation Guide Coupon Codes here .

Entry tickets

There are a number of natural landmarks in Hawaii that require a ticketed entry. The state is trying to protect the natural resources and land by making sure that each spot doesn’t have too many visitors at one time. But with some advanced planning, you can secure your ticketed entry to some of these beautiful locations.

A few popular spots that require ticketed entry include:

  • Hanauma Bay Nature Preserve: tickets may be reserved two days in advance of your visit.  Book a Hanauma Bay reservation here .
  • Haleakala Sunrise Entry: bookings can be made 60 days in advance (with additional tickets being released two days prior to the date you want to visit).  Book sunrise reservations here . Also consider,  should you go to Haleakala for sunrise or sunset ?
  • Haena State Park: Plan your visit to this park on the north shore of Kauai and  book tickets 30 days in advance .

We lay out all the necessary reservation timelines in our island itineraries.  They make your planning so much easier .

“So excited. We have been  loving your itinerary !!! We would have paid triple the price for this. It’s so valuable!” – Sara C. 

Hawaii Trip Planning restaurants

Restaurants

If you are hoping to hit up the most popular restaurants in Hawaii, planning ahead is crucial. But how far in advance they accept reservations varies. For example, Mama’s Fish House on Maui accepts reservations 6 months in advance. But Merriman’s on Maui only accepts reservations 30 days in advance. Here are our favorite Wailea and Kihei restaurants , if you plan to go to Maui.

Don’t forget:  all of our island itineraries  have specific instructions on when and how to make reservations for restaurants, activities, and sights on your trip. 

Leaving Maui right now (literally about to board) and we LOVED your wayfinder itinerary. Always had great places to see and yummy food to eat wherever we went! Laura

plan hawaii trip

Oahu Wayfinder Itinerary

plan hawaii trip

Maui Wayfinder Itinerary

plan hawaii trip

Kauai Wayfinder Itinerary

plan hawaii trip

Cruising Hawaii Guide

9. how many islands should you visit on your trip to hawaii.

You’re making a big trip to Hawaii and you want to see as much as possible, but do you have enough time to visit more than one island?  We recommend that if you’re taking a one week trip, you stick to one island . There is a lot to see on each island and you could stay as busy as you’d like to for more than a week, easily. If your trip is 10+ days, you could add on a second island to visit, but know that you will be moving around a bit more and you probably won’t get to see everything on each island that you were hoping to see.

While the islands in Hawaii are close together and just a quick 30-45 minute flight, your island hopping travel day will still cut into your vacation. Between packing up, the airport process, and checking into accommodations on your new island, this can easily take up half a day of your vacation.

Of course, you can always ignore this sensible advice, like a few of our newsletter readers, and read up on visiting all 4 major Hawaiian islands in just 2 weeks .

Related read:  Get all the details you need to know about island hopping in Hawaii.   (and no, there is no  ferry  in Hawaii unless you’re heading out to Lana’i from  Maui ).

Hawaii Trip Planning Maui

While you’re in Hawaii:

Once you’ve landed in Hawaii, congratulations! Soak up that sunshine and start living that epic vacation life. Here are some important details to know now that you’re on island time.

10. Understand the geography  

Geography on the islands is important because it will affect the weather you experience and what you do while on vacation. One big thing to understand about geography is that each island has a windward and a leeward side.

The windward side of each island faces the tradewinds. Here you’ll get more rain and wind, but you’ll also get lush landscapes (thanks to all of that rain!). The leeward side of each island is more protected from the wind and rain and you will have drier, sunnier weather. Most of the famously beautiful beaches you plan on visiting are located on the leeward side of the island.

For example, on Maui, the leeward side of the island includes some great beaches, like Wailea Beach and Ka’anapali Beach. The windward side of the island is home to the Road to Hana and a lot of beautiful waterfalls.

When you understand the island’s geography, you can better prepare for what to expect. If you’re looking for a lush, jungle experience, with waterfalls and greenery head east to the windward side. If you’re looking to beat the rain and get some sun, the west or leeward side is your best bet.

plan hawaii trip

11. Eat local

One of the treats about visiting a new place is the opportunity to try new, local foods that you might not eat back home. Eating local is one of nine ways to have an authentic Hawaiian experience .

There are a few things you should consider trying while you’re here:

  • Fresh, locally caught fish:  If you’re a seafood fan, don’t miss out on the fresh fish. You can enjoy it at either a restaurant or from a fish market. You’ll see options like Mahi Mahi, Ono, Opah, Ahi, and more.
  • Locally grown produce:  Enjoy dragon fruit, coconut, lilikoi, pineapples, locally produced honey and more. We love doing farm tours, but if that’s not part of your vacation itinerary, try a farm-to-table restaurant. You’ll get to sample some island flavors while supporting the agriculture industry here.
  • Traditional Hawaiian food:  You don’t need to go to a luau to sample some traditional Hawaiian dishes. Look for dishes like poi (taro that has been pounded into a paste), laulau (meat wrapped and cooked in taro leaves), kalua pig (slow-roasted pork cooked in an underground oven), and poke (diced, raw fish that is wonderfully flavored).
  • Shave ice:  Not shaved ice. You may think that this is like a snowcone, but it couldn’t be further from it. Soft fluffy ice shavings that are flavored with different syrups and creative flavor combinations. You might also have the add-on of fruit and ice cream. It’s so, so good.  Don’t forget to check out our  five favorite shave ice spots on Kauai . 

Sample straight from the ground.  Check out our favorite farm tours on Maui.  

Hawaii trip planning whale watching maui

12. See the can’t-miss sights

The beaches in Hawaii are incredible. But there’s a lot more to explore on each of the islands. And, some of these can’t-miss activities can only be done in Hawaii .

Some things you might want to add to your list include:

  • Night snorkeling or diving with Manta Rays on the Big Island
  • Seeing the sunrise or sunset from Haleakala Crater on Maui
  • Watching the big wave surfers on the north shore of Oahu
  • Viewing the stunning cliffs of the NaPali coast on Kauai
  • Hanging out with humpback whales during their annual migration to Hawaii
  • Hiking an  active volcano  in  Hawaii Volcanoes National Park

This was just a taste, but there is so much more. If you want to view the highlights of each island,  check out our cheat sheets .

Not only do these island cheat sheets highlight the top 4 can’t-miss sights and activities on each island, you’ll also get tips on where to stay, a map of the island with the main sights, towns, and airport locations, the top places for food on each island, and more.

They’re designed to make kicking off your trip planning even easier.  Grab them for free and start planning !

If you want a full bucket list of everything you can enjoy in Hawaii, check out our list of the best things to do in Hawaii , organized by island. There are definitely some unexpected ideas on this list!

13. Bring the right (reef-safe) sunscreen

Before you throw your favorite brand of sunscreen into your bag, stop. Hawaii has rules in place to help protect the reef and sea life that are so important. One of those rules is around the type of sunscreen you can use — you can only use reef-safe sunscreen in Hawaii. Sunscreens containing chemicals oxybenzone and octinoxate are no longer sold in Hawaii. These chemicals have been found to contribute to coral reef bleaching.

You can check out a  full list of our favorite reef-safe sunscreens  and make sure you’re only using legal sunscreen in Hawaii.

Hawaii trip planning snorkeling

14. Snorkel to see amazing sea-life

Living here, we love spending our days in the ocean. There is nothing like diving into the warm, tropical waters and being greeted by colorful fish, turtles, octopi, and more. But if it’s your first time snorkeling in Hawaii, there are some essential details you should know.

Understand safety risks

Snorkeling may look easy, but water conditions, physical conditions, and more come into play. It’s not always as safe as it looks —  drowning is the number one cause of visitor death in Hawaii . Before you go out,  review the safety tips  to make sure you’re doing what you can to keep yourself safe and learn about ROPE , a condition that can be life threatening.

Use good gear

Hear me out on this one. You’ll find a number of blogs telling you to pick up a cheap set of fins and a mask from an ABC store or Target once you arrive. There are a few reasons we don’t suggest that.

First, safety. Well fitting gear (fins that stay on and a mask that doesn’t leak) is important to keep you safe.

Second, it’s a significantly more enjoyable experience to snorkel in gear that fits well and is easy to use. This was apparent when we were trying to teach our preschooler to snorkel. The cheap gear didn’t cut it but once we got him in a good mask, he was off!

Third, buying cheap gear just adds to the already full landfill here.

That’s not to say you need to shell out and buy expensive gear. If you plan to snorkel many times, even after this trip to Hawaii, it’s worth it to buy good snorkeling gear. We have  sets listed on our recommendations page .

Otherwise, renting snorkeling gear is a great option. The shop staff can help you find gear that is the right fit for you. And if you find that it doesn’t work right, pop in and switch it out for a different rental set.

Go to the best places

All snorkeling spots are not created equal. Some spots on the island naturally have a more vibrant reef and are home to more fish and sea life. Other spots may be more affected by ocean swells at various times of the year.

On our guide pages we list out the best snorkeling spots on each island. You’ll want to check these pages out before hopping in the water:

And if you’re looking for the  best snorkeling spots in Hawaii by month , we have you covered.

Hawaii trip planning turtles

Take a snorkeling tour

While we love snorkeling from the beach and we do it often, going on a snorkeling tour is a really special experience. On a good snorkeling tour, you’ll learn about the ocean, the sea life, and be taken to some cool spots that aren’t easily accessible from the beach. Plus, you’ll be able to see the islands from the water, giving you a different perspective and appreciation for their beauty.

We have a  full list of our favorite activity providers and tours on each island,  but here are a few that are incredibly special:

  • Molokini Sunrise Snorkel with Kai Kanani : beat the crowds to Molokini with this special sunrise snorkeling tour leaving directly from the beach in Makena/Wailea.
  • Beach loading snorkeling trip from Ka’anapali : if you’re staying in Ka’anapali, you can’t get more convenient than this tour!
  • Na Pali Coast Snorkeling with Holo Holo Charters : Cruise up the coast of Kaua’i and off the island of Niihau for a full day of snorkeling.
  • Power Raft snorkeling at Kealakekua Bay with Captain Zodiac : Head to Kealakekua Bay and the Captain Cook monument for the best snorkeling on the island.

Understand the rules protecting sea life

When you’re snorkeling and enjoying the crystal clear water, it’s important to keep in mind that you want to make as little impact on the sea life as possible. Stay at least 10 feet away from turtles while snorkeling. You’re required to stay at least 50 feet away from Monk Seals. And if you see spinner dolphins, you’ll need to give them 50 yards of space.

15. Learn about the culture of the islands

Hawaii is a unique US state for many reasons but one thing that is important to understand is that Hawaii had a long and rich history before becoming part of the US. Learning a little about the culture and the history will enhance your stay and give you a new appreciation for these amazing islands.

There are plenty of ways to learn more about Hawai’i while you’re here. Consider visiting museums. On Oahu, we love visiting the Bishop Museum and Iolani Palace. And make sure to brush up on some simple Hawaiian words like “mahalo” (thank you).

You can also visit heritage sites like Puuhonua o Honaunau National Historical Park on the Big Island. You can  find a list of heritage sites to visit on the Hawaii Tourism Authority website .

You can also learn about the local culture, land, sea, and wildlife by volunteering. See if one of these 12 Hawaii Volunteer Programs has volunteer days during your stay. We also cover how to have an authentic Hawaii vacation in this article .

Make your trip planning so much easier

If you’re planning a trip to Hawaii, we’ve got you covered. Our island itineraries help you navigate the planning process and make your trip smooth once you’re on-island. Thousands of customers have loved them, whether they were planning for a trip that was a year away or a trip that was a day away.

“This is not a question but simply a “thank you”.  Our original European vacation plans fell through last minute.  So we had 2 weeks to plan something else…your Vacation Guide was a LIFE SAVER.  We had no idea how to begin planning, which island, where to stay, what to do.  Your honest reviews of the islands led us to Maui for 8 days….Mahalo!!.  You guys are awesome!!” – Eva M.

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I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We have lived on Maui and Oahu and continue to travel, experience, and learn about the Hawaiian Islands. We travel with our kids, Henry and Edith. I am a planner! I love to plan trips from the mainland and island-hopping adventures, excursion days, and everything in-between. I spend a lot of my time in Hawai'i on a SUP and my favorite time of year in Hawai'i is whale season!

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Safety tips, top activities in hawaii.

Raft tours may include viewing and entering sea caves as well as snorkeling; your tour captain will make the decision whether it is safe enough.

Dolphin Excursions $ --> $189.00

Na Pali Coast Raft Adventure

You'll be treated to a beautiful view of Hanalei Bay on the Kuhio Highway as you descend a cliffside to Hanalei town.

Top 5 Swimming Beaches in Kauai

Tour the Na Pali coast, one of the Top 10 Wonders of the World in comfort and style with The Makana (The Gift).

Sightseeing Boat Tours $ --> $189.00

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Garden Isle Diver’s Boat dives are the best way to see Kauai’s premier diving sites. Two tank boat diving remains the most popular ...

SCUBA Diving $ --> $185.00

Town and beaches provide an idyllic environment for relaxation and exploration, and Hawaii Shark Encounters will give you an entirely new appreciation...

Shark Excursions $ --> $125.00

Shark Cage Diving

This journey provides intimate, unique access to volcanic sites.

Hiking $ --> $179.00

Hidden Craters Hike

Bite Me Sport Fishing makes your sport fishing adventure truly exciting while creating unforgettable memories aboard this stunning vessel!

Fishing Excursions $ --> $155.00

Sport Fishing - 40' Egg Harbor

Kohala Canopy Adventure offers an unforgettable treetop adventure in nature's paradise - book now to experience it for yourself.

Zip Line $ --> $225.00

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Learn how to master the stand up paddle board in a fun, supportive environment, where the water is warm and you have plenty of space to try ...

Paddle Boarding (SUP) $ --> $129.00

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Basically swimming inside the crater of an extinct volcano, snorkeling at Molokini Crater offers a stunning visibility of 150 feet! ...

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Paddle Boarding (SUP) $ --> $109.00

SUP Pokai Bay

The pristine coral gardens, brilliantly colored tropical fish, and the green sea turtles ( Honu) are not to be missed!

Snorkeling Tours $ --> $129.00

Capt. Cook AM Deluxe Snorkel Adventure

Avoid Crowds and Stay Close to Waikiki - Oahu's Premier Surf Lessons!

Surfing Lessons $ --> $139.00

Surf Ala Moana

Spend an inspiring and exhilarating day in North Kohala, a land of stunning beauty and profound cultural significance. Zipline high above ...

Zip Line $ --> $299.00

Kohala Zip & Dip

The Myths of Maui oceanfront luau features a sumptuous all-you-care-to-eat buffet, complimentary cocktails and a beautiful celebration of ...

Luaus $ --> $115.00

Myths of Maui Luau

The Big Island has 10 of the world's 14 different climate zones, and Hapuna Beach sits right in the middle of a dry zone. This beach only ...

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The Dolphin Discoveries tour offers anyone eager to experience Hawaii's marine environment a memorable, safe, and exciting journey.

Dolphin Excursions $ --> $139.00

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One Ocean Diving's Marine Research and Conservation Shark Snorkel Experience is an unforgettable opportunity for marine lovers, while promoting sustai...

Shark Excursions $ --> $150.00

Shark Dive (Snorkel with Sharks)

Start your trip out right by being welcomed to the island by Native Hawaiians with a Lei of your choice.

Lei Greeting $ --> $75.00

Airport Lei Greeting

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You'll watch the sun set on the Unites States of America on Kauai. Besides Niihau, there are only a handful of uninhabited Alaskan Islands ...

5 Best Places To Watch The Kauai Sunsets

Doctor Beach has named Oahu's Kailua Beach number one in America, and he's named two other Hawaiian beaches at numbers six and eight.

Oahu's Kailua Beach Named Number One In America

The Road to Hana is FILLED with one incredible distraction after another! Waterfalls and banyan trees, bamboo forests and black sand beaches.

Road to Hana

Camping on Kauai? Well, you've picked the right island. Kauai is for the nature lover, the outdoor adventurer and for those who want to ...

Beach Camping on Kauai

Visitors traveling with children - or who want a quick break from the hot and sunny beach - may enjoy a visit to the Waikiki Aquarium.

Top 10 Things To Do on Oahu

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Kauai's North Shore viewed from a helicopter

Planning a Trip to Hawaii: DOs and DON’Ts (2024)

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Planning a trip to Hawaii is something many people dream of. With its stunning beaches, dramatic volcanic landscapes, and lush green hills, it’s one of the most beautiful places we’ve visited but also the most expensive.

While we do think the islands are worth the high price, to make the most of your stay, it’s essential to plan in advance.

In this post, we share our top Hawaii travel tips to show you how to plan a trip to Hawaii that’s perfect for you.

We’ll cover how many days you need in Hawaii, which island to visit, where to stay, the top activities, what you must book in advance, and everything else you need to know.

Video: Hawaii Travel Tips

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Since November 1, 2023, West Maui has been open for travel again (except most of Lahaina, which will remain closed indefinitely) after the devastating wildfire in Lahaina in August 2023.

Although Lahaina remains closed the Honoapi’ilani Highway through Lahaina Town has now reopened.

Visitors to Maui are now encouraged, but please be mindful and respectful of the tragedy that everyone on the island has been impacted by.

Travel to other islands in Hawaii is unaffected.

If you’d like to donate money to support Maui’s recovery, consider the Hawaii Community Foundation’s Maui Strong Fund .

For more information about the ongoing situation, see the Hawaii Tourism Authority website .

Back to Contents

The average stay in Hawaii is about 7 days. I think this is a good minimum time for a trip, although 10-14 days is better if you want to visit multiple islands.

Some visitors do visit Hawaii for 4-5 days, but it’s a long way from the US mainland (or anywhere!) for a short trip, and you’ll spend the first few days adjusting to the time zone change. That said, if it’s all you can manage, it’s better than no time in Hawaii!

If you have a week for your Hawaii vacation, I recommend choosing just one island to visit. See below to find the best Hawaiian island for you.

If you have 10 days in Hawaii, I recommend starting with 3 days in Oahu and then visiting Maui or Kauai for a week.

Choosing the best island to visit is one of the most challenging parts of planning a trip to Hawaii. They are all diverse with lots to offer, so it just depends what you are looking for.

Most visitors to Hawaii visit one of these four islands:

View of Diamond Head and Honolulu from a helicopter tour of Oahu, Hawaii

Oahu is by far the most visited and developed Hawaiian island. It’s home to the large city of Honolulu, which includes the famous and very crowded Waikiki Beach (where most visitor accommodation is located).

Oahu offers the most choice of shopping, dining, and nightlife, so if you want to combine city and beach life, this is the best island for you.

It’s also by far the easiest place to manage without renting a car (although I still recommend it). If you stay in Waikiki, you can walk to the beach and many shops, restaurants, and activities.

You can also take tours, Ubers, or the Trolley Bus to nearby attractions including the Pearl Harbour memorial.

Oahu’s North Shore offers a much more relaxed vibe with beautiful beaches and huge waves for surfing in the winter.

Oahu is easy to fit into Hawaii vacations as Honolulu International Airport offers the most flights from the mainland US and international destinations.

Our favourite activities in Oahu are:

  • Taking a helicopter ride around the island for stunning views. We recommend the one hour doors off tour with Rainbow Helicopters from Honolulu.
  • Snorkelling at Hanauma Bay (be sure to book).
  • Relaxing on the Windward Coast beaches especially Waimānalo and Kailua.

See our 7 Day Oahu itinerary for many more tips.

Where to stay in Oahu: Turtle Bay Resort on the North Shore is our favourite place we’ve stayed in all of Hawaii! It is seriously dreamy with incredible ocean views, isolated beaches (with turtles!), stylish rooms, and plenty to do. It feels a world away from Waikiki.

The black sand beach at Waianapanapa State Park, one of the best road to Hana stops on the island of Maui in Hawaii

Maui is the second most visited island and is a popular honeymoon destination.

It has gorgeous beaches, world-class whale watching, and the Road to Hana drive where you can see waterfalls, bamboo forest, and black sand beaches.

You can also watch the sun rise above a volcanic crater and visit wineries and lavender farms in Upcountry.

There’s a wide range of resorts, dining, shopping, and activities as well as natural attractions.

Our favourite activities in Maui are:

  • Staying overnight in Hana (we love Hana Kai Condos ) to explore popular sights like Waianapanapa without the crowds.
  • Whale watching from Lahaina. We saw an incredible amount of humpbacks on our small group boat trip with Makai Adventures (up and running in a new location).
  • Relaxing on the beaches of West Maui (with turtle sightings!).

See our Maui itinerary for more tips.

Where to stay in Maui: Kahana Reef has affordable, oceanfront condos on the west coast. We saw whales, turtles, and incredible sunsets from our lanai.

Hapuna Beach on the Big Island of Hawaii

The Big Island (officially called Hawaii) is the youngest Hawaiian island, so it’s not as green as the other islands and has more lava landscapes.

If you want to see an active volcano, this is the island to visit.

It’s the largest island with diverse landscapes from white sand beaches to snow-capped volcanoes.

Our favourite activities on the Big Island are:

  • Night snorkel with manta rays. We got incredibly close to these magnificent and huge creatures on our manta trip with Sea Quest .
  • Snorkelling at Kealakekua Bay and Two Step .
  • Kilauea Iki Trail  – Hiking into a volcanic caldera in Hawaii Volcanoes National Park.

See our guide to the best things to do on the Big Island for more tips.

Where to Stay on the Big Island: You’ll want to divide your time between the west and east on this large island. Our favourite area was Volcano, where we adored this peaceful cabin in the rainforest . It’s very different from the rest of Hawaii.

Kauai's Napali Coast from a helicopter

Known as The Garden Isle, Kauai is the most lush and green of the islands.

Kauai has become more popular, but it isn’t as developed as Maui or Oahu.

The jagged green cliffs of the stunning Napali Coast are the big draw, but there are also lovely beaches, waterfalls, hiking trails, and multi-coloured canyons.

Our favourite activities in Kauai are:

  • Admiring Kauai from above – Our Kauai doors off helicopter ride was spectacular.
  • Sailing the Napali Coast – The massive sea cliffs are stunning and we saw whales, dolphins and turtles on the way.
  • Seeing turtles and seals on Poipu Beach .

See our post on the best things to do on Kauai for many more.

Where to stay in Kauai: We loved our condo at Kiahuna Plantation on a beautiful beach in Poipu.

Hanalei Bay beach, Kauai, one of the best places to stay in Kauai

Less Visited Hawaiian Islands

If you are looking to get off the beaten track, you could consider visiting one of these smaller, much less visited islands (we haven’t made it to either yet but hope to next time):

  • Molokai – Known as The Friendly Isle, on Molokai you’ll find a slow pace of life and more native Hawaiians, but less choice of accommodation and activities. It’s also home to the leper colony of Kalaupapa, which I became fascinated with after reading a couple of these Hawaii books .
  • Lana’i – For many years Lana’i was a pineapple plantation and it’s now home to a few luxury resorts like the stunning Four Seasons Lana’i . If you want to enjoy the secluded beaches without the high price tag, the ferry from Lahaina on Maui only takes an hour, so you could visit on a day trip.

Which Side of the Island?

The character of each island also depends on which part you visit.

All the islands have a rainy side where the scenery is lush and green and a dry side where you’ll usually get more sun.

They are both worth visiting, which is why we split our island stays between two or three locations.

Where We Visited in Hawaii

We had 3.5 weeks on our first Hawaiian vacation (in January/February) and divided our time between Kauai and Maui, with one night in Honolulu before our onward flight.

There’s so much to do on each island that we’re glad we didn’t try to add in an extra island.

On our second 3 week Hawaii trip (in October), we spent a week on Oahu (but could have stayed longer) and two weeks on the Big Island.

We love all four of the major Hawaii islands, but our personal favourite is Kauai for the rugged green mountains and more laidback vibe.

There’s no bad time to visit Hawaii as it’s warm year-round, with daytime temperatures rarely dropping below 75ºF (24ºC), even in winter. Each season has its pros and cons.

To See Humpback Whales—Visit in Winter

We were astounded by how many whales we saw in Maui in February. January to March are the best months for whale watching, but you might see a few from November to May.

Winter weather in Hawaii is cooler and rainier than the rest of the year, but we still had mostly sunny days. The ocean is warm enough to swim year-round.

Winter is also the best time for serious surfers, with huge swells on the north shores (especially Oahu).

Christmas and New Year are some of the busiest times on the islands, so avoid them if you are on a budget (and book well in advance).

To Save Money—Visit in the Off-Season

In the spring (April and May) and autumn (September to mid-November), the islands are less crowded (relatively), prices are lower, and the weather is generally good. It can be very rainy on Kauai in April, though. 

For Snorkelling—Visit in Summer

The summer, from June to September, is the best time for snorkelling in Hawaii. The ocean is clearer, calmer, and warmer.

The shoulder months can be good, too—we found snorkelling better in October than in February. This does vary by island.

Hanauma Bay is an essential stop on any Oahu itinerary

  • Save up – Hawaii is expensive and you’ll enjoy it more if you aren’t worrying about every penny. On our first trip, we spent $267 per person per day (travelling as a couple), including everything except flights from the mainland US. You could spend less by travelling in the off-season, choosing non-beachfront accommodation, and skipping pricey tours. You could also spend a lot more by staying in luxury resorts and eating out for every meal.

Kailua Beach in Oahu, Hawaii

  • Book your accommodation far in advance – Especially if you are travelling in the high season, want an ocean view, or are travelling to places like Hana or Upcountry on Maui where accommodation is limited. You can search for resorts and hotels on Booking and vacation rentals on Vrbo .
  • Consider a condo rather than a resort – For families, stays of a week or more, and for those on a budget, renting a condo with a kitchen is a great way to save money. There are many to choose from and some have resort facilities like pools and beachfront locations. We mostly stay in condos and Kiahuna Plantation on Poipu Beach in Kauai is one of our favourites. Vrbo is a great way to find condos.
  • Split your stay – If you want the classic Hawaiian resort experience but can’t afford it for your whole trip, divide your time between a condo and a resort. We did this in Oahu—staying in a condo in Waikiki for 4 nights while we explored the south, then relaxing at gorgeous Turtle Bay Resort on the North Shore for the last 3 nights.

Kiahuna Beach in Kauai

  • Camp if you are on a tight budget – It’s not for everyone, but if you don’t mind roughing it, camping is the cheapest way to experience Hawaii. There are some beautiful campsites at beaches and state parks, although you usually need to get permits in advance. See this guide to camping in Hawaii for more tips.
  • Search on Kiwi or Skyscanner for the best flight deals – You need to get on a plane to reach Hawaii. The cheapest rates will be from Los Angeles or other West Coast USA cities. Southwest now flies to Hawaii at low rates. You can also get affordable flights from Canada and Japan to Honolulu.
  • Fly in and out of different islands – Maximise your time on the islands by flying into one island (such as Kauai) and out of another (such as Maui). I was surprised by how many affordable direct flights there are from the US mainland to places other than Honolulu.
  • Rent a car – It’s the best way to see Hawaii and often there’s no other way to reach parts of the islands. At busy times rental cars can run out, so book far in advance. We use Booking.com Car Rentals to find the best deal and just book the cheapest economy car.
  • Travel between islands by plane – There are no ferries between islands (except from Maui to Lana’i) so you’ll need to hop on an interisland flight. Most are operated by Hawaiian Airlines and are affordable and short (20 to 50 minutes).
  • Consider splitting your time between two or three locations on each island – If you want to do a lot of exploring, this will help avoid long drives to attractions. We’ve done this on all four main islands and it worked out well.

Sunrise at Haleakalā National Park crater visitor centre

  • Book Haleakala sunrise in advance – If you want to see Maui’s most popular sunrise, you must book up to 60 days in advance . If you miss out, try again two days before when more tickets are released.
  • Make reservations for some state parks – Non-Hawaii residents need to book in advance for certain parks and pay an entrance and parking fee. These include Haena State Park in Kauai, Waianapanapa State Park on the Road to Hana in Maui, ‘Iao Valley in Maui, and Diamond Head in Oahu. Time slots are released 30 days in advance. Book as soon as possible as they do sell out.
  • Pack a sweater – While most of the time you’ll only need summer clothes, it can get chilly on morning boat trips or if you go to higher elevations (like Upcountry in Maui or Waimea Canyon on Kauai) especially in the winter. Sunrise at Haleakala, Maui and sunset at Mauna Kea on the Big Island are freezing and you’ll appreciate as many layers as possible. See the end of this post for more tips on what to pack for Hawaii. 
  • Learn a few Hawaiian words – Even if it’s just Aloha (hello and goodbye but also love and compassion) and Mahalo (thank you). I picked up vocabulary by reading the astounding novel Shark Dialogues by Kiana Davenport (which I highly recommend every visitor reads).
  • Book restaurants in advance – Upscale restaurants do fill up, so make reservations for anywhere you definitely want to eat (including at resorts). A few weeks in advance should be fine but places like Duke’s on Waikiki Beach book up months ahead. People tend to eat early in Hawaii (around 6pm) so it’s easier to get later reservations.
  • Bring cash for tipping – While you can add a tip to your credit card in restaurants, it’s important to have cash for tour guides, valets, and resort staff. If you’re not American, familiarise yourself with tipping etiquette. We tipped 20% in restaurants and sit down bars, $10-20 per person for tours (including for helicopter pilots), $5 for valet attendants (when the car was returned), and around $2-3 a day for hotel housekeeping.
  • Plan to visit more than one island per week – You’ll spend too much of your precious Hawaii vacation time travelling and there’s so much to do on each island. While interisland flight times are short, airport security queues can be long (especially out of Honolulu) or flights delayed.
  • Forget hidden fees – The listed price for hotels and resorts is rarely what you’ll actually pay. You’ll have to add tax and often a resort fee, cleaning fee (for condos), and parking charge. Check the final total price when comparing accommodation options.
  • Visit during holidays – Try to avoid the busiest times of year, especially Christmas and New Year when crowds and prices soar. Thanksgiving week is another busy period. Avoid special events like Iron Man on the Big Island in October. If you must visit then, book far in advance.
  • Stay on the beach (maybe) – If you are on a tight budget, you’ll save by staying a short walk or drive from the beach. That said, we often splurge on beachfront accommodation and love it.

Sunset at Kiahuna Plantation in Poipu, Kauai

  • Read novels set in Hawaii – Learn more about Hawaii’s fascinating culture and turbulent history by reading one of these books about Hawaii while you relax on the beach.
  • Schedule your most important activities early – Weather can change and cancel activities like boat trips and helicopter rides, so make sure you’ll have time to reschedule.
  • Book Hanauma Bay Nature Preserve on Oahu two days in advance – If you want to snorkel at this popular beach, you must make a reservation here at exactly 7am Hawaii Standard Time two days before your visit. Slots sell out in minutes. Tickets are $25. It’s closed on Mondays and Tuesdays.

Waterfalls in Kauai from a helicopter

  • Use reef-safe sunscreen – Hawaii has banned the sale of sunscreen that uses coral-harming chemicals (oxybenzone and octinoxate). You need a product that uses zinc oxide instead, like this Raw Elements sunscreen . Honestly, it’s a pain to apply, but it’s surprisingly water resistant, and it’s worth it to protect the reefs. Longs Drugs and ABC Stores are good places to pick up all your beach supplies on the islands.

Reef friendly tips on A-Bay Beach on the Big Island

  • Wear a rashguard – Even better than sunscreen is to protect your skin by wearing a rashguard in the water, especially when snorkelling.

Outrigger canoe in Kealakekua Bay on the Big Island

  • Sign up to the Snorkel Report on Maui – You’ll get an email every morning with tips on the best beaches to visit that day. They also rent inexpensive snorkelling and beach gear.
  • Check the Hawaii Beach Safety website – To find out which beaches are safe for swimming or best for surfing.
  • Go whale watching – It was one of our favourite experiences in Hawaii. We chose a small boat trip with Makai Adventures from Lahaina in Maui and loved it so much we went twice. You can see whales on most of the islands— search for whale watching trips in Hawaii here .
  • Hike – All the islands have beautiful trails from easy coastal walks to challenging multi-day treks. It’s a great free way to enjoy the beauty of the islands.

Simon hiking through a bamboo grove on the Pipiwai Trail near Hana, Maui

  • Rent a Tommy Bahama beach chair and umbrella – Our condos came with these, but you can rent them on the islands inexpensively. They have backpack straps for easy carrying and make beach hopping much more comfortable.
  • Bring or rent snorkel gear – If you have space in your luggage, bring your own snorkel and mask. If not, rent it for the length of your stay from a service like Snorkel Bob’s (as we did on the Big Island). I appreciated being able to take a look at the reef whenever we went to the beach.
  • Visit a farmer’s market – The fresh produce is usually cheaper and better quality than the supermarkets and there are lots of tasty treats and foodie souvenirs to enjoy.
  • Cool off with shave ice – This delicious icy treat is so much better than we expected. Add a scoop of macadamia ice cream on the bottom for maximum tastiness. Our favourites are Waikomo Shave Ice on Kauai and Original Big Island Shave Ice Co on the Big Island.

Shave Ice in Hanalei, Kaui

  • Enjoy a Mai Tai on the beach – Touristy yes, but it’s a classic Hawaii experience and these tasty rum cocktails come in cool Tiki glasses.
  • Try Li Hing Mui – This dried plum is sweet, salty, and sour. It’s very popular in Hawaii (originating from China), and you can find them whole for snacking (a bit much for me) or as a flavour for many treats. It’s my new favourite shave ice flavour (especially combined with lilikoi/passionfruit and pineapple).
  • Drive the Road to Hana on Maui – Most people do this in one day, but we loved spending a few nights in Hana to explore without the crowds.

Sea stacks at Wai‘anapanapa State Park near Hana in Maui

  • Eat all the banana bread – Especially in the Hana area, homemade banana bread sold at farm stalls is so good.
  • Indulge in chocolate-covered macadamia nuts – We were addicted to the ones by Moana Loa.
  • Let local drivers pass you – They know the winding roads better than you and drive at a faster pace, so pull over and let them pass.
  • See Kauai from above – Our doors-off helicopter trip on Kauai was mind-blowing and it’s the best island for a scenic flight. Our Oahu helicopter tour was also amazing. Search for scenic helicopter flights on other Hawaiian islands here .

Waimea Canyon on a doors off helicopter Kauai tour with Jack Harter in Hawaii

  • Eat in restaurants for every meal – Restaurants are expensive and by self-catering in our condo we saved a huge amount of money. Even if you don’t have a kitchen, you can pick up a pre-made picnic lunch from a supermarket and enjoy it on the beach. Some of our tastiest meals were from food trucks which are far cheaper than restaurants. Hana in Maui and Hanalei in Kauai had the best selection of trucks.
  • Underestimate the ocean – Conditions can be dangerous and change quickly and drownings do happen. If you’re not sure it’s safe, don’t swim.
  • Turn your back on the ocean – Huge waves can come out of nowhere when you are swimming or even walking along the shore.
  • Fight a rip current –  If you get caught in a current, keep calm, float, and wave for help. Go with the current and conserve your energy.
  • Touch sea turtles or monk seals – You are likely to come across wildlife on the beaches, but it’s illegal to get too close or touch them.
  • Feed fish or other wild animals.

Monk seals on Poipu Beach on Kauai, Hawaii

  • Trespass – Please respect private property. While all beaches are open to the public, they don’t all have public access routes.
  • Litter – Don’t leave anything behind on beaches or hiking trails.
  • Park illegally – Respect “no parking” signs and don’t stop on the side of the road. This has become a real problem on the Road to Hana in Maui in particular.
  • Steal any rocks or sand .
  • Touch or step on coral – Be mindful of where your fins are when snorkelling.
  • Leave valuables in your car – And keep any luggage hidden out of sight in the trunk. Rent a mid-size car rather than a compact one (we found these didn’t have an enclosed trunk).
  • Laugh at the hula – It’s not just a dance for tourists, but a serious part of local culture.
  • Refuse a lei (flower garland) – It’s a symbol of affection and Aloha so wear it with gratitude and don’t take it off in front of the person who gave it to you.
  • Wear shoes into someone’s house .
  • Rush – Don’t feel the pressure to do everything. Make sure you allow time just to relax by the pool or on the beach. Slow down and enjoy these beautiful islands.

The weather is warm year-round in Hawaii so pack lightweight summer clothes—shorts, t-shirts, dresses, a couple of bathing suits, and a beach cover-up. 

I’m a big fan of PrAna for summer dresses and swimwear. 

There’s no need to pack formal clothes as Hawaii is very casual. 

I do recommend packing one set of warmer clothes for visiting places at higher elevations or boat trips in winter. A pair of jeans or leggings plus a lightweight fleece or sweater should be fine. 

If you are planning on sunrise at Haleakala in Maui or stargazing at Mauna Kea on the Big Island, it can be freezing, so add more layers and perhaps a packable down jacket if you have one (I like the Patagonia Nano Puff Hoody). 

We spend most of our time in Hawaii wearing hiking sandals—they are perfect for beaches and hikes. Many beaches have rough access trails so you’ll appreciate something more than flip-flops.

We both love Teva sandals which are very comfortable for hiking and most models are waterproof so are great for kayaking. Simon likes the Teva Fi Lite sandals and I have the Teva Verra sandals .

I also had a pair of ballet flats for a dressier option for the evenings. My current favourites are the super comfy Allbirds Tree Breezers —see my Allbirds flats review for details. 

For running, I wear the light, breathable Allbirds Tree Dashers .  

Other Useful Items

  • Reef-safe sunscreen – Avoid sunscreens containing oxybenzone and octinoxate which have been banned in Hawaii. 
  • Reusable shopping bags – Plastic bags are banned on the islands.
  • Spices – If you are self-catering, you’ll save money by bringing a small amount of spices with you. We bought some at the bulk-buy section of a supermarket on the mainland.
  • Water bottle – Avoid creating plastic waste by packing a reusable water bottle. We like the Vapur water bottle as it’s light and packs flat when empty. 
  • Packable daypack – These backpacks fit in your luggage on the trip over and are useful for hikes and exploring. 
  • Packing cubes – We swear by these as they keep your clothes organised and easy to find in your luggage. 
  • Quick-dry beach towel – These lightweight towels dry faster than traditional towels and sand shakes off them more easily. 
  • Compact binoculars – There’s so much wildlife to see in Hawaii including whales, dolphins, seals, turtles, and birds. The tiny Olympus 8 x 21 RCII waterproof binoculars were ideal for getting a closer look.

Yes, I think Hawaii is well worth visiting! While it is expensive and can be crowded, there’s something about that stunning scenery and relaxing vibe that entices many of us to visit again and again.

I hope this blog post helps you with how to plan a trip to Hawaii. Let me know if you have any questions and share your Hawaii travel tips in the comments below.

We share more of our Hawaii tips in these posts:

  • The Perfect 7 Day Oahu Itinerary
  • A Doors Off Oahu Helicopter Tour: Everything You Need to Know
  • 25 Best Things to Do in Maui
  • The Ultimate Maui Itinerary: The Best of Maui in 7 to 14 Days
  • 17 Stunning Road to Hana Stops & Why You Should Stay in Hana, Maui
  • Where to Stay in Kauai: The Best Areas and Hotels
  • 17 Unmissable Things to Do in Kauai
  • A Doors Off Helicopter Tour on Kauai: Is It Worth it?
  • 14 Best Beaches in Kauai
  • 23 Unmissable Things to Do on the Big Island
  • 9 Best Books About Hawaii to Read Before You Visit

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18 Comments

I’m wondering if one must rent a car to travel? Is uber not available in Hawaii?

Reply ↓

It depends where you go. It Honolulu on Oahu you could manage without a car as there is Uber and you could also take the bus or tours to some attractions.

In other places it would be challenging as Uber is limited and attractions are spread apart. If you wanted a relaxing vacation spent mostly in your resort you could manage without a car and just take a few tours. But to see a lot, a car gives you the most flexibility.

Your review made no mention of exploring the art museum & palace.

These 2 spots are essential visits in Oahu. Exploring how Hawaiian islands last provincial part of royal hawaiian culture just before annexation to the United States as a territory, and later a state is fascinating. The art museum and also Duke Mansion have extremely rare & valuable originals of some of the most revered artists in varying mediums. Picasso, Monet, Rembrant, Matisse, Van gough, O’keife. Really disappointing it is not even mentioned here. I have visited Hawaiian Island more than 10 + times. They are essential stops.

Thanks for the suggestions, Susanne. Everyone has different priorities, and for us, with limited time in Honolulu, we preferred to focus on the amazing outdoor attractions.

I do think it’s important to learn about Hawaii’s history and culture so I’ve read a lot of books about it.

This is so helpful and thorough! I have been clicking back and forth to different articles. Thank you for putting your time in to such a great resource.

I’m glad you found it useful! Thanks Jennifer for the kind words!

Hi!! Do you have any recommendations on phone/data plans for internationals?💕

We’re currently in the US and are using T Mobile. Simon got an unlimited data plan for $50 a month and bought the SIM in advance from SIM Corner while we were in New Zealand (they ship from various countries).

That was useful as it meant we had the SIM as soon as we arrived (most airports don’t seem to have places to buy SIMs).

I just went into a T-Mobile shop to buy mine and got the cheapest plan of $15 for 2.5GB data valid for 30 days. Plus $10 for the SIM card. All plans have unlimited domestic talk and text.

If you look in the trucks at Farmers Markets….many of the boxes are from COSTCO. If you plan to self-cater, shop at COSTCO first and then Walmart if the island your visiting has one.

Do you know if the Covid restrictions would prevent people from renting a car and doing their own circle tour. These tours are outrageously expensive for only 15 mins at each location. I could easily just use our rental car and take our time seeing what we want to see. So my question is will the State of Hawaii only allow these pricey tours right now because of Covid? For example, I don’t want to drive to see the Halona Blowhole only to find out we can’t get near it because of certain restrictions.

You are allowed to rent a car (as long as you don’t have to quarantine which you shouldn’t if you get a test before arrival) so there’s no reason not to drive yourself. There is high demand for car rentals in Hawaii at the moment (many rental companies sold off cars last year) so book as far in advance as possible.

Hi! Thank you for this article it was very helpful. For the sunrise mountain in Maui, I saw the reservations is per car. Do you drive all the way up or hike? I will be traveling with some older people (70+), so trying to understand the feasibility? Thank you!

Yes, it is per car. You drive all the way up and don’t have to walk more than a few minutes from the carpark to the viewpoint. There are optional hiking trails around for post-sunrise, but it’s still stunning without any walking.

Thank you for the tips to “Bring reusable shopping bags” and “Schedule your most important activities early”. Very good points to keep in mind.

I love that Hawaii has so many places that offer to rent (folding) beach chairs! I find that option sorely missing from the islands in the Caribbean. In fact, I ended up buying an inexpensive beach chair from Wal-mart when we were in Puerto Rico this past winter.

What about tent camping, is that not a viable alternative to the high priced lodging?

Yes, that’s definitely the cheapest way to experience Hawaii. It’s not our thing, although we saw the campsite at Waianapanapa State Park on Maui and you can’t beat the location!

I’ve lived on Kauai for over 40 years. While I agree with nearly everything you say in this excellent article, there was one glaring error that any Kauai resident could confirm. Although visiting off season is, indeed, (somewhat) cheaper and certainly less crowded, the weather in April on Kauai (and generally March) is far from excellent. Many, many visitors to Kauai have had their vacations ruined by our relentless April rains (in fact, much of the north shore is still closed from catastrophic rains over a year ago, and a couple of years before that it rained for nearly 40 straight days (okay, maybe not, but any local will swear by it…). April is by far the worst possible month to visit Kauai and it does your readers a digs-service to urge them to do so.

Thanks for the information Bill. I will update the post.

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First time visitors’ guide to Hawaii

plan hawaii trip

So, you’ve decided to book a Hawaii vacation. That’s exciting! Now you’re wondering where to start your travel planning. Well, you’ve found the right spot for tried-and-true advice to begin planning your perfect Hawaii vacation. By using this first time visitors’ guide, you’ll take the stress out of planning your first Hawaii vacation.

Before we dive into the good stuff, it’s a good idea to briefly let you know a little about us. At Go Visit Hawaii, we completely understand all the challenges of planning a Hawaii vacation, because we are travelers to Hawaii just like you. We fell in love with Hawaii in 2003 and have visited Hawaii dozens of times since then. Through our many trips we’ve become expert Hawaii travelers. We’ve even been referenced by USA Today and other prominent media outlets for our Hawaii expertise several times.

We’re not travel agents and we’re not trying to sneakily sell you anything. We write the very same unbiased advice at Go Visit Hawaii that we would give to our closest friends and family!

We’ve organized this guide based on the stages of planning — from “Help! I have no idea where to start,” to “I’m ready to pack my bags for Hawaii!”

Advice for choosing when, where and how much money to budget:

The first articles you should read are:

– How to pick the best Hawaiian Island(s) for your vacation . This article provides lots of resources to help you find the Hawaiian island(s) that best fits what you’re looking for in a Hawaii vacation. (Pssst: If you have a difficult time choosing, just go to Maui. Of all the Hawaiian Islands, Maui seems to always win more awards from the travel magazines and surveys. It’s a crowd pleaser.)

– Determine how many islands you will visit – When time is limited, you need to make the most of your stay. In our “how many islands” article we provide advice on how many islands you should consider visiting based on your available vacation days.

– Best time to visit Hawaii – Anytime is a good time to visit Hawaii, but some months are better than others for sunny weather, cheaper prices and low crowds. In this article, you’ll be able to quickly pick the ideal time to go to Hawaii that fits into your vacation schedule.

– How much money do you need to budget for a Hawaii vacation?  How much will a trip to Hawaii cost you? This article will help you quickly calculate your own budget for traveling to Hawaii.

Advice for choosing the best flights to and around Hawaii:

We’ve got three great articles to help you get to and around Hawaii with ease.

– How to choose the best airport for your Hawaii destination  – Most of Hawaii’s islands have more than one airport. This guide gives you advice on how to choose the best airport for your flights based on your island destination.

– Strategies for finding the lowest airfare to Hawaii — This article provides advice on how to find the best Hawaii flight cost and options for you.

– Guide to Hawaii inter-island travel — This article helps you to easily navigate how to island hop in Hawaii.

Advice for choosing where to stay, dine and play:

After you’ve gone through the process of picking the Hawaiian island(s) for your vacation, where do you stay, what do you need to know and how will you get the most out of your vacation? The following pages should help you answer those important questions.

Our island guides are designed to be a great starting point to help you plan where to stay, what to do and where to dine. Follow these links to each individual Hawaiian island guides:

– Oahu vacation guide

– Maui vacation guide

– Kauai vacation guide

– Hawaii, the Big Island vacation guide

Need a Hawaii vacation itinerary that includes all the must-see and do attractions and activities? See our page with what we believe are the very best Hawaii vacation itineraries .

Regarding selecting your accommodations, see our article: How to choose the best Hawaii hotel, condo or villa .

We love helping readers stretch their Hawaii vacation budget to get the most out of their stay. Here’s our popular series of Hawaii vacation money saving articles:

–  How to save money on your Hawaii accommodation

– How to save money on tours and activities

– How to save money on dining in Hawaii

– How to save money on a Hawaii rental car

Things to know before you go to Hawaii:

– What to pack for a Hawaii vacation  — With this packing checklist, you’ll be prepared for all the fun and adventures you’ll enjoy in Hawaii.

– How to be comfortable on the long flight(s) to Hawaii .

– Hawaii vacation safety tips

– Hawaii weather — This page provides information on weather patterns as well as the upcoming Hawaii weather forecast. On the topic of weather, lots of people have questions and concerns about rain, be sure and read these FAQs about rain on your Hawaii vacation .

– Hawaii vacation etiquette  — This article covers all you need to know for being a polite first-time visitor to Hawaii.

– Most surprising things about visiting Hawaii — This article helps you to be prepared for what you may encounter as a first time Hawaii visitor.

– Hawaiian words to know for your vacation

We hope this guide to your first time visiting Hawaii will be useful. We’ve written over 3,000 articles here at Go Visit Hawaii, so if you don’t see what you’re looking for, use the search box at the top of the page.

Sign up for our free email newsletters that are issued two to three times per week to keep up to date with Hawaii deals, travel news and tips. Use this link to enter your email address.

plan hawaii trip

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  • 23 Critical Things to Know for Planning a Trip to Hawaii (2024)

by Bryan Murphy | Nov 22, 2023

planning a trip to hawaii

Planning a trip to Hawaii can be both thrilling and daunting. The tropical paradise houses an abundance of spectacular landscapes, rich culture, and fascinating history that promise unforgettable memories.

However, the details of your itinerary can make or break your experience in Hawaii. In this guide I’ll help you navigate these intricacies ensuring you get the most out of your trip by focusing on 23 critical things to know for planning a trip to Hawaii.

Ready for some sun-soaked fun? Let’s go!

Planning Your Trip? Use Our Favorite Resources!

Key takeaways of things to know for planing a trip to hawaii, before your trip to hawaii, 1. choose which island(s) to visit, 2. know the best time of year to go, 3. determine length of stay, 4. decide on accommodations (hotel or vacation rental), 5. consider renting a car, 6. budget for trip expenses, 7. book in advance, plan your activities on each island, 8. consider a hawaiian cruise, 9. research lesser-known islands, 10. choose which side of the island to stay on, 11. familiarize yourself with the geography, 12. try local food and experiences, tips for during your trip, 13. pack reef-safe sunscreen, 14. go snorkeling, 15. learn about hawaiian culture.

  • 16. Don't rely on airport lei greetings

17. Follow cultural etiquette

18. be mindful of the environment, 19. volunteer and give back, 20. book a luau for the end of your trip, 21. plan your visits to beaches, 22. check weather and ask for directions, 23. be mindful of leaving valuables in rentals, faqs for planning a trip to hawaii, 1. what are some good travel tips for planning a trip to hawaii, 2. how long should i plan my stay in hawaii, 3. is it expensive to head to hawaii, 4. what is the best island in hawaii for first-time visitors, 5.what should i know before going on this trip, 6.can i visit without renting a car, 7. what are the top 3 must-visit islands in hawaii, 8. how can i save money on a trip to hawaii, 9. what should i know before planning a trip to hawaii in 2023, 10. what are some essential hawaii travel tips to keep in mind, 11. how should i plan my hawaiian vacation to make the most of it, 12. what are the critical things to know before your trip to hawaii, 13. is hawaii an expensive destination for travelers, 14. what are the best ways to see hawaii while on vacation, 15. are there any specific things to keep in mind before visiting hawaii, 16. what are the best ways to spend 10 days in hawaii, planning a trip to hawaii wrap-up, related posts.

This planning a trip to Hawaii post is written by Bryan Murphy , an expert in Hawaii travel and a top-rated podcast host.

Information Disclaimer: This website gives general info and isn’t legal or official advice. It helps travelers with tips but can’t replace personal abilities, fitness, experience, or local knowledge, which you are fully liable for. All activities have risks; assess current conditions and follow local laws and signage.

🏨 Accommodations: We recommend Expedia

✈️ Flights: For the cheapest flights, we use Skyscanner

🚗 Rental Car: We recommend Discount Hawaii Car Rental

🌋 Hawaii Tours & Attractions: We recommend Get Your Guide

📱 Mobile Tour App: Our favorite is Shaka Guide

Before you go on your trip to Hawaii, it’s important to think about a few things. You should decide which island or islands you want to visit, figure out the best time to go, find a place to stay, and consider whether you need to rent a car.

Good planning is essential for a great vacation in Hawaii.

Let’s delve into these important details so you can make the most out of your time in paradise.

  • Choose the right island(s) to visit in Hawaii based on your preferences and what you want to see.
  • Plan your trip during the best time of year, considering weather, crowds, and costs.
  • Determine the length of your stay.
  • Decide between hotels or vacation rentals for accommodation based on your budget and desired experience.
  • Renting a car is recommended to explore Hawaii’s islands at your own pace.
  • Budget for trip expenses including accommodation, transportation, food, and activities.
  • Book accommodations and activities in advance to secure the best options and avoid last-minute stress.
  • Try local food like fresh seafood, traditional dishes, and shave ice to immerse yourself in Hawaiian culture.

In Hawaii, each island has its own charm.   Oahu is full of life with the city, history, and Waikiki Beach. Maui boasts lovely beaches and a special drive called the   Road to Hana .   The Big Island lets you see active volcanoes, black sand beaches, and many nature spots.

If you like green places with cliffs and waterfalls, Kauai may be for you. For a quiet trip with less busy scenes, pick Molokai or Lanai. Decide which sights matter most to make your choice easy!

RELATED PODCAST: Best Island to Visit

The   best time to visit Hawaii   is not the same for everyone. It depends on what you are looking for in your trip. For those who want warm weather, the summer months are great. But be ready for more humidity and some rain showers now and then.

If you enjoy cooler temperatures, plan your trip during the winter months . Expect a bit of rain too.

Thinking about costs? September can help you save money as it’s the cheapest month to go there! Mid- December to mid-April is when Hawaii gets many visitors so it might get crowded.

Spring and fall have milder weather with fewer people around making them good choices too.

RELATED PODCAST: Best Time to Visit Hawaii

Figuring out how long to stay is key for your Hawaii trip. Aim for   4-7 days on each island   you want to see. This gives you enough time to   enjoy the beaches ,   try local foods , and   learn about Hawaiian culture .

It also lets you   fit in fun things like snorkeling or a day trip on a cruise. Your vacation will feel relaxed if you give yourself plenty of time in Hawaii. So, decide early on how many days you’ll spend there.

When planning your trip to Hawaii, one important decision is choosing where to stay. You have   two main options: hotels or vacation rentals . Hotels in Hawaii can   range from budget-friendly options to luxurious resorts , offering various   amenities and services .

On the other hand, vacation rentals can provide a   more authentic and immersive experience of Hawaiian culture . They often come with a   kitchen or kitchenette , allowing you to save money on dining expenses by preparing your own meals.

Choosing where to stay in Hawaii depends on what you like, how much you can spend, and what kind of trip you want. You can pick either a hotel or a vacation rental.

Renting a car is highly recommended when visiting Hawaii. It will give you the flexibility and convenience to explore the islands at your own pace. Public transportation in Hawaii is limited, so having a rental car allows you to easily get around and see all the sights.

With heavy traffic in some areas, having your own vehicle can help you avoid delays and make the most of your time on vacation. While renting a car may not be necessary for a stay in Waikiki, it is still beneficial if you plan on exploring beyond that area.

So consider renting a car to enjoy your Hawaii vacation fully!

Hawaii can be an expensive destination, so it’s important to budget for your trip expenses. Accommodation costs can vary depending on where you stay and the type of accommodation you choose.

Transportation costs include flights to Hawaii and possibly inter-island flights or ferry rides. Rental cars are another expense to consider. Food and dining expenses can add up, especially if you eat at high-end restaurants or resorts.

It’s also important to be cautious of potential scams or fraudulent activity related to travel expenses in Hawaii. Plan ahead, research prices, and allocate your budget wisely to make the most of your trip without breaking the bank.

Booking your accommodations and activities in advance is crucial when planning a trip to Hawaii. With its popularity as a vacation destination,   hotels and vacation rentals can fill up quickly , especially during peak seasons.

By booking ahead of time, you’ll secure the best options for your stay and   avoid last-minute stress . Additionally, popular activities like luaus or guided tours may have limited availability if not reserved beforehand.

So don’t wait until the last minute – plan ahead and ensure a smooth and enjoyable trip to paradise!

planning a trip to hawaii - whale watching tours in hawaii

A Hawaiian cruise is a   fantastic way to explore the beautiful islands   and have a   variety of activities to enjoy . Whether you’re visiting Maui, Oahu, or the Big Island, a cruise allows you to   experience different parts of Hawaii   without constantly packing and unpacking.

You can hop from one island to another and take part in exciting excursions like   snorkeling, hiking, or exploring hidden beaches . Plus,   all your meals and accommodations are taken care of   on the ship, making it   convenient and hassle-free .

So if you want an   unforgettable adventure in Hawaii , consider booking a Hawaiian cruise for an amazing experience.

When planning your Hawaii trip, it’s important to   research lesser-known islands . While popular destinations like Oahu and Maui are well-known, there are other   hidden gems   waiting to be discovered.

By exploring these lesser-known islands, you can experience a more   authentic and off-the-beaten-path   side of Hawaii. Take the time to learn about these islands, their   unique landscapes ,   local culture , and activities they offer.

Follow the lead of local residents who can provide   valuable insights and recommendations   for making the most of your visit to these hidden treasures in Hawaii.

When choosing where to stay on the Hawaiian islands, it’s important to consider which side of the island you want to be on. Each side offers a   different experience and scenery . For example, on Oahu, the south shore is more touristy with   bustling Waikiki Beach and vibrant nightlife , while the north shore is known for its   laid-back vibe and famous surfing spots like Pipeline .

On Maui, the west side is known for its   beautiful sunsets and lively atmosphere , while the east side (Hana) offers peaceful beaches and lush landscapes along the Road to Hana.

It’s worth researching each island’s different regions to find the perfect spot that suits your interests and preferences during your Hawaii trip.

Hawaii is made up of   multiple islands , and each island has its own   unique geography . It’s important to familiarize yourself with the layout of the islands before your trip.

Remember that there are   no bridges between the islands , so driving from one to another isn’t possible.

The easiest way to travel between islands is by taking inter-island flights. Rental cars are recommended for getting around within each island. So make sure you know which island(s) you want to visit and plan accordingly for transportation options during your trip.

planning a trip to hawaii - loco moco dish in hawaii

When visiting Hawaii, don’t miss out on the opportunity to try the   local food and experiences . Eating local dishes will give you an   authentic taste of the islands   and allow you to immerse yourself in Hawaiian culture.

Sample   freshly caught seafood   like Mahi Mahi, Ono, Opah, and Ahi for a delicious treat. Don’t forget to try   locally grown produce   such as dragon fruit, coconut, lilikoi, pineapples, and locally produced honey.

For a true taste of Hawaii, indulge in   traditional dishes   like   poi   (made from taro root), laulau (pork or fish wrapped in taro leaves),   kalua pig   (slow-roasted pork), and poke (marinated raw fish).

During your trip, there are several tips that can enhance your experience in Hawaii. From packing   reef-safe sunscreen   to immersing yourself in Hawaiian culture, these suggestions will help you make the most of your time on the islands.

To   protect Hawaii’s beautiful reefs , it’s important to pack reef-safe sunscreen for your trip. Reef-safe sunscreens are free from   harmful chemicals   that can   damage the coral reefs .

Get our list of recommendations here . By using reef-safe sunscreen, you can enjoy the beaches and snorkeling while being   mindful of the environment . So don’t forget to pack your reef-safe sunscreen and take care of Hawaii’s stunning marine life during your visit!

Snorkeling in Hawaii is a   must-do activity   for visitors. You’ll be amazed by the   vibrant underwater world   with colorful fish, sea turtles, and even octopi. Make sure to bring reef-safe sunscreen to protect yourself and the delicate coral reefs.

Snorkeling is a great way to   explore the beauty of Hawaii’s marine life   and create unforgettable memories during your trip.

Hawaiian culture is an essential part of your trip to Hawaii . By learning about the customs and traditions, you can   show respect and appreciation for the local community .

The Hawaiian language is unique, with the ʻokina punctuation mark influencing word pronunciation and meaning.

Take the time to understand and use basic Hawaiian words like “aloha” (hello/goodbye) and “mahalo” (thank you).   Embrace cultural activities like hula dancing, lei making, and traditional music performances .

Visit museums, art galleries, or historical sites to delve deeper into Hawaiian history . By immersing yourself in Hawaiian culture, you’ll have a richer experience during your trip.

RELATED PODCAST: The Ban and Revitalization of the Hawaiian Language
RELATED PODCAST: Hawaiian Words to Know Before Visiting

16. Don’t rely on airport lei greetings

When you arrive at the airport in Hawaii, it may be tempting to expect a beautiful lei greeting. However, it’s important to know that  lei greetings are not as common  as they used to be.

Many  airports no longer offer this service or charge an extra fee  for it. Instead of relying on airport lei greetings,  consider purchasing your own lei from local vendors or flower shops  before arriving in Hawaii.

This way, you can  still experience the tradition  and  have a beautiful welcome  without any disappointments at the airport.

Respecting local customs and traditions  is very important when visiting Hawaii. The residents expect visitors to  follow cultural etiquette . It’s essential to be mindful of the Hawaiian culture and show respect for their traditions.

Learn about the customs, such as removing your shoes before entering someone’s home and  asking permission before taking photographs at sacred sites .

Additionally, it is crucial to understand that  the use of the ʻokina punctuation mark in the Hawaiian language  plays a significant role in determining word pronunciation and meaning.

By being aware of these cultural norms, you can ensure a respectful and enjoyable experience during your trip to Hawaii.

When visiting Hawaii, it’s important to be mindful of the environment. The residents of Hawaii take great pride in preserving their natural surroundings, and as visitors, we should follow their lead.

One way to do this is by  bringing our own reusable bags when shopping  since  plastic bags are banned in Hawaii . This simple action helps reduce plastic waste and protects the beautiful landscapes that make Hawaii so special.

Another aspect of being mindful of the environment in Hawaii is understanding and adhering to surfing etiquette. Respect for the ocean and other surfers is crucial for both safety and environmental conservation.

Additionally, it’s essential to check the weather report before engaging in outdoor activities like hiking or swimming near canyons or waterfalls because even on sunny days,  flash floods can occur unexpectedly .

Volunteering and giving back  during your trip to Hawaii is highly encouraged. Not only does it allow you to experience the culture in a meaningful way, but it also helps  support local communities and conservation efforts .

There are plenty of opportunities to get involved, whether it’s  participating in beach clean-ups, helping at wildlife sanctuaries, or assisting with community projects . By volunteering, you can make a positive impact during your time on the islands and leave a lasting impression on both yourself and the local people.

To end your trip to Hawaii on a high note, make sure to book a luau. A luau is a  traditional Hawaiian feast  that includes  delicious food, music, dancing, and entertainment . It’s a fun and festive way to  immerse yourself in Hawaiian culture  and create lasting memories.

Plus, it’s a great opportunity to sample  authentic Hawaiian cuisine  like kalua pig, poi, and haupia. So don’t forget to  reserve your spot at a luau  before you leave Hawaii – it’ll be the perfect way to celebrate the end of your amazing trip!

planning a trip to hawaii - beach day in hawaii

When planning your visits to beaches in Hawaii, there are a few things to keep in mind. First, check the   weather forecast   to ensure that conditions are   safe for swimming and sunbathing .

Additionally, ask locals or lifeguards for any   specific beach recommendations or directions . Remember that some beaches may have   strong currents or hazardous conditions , so always pay attention to warning signs and follow safety guidelines.

Lastly, be mindful of   leaving valuables unattended on the beach   and consider bringing reef-safe sunscreen to protect the fragile marine ecosystem. Enjoy your time exploring Hawaii’s beautiful beaches responsibly!

Before heading out for any outdoor activities in Hawaii, it’s important to   check the weather report . Even if the sun is shining, there can still be   flash floods in narrow canyons or waterfalls .

So always   stay updated on the current conditions   to ensure your safety. Additionally, don’t hesitate to   ask for directions when exploring   the islands. The   locals are friendly and knowledgeable , and they can help you find the best routes and hidden gems.

It’s better to be well-prepared and informed before embarking on any adventures during your Hawaii trip!

When you’re visiting Hawaii, it’s important to take precautions and protect your belongings. Theft from rental cars is unfortunately common in Hawaii, so make sure you   don’t leave any valuables   inside your rental vehicle.

This includes things like electronics, wallets, purses, and even luggage. If possible, try to keep all your valuable items with you or locked away safely in your accommodations.

Being mindful of leaving valuables in rentals can help   ensure a safe and enjoyable trip   without any unexpected incidents.

For traveling to Hawaii, you’ll want to book your car rental far in advance and consider discount Hawaii car rentals. Shopping in Honolulu, exploring various islands, and knowing what things to do can make your trip better.

You may want ten days or even longer for visiting all the experiences that the Hawaiian islands offer. Your vacation time depends on which island you’re visiting and what you wish to do.

Yes, going to Hawaii is often costly due to its beauty and unique offerings. But there’s always a way of saving money by booking early or finding good deals.

If it’s your first time going to Hawaii, Oahu with Honolulu International Airport might be an excellent place for you because of many top things see here.

Before your vacation in 2023, look at top travel tips like how much money you’ll need and other vital info about state laws besides knowing native Hawaiian customs.

Though having a car gives easy access around islands,you could also plan trips that don’t require one.There are local tours or public transport available.

The top 3 must-visit islands in Hawaii are Maui, Oahu, and the Big Island. Each island offers unique attractions and experiences for visitors.

To save money on a trip to Hawaii, consider booking accommodations and activities in advance, looking for travel packages, cooking some meals at your accommodation, and exploring free or low-cost attractions.

Before planning a trip to Hawaii in 2023, it’s important to be aware of any travel restrictions, changes in entry requirements, and the current state of tourism in Hawaii. Be sure to stay updated with the latest travel advisories and guidelines.

Some essential Hawaii travel tips include respecting the local culture, being mindful of conservation efforts, staying safe while enjoying water activities, and being courteous to fellow visitors and locals.

To make the most of your Hawaiian vacation, plan your itinerary carefully, prioritize the activities and sights you want to experience, and consider taking guided tours or seeking advice from locals for hidden gems.

Critical things to know before your trip to Hawaii include understanding the local customs, being aware of the high cost of living and goods in Hawaii, making reservations for popular attractions or restaurants, and familiarizing yourself with the geography of the islands.

Yes, Hawaii is generally considered an expensive destination for travelers. Costs of accommodations, dining, and activities can be higher compared to mainland USA, so it’s advisable to budget carefully and look for ways to save money.

The best ways to see Hawaii while on vacation are by exploring the natural beauty and scenic spots, taking part in outdoor activities, learning about the rich history and culture of the islands, and engaging in local experiences such as traditional luaus and festivals.

Before visiting Hawaii, it’s important to be mindful of environmental conservation, practice responsible tourism, be prepared for varying weather conditions, and ensure that you have appropriate travel insurance for your trip.

Spending 10 days in Hawaii allows you to explore multiple islands, engage in various activities such as snorkeling, hiking, and visiting historical sites, and immerse yourself in the diverse landscapes and cultures of Hawaii.

Now that you’re armed with these 23 critical things to know for planning your Hawaii trip, you can make the most of your time in paradise.

From   choosing the right island and accommodations   to   understanding Hawaiian culture   and   being mindful of the environment , these tips will help ensure a   smooth and memorable vacation .

So go ahead, start planning your dream trip to Hawaii and get ready for an unforgettable adventure in this beautiful destination!

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Bryan Murphy

Bryan Murphy, owner of Hawaii’s Best Travel, is a certified Hawaii destination expert from the Hawaii Visitors Bureau. He actively participates in the Hawaii Visitors and Convention Bureau as a member and has a strong educational background focused on local culture and sustainability. As the host of “Hawaii’s Best Travel,” a top-30 US travel podcast, Bryan combines his years of experience with valuable insights. He connects with a broad online community, reaching nearly half a million people, and offers a richer, more responsible way to experience Hawaii.

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Aloha! We are Bryan and Ali Murphy, a family of five that loves exploring Hawaii. Certified travel experts by the Hawaii Visitors Bureau, we leverage our expertise to guide you through Hawaii’s top destinations, focusing on sustainable travel and cultural appreciation. Our extensive background in local culture and sustainable practices shapes our recommendations, ensuring you experience Hawaii responsibly. As hosts of the top-rated podcast " Hawaii’s Best Travel ," we offer insights on best Hawaii travel tips and ways to support local. Join our journey and become part of our online community to explore Hawaii like never before! Learn More ->

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Hawaii Guide: Planning Your Trip

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  • Best Time to Visit
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  • Chocolate Tours in Hawaii

Everyone knows that Hawaii is great for outdoor adventures such as hiking and ziplining, as well as ocean activities like surfing, sunbathing, and snorkeling. But make no mistake, this stunningly beautiful island state has so much more to offer than cold, fruity drinks and world-class resorts.

One of the many things that sets Hawaii apart from other travel destinations is that it is a melting pot made up of many different cultures, each of which brings its own unique character to the table. Almost 10.5 million visitors came to Hawaii in 2019, and the number continues to rise each year. That means, on average, there were close to 250,000 visitors in the Hawaiian Islands on any given day in 2019   .

The profound relationship that residents have with the land is palpable in Hawaii, and its visitors are encouraged to enjoy it and respect it. As soon as you arrive, be sure to take a moment to breathe in the fresh air, appreciate the sunlight on your skin, and feel the salty sea breeze in your hair. Learn about nature and culture at the Bishop Museum on Oahu or the Maui Ocean Center on Maui. Experience traditional Hawaiian food and music at the Smith Family Garden Luau on Kauai or the Haleo Luau on the Big Island. If you’re willing to put some thoughtful time and effort into acknowledging and respecting the islands, Hawaii is more than happy to share its aloha lifestyle with you. Plus, we promise you will get so much more out of your vacation.

TripSavvy / Christopher Larson

Planning Your Trip

  • Best Time to Visit: The best time to visit Hawaii is from April to May when the weather is best and the crowds have yet to arrive in full force. September and October are also excellent times, thanks to the lower tourism prices.
  • Language: Hawaii has two official languages: English and Hawaiian (ʻŌlelo Hawaiʻi), though you will also hear locals speaking Hawaiian Pidgin English, the state’s unofficial third language.
  • Currency: U.S. dollar
  • Getting Around: All of the major Hawaiian Islands have public bus systems, with Oahu being the most efficient and convenient by far. And while ride-sharing services have made it to Oahu, Maui, Kauai, and the Big Island, you can’t always rely on getting a car right away. Renting a car is currently the most popular mode of transportation for visitors looking to get out of their hotels and explore the islands.
  • Travel Tip: You may have heard about something called “island time” or “Hawaiian time” in your trip research. People drive with aloha in Hawaii, meaning horns are rarely honked and cutting someone off is a big no-no. It may take a bit longer to get service at bars and restaurants than you’re used to back home. Your 8 o’clock concert may not start until well after 8:30. Our suggestion? Embrace it! You’ll be surprised how freeing it can be to sit back, relax, and go with the flow.

Things to Do

Visitors should start out by researching the best hiking trails and best beaches on their chosen island, especially on the main islands of Oahu, Maui, Kauai, and Big Island. No matter which island you choose, each one has its own special culture and iconic natural landmarks. Hawaii is also full of historical sites and museums that are unlike any other in the country (it's the only US state with a royal palace, for example).

  • Get in the water: It doesn’t matter how you do it— surfing , snorkeling, floating on an inner tube—just don’t leave Hawaii without enjoying its most precious asset. You can find a surf instructor or board rentals on every island in Hawaii. If you’re heading to Maui, book a snorkel tour to Molokini Crater, a pristine spot that about 250 species of fish call home.
  • Take a hike: Tackle a breathtaking ridge trail or go for a leisurely stroll through one of the state’s botanical gardens or parks. Manoa Falls is one of the most popular hikes for Oahu travelers, and be sure to check out the Garden of Eden on Maui and Allerton Garden on Kauai.
  • Get up close and personal with a volcano: Hawaii is home to some of the most exciting volcanoes on earth. Kilauea and Mauna Loa, two of the world's most active volcanoes can be found inside Hawaii Volcanoes National Park on Hawaii’s Big Island. If you’re not looking for lava, hike up a dormant volcanic crater at Diamond Head on Oahu or explore the summit area of Haleakala National Park on Maui. 

Learn about more attractions with our full-length articles on the 20 best things to do in Hawaii and the most adventurous things to do in Hawaii .

What to Eat and Drink

Native Hawaiians lived sustainably off the island chain for generations, partitioning off segments of land into ahupuaa to designate and manage natural resources. Crops like taro, sweet potato, banana, sugarcane, and breadfruit were brought over in canoes to become important food staples along with seafood and pork. Visitors can still experience these types of traditional foods at luaus, local Hawaiian restaurants, and incorporated into fine dining restaurants throughout the islands.

Fast forward to modern times, when until the early 1990s, a lot of Hawaii’s restaurants used ingredients that were shipped in from the U.S. mainland or nearby countries. In 1991, 12 local chefs fostered a culinary movement that simultaneously displayed the many cultures of Hawaii and favored quality local agriculture by utilizing the state’s farmers, ranchers, and fishermen   . This style of cuisine, which became known as Hawaii Regional Cuisine, is reflected in many of Hawaii’s restaurants today.

Explore the best foods to try in Hawaii , as well as the best restaurants on Oahu , Hawaii Island , Kauai , and Maui .

Where to Stay

Once you’ve settled on which of the islands suits you best , don’t waste any time booking accommodations. Hotels and resorts book up fast during the busy tourist seasons, and last-minute reservations with Airbnb are hard to score as well (since many parts of Hawaii have enacted strict limitations to short term vacation rentals in the past few years). A place within walking distance to the beach is ideal for most visitors. If you’re looking for peace and quiet, steer clear from spots like Lahaina on Maui or Waikiki on Oahu, and instead look for accommodations inland closer to the state’s rainforests.

Find more of our recommendations on Hawaii’s best resorts and hotels and our favorite family-friendly accommodations .

Getting There

  • Daniel K. Inouye International Airport : Hawaii’s main airport. It is considered one of the 30 busiest airports in the U.S. and sees about 21 million passengers per year on average   . Most of the travelers who visit Hawaii come through Honolulu at some point.
  • Kahului Airport : Maui’s main and most popular airport. It is centrally located in north Maui, about 40 minutes from busy Lahaina and about 20 minutes from Kihei.
  • Lihue Airport : The main airport for the island of Kauai. It is nice and small, partially open-air and includes two runways, one terminal, and 10 gates.
  • Kona Airport : The Big Island’s slightly busier airport located on the west side near Kailua-Kona. Most Big Island visitors come through here since a majority of the island’s resorts are located nearby. Others staying on the east side of the island have the option to fly into Hilo International Airport.
  • Lanai City Airport on Lanai or Kaunakakai Airport on Molokai will require a bit more planning. The airports there are much smaller and getting there typically requires a stop in Honolulu along the way.

Culture and Customs

  • Keep in mind that, although Hawaii is more than 2,000 miles away from the closest major state, it is still part of the United States. Restaurant etiquette and tipping customs should be observed here just as much as it would be in California or New York. In 2019, there were 216,000 jobs statewide that were supported by Hawaii’s tourism industry   , so the locals will thank you.
  • Although English is the main language spoken in Hawaii, the Hawaiian language is still very much present throughout the islands. You will undoubtedly hear and see plenty of Hawaiian words throughout your travels. Words like "wahine" (woman) and "kane" (man) will come in useful when looking for the restroom, for example, and "makai" (towards the sea) and "mauka" (towards the mountains) are used when giving directions often. Take some time to learn a few before your trip.
  • Considering Hawaii’s deep connection to its own history and respect for past royalty , the state is full of sacred and culturally significant sites. The Hawaiian word "kapu" designates a place that shouldn’t be trespassed on, such as an ancient burial ground, ruins of a previous royal residence, a dangerous area, or a private property.
  • Hawaiian "heiaus," or ancient Hawaiian temples, are scattered throughout the islands. Many heiaus are open to visitors, but are also considered sacred and should always be respected.
  • While hiking, stay on the designated trail to help avoid erosion or destruction of important native plant species. Don’t pester or touch protected wildlife, either. Touching an endangered Hawaiian Monk Sea or a Hawaiian Green Sea Turtle isn’t just frowned upon, it's illegal as well   .
  • Whether you’re exploring a botanical garden in the mountains or lounging on a sandy beach, remember to take out what you bring in (trash, water bottles, etc.). Wear eco-friendly bug repellant and reef-safe mineral sunscreen to help protect the environment.

Money Saving Tips

  • If you plan on snorkeling for more than one day during your trip, consider investing in your own snorkel, mask, and fins. This will save you money on pricey rentals, plus you can bring them home with you to use another time.
  • Head outside of the popular tourist areas to purchase your souvenirs. Places like Don Quixote in Honolulu will have much better deals on chocolate-covered macadamia nuts than in the heart of Waikiki.
  • Cheap eats such as poke bowls and musubi are amazing choices for picnics and beach days. These Hawaiian staples are iconic as they are delicious.
  • If you’re flying Hawaiian Airlines , grab a free copy of their Hana Hou Magazine. The pages are filled with interesting articles, valuable tourism information, and coupons.
  • Tourists tend to spend more money on food in Hawaii than they originally budgeted for. If you don’t mind cooking a couple of meals yourself on vacation, rent accommodations with a kitchen and stop at the local farmer’s market , Costco, or Foodland for a few night’s worth of groceries instead of going out.
  • Another big sticker shock to visitors comes in the form of car rental and parking prices. Renting a car at the airport is almost always cheaper, and be sure to inquire about parking prices at your hotel ahead of time so you’re not shocked with an extra $35 per night on your bill.
  • Be flexible with your travel dates and shoot for a time of year that doesn’t coincide with heavy tourist season (such as summer months or around the holidays). Airline and hotel prices are usually much cheaper during these times.
  • Hawaii, especially Oahu, has a huge military industry. If you or a family member are part of the military, ask about discounts for lodging, restaurants, and even car rentals.

Discover even more money saving travel tips with our guides to visiting Hawaii on a budget and the best cheap eats in Hawaii .

Hawaii Tourism Authority. "Hawai‘i Visitor Statistics Released for 2019." January 29, 2020.

Go Hawaii. "Hawaii Regional Cuisine." August 22, 2020.

Flight Era. "Honolulu Airport." August 22, 2020.

Go Hawaii. "Protected Species." August 22, 2020.

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How to Plan the Perfect Multi-island Trip to Hawaii

These eight tips will help you travel between Hawaii's islands with ease.

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The Hawaiian archipelago includes more than 100 islands, atolls, and islets. But if you’re planning a visit, don’t worry, as you need not plot a 100-island itinerary. With the majority of the islands uninhabited and inaccessible, you can focus on four of the eight largest islands: Kauai , Oahu , Maui, and the Island of Hawaii (often referred to as the Big Island), with the option to add on a few others.

Here are some tips for planning an epic multi-island trip to Hawaii .

Determine travel dates and destinations.

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Ideally, you should spend at least one week on each of the four islands. But if you don’t have a full month, plan for four to five days per island, then choose one or two regions within each. 

Make a list of things you want to do in order of importance. This will help you determine where to base yourself on each island and what to eliminate if needed. For example, if sleeping near an active volcano and night snorkeling with manta rays are two activities topping your list, book a couple of nights at the historic Volcano House — the only lodging within Hawaii Volcanoes National Park — on the Hilo side of the Island of Hawaii and a few nights at Mauna Kea Resort or The Westin Hapuna Beach Resort on the Kona side, where you can join a guided small group night snorkel with Manta Ray Advocates .

Don’t forget to factor in flight and drive times. Although some islands appear small on the map, weather, road conditions, and traffic can impact overall travel time. 

Also, consider when to go . Hawaii has microclimates, so weather can vary, but in general, summer is warm with minimal rainfall. This is ideal for beach lovers, but it’s also one of the peak travel times, with families visiting during summer break. Expect higher rates and larger crowds during this time, as well as the weeks surrounding major U.S. holidays such as Easter, Thanksgiving, Christmas, and New Year’s. 

You may find lower rates and thinner crowds during the winter (with the exception of the holiday season), but the colder months are generally wetter, so if you’re traveling to Hawaii from November through March, be prepared for cooler temperatures, rain, and possible road closures and activity cancellations. The shoulder seasons from March to May (excluding spring break and Easter) and September to October tend to have comfortable weather conditions and slightly fewer crowds than peak seasons.

Identify your travel style.

Some travelers crave leisurely days at the beach, while others prefer an action-packed itinerary. Some gravitate toward lively, larger cities, while others enjoy slower-paced small towns . Discuss your expectations and interests with your travel companions so you can hone in on the regions, tours, and hotels best suited to you.

Do your research. I often hear visitors comment that Oahu is "too busy," yet they haven't ventured beyond Honolulu. Honolulu is the capital city and home to about one million people, so yes, it’s busy. Find an oasis amidst the chaos: With convenient locations, Espacio and The Ritz-Carlton Residences, Waikiki Beach are tranquil retreats in the city. Or, if you’re not interested in the urban experience at all, skip the capital and head elsewhere on Oahu . 

You might be tempted to schedule every hour of your itinerary in order to make the most of your trip, but don’t overbook. Allow time for rest, and aim for balance, so you don't wind up exhausted. Follow an active day of touring with some leisure time or a spa treatment.

Plan your route.

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Although you can start and end wherever you choose, it’s wise to look at flight schedules to plot an efficient route. Kauai is in the northwest, and the Island of Hawaii is in the southeast, so starting in Kauai and traveling southeast — to Oahu, Maui, and then the Island of Hawaii — makes sense logistically. It also provides variety, from the slower pace of Kauai to a mix of urban adventures and cruising the countryside on Oahu and Maui. You'll end with a bang on the Island of Hawaii, where you can feel the energy of volcanic activity. In this case, you’ll also be following the order in which the islands were formed, so it’s a great way to experience them from oldest to youngest and observe the geological evolution along the way. 

When booking flights, consider multicity rather than a round-trip option. If you’ll be traveling the Kauai to the Island of Hawaii route suggested above, you can arrive in Kauai, book onward interisland flights to Oahu, Maui, and the Island of Hawaii, then depart from Kona. Keep in mind that some interisland flights are not direct and may require a stopover in Honolulu or Kahului, for example, so be sure to check before booking. You can often secure direct interisland flights by choosing one that departs earlier in the day.

Enlist the help of experts.

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While you can travel around the islands on your own, we recommend booking some guided experiences. Native Hawaiian guides and cultural practitioners, in particular, offer personal stories and context that will give you an entirely different — and much richer — experience. Plus, by booking with Native Hawaiian experts, you’re supporting the perpetuation of Hawaiian culture. 

Many hotels, like ‘Alohilani Resort and Waikiki Beach Marriott Resort & Spa on Oahu and Ka’anapali Beach Hotel on Maui, are increasingly providing complimentary, Native Hawaiian-led activities that include hula, Hawaiian language lessons, lei-making sessions, and sunrise ceremonies. Other properties, like Timbers and Kukui’ula on Kauai, offer farm tours to acquaint guests (and their taste buds) with the abundance of plants and produce grown there. Some hotels, including Halekulani , provide private tours or discounted or free entrance to local sites of significance such as Bishop Museum , Iolani Palace , and Shangri La Museum of Islamic Art, Culture, and Design . Be sure to ask about these offerings prior to booking your hotels. 

When it comes to physical activities such as hiking, guided tours with reputable operators like Kauai Hiking Tours help ensure your safety. And in some cases, a guided tour can afford access to extraordinary places, like Hualalai crater, a sacred site located on private land that only two tour operators — Uluha'o O Hualalai and Hawaii Forest & Trail — have permission to reach. (For a beachside stay nearby, check out Four Seasons Resort Hualalai ).

Some expert-led trips from operators such as Kailani Tours can also help you maximize your time by bringing you to a variety of sites in one day, allowing you to enjoy the ride rather than worry about logistics and navigation. 

Make reservations.

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Many popular places such as Hanauma Bay on Oahu now require reservations, and popular tours, including sunrise at Haleakalā on Maui and sunset at Mauna Kea on the Island of Hawaii, often sell out, so it’s best to book as far in advance as possible. Arnott’s Adventures offers sunset and stargazing tours from Hilo, and if you’re on the Kona side, check out Hawaii Forest & Trail’s Summit & Stars Give Back Experience .

You should also secure dinner reservations so you don’t miss out on your top choices or waste time waiting for a table. And don’t forget car rentals for each island, too; these do sell out and — with the exception of Honolulu, where shuttles, public buses, and ride-share options are available — it can be difficult and expensive to get around without your own wheels. 

Pack your bags.

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One of the biggest mistakes people make when traveling to Hawaii is assuming it’s always sunny and warm. If you’re planning to visit multiple islands, you’ll likely encounter a variety of microclimates and changing weather conditions. Come prepared with layers and appropriate footwear for your activities, and always pack a rain jacket. And, of course, pack a Hawaiian shirt or two.

Bring binoculars, too, to get a better view of wildlife such as endemic birds and migrating whales, as well as dynamic landscapes. If you’re fortunate enough to witness volcanic activity, you’ll be happy to have these on hand for a close-up view of bubbling lava. Some tours do include outdoor gear and equipment; inquire when booking. 

Consider additional islands.

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If you have time and want to add another island to your trip, there are a few options available to visitors. You can take the ferry from Maui to Lanai for a day trip or spend a night or two and sink into that relaxed island life. 

If you’re interested in visiting Kalaupapa National Historical Park on Molokai, allow a few extra days. Keep in mind that flights to Molokai are limited, and as the island is home to vulnerable kupuna (elderly people), it's slowly reopening to visitors since the pandemic started.

If you prefer a private tour to a neighboring island, Four Seasons Resort Maui at Wailea can charter a yacht or helicopter from Maui to Lanai or Molokai. 

Although you’re not permitted to step ashore on Ni'ihau, the “Forbidden Island,” without an invitation, you can snorkel the waters nearby on a Holo Holo Charters Super Tour . 

Travel with aloha. 

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For you, Hawaii may be a dream destination. For those who live here, it's home and, for many, sacred. Travel with respect : Stay on marked trails, don’t enter private property, obey warnings (from posted signs, lifeguards, and law enforcement), and be mindful that the environment is fragile and the land has cultural, spiritual, and ecological significance.

Be flexible, too. Don’t be attached to a particular expectation or activity. Sometimes, plans change due to weather (like that time I flew to Kauai to see the famed cliffs of the Nā Pali Coast and colors of Waimea Canyon, only to find it all covered in clouds and fog). If you’re lucky enough to visit Hawaii, embrace the unexpected, stay present, and aim to enjoy the experience — rain or shine. 

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How to Plan a Trip to Hawaii | Ultimate Vacation Guide

Wondering how to plan a trip to Hawaii? This comprehensive guide covers everything you’ll need to know to have a memorable time in this archipelago in the middle of the Pacific ocean. 

With its magnificent volcanic landscapes, black and red sand beaches, verdant hills, and crystal clear waters, it’s no wonder why Hawaii is such a popular tourist destination. This archipelago is especially popular among holidaymakers from Asia, Australia, and the United States. 

Wherever you’re traveling from, your trip will require a lot of Hawaii vacation planning. Not only because the vacation can be expensive but also because each Hawaiian island has something different to offer. 

You’ll have plenty of choices to consider while planning your trip. Whether you’re traveling for the 10th or first time to Hawaii, this guide is sure to provide tips and practical information that’ll make your vacation much smoother. 

How to Plan a Trip to Hawaii

Disclosure: This post contains affiliate links. If you click one of them, I may receive a small commission (for which I am very grateful for) at no extra cost to you.    

How to Plan Hawaii Trips 

If you’re looking for the perfect 5-day Maui itinerary or still deciding on which island to visit, this guide has you covered with all the essential details. Here’s how to plan a Hawaii trip. 

Identify the Best Time to Visit Hawaii

How to Plan a Trip to Hawaii

As Hawaii is situated in the tropics, the temperatures tend to be moderate and sunny year-round. This means that there’s no “bad” time to visit Hawaii.

There are, however, times that are more ideal for specific weather, tourist crowd volumes, sights, and costs. 

Weather 

How to Plan a Trip to Hawaii

There are certain months of the year when the Hawaiian islands get more rain than average. Hawaii experiences the highest rainfall between October and January. The eastern parts of the islands experience more rain than the western parts. So you can opt to stay in the west end if you’d like to avoid the majority of the rain. 

Tourist Crowd Volumes

plan hawaii trip

Hawaii’s peak season runs from late November to April — with crowds peaking around holidays like Christmas and New Year’s Eve. During the high season, it is much harder to find accommodation and secure your place on special tours. 

So, if you’d like to avoid the tourist crowds, consider traveling to Hawaii during the shoulder months. These months include April, May, September, and October. 

During the peak tourist season, accommodation, rental car, and flight prices can be much higher due to increased demand. Hawaii is quite expensive to visit as is, so if you’d like to avoid inflated costs, visit during the shoulder or off-peak season. 

Hawaii Activities

How to Plan a Trip to Hawaii

Certain attractions are best experienced at certain times of the year. If you’d like to see the migrating humpback whales, plan your visit between January and March. 

In contrast, if you’re set on doing a lot of hikes or exploration, you may want to visit during the drier months to avoid slippery trails and flash floods.

Choose Which Hawaii Islands to Visit 

How to Plan a Trip to Hawaii

Once you’ve decided on the best time to visit Hawaii to suit your needs and budget, it’s time to decide which Hawaiian island(s) you’d like to see. 

While the various islands share similar characteristics, there are a few notable differences that may impact your choice. 

Below is a breakdown of the top features of the four main islands: Oahu, Maui, Big Island, and Kauai.

How to Plan a Trip to Hawaii

Oahu is the most developed and most visited of the Hawaiian islands and is home to the city of Honolulu and Waikiki beach. It is also host to the Honolulu International Airport (HNL). 

Oahu offers a cosmopolitan feel and is ideal if you’re looking for accessible dining, shopping, and nightlife opportunities. 

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This island also has the best public transport and the Pearl Harbor National Memorial. A possible downside of Oahu is that it’s the busiest, so you’ll encounter more tourist crowds here. 

Related Posts

  • Best Hikes in Oahu | 10 Exhilarating Hiking Trails in Hawaii
  • Where to Stay in Oahu | 10 Best Hotels & Lodgings
  • 15 Best Things to Do in Oahu | Top Tours, Attractions + Tips

How to Plan a Trip to Hawaii

This second most frequented island in the archipelago is the perfect place to go whale watching, hiking, or seeing the most incredible sunset or sunrise of your life. Maui has the most swimmable beaches in Hawaii and has plenty of resorts and restaurants.

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This island is home to the Haleakalā Crater, which towers 10,023 feet above the Pacific Ocean and offers some of the best sunrise or sunset views. You’ll also come across various hiking trails and the famous Road to Hana . 

  • The Perfect 5 Day Maui Itinerary
  • The 19 Best Road To Hana Stops For The Perfect Road To Hana Itinerary

How to Plan a Trip to Hawaii

As the name mildly suggests, Big Island is the largest of all the islands and has two active volcanoes; Kilauea and Mauna Loa. This island features contrasting landscapes of lush forests, dramatic cliffs, waterfalls, and snow-capped mountains. 

This Hawaiian island is a popular spot for snorkeling and swimming with Manta Rays. 

How to Plan a Trip to Hawaii

Known as The Garden Isle, Kauai is a lush island brimming with verdant and jagged cliffs, waterfalls, spectacular canyons, and hiking trails. This island is less developed than Oahu or Maui, which is evident in the seemingly slower pace of life. Yet, it’s still a famous Hawaii island that’ll be well worth the visit. 

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  • 5–7 Day Kauai Itinerary | Spending a Week in the Garden Isle
  • 15 Best Things to Do in Kauai | Top Tours & Activities + Tips 

Smaller Islands

How to Plan a Trip to Hawaii

It may be harder to find accommodation or activities on these less frequented and smaller islands, but they’re worth knowing about and possibly visiting. 

The Hawaiian island of Lanai can be reached on a one-hour ferry from Maui, making it ideal for a scenic day trip. Lanai island was once a pineapple plantation. Today there are a few hotels and little else. The biggest perk of basing here is the seclusion from large crowds and a more unique Hawaiian experience. 

Visit Molokai if you’d like a more authentic look into daily Hawaiian life, as this island is mainly occupied by native Hawaiians. This Hawaiian island is also home to the leper colony of Kalaupapa .

plan hawaii trip

Decide How Many Days to Spend in Hawaii

How to Plan a Trip to Hawaii

Once you know which Hawaiian islands you’d like to visit, you’ll need to decide how many days to spend in the archipelago. It is possible to spend a mere 4-5 days in Hawaii. But the flight to the islands is long, so you may as well stay a few more days. 

A minimum of seven days is recommended to enjoy the activities and natural beauty. 

Each of the main islands has plenty to do and can easily take up an entire week. Inter-island flights can take up half a day and be quite exhausting, so it’s not recommended that you visit more than one island in a week. 

If you plan on visiting multiple islands, you’ll want to stay longer than seven days. 

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Decide Where to Stay in Hawaii

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One thing to remember when considering where to stay in Hawaii is that each Hawaiian island has a rainier east (or windward) side and a drier west (leeward) side. 

The rainier east side usually has a more lush, green landscape of forests and waterfalls, while you’ll usually find some of the best beaches on the western side. So, the side you choose to stay on will depend on which type of activities you’d like to focus on. 

Your choice of where to stay will also depend on your budget. Accommodations closer to the coast and main attractions will usually cost much more than those further inland. The inland accommodations are generally much quieter, which is ideal if you’re seeking a tranquil getaway. 

There are different options for staying in Hawaii to accommodate every budget. 

Camping 

If you’d like to take the more adventurous route and save some money, camping in Hawaii is the best way to do so. Camping is an excellent option if you’re planning on being out and about all day exploring the landscape and sampling food from local vendors and restaurants.

There are multiple campsites based in State Parks across the archipelago. The average price for a campsite ranges between $18 to $30 a night. Campgrounds are quite safe but naturally don’t offer as many amenities as a hotel would. Have a look at this guide to the best camping cooking gear to consider purchasing for your trip to Hawaii.

Some state parks worth considering for camping in Hawaii are:

  • Oahu: Sand Island State Recreation Area and Ahupuaʻa ʻO Kahana State Park
  • Big Island: Kiholo State Park Reserve
  • Maui: Waiʻānapanapa State Park
  • Kauai: Nā Pali Coast State Wilderness Park

Keep in mind that you’ll have to book a camping permit online well ahead of time. You’ll also want to ensure that you bring a waterproof tent in case of any downpours. 

Perhaps the most significant thing of all to consider is that campgrounds are closed on Wednesdays and Thursdays. So you’ll either have to plan to arrive on a Friday or book a hotel for those two off days.

Tip: Have a look at this guide to camping for beginners if you’re new to the world of camping. 

Self-Catering Accommodation

Another more budget-friendly way to enjoy a holiday in Hawaii is to book self-catering accommodation. This way, you’ll be able to prepare your own meals instead of paying hefty restaurant prices. This is especially ideal if you’re traveling with family. 

You can opt for a hotel room with a kitchenette, such as Kuhio Banyan Hotel , or rent an apartment for larger groups.

Hotels & Resorts

How to Plan a Trip to Hawaii

The most popular option in Hawaii is to stay at a hotel or resort. This is an excellent choice if you’re looking to bathe in the sun while sipping Mai Tais and enjoying the scenery. Hotels and resorts offer all the luxuries and amenities necessary to make your stay as carefree as possible. 

Below are a few top hotel options in the Hawaii archipelago: 

  • Hilo Vacation Rental (Budget): If you’d like to stay a bit away from the bustle, Hilo Vacation Rental offers a clean, spacious room with a shared bathroom, kitchen, and lounge. It’s a great way to meet like-minded travelers and is close to attractions like Mauna Kea State Recreation Area and Rainbow Falls on Big Island. 
  • Hilton Garden Inn (Mid Range): Situated a mere five minutes away from Oahu’s Waikiki beach, Hilton Garden Inn offers an on-site pool, gym, and work area. It’s also close to the International Market Place shopping center, where you’re sure to find some excellent souvenirs. 
  • The Westin Hapuna Beach Resort (Luxury): Offering incredible seaside views and sitting steps away from Hapuna Beach, the Westin Hapuna Beach Resort provides a world-class experience. You’ll have access to a spa, gym, and activities like golf and snorkeling. 

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Plan activities ahead of time.

How to Plan a Trip to Hawaii

It’s best to plan your Hawaii activities ahead of time so that all you have to worry about is showing up. For the best experience, be sure to book your entry tickets, restaurant seatings, and tours in advance. This is especially important if you plan on visiting during the high season. 

The last thing you want is to show up to a restaurant or tour only to be told that it’s fully booked weeks in advance. So, decide which activities you’d be most interested in and consider booking at least a month ahead. 

Below are some of the top tours and activities to consider adding to your Hawaii trip planner: 

  • Take a tour of Pearl Harbor and Downtown Honolulu.
  • See Oahu on a helicopter tour .
  • Go on a Turtle Canyons snorkel excursion .
  • Take a full-day Road to Hana tour . 
  • Go ziplining through Maui .
  • View the sunrise from the Haleakalā Crater .
  • Go snorkeling with Manta Rays on Big Island.
  • Enjoy a traditional Hawaiian Luau .

Keep in mind that it’s best not to pack your days full of activities and tours. Try to leave some downtime in your day for exploration and relaxation.

What to Pack for Hawaii

How to Plan a Trip to Hawaii

With your itinerary and destination sorted, it’s time to get packing. Below are some of the essentials to pack for a comfortable Hawaii holiday. Don’t worry about packing anything fancy, as the dress code in Hawaii is quite casual. 

  • Lightweight clothing like shorts, dresses, light cover-ups, and t-shirts
  • At least two bathing suits, so you always have a clean one ready.
  • A warmer set of clothes for exploring higher elevation areas and early morning sightseeing and adventures. 
  • A fleece or down jacket if you plan to visit Hawaii in winter or view the sunrise at Haleakalā Crater. 
  • Comfortable hiking sandals or hiking boots : paths to certain beaches can be pretty rough and uncomfortable to brave with regular sandals. 
  • A sun hat 
  • Comfortable flats for special occasions like dinners

Additional items: 

  • Reef safe sunscreen
  • Reusable water bottle 
  • Reusable shopping bags
  • A good daypack for hikes and adventures 
  • Packing cubes to organize your suitcase 
  • Quick dry beach towel 

Booking Your Flight to Hawaii

plan hawaii trip

The main airport in Hawaii is Honolulu International Airport (HNL) on Oahu island. This airport services domestic and international flights. Hawaiian Airlines offers direct flights between the US and the major Hawaiian islands of Oahu, Maui, Kauai, and Hawaii.

A round-trip ticket to Hawaii will cost you roughly $500 if departing from the west coast — with California offering the most competitive prices. Trips from the west coast last around 5-6 hours. This will significantly vary depending on the time of year you choose to visit and whether you’re flying from further inland. 

If you’re looking to save some money, it may be better to book your flight for the low or shoulder seasons. Try to book ahead and between Monday and Thursday when prices are lower. 

Getting Around Hawaii 

How to Plan a Trip to Hawaii

One of the best ways to get around Hawaii is by renting a car. This will allow you to explore at your own pace, reach off-the-beaten-track locations, and save money on extensive taxi fares for long distances. 

You’ll find many major car rental companies based on the main Hawaiian islands. These companies offer a rental car for less than $150 a day. If you’re traveling to Hawaii during peak season, consider reserving a car well ahead of time. This will allow you to get the vehicle of your choice at a more affordable price. 

There are ride-share companies like Uber and Lyft available on the major islands for shorter trips. These usually cost less than the local taxis. 

Despite the islands being reasonably close to each other, there are very few ferries running between islands. So, if you’d like to explore more than one island on your Hawaii vacation, you’ll have to book a flight to the neighboring island of your choice. 

There are frequent, affordable flights running between the islands that last around 30-45 minutes. These can cost as little as $40 for a direct flight. 

Tip: Only rent a car on days when you’re traveling further distances. If you’re spending the day around a specific area where the vehicle will just be standing, you’ll be racking up unnecessary parking fees.

>>>Rent A Car Here<<<

Hawaii Travel Rules

How to Plan a Trip to Hawaii

It is important to know the Hawaii travel rules before your visit so that you arrive prepared and avoid getting into any trouble. Below are some fundamental rules to keep in mind. 

  • Hawaii no longer requests proof of vaccination or a negative Covid-19 test result from U.S. citizens. If you’re traveling to Hawaii from outside the U.S., you’ll still have to present a negative Covid test. 
  • There are no longer any mask mandates as of March 2022, but some businesses may still request that you wear one. 
  • In order to protect the coral reefs, Hawaii has banned the use and sale of sunscreens with coral-harming chemicals. These chemicals include oxybenzone and octinoxate. Be sure to pack reef-safe sunscreen.  
  • It is illegal to touch or get too close to Hawaii wildlife. You’re recommended to stay at least 10 feet from turtles and 50 feet from Monk Seals. You’ll also have to keep at least 50 yards between yourself and any spinner dolphins. 
  • Hawaii has implemented a ban on plastic bags. Be sure to bring your own shopping bag when heading to the grocery store to help reduce plastic waste.
  • Pay attention to road signs, and don’t park illegally for the sake of getting the perfect shot. This is especially a problem on the busy Road to Hana and can cause unnecessary traffic jams or worse. 
  • Littering is a criminal offense and can result in a fine. Be sure to practice the principles of “leave no trace” to ensure you’re not committing any harm to the environment.

Helpful Hawaii Travel Tips 

plan hawaii trip

This guide has covered quite a few Hawaii travel tips already, but here’s a summary of some of the top tips for the ultimate getaway. 

  • As Hawaii is one of the top tourist destinations, a Hawaiian vacation will be expensive. Save up well ahead of time, so you have enough money to enjoy your stay fully. 
  • Visit during the shoulder season months of April, May, September, and October to avoid large crowds and inflated prices.
  • If you’re heading to popular areas like the Upcountry and Road to Hana in Maui,  you may want to book your accommodation well ahead of time. 
  • If you’d like to save money while visiting Hawaii, rent a self-catering apartment instead of hotel rooms and prepare your own meals. 
  • If you are cooking for yourself, consider buying fresh produce from farmers’ markets instead of supermarkets. The farmers’ markets are usually more affordable, and you’ll support local farmers directly. 
  • Honolulu Airport (also known as Daniel K. Inouye International Airport) is not the only airport in Hawaii. There are direct flights between the US and the main Hawaii islands. So you can save time and money by flying directly to your chosen island. 
  • Restaurant prices can be quite hefty. Save some money by buying a few meals from the exciting food trucks found across the islands. Elena’s Lunchwagons and Giovanni’s Original White Shrimp Truck are two popular options on Oahu. 
  • The ocean can be ultra unpredictable. Never turn your back on the water, and don’t risk swimming on beaches with warning signs. 

Final Thoughts on Planning a Trip to Hawaii 2022

plan hawaii trip

Now you know how to plan a trip to Hawaii; it’s time to get traveling. There is so much to do on the Hawaiian islands that you’ll be planning your next trip to Hawaii before you’ve even left the island. 

Whether you choose to rough it out in a tent or experience the ultimate luxury at one of the many resorts and hotels, you’re sure to have a memorable time. 

Hawaii is brimming with beauty, so be sure to bring along your best camera gear for hiking and exploring this idyllic vacation destination. 

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Hawaii Itineraries

Hawaii Itineraries

Itineries for the hawaiian islands - single & multi-day itineraries, itineraries for single & multi-day trips to the hawaiian islands.

Incredible beaches, verdant mountain scenes, countless waterfalls, an abundance of tours and activities, and the aloha spirit are just a few of the reasons Hawaii remains one of the most desired travel destinations in the world. With several unique islands to choose from, countless accommodations options, and various activities to partake in, and sights to see, it can be a bit overwhelming to get started planning.

That's where our Hawaii Itineraries come in handy. We've curated several Hawaiian Island itineraries based on varying lengths of stay and/or interests (themes) to help you plan the ideal Hawaiian vacation no matter which island(s) you ultimately decide to visit. For Kauai, Oahu, Maui, and the Big Island, we offer one-day , 2-day , 3-day , 4-day , 5-day , 6-day , 7-day , and we additionally provide a 10-day itinerary for the Big Island, all designed to help you get started planning your perfect trip to the Hawaiian Islands. Whether you're visiting to celebrate your honeymoon, to experience an action-packed adventure, or relax on a family vacation, below are each Hawaii Islands Itineraries to help you get started.

  • Why use our itineraries to plan your trip?
  • How to use our itineraries on your Hawaii trip...

Itineraries by Hawaii Island

Hawaii's top rated gps tours, sponsored by: shakaguide, why use our hawaii itineraries to plan, travel guide's to help you plan for a visit to each hawaii island.

At some point in planning your vacation to Hawaii, it’s probably going to hit you, “Wow, this is a lot harder than I thought it’d be... there’s so much to do.”  Welcome to the state where the possibilities for activities and adventures are limitless, to where you’ll likely never find yourself bored unless you simply refuse to leave your hotel room. This portion of our website is here to help you find some focus in planning your trip and should allow you to organize what you want to do into simple itineraries.  Planning your vacation doesn’t have to be a chore, and hopefully, our recommendations will be of assistance in your own preparation.

For nearly 25 years now we’ve been visiting Hawaii and making detailed notes about what each island’s highlights are and what visitors like yourself simply must-see based on the limited time you’ve allocated for each Hawaiian Island. It is difficult and can even be overwhelming to start planning a trip to Hawaii. One quick look on this website and you’ll soon discover there are hundreds of possibilities per island ; a variety of sights to see, a plethora of beautiful beaches to choose from, and a diverse set of incredible trails that criss-cross each of the unique Hawaiian islands. Honestly, you could spend months in Hawaii and not see and do it all. Having a reliable guide, that’s key.

Most visitors come to the islands for about a week and a half , but if you’re like the typical traveler to the Aloha state, you may want to split your trip up between islands. Each island has its own unique “personality” and unique feel, no two are exactly the same. We recommend most travelers visit at least two islands if you’ve got enough time to do so. Pre-pandemic, in 2019, the average visit in Hawaii between all islands was roughly 10 days (9.3 to be exact). As we mentioned, most visitors visited two or more islands during their visit, splitting their time according to their interests.

Average rounded length of stay per island:

  • Maui : 8 days
  • Kauai : 7 days
  • Big Island : 7 days
  • Oahu : 6-7 days

How many days should I spend on each island...

How to use our hawaii itineraries for your trip, hawaii 'pack-and-go' wayfinder guides for daily excursions.

Ultimately, we’ve designed our itineraries around a set number of on-island days: offering one, two, three, four, five, six, seven, and in some cases, ten days for exploring the island, soaking in the best sights, and ensuring your precious time (and potentially money) on each island are well spent. We’ve tried to balance our itineraries between those who seek adventure and those who are looking to find a good beach and relax. Overall, we want your experience to be exactly what you’ve dreamed of when planning your Hawaii trip!

For each island, we’ve attempted to split up the itinerary days by sorting attractions according to their geographic proximity; i.e; on West Maui day, you’d explore the best of West Maui’s attractions, beaches, and activities.

Our itineraries are not meant to necessarily be followed consecutively, which would probably be exhausting, but instead as a grab-and-go resource for ‘mapping’ your trip - think of us as a Wayfinder’s guide to each Hawaiian Island . We always like to travel by making day-by-day plans, putting the most important attractions and activities (the must-see and do) upfront, and if the weather doesn’t cooperate one of those days we just switch that day with another. That way we always get to the important stuff first, and if we have to skip anything, it’s ideally the minor attractions only.

We’ve provided directions via Google Maps when possible, as Google Maps works on all platforms and across all devices. You should be able to pop the directions into your phone or tablet and go. To help you visualize each day’s itinerary, we’ve also provided overview maps that'll help you get your bearings.

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Discover six unique Hawaiian Islands and learn about the unending opportunities to mālama Hawai‘i - to have an even more enriching experience by helping to regenerate the natural beauty, environment and culture of Hawaiʻi . Delve a little bit deeper and you’ll discover timeless culture, breathtaking natural wonders and vibrant communities that long for visitors to truly care about Hawaiʻi .

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COMMENTS

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