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A trip to Hawaii requires a lot of planning. Your Hawaii vacation is going to be a once-in-a-lifetime experience and it would be great if everything went perfect, right? Whether this is a family trip or a romantic escape, here is everything you need to know about traveling to Hawaii (from a local’s point of view!).
Aloha with love,
Choosing the right Hawaiian Island
Which Hawaiian Islands can you visit?
There are over 100 islands in the Hawaiian Island chain. 8 of those are called the major Hawaiian Islands, and 6 of those are easily visitable by plane. So the first thing you’ll want to decide is which of the 6 islands you plan to visit for your trip to Hawaii. In order of popularity in my opinion:
- Oahu: The most crowded, but it has everything from an exciting nightlife to secluded beaches.
- Maui: A popular favorite for repeat visitors to Hawaii. Slower than Oahu, but still has a nightlife.
- Big Island: A huge variety of outdoor activities to do such as volcanoes, waterfalls, hikes, and farms.
- Kauai: Slow, country-pace with plenty of hiking and outdoor adventures.
- Lanai: Small and slow island that markets itself as a playground for the wealthy by the Four Seasons.
- Molokai: Another slow-paced island with just one “downtown” and one traffic light.
Flying into or out of Hawaii
Most visitors will fly into Hawaii via the Honolulu International Airport on Oahu, even if your final destination is another island. Currently, Hawaiian Airlines and Southwest Airlines take up most of the competition of island-to-island flights. But, there are smaller airlines that can help you out if you’re on a budget and don’t mind riding small planes.
- What To Expect From Hawaiian Airlines And Honolulu International Airport
- Which Side Of The Plane To Sit On Flying Into Honolulu?
- Guide To Island Hopping In Hawaii
- Flying Honolulu To Molokai On Mokulele Airlines
- Flying From Boston To Honolulu On Hawaiian Airlines
Book Now >> Airport transfers and services
Transportation varies from island to island. Oahu has the most options when it comes to getting around. Maui is decent, Big Island and Kauai are a hit-and-miss, while Molokai and Lanai most definitely requires a vehicle. I’ve written several transportation guides for each of the major Hawaiian Islands:
Oahu transportation: In general, if you want to travel by bus, Oahu is the only island that makes sense to do so. The other islands for the most part do have their own bus systems, but the schedules are spotty and usually aren’t frequent enough to justify Hawaii travel by bus. If you want more rental car options on the other islands, read my Oahu car rentals post as I have some app suggestions that might work for you.
Read More >> Oahu Car Rentals: Budget, Transportation, And How To Save
Maui transportation: Maui has a decent bus system, but the main attractions you’ll most certainly need a car for is when you explore Mt. Haleakala and the Road to Hana. I’ve actually written two transportation guides for Maui. Traveling Maui without a car is a common question I get so check that post out if you’re wondering what it’s like. For additional information on rental cars and rules, the regular transportation guide will answer any questions you may have.
Read More >> How To Get Around Maui Without A Car
Read More >> Getting Around Maui And Transportation Tips
Big Island transportation: The Big Island is best with a rental car, but there are buses, shuttles, and bikesharing opportunities in certain towns. You’ll find that most alternative transportation options can be found in Kailua-Kona or Hilo.
Read More >> How To Get Around The Big Island
Kauai transportation: Kauai is another island that’s best explored with a car. But if you’re on a budget, there are a couple of free shuttles and ridesharing options available to you.
Read More >> Getting Around Kauai And Transportation Tips
Molokai and Lanai transportation: I’ve decided to not write a transportation guide for Molokai and Lanai because you need a car here in order to explore. I spent my summers growing up on Molokai and we used a car to go out to eat, visit “downtown”, shop for groceries, go to the beach, or visit someone’s house. Both islands don’t have public transportation and there are no ridesharing or carsharing services. You might be able to find somebody who’s renting out their vehicle on Craigslist or Turo, but don’t hold your breath. There are car rental services near the airport, so getting a rental shouldn’t be difficult.
Safety in Hawaii
Safety articles are usually ignored when doing research for a trip, but they’re equally important since they highlight dangerous situations and signs you need to be aware of while on vacation. Here are a few safety articles to help you navigate your way in Hawaii while avoiding danger.
- Shaka Guide (a local company that makes great GPS self-guided audio app tours) has a great post on how to travel Hawaii safe and responsibly.
- How To Stay Safe With Hawaiian Monk Seals
- Don’t Pee On A Jellyfish Sting In Hawaii, It’s An Old Wive’s Tale
- Why Hawaii Hiking can be Dangerous
At some point you’ll have to decide on accommodation and it’s better that you get this done as soon as possible so that you can reserve a great place without scrambling last minute.
Hotels and resorts
Every island except for Molokai has at least one large hotel or resort. You’ll recognize the big players such as Hilton, Four Seasons, Marriott, Hyatt, and even Disney. These large hotels are like playgrounds complete with pools, shopping, restaurants, entertainment, and beach access. Yes, they’re more expensive, but you get what you pay for: service, convenience, and more often that not an ocean view.
Read More: A Local’s Guide To Waikiki Hotels And Why You’ll Love It (Or Hate It)
Compared to traveling in Japan, China, South Korea and Thailand (which I have a lot of experience in), Hawaii doesn’t have a lot of hostels, but they do exist! So if you plan on saving money by booking a hostel, book early! I mean several months in advance early. Because space runs out quick and once they’re gone you’ll have a hard time finding anything cheaper.
Vacation rentals and booking platforms like Airbnb have been growing in popularity and Hawaii is no different. Some common perks that sometimes come with vacation rentals in Hawaii are free snorkel gear and boogie boards stored in the house that you can use for free and bicycles you can ride to explore the neighborhood you’re in.
Things to do in Hawaii
- The Beach Bum’s Guide To Beaches On Oahu
- The Very Best Beaches In Hawaii To Visit As A Local
- The Best Beaches In Oahu’s North Shore For Families
- Oahu’s Best Stand Up Paddle Board Beaches
- Best Colored Sand Beaches In Hawaii
There is plenty of hiking to do in Hawaii and each island is a little different from the next. The type of hikes really depend on the island itself. Some islands are very wet (Kauai), some areas are really dry (Kona, Big Island), and some are great for waterfalls (Maui). To keep it short (in my opinion):
- Oahu’s hikes has a little bit of everything. There are the popular iconic hikes such as Diamond Head State Monument or or the Makapuu Lighthouse trail. But there’s also the quiet and secluded hikes where you probably won’t run into anyone like the Kealia Trail or Tantalus Drive to Pauoa Flats hike
- Oahu hikes I love: The Best Oahu Hikes That I Enjoy Hiking With My Friends
- Popular and easier Oahu hikes: Easy Oahu Hikes That You’ll Enjoy
- Secluded Oahu hikes: Fantastic Non-Touristy Oahu Hikes That You’ll Love
- Oahu hikes that make you work: Sweat It Out With Oahu Workout Hikes
- Many of Maui’s hikes have more of a rainforest and waterfall experience especially if you’re planning a hike on the road to Hana. The other half of Hawaii’s hikes and trails is in Haleakala National Park where you’ll get some incredible crater and cinder cone views.
- Best Maui hikes: Best Hikes In Maui For Waterfalls, Volcanoes, And Bamboo Forests
- The Big Island has 8 of 13 different climate zones, which makes for huge variety of hikes available for you to explore. From mountainous rainforest trails to coastal hikes on lava rock, the Big Island offers a lot for outdoor activity. You may even snow if you decide to hike up to Mauna Kea!
- Best Big Island hikes: The Best Hikes On The Big Island Of Hawaii
- Unique Big Island hikes: Best Big Island Hikes That Are Different Than Your Usual Hawaii Hike
- If all you want to do is hike on Hawaii, then Kauai may be the perfect island for you. As Hawaii’s oldest island, the geographical makeup of Kauai is particularly unique. There’s Waimea Canyon (aka the Grand Canyon of the Pacific) and the stunning Na Pali cliffs with a number of trails that show off its natural beauty. Kauai is also very wet so everything is so very green.
- Na Pali hikes: Kauai Hikes With Na Pali Views That Are Easier Than The Kalalau
- Advanced hikes on Kauai: Toughest Kauai Hikes
- Kauai’s kid-friendly hikes: Easy Hikes for Kids in Kauai
Tours and attractions
- Budget travelers: Visit Hawaii Activities for over 600+ tours and activities in Hawaii. I especially like shopping on this website because they’ve always got some tours on sale (sometimes up to 50% off!).
- Self-guided travelers: If you’d rather explore Hawaii at your own pace and not pay for a tour guide, check out the self-guided Shaka Guide audio tour apps that are downloadable for your iOS or Android device. The storytelling on the app is a lot of fun and I love that it’s a great budget option for a socially-distanced tour.
- Recommended tours: Visit Aloha With Tours for a carefully curated selection of over 45+ tours and activities that I personally recommend.
- Free things to do in Hawaii: If you need a list of free tours, shows, and activities to add to your Hawaii travel itinerary, sign up for updates so I can send you my checklist.
Things you shouldn’t miss
- Oahu: A few top Oahu attractions that you shouldn’t miss are Diamond Head State Park, Pearl Harbor, the North Shore, shopping at Ala Moana, and the Makapuu Lighthouse Trail.
- Maui: Maui is famous for the Road to Hana and Haleakala National Park. But I recommend you add a visit to historic Lahaina Town to your Hawaii travel itinerary, too.
- Big Island: There are so many things to do on the Big Island that’s it’s difficult to list them all. But make sure you make a visit to the Hawaii Volcanoes National Park, see some waterfalls, and hike at least a couple of coastal or rainforest trails.
- Kauai: Kauai runs at a much slower pace, but it’s a great place to see the outdoors. You’ll want to see the Na Pali cliffs and spend some time at Waimea Canyon (aka the Grand Canyon of the Pacific). Hanalei is also a very picturesque and quaint town that I recommend you visit at least once.
You might think that Hawaii is warm all year round, but in reality we have all kinds of weather here besides “tropical and sunny.” Some places like Kona on the Big Island are hot and dry like a desert while Kauai is known as the wettest island. We even have a humpback whale watching season which officially runs from November thru May and plenty of cultural celebrations and events that happen once a year.
Many places around the world have 4 seasons, but Hawaii tends to have a longer summer and winter, and shorter spring and autumn. Keep in mind that this also depends on which island and where you are. To me, summer are those hot, hot days where I try to stay indoors, seek the shade, and wear lots of sunscreen. Winter on the other hand is when I close the windows all day and sleep with another blanket – and this is Central Oahu, which is relatively average in terms of temperature change.
Learn more about the weather will be like during your Hawaii travels:
- Spring Hawaii travel: March, April, May
- Summer Hawaii travel: June, July, August
- Autumn Hawaii travel: September, October, November
- Winter Hawaii travel: December, January, February
Winter is a big month for seasonal events in nature. November thru May is officially whale watching season, but my favorite months for whale watching runs from December thru March, with February being the sweet spot in my experience.
Winter is also important for surfers. If you want to catch some surfing competitions, Oahu’s North Shore is where you’ll want to be in December. Maui’s Peahi Beach (aka Jaws) is also famous for its enormous waves and daredevil big wave riders. Don’t worry if you plan on taking surfing lessons during your Hawaii travels – surfing for beginners and other watersports is available all year round and your instructor will know the best place to take you.
Read More: Where The Monster Waves Roam
Eating and drinking on Hawaii
I love to eat when I travel. There’s no better way to explore a different culture than through their food. Here are some food guides that you can check out:
Bakeries and desserts
Hawaii on a budget
Is it possible to travel Hawaii on a budget? I think so. Apart from your ticket and accommodation, it’s entirely possible to fill up your Hawaii travel itinerary with free or affordable activities that won’t empty your wallet. Hawaii has plenty of “cheap eats” especially if you’re a foodie and like trying different foods. Here are a few more things that will help you save some money:
- Use your credit card points (or start collecting points). My personal favorite are the Chase credit cards as their point systems are very rewarding towards travelers. I recommend joining the FinanceBuzz Elite Travel & Points Facebook Group run by Brandon Neth – I’ve met him a couple of times at the TravelCon conferences and his knowledge about each of the point systems is mindblowing. The group is extremely active and you can get all your questions answered about which credit card and rewards system matches your spending, requirements, needs, etc.
- Sign up for my free things to do in Hawaii checklist (my newsletter) for a list of fun and free activities. When I searched “free things to do in Hawaii” on the internet, I had to roll my eyes when most of the suggestions were things like “go to the beach,” or “go on a hike”. So I decided to build my own list of free tours and no-admission activities for you.
Read More: Oahu Budget – 7 Days At $50 A Day