I'm a local who's been to every Hawaiian island tourists can visit. Here's where to go and what to do there, based on your travel style.
I grew up in Hawaii and believe each island has a lot to offer. The best one for you to visit depends on your travel style and vacation goals.
Ashley Probst
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Travel
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9 mins
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Business Insider
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Ashley Probst
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As a local who's been to all Hawaiian islands you can visit, here's which is best for you and best things to do in each, from Oahu and Kauai to Maui.
- I grew up in Hawaii and have visited all of its islands, and my recommendations to travelers vary.
- Oahu is the easiest entry point, while Maui offers the widest variety of landscapes and experiences.
- The Big Island and Kauai deliver bucket-list scenery. Lanai caters to travelers seeking luxury.
I was born and raised in Hawaii, but it took me more than 20 years to finally visit every accessible island in the iconic archipelago.
Here's how I'd recommend choosing where to go based on your travel style, plus which experiences I think are worth planning your journey around.
Oahu is best for first-time visitors who want a natural starting point.
Oahu is a great place to start if you plan to island hop during your trip.
Ashley Probst
Oahu is often the first stop on any Hawaii itinerary. As the state's main travel hub, most flights route through Honolulu, making it an easy place to begin or end your trip.
If you're planning to island hop in Hawaii, I'd recommend starting here.
The transition is seamless: You land in a major city with familiar comforts, then gradually ease into the slower pace of smaller towns and neighboring islands.
Honolulu offers city energy in a tropical setting — it's ideal for travelers who prioritize convenience and high-end experiences.
Honolulu has some big-city vibes.
Iryna Olkhova/Getty Images
Honolulu, the state capital and largest urban area in the islands, is always abuzz with opportunities for every type of traveler.
The city blends skyscrapers, bustling streets, and traffic that rivals that of Los Angeles, all set against a beachy backdrop.
This is the place to lean into a more polished version of Hawaii with bougie resort stays, unique dining experiences, the best nightlife in the state, award-winning entertainment (like Cirque du Soleil's "'Auana"), and high-end shopping at Ala Moana Center — the world's largest open-air mall.
It's also a hub for major events, from concerts and conventions to cultural showcases and the islands' biggest street markets.
Venture beyond the city for a completely different island experience.
Lanikai Beach is one of my favorite spots in Oahu.
agaliza/Getty Images
If you do one thing on Oahu: Get out of the city, rent a car, and spend a full day driving along the North Shore. Here, you'll find laid-back surf culture and some of the world's most beautiful beaches.
You can spend one day browsing local boutiques and exploring foodie destinations, and the next chasing waves or finding quiet in Oahu's more peaceful corners.
Then keep driving all the way around to the east side to visit Lanikai Beach, a personal favorite.
Maui is best for travelers seeking a variety of experiences.
Maui is home to some elevated resorts, too.
Ashley Probst
Maui is my home island — so I may be biased — but the saying "Maui no ka oi," meaning "Maui is the best," absolutely rings true.
The Valley Isle offers a little bit of everything: accolade-worthy beaches, bucket-list ocean adventures, high-end resorts, misty mountain towns, lush forests filled with tropical fruit trees, rewarding waterfall hikes, and otherworldly landscapes inside a volcanic crater.
Thanks to its diverse microclimates, Maui delivers a surprisingly wide range of experiences. You can go from cool upcountry mornings to sunny beach afternoons and back up to the Haleakala summit for a surreal sunset, all in a single day.
Local tip: Stay central or at one of the resort hubs in Kaanapali or Wailea, then plan day trips to explore beyond your hotel.
Ocean lovers would be remiss to skip Maui.
You can go whale watching in Maui.
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Maui is a playground for ocean enthusiasts of every kind. Adventure activities abound, from parasailing and jet-skiing excursions to snorkeling and submarine tours.
During winter months, whale watching is a must, with humpback whales returning to Maui's waters each year—the Auau Channel has a high density of whales, and itʻs easily accessed by boat tours from Maalaea.
For those seeking calmer waters, there are leisurely sunset cruises, gentle swimming spots like Baby Beach in Paia, and plenty of time to unwind on the sand.
Maui is a great island to visit if you want your trip to have a positive impact on local communities.
Many areas of Lahaina are still recovering from wildfire damage.
AnnaGodfrey/Getty Images
Several years after the fires that devastated Lahaina and Kula, Maui's communities are still rebuilding.
One of the most meaningful ways to give back as a visitor is to simply be intentional about where you spend your money.
For travelers who want to go a step further, there are also opportunities to volunteer by participating in farm work, forest restoration, and beach cleanups. It's a chance not just to visit the island, but also to connect with the ʻāina (land) and the people who call it home.
Hawaii Island is best for road-trip enthusiasts and those seeking a slower pace.
The Big Island has black-sand beaches, too.
with permit
For easy days and quiet nights, Hawaii Island (aka the Big Island) offers a serene, secluded setting.
Even the major hubs of Kona and Hilo feel laid-back, with low-key nightlife and live music at local venues rather than packed clubs or late-night scenes.
If you want to see it all, you'll need to be willing to drive, sometimes for hours, but that's part of the fun. If you're not willing to drive, pick one side of the island and explore it thoroughly.
The Big Island is home to once-in-a-lifetime experiences.
Hapuna Beach is one of many beaches on the Big Island.
Ashley Probst
What Hawaii Island lacks in convenience, it more than makes up for in uniqueness.
Here, you can descend into one of the longest tourable lava tubes in the world, witness an eruption from the country's most active volcano, drive to the summit of one of the world's tallest mountains, venture to one of the only green-sand beaches at the southernmost point of the US, and swim with manta rays under some of the darkest night skies on Earth.
Activities like these aren't your stereotypical beach vacation add-ons — they're the reason you go somewhere in the first place.
Kauai offers awe-inspiring beauty at a premium price.
Kauai is one of the most beautiful places.
Dennis_Casey/Getty Images
Known as the Garden Isle, Kauai is often considered one of the most visually stunning and expensive Hawaiian islands.
With limited infrastructure and high demand, accommodation prices tend to be steep, making Kauai a natural choice for travelers who are willing to splurge.
Many of the island's most immersive experiences come with a higher price tag, too.
If you treat yourself to one experience, book a Nā Pali Coast boat or helicopter tour — it's the best way to fully appreciate the island's dramatic scenery.
The vibe on Kauai is romantic and scenic, making it ideal for deeply immersive exploration.
Kauai is especially beautiful at sunset.
YinYang/Getty Images
Kauai feels tailor-made for connection, whether that's with a partner or with the natural world around you. It's a favorite for honeymooners and couples, but just as appealing for travelers drawn to dramatic landscapes and outdoor adventure.
Quiet, secluded beaches, lush valleys, and cinematic backdrops create an atmosphere that feels both intimate and expansive.
This isn't the island for socializing or packed itineraries — it's for slowing down, taking it all in, and letting the scenery speak for itself.
A visit to Lanai can also be a niche experience ideal for travelers seeking luxury.
melg-photography/Getty Images
With just one small town and two major luxury resorts, Lanai's economy is largely centered around high-end tourism, and experiences here don't come cheap.
A stay at one of the island's resorts can easily cost upwards of $1,000 per night, while activities like Jeep rentals — which are necessary to explore beyond paved roads — can run a few hundred bucks a day.
For travelers truly willing to splurge, Lanai also offers one of the most exclusive resort experiences in Hawaii at its Four Seasons.
Island hoppers and budget travelers can also take a day trip to Lanai.
The famous Sweetheart Rock is off the coast of the island of Lanai.
melg-photography/Getty Images
As one of the smallest inhabited islands, Lanai has an ultra-exclusive vibe. It can be a great day-trip spot for travelers on a tighter budget.
To get there, take a short plane ride from Honolulu or Maui. Once you arrive, you can keep things simple by walking to the nearby beach or taking a shuttle into Lanai City. Visit classic spots like the Lanai Cat Sanctuary or newer places like a retro-themed bowling alley and art gallery.
Although there aren't endless activities here, a day on Lanai offers a departure from the busier tourist hubs, with just enough to explore at a more relaxed pace.
Molokai is for those truly looking to get away from it all.
Molokai has a fascinating history.
Ashley Probst
One of the harder-to-access Hawaiian islands, Molokai is intentionally quiet — and that's part of the appeal. You won't find major resorts or big chains here.
Think empty roads, uncrowded hiking trails, and beaches where you may not see another person for miles.
In the island's small communities, locals all know each other by name, so visitors naturally stand out, but many are warm and welcoming to those who arrive with respect.
Molokai offers a slower, more introspective experience where simplicity is the highlight.
Go to Molokai for cultural immersion and a glimpse of old Hawaii.
I learned a lot about Molokai's history during my trip there.
Ashley Probst
One of the most meaningful cultural experiences on Molokai is a guided hike through Halawa Valley, led by a family who's lived on and cared for the land for generations.
It's more than just a scenic outing — it's a chance to understand the history, stories, and significance of the place you're visiting.
Elsewhere on the island, untouched beaches and dramatic landscapes create a sense of peaceful isolation.
It's the kind of place that invites reflection, offering a rare glimpse into what Hawaii may have felt like long before the rise of mass tourism.
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