The Coolest Airbnbs in Hawaii

The Coolest Airbnbs in Hawaii

coolest airbnbs hawaii

As an Airbnb Associate, I’m excited to curate incredible properties around the world. At no extra cost to you, I earn a small commission when you book through these links which helps me run this blog.

Planning your dream trip to the Hawaiian islands? Some folks have a favorite place and love to stick Maui, OahuKauai, or the Big Island…while others like to sample them all and go island hopping.

Perhaps you’re not sure which of the Hawaiian Islands you should travel to? No worries! If you have the time, I would highly encourage checking them all out to explore all the wonders, gorgeous vistas, and bountiful tropical forests.

One major thing to keep in mind while adventuring around Hawaii is to make sure to wear reef-safe sunscreen to do your part in helping preserve the natural beauty of both the land and sea.

And you might want to sample these 10 local foods while you’re in Hawaii, too!

From tree houses to farm stays to incredible oceanfront properties, I rounded up the coolest Airbnbs to stay in across Hawaii. A number of these are from the Big Island (they do call it the Big Island for a reason), but there are a handful of places throughout Maui, Kauai, and Oahu, too!

Here are the coolest and most unique Airbnbs to stay at in Hawaii!

north shore hawaii airbnb beachfront

North Shore Surf House

Haleiwa, Oahu

Location, location, location! If you want to wake up to the waves, this oceanfront beach house is the place! With sweeping views of the Pipeline, all the way to Sunset Beach’s West Peak, this place is a true gem!


volcano lava field hawaii airbnb

Tiny Home on Volcanic Lava Field

Pahoa, Big Island

If you’re looking for a seriously unique Hawaii experience, you can see Pele’s Orange glow from this Airbnb! This otherworldly setting provides a cool and off-grid stay at the foot of the world’s most active volcano.


tropical airbnb hawaii mango farm

Tropical Garden Retreat on a Mango Farm

Captain Cook, Big Island

Modern meets Indonesian style on this organic mango farm! Soak up the sun and embrace the abundant outdoor living space. This place is airy and peaceful and ideal for connecting with nature.


airbnb hawaii treehouse

Magical Bohemian Retreat

Captain Cook, Big Island

Located near Kealakekua Bay, this place is the space for nature lovers! Wake up to the canopy in a lofted bed and embrace the sun via the gorgeous floor-to-ceiling walls. Sequestered away in a grove of mango trees, this place is an eclectic and tropical delight!


bamboo bungalow hawaii airbnb

Bamboo Bungalow

Keeau, Big Island

This slice of paradise sits on 1-acre of a tropical orchard with so many fruit trees, orchids, herbs, and bamboo. There’s an indoor bath and shower along with an outdoor bamboo shower (and it doesn’t get better than that, does it?).

The cozy space is so thoughtfully stocked and the ideal place for a foodie who loves local flavors!


Dreamy Tropical Treehouse Hawaii Airbnb

Dreamy Tropical Treehouse

Fern Forest, Big Island

Fancy staying in a secluded bamboo treehouse? Hidden away under a canopy of local flora, you’ll ascend to your oasis via a trapdoor (so cool!).

This Dreamy Tropical Treehouse is just 10 miles away from Volcano National Park, making it the ideal place to relax and unwind after a day of adventuring.

There’s a hanging bed at ground level (talk about dreamy!), and an overall sort of vintage 1970s vibe throughout the property. I’d definitely want to sample the local coffee and snacks provided while hanging out on the wrap-around lanai, which has 360-degree views of the lush jungle!


rainbow cottage hawaii airbnb

The Rainbow Cottage

Pahoa, Big Island

Fancy a stay at this charming Rainbow Cottage? Enjoy the pool, volcanic hot spring tubs, and rainforest trail on this forest reserve. The 20-acre property is home to citrus, bananas, avocados, palms, and many more flowering plants.


Tiny Tropical Tree House in Volcano Rain Forest Airbnb Hawaii

Tropical Tree House in the Rain Forest

Volcano, Big Island

Perfect for two, this tropical home offers off-grid living with cozy homey comforts Soak in the hot tub while you listen to the sounds of the forest and then enjoy a warm outdoor rain shower!


hawaii big island airbnb farm stay

Private Cottage Farm Stay

Hawaii County, Big Island

This private cottage is a lovely retreat with its lanai where you get sweeping ocean views. The deck is ideal for yoga and meditation, and whale watching—if it’s the right season!

Guests are welcome to pick fruits and eggs and explore the farm and adventure to local waterfalls and swimming holes on the property. Located on 10 gorgeous green acres on the Hamakua Coast, this quaint space is an ideal retreat.


Kealakekua Bay Bali Cottage Captain Cook Hawaii Airbnb

Kealakekua Bay Bali Cottage

Captain Cook, Big Island

When you think of the ultimate Hawaiian holiday, you’ll probably imagine a quiet and peaceful village where all you can hear are waves crashing and the calls of local birds. Well, this Bali Cottage in Kealakekua Bay on the Big Island of Hawaii will provide just that!

Crafted from antique Balinese panels, it’s almost like you’ll get to experience two unique places in one! 

The tropical yard is complete with a charming gazebo and barbecue…and tons of local birds! No need to drive to the beach—you can walk in just under two minutes to a beautiful beach park!



Glass House

Volcano, Big Island

For a truly unique experience, stay at this Glass House in the heart of the Big Island. Connect with nature by immersing yourself in the tropical rain forest and listen to the rain pitter-patter on the glass ceiling.



Luxury Cottage with a Saltwater Spa

Kihei, Maui

This cozy space is perfect for a couple’s getaway! Slip into the saltwater tub on the private deck and enjoy a cocktail. There’s an outdoor shower to rinse off after a day at the beach, too.

There’s tons of beach equipment for a fun day in the surf and sand, from boogie boards to sunscreen to snorkel gear and umbrellas, as well.


maui hawaii airbnb industrial

Designer Industrial Studio Steps from the Beach

Kihei, Maui

Coastal meets industrial in this designer studio. Just steps from the beach at Kihei Bay Surf, this modern space is designed for two.



Duke’s Cottage Bed & Breakfast

Makawao, Maui

Located in Makawao on Maui this North Shore cottage is the perfect place to find your aloha! This boutique bed and breakfast has a vintage Hawaiian theme with a modern twist.


Modern Meets Luxurious Beach House

Lahaina, Maui

If you love modern style but want to be on the coast, this breezy cottage is the perfect blend of the two! With soft whites and pastel blues this luxurious spot is tranquil and cool. Experience life like a local on Maui as it’s just down the road from Lahaina.


Hanalei Bay kauai hawaii princeville airbnb

Ocean View Home with Private Pool

Princeville, Kauai

Located in Princeville, the Hanalei Bluff House is a newly remodeled open concept house with a gorgeous private pool. The house is ideal for families or groups of up to six.


AIRBNB kauai nico hale hawaii

Nico Hale

Hanalei, Kauai

How gorgeous is this secluded jungle cottage on the North Shore of Kauai? Located in the neighborhood of Wainiha, it’s just a short drive from both beaches and hikes.


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