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Choosing the coolest Airbnbs in Hawaii can be challenging, as the collection of accommodation options here are simply dreamy. Honestly, hundreds of Airbnbs could have made the cut. From treehouses blended with the jungle to swanky apartments in developed areas, we have narrowed it down to these gorgeous options. Your experience in Hawaii can be tailored to your travel needs and wants, and it will be everything you imagined it to be.
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This woodsy treehouse has the coziest interior, which is abundantly accented with rich woods. Architecturally blending with the surrounding forest, guests can dwell high into the trees as they ascend the ship ladder. All the creature comforts, from kitchen utensils to memory foam mattresses, make the stay an effortless one. But the coolest aspect of this towering retreat is its close proximity to the lava-filled volcano in Hawaii Volcanoes National Park. You can smell the Kilauea volcano in the air as you enjoy an outdoor shower or hot tub soak.
Treehouses are the most magical structures to stay in when visiting Hawaii—and this one is no exception. A colorful path lined with tropical foliage winds to the multilevel haven. Also close to Hawaii Volcanoes National Park, there’s much terrain to be hiked and explored. This is an optimal place for experiencing the natural environment, as you’re surrounded by guava and eucalyptus trees, while critters such as geckos and chameleons scoot around the grounds.
Made with antique wooden features and an overall island appeal, the cottage is only a few minute’s walk from Manini Beach on Kealakekua Bay. Folks love to come here for the superior snorkeling. The outdoor kitchen is the perfect place to kick back with a mai tai while the grill sizzles, and the expansive tree overhead provides ample shade. With many interesting aspects, there are countless details to take in when dwelling in this quirky abode.
When dwelling in Kalapana, Hawaii, one doesn’t need any more than a tiny home, as the surroundings are the star of the show. While off the grid, guests are still treated to beautiful decor and hot water. Surrounding the home are papaya, bananas, pineapples, avocados, mango, dragon fruit and other delicious offerings. Being so close to the lava flow is quite thrilling as well!
Described as a “gingerbread house”, the cozy continues within the cabin-like interior. Believe it or not, Jimi Hendrix actually stayed in this house back in the day when on tour in Maui, but the inside has recently been remodeled since it has been around since the 1930s. The hosts can accommodate everything from relationship coaching to massage sessions, and also have some great tips on where to scuba dive. You can also pick your own fruit from designated trees. This little cottage is a serene escape from it all.
A bit more modern than some of the more naturalistic tree houses, Mokuna has a refined feel, while still remaining connected with the outdoors. The one-bedroom studio features lots of extras like a comfy lanai hammock and huge shower with a floor-to-ceiling window. Powered by solar energy, the dwelling has an eco-conscious theme to ensure the surrounding environment is not disturbed. Airy and open, guests can float away into a state of deep relaxation, especially when viewing the stars at night.
Formerly a root vegetable processing factory, this lush apartment has taken quite the upscale vibe. Light color pallets and dreamy accents create a heavenly atmosphere, and the naturally lit outdoor shower is just the cherry on top. Since it’s located in the developed part of Hilo, with wonderful cafes and coffee shops blocks away, this is a fitting experience for those not fond of the inconveniences staying in the jungle can bring. However, more remote experiences are a short drive away. Keep in mind this rental does not have a kitchen, but that means less time doing dishes and more time on the beach.
Seemingly extending over the waters of Laie on Oahu, the Cliff House is both modern and scenic as the blue ocean can be seen from nearly everywhere in the home. Up to ten people can stay in the spacious remodeled accommodation, making it the perfect home base for exploring the less traversed side of this particular island.
Honolulu’s Waikiki Beach is certainly an iconic stop in Honolulu and appeals to travelers looking for more of a city experience. None the less, Waikiki Beach is striking, with turquoise waters that can be seen from this tiny but sleek apartment. Small and snug, the outdoor space will likely be the hangout spot for the duration of the stay.
Set within Maui Eco Retreat, this bamboo structure serves as a tranquil home base for an invigorating getaway on the island. The retreat is geared toward relaxation and connecting with nature, as hosts organize yoga classes and encourage hikes to nearby lagoons and waterfalls. It’s rejuvenating, calming, visually breathtaking—everything one would hope to experience in Hawaii. In the separate Bamboo Temple, guests have complete privacy within their own kitchen, sleeping quarters, bathroom and lanai.