Guesthouse vacation rentals in Hawaiian Islands

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Top-rated guesthouse rentals in Hawaiian Islands

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
The log cabin is positioned on a hillside surrounded by lush greenery, featuring a blend of vibrant trees and tropical plants. A clear sky adds to the natural tranquility of the setting, highlighting the cabin's wooden exterior and nearby landscaping.
Guesthouse in Honokaa
4.97 out of 5 average rating, 349 reviews

Romantic waterfall cabin in the rain forest

Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

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Top guest favorite
A private hot tub is nestled on a wooden deck, surrounded by lush greenery and native Hawaiian plants. An outdoor shower with natural wood fencing is visible nearby, enhancing the serene setting within the tranquil rainforest.
Guesthouse in Puna
4.99 out of 5 average rating, 397 reviews

Ohia Hideaway Bed & Breakfast

Welcome to Ohia Hideaway - where comfort meets environmental responsibility. Wake up to a room service style breakfast of local fruit and homemade baked goods surrounded by miles of lush native Hawaiian rainforest. Its the perfect place to stargaze and relax in the private hot tub after a day of adventures. Stay put or explore what the quaint Volcano area has to offer. You can spend your days viewing lava fountains, hiking the national park, exploring lava tubes, golfing, or visiting the winery.

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Top guest favorite
A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.
Guesthouse in Kula
4.98 out of 5 average rating, 257 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

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Guest favorite
A spacious room features a large bed adorned with a blue floral quilt. Natural light enters through sliding doors, leading to a private balcony. A flat-screen TV is positioned on a wooden stand across from the bed, and a decorative mirror enhances the room's openness.
Guesthouse in Kailua-Kona
4.87 out of 5 average rating, 480 reviews

Plumeria Studio; Garden Balcony, Close to Airport

Plumeria at Kailana Cottage Kailana Cottage includes two separate rental units that share a hallway. Plumeria is set up like a hotel-style room, featuring a king-size bed, bright bathroom, TV, and a unique kitchenette located on the screened-in balcony—perfect for enjoying tropical breezes and sunset views. The kitchenette includes a hot plate, microwave, coffee press, tea/coffee, mini fridge, and basic cookware. Conveniently located near the airport with automated check-in and free parking.

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Top guest favorite
The interior of the studio cottage features a comfortable seating area with a light-colored futon and a wooden side table. A well-equipped kitchen is visible in the background, showcasing modern appliances. Natural light filters through the windows, illuminating the space and creating a relaxed ambiance.
Guesthouse in Puna
4.97 out of 5 average rating, 495 reviews

Bamboo Bungalow

Our slice of paradise sits on 1 acre of manicured tropical orchard with over 40 varieties of fruit trees, a giant stand of bamboo, hundreds of orchids and herbs. Newly constructed unattached studio cottage with canopy queen size bed and super comfortable full size futon. Indoor bath with shower and outdoor bamboo shower. Brand new kitchen and an adorable lanai for enjoying the panoramic view of sunset or morning coffee. Our teak swing above the cottage offers a horizon view of the ocean.

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Guest favorite
An expansive infinity pool is surrounded by tropical landscaping and comfortable lounge chairs. Umbrellas provide shade for relaxation. The guest house features multi-level architecture in the background, complemented by palm trees and a clear blue sky.
Guesthouse in Puna
4.93 out of 5 average rating, 105 reviews

Paradise Waits

Paradise Waits for You! Come, chillax here! Our fabulous guest house could be your home for a splendid Hawaiian vacation. Pamper yourself with our infinity edge, fully tiled pool and hot tub as you bask under the Magical Milky Way. Kīlauea may be erupting. But if not, you can still experience her splendor. hike rainforests, snorkel, swim with turtles. Explore gorgeous new black sand beaches minutes away, & enjoy all that The Big Island has to offer! No chores required! No additional fees!

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Top guest favorite
Lush greenery surrounds a well-maintained lawn that leads to a vibrant blue ocean. Palm trees and tropical plants enhance the natural setting, with gentle waves seen in the distance. The scene captures the essence of a serene waterfront environment.
Guesthouse in Keauhou
4.97 out of 5 average rating, 144 reviews

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

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Top guest favorite
Lush foliage frames a stunning ocean view under a bright blue sky. The scene is accentuated by a canopy of green leaves and trees, creating a serene and natural atmosphere. Towering trees and various tropical plants enhance the vibrant landscape.
Guesthouse in Holualoa
4.94 out of 5 average rating, 525 reviews

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C, no self check-in. Cats & dogs on premises.

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Top guest favorite
A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 243 reviews

Romantic Treehouse Cabin: Birdwatching Hike Yoga

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

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Superhost
A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.
Guesthouse in Captain Cook
4.81 out of 5 average rating, 857 reviews

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 11% TAT and 4.5% GE .

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Superhost
Two glasses filled with red liquid are placed on a wooden railing. A vibrant sunset casts warm hues over the ocean in the background, framed by lush greenery and a tall coniferous tree.
Guesthouse in Captain Cook
4.88 out of 5 average rating, 262 reviews

Kona Paradise Ohana Studio

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

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Top guest favorite
A rugged coastline is depicted, featuring jagged rocks meeting the ocean. The water is a vibrant blue with white waves crashing against the shore. Lush greenery borders the area, providing a natural backdrop to the scenic view.
Guesthouse in Puna
4.98 out of 5 average rating, 211 reviews

Cozy AC suite near Volcano & next to Puna Trail.

A 2 min walk (yes, 2 min) to START of Historical Puna Trail; check the map. Leave your vehicle in our gated yard. Far from road! Paved road!Secured gate with remote control, Active & Adventurous-Wellness. Perfectly centered to Keaau (14min),Volcano (35-40min),Pahoa(12min),Kalapana,and Hilo(22min)…we are located Kaloli Rd and Beach Rd. (4-6min from the main highway),Kaloli Point is an East coastline, south of Hilo w/micro climate raved for sunny and great Tradewinds!

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Popular amenities for Hawaiian Islands guesthouse rentals

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