Guesthouse vacation rentals in Hawaii

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Top-rated guesthouse rentals in Hawaii

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

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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, 225 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.

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

4.96 out of 5 average rating, 282 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!

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 Volcano

4.99 out of 5 average rating, 308 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.

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 Keaau

4.97 out of 5 average rating, 435 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.

Guest favorite

A serene black sand beach is seen with gentle waves lapping against the shore. Lush green foliage lines the coastline, and rocky outcrops jut into the ocean. The sky is partly cloudy, creating a tranquil atmosphere over the water.

Guesthouse in Pāhoa

4.91 out of 5 average rating, 506 reviews

Mariner Cottage/Sunrise Cottages Hawaii

Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Mariner Cottage has a king sized bed, high end mattress, en suite bathroom and full kitchenette. 5 minute walk to Kehena beach with its beautiful black sand and stunning views. Hawai'i has many outdoor activities which include amazing nearby snorkeling at Shipman's Bay, miles of the world's newest beaches, Volcanoes National Park, beautiful Akaka & Rainbow Falls, and stunning Waipio Valley, are all within driving distance.

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, 198 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Top guest favorite

A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 761 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Top guest favorite

Lush greenery frames the scene with tall palms swaying gently by the ocean. In the distance, waves roll onto rocky shores beneath a soft sky, where a faint rainbow arcs gracefully over the shimmering water.

Guesthouse in Hakalau

4.96 out of 5 average rating, 248 reviews

Oceanfront Estate Retreat 1 - Carriage w/ Horses

Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Guest favorite

The cottage is illuminated warmly at dusk, showcasing its round structure set on a gently sloping driveway. Lush foliage frames the landscape, while the lava rock walls create a natural boundary, blending harmoniously with the evening sky.

Guesthouse in Pāhoa

4.87 out of 5 average rating, 331 reviews

Absolute Paradise Cottage & Spa, Near Kehena Beach

The Absolute Paradise Cottage is close to Kehena black sand beach, Pohoiki Bay and beach, farmers markets, restaurants, historic Pahoa town, Volcano National Park, and much more! You’ll love my place because of the comfortable sleeping area, garden views, outdoor shower, sapcious hot tub, the spacious living room, and the lava rock walls throughout the cottage. The Absolute Paradise Cottage is good for friends, couples, solo adventurers, and business travelers.

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 Keaau

4.98 out of 5 average rating, 150 reviews

A/C Studio,Adventure & PUNA Trail to Shipman Beach

***Air conditioning Detached Large Studio! PAVED Road! Active and Adventurous-Wellness. Also Perfectly centered to Volcano, Pahoa, Kalapana, and Hilo! MAP us; Kaloli Rd and Beach Rd. Kaloli Point is the East coastline, south of Hilo w/micro climates raved for sunny and great Tradewinds. Leave car secured at the Gated Property, walk to entrance to Historic PUNA ShipmanTrail. 1+ hour trail each-way to see a white sand beach and turtles. For active and adventurous.

Guest favorite

A cozy living area features a curved sofa with light-colored cushions, inviting relaxation. Natural light fills the space through large sliding glass doors, which lead to a deck. A hanging chair adds a unique touch, while a staircase leads to the loft area.

Guesthouse in Papaaloa

4.95 out of 5 average rating, 154 reviews

Garden Studio with Ocean View

Relax and indulge the serene Hamakua life! Adorable mother-in-law studio on an organic fruit orchard. Built with sustainability in mind, it is supported by solar power & water from the rain catchment. Perfect for the eco minded travelers who like the comfort of having amenities. The sleeping loft and the lanai face a grand view of the ocean surrounded by fruit trees, tropical garden and farm animals. This studio is one of a kind, will promise you an amazing stay!

Top guest favorite

Aerial view of a modern estate surrounded by lush greenery and trees, with the ocean visible in the background. The property includes several structures spread out across the landscape, framed by a well-maintained lawn and natural features.

Guesthouse in Pāhoa

5 out of 5 average rating, 143 reviews

Kehena Beach Loft

Beautiful space across street from serene black sand beach. One hour from Volcano National Park. Take it easy at this unique and tranquil getaway. Kehena Beach loft is part of an one acre luxury estate. You will have your own private separate corner of property, you wont see another person. We are remote, tranquil, one with nature. A great place to unplug, listen and watch ocean waves come ashore. Near several local markets , black sand beach.