Guesthouse vacation rentals in Island of Hawai'i

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Top-rated guesthouse rentals in Island of Hawai'i

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Top guest favorite
The bright and airy studio features a California King size bed with a white coverlet and numerous pillows. Two decorative wall hangings frame the bed. Nightstands hold stylish lamps. Natural light fills the room through large windows, creating an inviting space along with a comfortable seating area.
Guesthouse in Mountain View
4.97 out of 5 average rating, 694 reviews

Hawaii Volcano Coffee Cottage

We at Hawaii Volcano Coffee Company welcome you to stay at our beautiful studio cottage overlooking one of our many organic coffee orchards. We are located between two of the Big Islands most iconic areas; Hawaii Volcano National Park and Hilo's beaches, approximately both a 20-minute drive from the studio. Our road to cottage can be rough,it is old blacktop that need to be replaced. We are asking county for help but no response.Road be adventurous , but cottage is worth it. E Komo Mai (Welcome)

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, 291 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, 328 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
4.98 out of 5 average rating, 449 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.

Top guest favorite
A cozy sleeping area features a spacious bed dressed in black and white linens, accompanied by two windows allowing natural light. A comfortable armchair rests in the corner, and a piece of artwork depicting a coastal scene is mounted above the bed.
Guesthouse in Pāhoa
4.97 out of 5 average rating, 428 reviews

Anthurium Inn at Hale Nonno

* all taxes are included * check in is anytime after 3 pm Aloha, We welcome all to Anthurium Inn at Hale Nonno~ our custom built, secluded retreat. Come unplug from your day to day hustle and soak in the easy island lifestyle. Venture onto the newest black sand beaches and lava flows while relishing in the unique island feel. One of the most diverse places on Earth, and truly one of the most exceptional places where Aloha is born and raised. *public transportation is VERY limited in area

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
5 out of 5 average rating, 206 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, 774 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
A circular pool with crystal-clear water is surrounded by lush greenery, including tall ferns and vibrant tropical plants. Sunlight is reflected on the water's surface, creating a serene atmosphere. A wooden deck provides access to the pool, enhancing the natural setting.
Guesthouse in Keaau
4.96 out of 5 average rating, 266 reviews

Magical Jungle Cabin with Pool

Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

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, 257 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.

Top guest favorite
An outdoor dining area is featured on a private lanai, with a glass table and four black chairs. A blue decorative bottle sits at the center of the table. Scenic ocean views are visible in the background, complemented by clear skies and distant coastline.
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 133 reviews

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

Enjoy all the comforts of home with sweeping views of Kailua Kona. Start your day with a brisk morning walk in our friendly neighborhood walking trail. When you are ready to get out and explore, you are minutes away from attractions that bring people to the island. Snorkel amidst turtles and reef fishes in Kahaluu Beach. Try night diving among Manta Rays in Keauhou Bay. Drive south to Kealakekua Bay and snorkel in one of the best spots known for its spectacular coral reefs.

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, 341 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
An outdoor spa room is shown, featuring a freestanding soaking tub that overlooks lush greenery. A comfortable day bed with a striped blanket is positioned nearby. Shelves display various spa products, while natural light filters in through large windows.
Guesthouse in Pāhoa
5 out of 5 average rating, 149 reviews

Kehena Beach Loft

Rural 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.

Popular amenities for Island of Hawai'i guesthouse rentals

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