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Guesthouse vacation rentals in Hawaiian Islands

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Hawaiian Islands guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
An inviting living area features a comfortable seating arrangement made from bamboo, accented by decorative cushions. A flat-screen TV is mounted on the wall. Natural light fills the space through large glass doors that open to the outside, enhancing the airy atmosphere.
Guesthouse in Waimea
4.94 out of 5 average rating, 134 reviews

Mango Hale Cottage

BellaRating, 5 stars4 weeks ago
Fantastic and lovely location and walkable to great snorkeling as well as petroglyphs and coastal walks. Also short drive (or bike ride) to great swimming and/or body surfing beaches. Also a nice laid back little neighborhood store near by. The place is sweet and feels like a wonderful tropical paradise. Loved having an outdoor shower (& indoor, too!) and it was nice to have AC in bedroom for sleeping. But ceiling fans also keep the temperature comfortable! Highly recommended!
Guest favorite
The open living area features a comfortable gray sectional sofa and a coffee table on a patterned rug. A ceiling fan aids airflow, while the kitchen is equipped with stainless steel appliances, including a refrigerator and stove. Artwork adorns the wall, adding character to the space.
Guesthouse in Kurtistown
4.91 out of 5 average rating, 550 reviews

Great Location: Volcano to Hilo

CalRating, 5 stars4 days ago
Kerrine was an absolutely fantastic host! From the moment we arrived, she made sure everything was perfect. The space was spotless, cozy, and exactly as described. She was super responsive and gave us great local tips that made our trip even more special. You can tell she really cares about her guests having a great experience. I would 100% stay here again and highly recommend booking with her if you get the chance!
Top guest favorite
A cozy seating area features a comfortable sofa facing a large window, allowing natural light to fill the space. A wooden coffee table sits in front of the sofa. A television is positioned against the wall, adjacent to a small kitchenette.
Guesthouse in Waimea
4.93 out of 5 average rating, 192 reviews

Sunset House by the Sea

JoyceRating, 5 stars1 month ago
This is a perfect little spot for a vacation or if you have family in town. The power went out for a couple of hours and Malis met us at the door with a lantern. She was friendly and responsive, considerate and kind. The space itself is adorable with a comfortable bed and a wide variety of appliances. I highly recommend!
Guest favorite
A charming guest house is nestled amidst lush greenery, featuring a welcoming wooden door and a simple stone pathway. Two green chairs are positioned on the porch, offering a serene spot to enjoy the surrounding nature.
Guesthouse in Ocean View
4.91 out of 5 average rating, 285 reviews

Ocean View with a view

TimmyRating, 5 stars3 days ago
A great little hideaway. It's out of the way from any busy area, there is a great restaurant nearby. The garden was full of plant life which was great to walk round and see. Lovely and quiet and peaceful
Guest favorite
Guesthouse in Holualoa
4.94 out of 5 average rating, 380 reviews

Holualoa Ekahi -Country guest house,Taxes included

EllenRating, 5 stars1 month ago
We stayed just one quick night here after landing on the island. It was a great little space. Very clean, seemed brand new, convenient to town, and you could see the ocean from the cute front porch. The bed was very soft, like a cloud you melted into. Normally I don't like soft beds but this one was nice. It is a stand alone space but wasn't quite as private/secluded as I thought. In case someone wanted more privacy, but it wasn't an issue for us. We wouldn't hesitate to stay here again!
Top guest favorite
A view from the property showcases lush grass leading to a path. Beyond the neatly trimmed hedges, the ocean sparkles in the distance under a clear blue sky, complemented by scattered clouds and greenery along the hillside.
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 355 reviews

Spectacular Views of Kailua-Kona

DianneRating, 5 stars1 month ago
We loved our time at the guesthouse! Everything was as described in the online information. Karrie and Kevin were kind and helpful hosts. Scout, their dog was a perfect ambassador for their home! We loved being a short distance away from the busy downtown of Kailua-Kona and the views of the ocean and downtown were spectacular. We felt comfortable and welcome here. We would love another visit sometime!
Superhost
A shaded outdoor seating area features two turquoise chairs adjacent to a small table, surrounded by vibrant greenery. A unique wooden panel forms part of the backdrop, while a sturdy bench provides additional seating, creating an inviting space for relaxation.
Guesthouse in Captain Cook
4.81 out of 5 average rating, 805 reviews

Kealakekua Bay Bali Cottage -steps from Bay

MelissaRating, 5 stars2 weeks ago
This place is awesome! Karen and Ron are so kind and have built/designed this place with such passion! It’s darling! Note that it does have open spaces to the elements as noted. You may be in the company of a gecko or spider- but being in Hawaii, you encounter the same all over. We did not have issues with mosquitoes at all. The serenity you feel at this place is beyond anything! Steps from Manini and kayak rentals is convenient- and totally shouldn’t be missed. Ron and Karen are super friendly and attentive and gave us a bunch of things to do. Morning coffee on the porch or a sunrise walk to the beach- nothing better! This place is a gem!
Top guest favorite
Guesthouse in Waimea
4.98 out of 5 average rating, 223 reviews

“Special Rate” Private, Waimea Ohana (Guest House)

TamaRating, 5 stars3 weeks ago
Awesome location, close to town. Wonderful walking neighborhood. Annette's place was spacious, comfortable and quiet. Will definitely be back!

Guest house rentals with a patio

Superhost
A private outdoor lanai features two armchairs with blue and cream cushions, positioned around a small coffee table. Light green curtains partially frame the space, while double French doors provide access to the interior. The flooring displays a simple geometric pattern in muted colors.
Guesthouse in Pāhoa
4.89 out of 5 average rating, 179 reviews

Pāhoa Kai Hale’uku

KirillRating, 5 stars1 week ago
Amazing place. Lots of greenery around the house. It was a very peaceful experience. Highly recommend, will come again for sure
Guest favorite
An aerial view showcases a secluded cabin nestled within lush greenery, surrounded by tropical plants and flowering trees. A spacious lanai extends from the cabin, inviting relaxation in a serene natural setting. Pathways connect the cabin to the vibrant garden space.
Guesthouse in Pāhoa
4.93 out of 5 average rating, 107 reviews

Ocean Front Eco Jungalow at Kualoli Retreats

PaulRating, 5 stars2 months ago
My stay was magical - exactly what I was looking for. Her place is simply an amazing location - a very undeveloped area in a rainforest right on the ocean. The sleeping accommodations were wonderful, and the kitchen had everything that I needed for my stay. I spent 11 memorable nights there. It was a definitely a "glamping" type experience - perfect if you are looking for a quiet, reflection-filled nature immersion experience or retreat.
Top guest favorite
A modern guesthouse is surrounded by lush tropical vegetation, featuring large windows and a covered deck. A rocky stone wall borders the property, adding texture to the landscape. The structure is set against a backdrop of trees and blue sky, showcasing the tranquil environment.
Guesthouse in Keaau
4.98 out of 5 average rating, 142 reviews

Hale Hapu’u - Tropical Tiki Paradise for Couples.

YandaRating, 5 stars2 weeks ago
Very peaceful place with thoughtful equipments for Big Island and warm clothes you might need!
Guest favorite
Guesthouse in Keaau
4.97 out of 5 average rating, 120 reviews

Beach Road Hale

BethRating, 5 stars2 weeks ago
This place was AMAZING!!! The location was perfect, place was roomy, spotless, and so many details in the unit. Jordan was always available to communicate with and everything went super smoothly. Very happy I chose Jordan’s place over anything in town. Close enough to groceries, cafes, and Volcanoes National Park but so private and quiet. Having the trailhead to Shipman’s Beach just steps away was the icing on the cake. Definitely would stay here again and highly recommend booking it!!! Thank you Jordan and family and májalo
Guest favorite
A bright living area features turquoise walls complemented by a pink sofa and a natural wood coffee table. A mounted flat-screen TV is positioned against the wall. Natural light streams through a window covered by wooden blinds, and a decorative fan hangs from the ceiling.
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 128 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

CoreyRating, 5 stars1 week ago
We had a great stay at Andrew’s place. It was extremely clean with great amenities, and convenient to beaches, gym, supermarkets (less than 15 minutes) and quiet and peaceful. Andrew let us borrow his beach equipment (chairs, umbrella etc) which was really helpful. It is also only about ten minutes to a coffee plantation, and convenient for day-trips including to Mauna Kea (about an hour drive). I highly recommend this AirB&B.
Guest favorite
Guesthouse in Captain Cook
4.93 out of 5 average rating, 136 reviews

Hawaiian Bungalow with stunning ocean views

LaceyRating, 5 stars2 weeks ago
I stayed here for my first solo trip, and I couldn't have chosen a better place! The Airbnb was clean, cozy, and incredibly relaxing—I felt completely safe and right at home the entire time. Amanda, the host, was super responsive and helpful throughout my stay. She also had some amazing local recommendations that made the experience even better. I would absolutely come back and definitely recommend this place to everyone I know!
Top guest favorite
A covered outdoor patio area features comfortable red chairs, a small table, and a relaxed seating arrangement. A potted palm adds greenery to the space, which is bathed in soft, natural light from sheer window coverings.
Guesthouse in Keaau
4.98 out of 5 average rating, 121 reviews

Shipman Beach Trail -Studio w/AirCon,Large, Modern

AnneRating, 5 stars1 week ago
Everything needed for a comfortable stay was included! Kitchen supplies were great! Having a small cooler that we could pack and take with us on day trips was wonderful! Bathroom shower was heavenly, and the bathroom was fully stocked. Patio felt very private. We enjoyed coffee out there every morning. The bed was very comfortable and the decor was simple, pleasing, and relaxing.
Top guest favorite
The exterior of the cottage is illuminated by string lights, creating a soft glow in the evening. A spacious porch with a lattice railing leads to the entrance, and well-maintained landscaping surrounds the home, highlighting the welcoming atmosphere.
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 105 reviews

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

NateRating, 5 stars1 week ago
Me and my brother had a wonderful stay. Shelley was super friendly and very responsive. The location is great to get away from the heat and noise from the town as well. Kudos for the Wilson brothers!

Guest house rentals with a washer and dryer

Top guest favorite
A cozy outdoor fireplace is surrounded by two woven chairs with blue cushions. The stone facade adds texture, while colorful pots with plants adorn the mantel. A lush green landscape is visible in the background, featuring a fenced area with trees.
Guesthouse in Kula
4.98 out of 5 average rating, 210 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

AnnaRating, 5 stars2 weeks ago
We had a lovely stay at Cottontail Cottage for 5 days. The cottage was clean and well-equipped with a kitchen and lovely furnishings. We enjoyed the cooler weather, farm environment, and the animals in our backyard. As hikers we loved the access to Haleakala and the trails, and everything else was around a 40 minute drive away. Christine was also kind enough to give us a tour of the farm animals, which was a highlight of my trip as an avid knitter! Such a serene environment and we'd love to stay again.
Superhost
The image showcases a serene hot tub surrounded by lush tropical landscaping. Stone accents frame the hot tub, which sits on a sunlit patio. Towering palm trees and vibrant greenery create a tranquil atmosphere, while a wooden structure is visible in the background.
Guesthouse in Kailua-Kona
4.83 out of 5 average rating, 120 reviews

Lani Wai Ka Napo'o

JillRating, 5 stars2 weeks ago
Joe was super friendly and easy to communicate with. The pool and hot tub are as amazing as they look in photos! The landscaping is beautiful and we had the entire outdoor area completely to ourselves the entire time.
Top guest favorite
A spacious outdoor lanai features a comfortable seating area with a sectional sofa and a large area rug. Dining tables are arranged for al fresco meals, and overhead fans provide ventilation. Arched openings frame ocean views, complemented by tropical greenery in pots.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 154 reviews

Big Lanai w/ outdoor living! Ocean view & breezes!

MichaelRating, 5 stars4 days ago
We loved our stay at Julya's place! The lanai is everything! I will definitely try to stay here next time I'm in Kona.
Guest favorite
An aerial view showcases the spacious rental property surrounded by lush landscaping. The well-maintained garden features paths leading around the house, while multiple vehicles are parked along the driveway. The setting offers a serene ambiance adjacent to a quiet subdivision.
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 183 reviews

Amazing Sunset / Ocean View, Beautiful New Home

KimberlyRating, 5 stars1 month ago
Very nice and responsive host, the house is spacious for a family and the views of the night sky is very beautiful too!
Guest favorite
Gentle waves lap against a soft sandy beach under a sky filled with dynamic clouds. The turquoise water and subtle white foam create a calming scene, showcasing the natural beauty of the coastline.
Guesthouse in Kailua
4.95 out of 5 average rating, 115 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

StefanRating, 5 stars3 weeks ago
Had a fantastic stay! The hosts were incredibly friendly and communicated proactively, making everything smooth and easy. The location was perfect—just a short walk to the beach, which made our trip even better. They also provided everything you could need for a beach day, including surfboards, snorkels, beach chairs, and umbrellas. Highly recommend!
Guest favorite
Guesthouse in Maui
4.93 out of 5 average rating, 171 reviews

South Maui Oceanview Solo Cottage

MariaRating, 5 stars2 weeks ago
Review Title: Amazing Stay in Maui! I had a fantastic experience at this Airbnb in Maui! The open layout and stunning views made my mornings and sunsets on the patio unforgettable. The hosts were incredibly responsive and provided excellent support throughout my stay. I highly recommend this place for a perfect getaway!
Guest favorite
A small outdoor patio area features two dark Adirondack chairs and a wooden side table. Nearby, a grassy area is bordered by decorative stones, and a tree adds greenery. A pebble path is visible leading to the driveway.
Guesthouse in Holualoa
4.96 out of 5 average rating, 170 reviews

Holualoa Country Home

LonnyRating, 5 stars3 weeks ago
A quiet, cool spot to get away from the crowds and beach area. We enjoyed the temp drop when you climb in elevation to the house. The area seemed very safe and I never worried about theft or trouble. Nice area with nice people around the house. You will be about 20 minutes from Costco and are at a central starting point to go north or south. We didn't spend a whole lot of time at the house other than to sleep and be out enjoying the Big Island.
Top guest favorite
Lush tropical landscaping is showcased, featuring vibrant foliage in various shades of green and burgundy. A gravel path winds through the garden, surrounded by a variety of plants, including large leaves and colorful blooms, providing a serene natural setting.
Guesthouse in Keaau
4.97 out of 5 average rating, 300 reviews

HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY

WendyRating, 5 stars1 month ago
This is our 3rd time back to Charles's place and we are always so happy to get there. Everything is as promised and super clean. We really enjoy using the BBQ, the 2 lanais and there is lots of room for everything. Charles & Kathy are very welcoming & friendly hosts and we can't wait to come back again!! =)

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