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Guesthouse vacation rentals in Hawaii

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Hawaii guesthouse rentals

Family-friendly guest house rentals

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

4.95 out of 5 average rating, 128 reviews

Mango Hale Cottage

FayeRating, 5 stars1 week ago
We loved staying at The Mango Cottage ! It’s a sweet and comfortable place in a wonderful location near the ocean in Puako. Scott is a friendly and helpful host. We have stayed in the cottage several times and plan to visit again. Many thanks Scott- Faye & Fred
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, 532 reviews

Great Location: Volcano to Hilo

LoriRating, 5 stars1 week ago
This place is absolutely wonderful. Kerinne and Mike are the nicest people. They are helpful and so friendly. The place is clean, close to many attractions, spacious and, we felt very safe and at home!! I would definitely recommend it. It is close to Rainbow Falls, VolcanoPark, lots of restaurants, water and other attractions. And there animals in the back along with tangerines that you can eat.!! Bonus!
Guest favorite

Guesthouse in Waimea

4.93 out of 5 average rating, 189 reviews

Sunset House by the Sea

CraigRating, 5 stars2 months ago
Peaceful and cozy. There were no problems checking in and the host was really friendly and helpful. The amenities were very well thought out and beneficial. We enjoyed our stay completely, although the location was not as close to Waimea as we pictured.
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, 277 reviews

Ocean View with a view

LeslieRating, 5 stars3 days ago
Doug has a beautiful cottage in a beautiful setting. You feel like you’re surrounded by a botanical garden. Doug and his wife were very hospitable and friendly! We had a great time!
Guest favorite

Guesthouse in Haiku-Pauwela

4.87 out of 5 average rating, 132 reviews

Peaceful Studio - Hobby Fruit Farm - Beach 10 min

MylesRating, 5 stars1 day ago
Fun place to stay. loved the property and could really appreciate the amount of work it would take to keep the forest from eating the property. someone really cares and loves this property and it shows with the cabin we stayed in.
Guest favorite

Guesthouse in Holualoa

4.94 out of 5 average rating, 373 reviews

Holualoa Ekahi -Country guest house,Taxes included

JeannetteRating, 5 stars2 weeks ago
My husband and myself stayed at Ekahi January 2025 for 10 days. Check in was very easy and we found the property easily using google maps during daylight hours. The property was exactly as described and we were very happy with the spectacular view of the ocean from the lanai. We loved the privacy of a stand alone guesthouse. The guesthouse is surrounded by trees and felt very private and this added to the charm. The property is on a steep incline so walking on flat ground is not readily accessible. A rental car is a must. We did not have a 4X4 vehicle and we managed just fine. Rachelle responded quickly to any questions or concerns I had. We would recommend this property and hope to return some day.
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, 353 reviews

Spectacular Views of Kailua-Kona

BenedictRating, 5 stars1 month ago
Lovely place with a great host!
Guest favorite

Guesthouse in Waimea

4.98 out of 5 average rating, 216 reviews

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

KeithRating, 5 stars1 month ago
We had a wonderful stay! Great communication, very easy to find and check in, beautiful area, relaxing and comfortable, walking distance to several great restaurants in Waimea. The house is also very clean, well kept, and has everything you need. We also really enjoyed the farmer's market which is easy to walk to.

Guest house rentals with a patio

Guest favorite
An outdoor lanai features a round table set with four chairs, surrounded by greenery. A palm tree provides shade, while ocean and city views are visible in the distance. Soft lighting is suspended above the table, enhancing the inviting atmosphere.

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 112 reviews

Charming Kona Studio ❤ Views | Lanai

BernadetteRating, 5 stars5 days ago
We loved staying at Mark and Mina's Kona studio. they sent us good, clear instructions and it was easy to come and go. They live on a 4 mile walking path, with nice views of the ocean. They supplied us with beach chairs, sun umbrella, boogie boards, snorkelling etc. Mark gave us some good suggestions for local restaurants and beaches. The studio is very clean, has 2 different types of coffee makers and a sweet little lanai with gorgeous sunset views. And the bed was very comfortable! we highly recommend this place.
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, 106 reviews

Ocean Front Eco Jungalow at Kualoli Retreats

CynthiaRating, 5 stars1 month ago
Robin's place has lovely grounds and cabins. The frog sounds at night are delightful, we picked fresh grapefruits from the trees and fruit trees abound, and one feels truly in a jungle paradise. The shared kitchen/ bathroom space is attractive and welll stocked with pots and pans needed. Great location to stay if wanting to explore surrounding areas and like a more 'camping-like' experience!
Guest favorite
A panoramic view captures the serene beauty of the ocean at sunset, with two small islands visible in the foreground. The sky is painted in shades of orange, pink, and yellow, reflecting on the water’s surface, while lush greenery and homes dot the landscape below.

Guesthouse in Kailua

4.95 out of 5 average rating, 108 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

GloriaRating, 5 stars6 days ago
The perfect airb&b at a perfect location! It was my husband's and I first time visiting Oahu, and we are so happy that we decided to stay on this part of town! Many locals, very clean and safe area, local restaurants, groceries stores, shopping for any personal needs, and perfect location to start off and head to different towns for adventures! Even the drive there is very very beautiful and scenic. We loved it!! The airb&b had everything we'd need, the biggest thing for me was the bed, it was soo comfortable, that was a big plus and important for me, especially when you're on vacation you want to be able to sleep well too. Raquel and Mac responded fast to any inquiries we had! I highly commend their place and location for anyone visiting this beautiful island!!
Guest favorite

Guesthouse in Honokaa

4.96 out of 5 average rating, 250 reviews

Romantic waterfall cabin in the rain forest

DarrenRating, 5 stars1 week ago
Our stay at this magical log cabin was nothing short of amazing! Nestled in the lush rainforest, the tranquil sounds of the rushing stream and the breathtaking private waterfall created the perfect atmosphere to relax and recharge. The cozy cabin is thoughtfully designed with artistic details, a comfortable king-sized bed, and a dining area overlooking the falls. The surrounding gardens and rainforest trails were incredible to explore, offering peaceful moments by the water. Darin & Katerina were wonderful hosts, ensuring a seamless and welcoming experience. Every detail of this retreat felt special, making it an ideal spot for a romantic getaway or a creative escape. We left feeling completely rejuvenated and inspired, already dreaming of our next visit. Highly recommend this hidden gem!
Guest favorite

Guesthouse in Keaau

4.96 out of 5 average rating, 112 reviews

Beach Road Hale

MaliaRating, 5 stars2 weeks ago
Thank you Jordan for a wonderful stay! The place looks and feels brand new, incredibly clean and secure! Great to have AC in each room to accommodate all. We were not there for long, just in and out for a high school event but we felt comfortable and were able to get a good nights rest to fly home the next day. Mahalo once again!
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, 121 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

AuroraRating, 5 stars1 week ago
One of my favorite areas to stay on the island. Close to town, Costco, and easy access to the rest of the island. Andrew put a lot of thought into making this space comfortable for guests. Helpful instructions and tips before check in and quick responses whenever I had a question. Having a full sized fridge/freezer is great for stocking up on groceries and take home goodies. We took advantage of the beach gear Andrew provided. My favorite part of the stay was eating breakfast outside and watching the geckos move around in the plants.
Guest favorite

Guesthouse in Kailua-Kona

5 out of 5 average rating, 7 reviews

Aloha Kona Getaway | Pool | Laundry & Parking

RachelRating, 5 stars3 weeks ago
This was the perfect spot to stay for our time in Kona! It was a beautiful, clean space and had everything we needed.
Guest favorite

Guesthouse in Holualoa

4.96 out of 5 average rating, 194 reviews

The Light House~King

AlexRating, 5 stars3 weeks ago
The location is minutes from the Kona airport and the spectacular view overlooks the city of Kona. The neighborhood is safe and calm yet close to the fun of the city. We spent wonderful evenings watching the sun set over the water, while mornings enjoyed breakfast on the balcony. Very much enjoyed our stay and would recommend to those considering

Guest house rentals with a washer and dryer

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, 203 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

ParsaRating, 5 stars2 weeks ago
The Kula Cottontail Farm was a magical getaway with an incredible host. If you're interested in experiencing the upcountry of Maui, seeing an enchanting llama farm, and getting off the beaten path a bit, this is the place for you. Christine was a great host, very responsive, a wealth of knowledge, and took us on a fun tour of the farm where we met her wonderful llamas and alpacas.
Superhost
The image features a serene pool area surrounded by lush tropical landscaping. Sun loungers are positioned near the custom Lava Rock Pool, which is complemented by natural rock formations. A wooden bridge leads over to the lush greenery, enhancing the secluded feel of the space.

Guesthouse in Kailua-Kona

4.82 out of 5 average rating, 116 reviews

Lani Wai Ka Napo'o

PaulaRating, 5 stars4 weeks ago
Joe’s place is a private oasis like no other. From the moment we arrived we felt cared for and in good hands. After the initial tour we had full privacy for the entire stay. The backyard is a picture-perfect paradise! We loved falling asleep to the gentle lullaby of frogs. Such a relaxing and beautiful way to spend our vacation. Five stars all around!
Guest favorite
An outdoor dining area is set with a table adorned with plates and glasses, surrounded by comfortable chairs. The blue walls frame the scene, and palm trees sway gently in the breeze, while a vibrant sunset paints the sky in warm hues over the ocean.

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 150 reviews

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

BalasubramanianRating, 5 stars1 month ago
Julya was a fantastic host with great communication, customer centric service mentality providing timely responses. We loved our stay in the home which was very well maintained and Julya ensured every step on the way that all our needs were met and our stay was smooth. Julya provided all the needed info about the home prior to our travel timeline which was very helpful for us to understand when we got there. We absolutely enjoyed the home and would love to come back again!
Guest favorite
The exterior of the rental house features a wide porch with comfortable seating and a well-maintained landscape. The one-story structure has a sloped roof and large windows providing natural light. A paved driveway offers easy access to the residence, surrounded by lush greenery.

Guesthouse in Kailua-Kona

4.96 out of 5 average rating, 181 reviews

Amazing Sunset / Ocean View, Beautiful New Home

Mei NanRating, 5 stars5 days ago
The view is picturesque, the air is fresh, sitting outside to watch the sunset, you can watch the stars at night, Galina is a very nice person, I will recommend it to friends
Guest favorite
The studio villa is framed by lush greenery and native plants, with a blend of palm trees and vibrant foliage. A panoramic view of the ocean is visible in the background, set against a cloudy sky as the sun begins to set.

Guesthouse in Maui

4.93 out of 5 average rating, 166 reviews

South Maui Oceanview Solo Cottage

JohnRating, 5 stars3 weeks ago
This place is truly magical. So peaceful, with the birds starting to chirp as the beautiful tropical sunrise unfolds. Amazing sunsets. Incredible stars at night. There is a rhythm about the place that is so peaceful and enjoyable. Just sit on the balcony and watch it all. Long Sheng, the owner, is the most proactive host I've experienced in our 75+ airbnb stays. And they provide everything - from fresh fruit, to binoculars to watch the whales, to snorkeling gear, beach chairs, towels of all sorts, a Keurig coffee maker and tons of coffee, to advice on places to see and eat. For us, this beats a condo or hotel room by a longshot. Thank you, Long and Saki.
Guest favorite
A charming exterior of the country home is shown, featuring a small patio area with two chairs and a side table. Manicured grass and garden beds frame the entrance, providing access to the home. Two large windows allow natural light into the interior.

Guesthouse in Holualoa

4.96 out of 5 average rating, 167 reviews

Holualoa Country Home

ZsofiaRating, 5 stars1 month ago
I had an absolutely amazing two-week stay at this place! Kaleo was exceptionally friendly and provided detailed, super helpful instructions that made it easy to find the property. The location is private, peaceful, and absolutely stunning. I loved being able to enjoy the ocean sunsets every evening from both the patio and the living room. The space was really clean, thoughtfully maintained, and had everything I needed for a comfortable and relaxing stay. I especially appreciated the well-equipped kitchen, which made cooking easy. Would highly recommend it to anyone looking for a perfect retreat in Hawaii. 🌺🌅
Guest favorite
A light blue guest cottage is surrounded by lush greenery, showcasing a covered porch and a propane grill. The structure features large windows that invite natural light, while a gravel pathway leads to the entrance, bordered by tropical plants.

Guesthouse in Keaau

4.97 out of 5 average rating, 295 reviews

HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY

Marksaari@Gmail.ComRating, 5 stars3 weeks ago
A lovely little home, perfect for our stay in Hilo. Had EVERYTHING we needed. Very clean and well organized, which made it easy to cook meals in. Not just one lanai to relax on, but TWO! Beautiful and cozy.
Superhost
A traditional Hawaiian home is set amidst lush greenery, featuring an outdoor patio with two chairs and a wooden table. The roof overhangs provide shade, while vibrant plants and trees create a serene atmosphere. Natural light enhances the inviting appearance of the structure.

Guesthouse in Naalehu

4.84 out of 5 average rating, 302 reviews

The Ohana

SachinRating, 5 stars2 weeks ago
We had a nice experience staying at the Ohana. The check-in was smooth. the surroundings are just gorgeous. The kitchen has all the basic accessories. The bathroom is very unique and has a rustic feel to it. Overall, we had a great time!

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