
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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Guesthouse in Waimea
4.95 out of 5 average rating, 128 reviewsMango Hale Cottage
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

Guesthouse in Kurtistown
4.91 out of 5 average rating, 532 reviewsGreat Location: Volcano to Hilo
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!

Guesthouse in Waimea
4.93 out of 5 average rating, 189 reviewsSunset House by the Sea
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.

Guesthouse in Ocean View
4.91 out of 5 average rating, 277 reviewsOcean View with a view
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!

Guesthouse in Haiku-Pauwela
4.87 out of 5 average rating, 132 reviewsPeaceful Studio - Hobby Fruit Farm - Beach 10 min
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.

Guesthouse in Holualoa
4.94 out of 5 average rating, 373 reviewsHolualoa Ekahi -Country guest house,Taxes included
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.

Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 353 reviewsSpectacular Views of Kailua-Kona
Lovely place with a great host!

Guesthouse in Waimea
4.98 out of 5 average rating, 216 reviews“Special Rate” Private, Waimea Ohana (Guest House)
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

Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 112 reviewsCharming Kona Studio ❤ Views | Lanai
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.

Guesthouse in Pāhoa
4.93 out of 5 average rating, 106 reviewsOcean Front Eco Jungalow at Kualoli Retreats
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!

Guesthouse in Kailua
4.95 out of 5 average rating, 108 reviewsKailua Surf Shack: Your Hawaiian Adventure!
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!!

Guesthouse in Honokaa
4.96 out of 5 average rating, 250 reviewsRomantic waterfall cabin in the rain forest
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!

Guesthouse in Keaau
4.96 out of 5 average rating, 112 reviewsBeach Road Hale
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!

Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 121 reviewsCozy Vintage Inspired Hawaiian Guest Cottage
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.

Guesthouse in Kailua-Kona
5 out of 5 average rating, 7 reviewsAloha Kona Getaway | Pool | Laundry & Parking
This was the perfect spot to stay for our time in Kona! It was a beautiful, clean space and had everything we needed.

Guesthouse in Holualoa
4.96 out of 5 average rating, 194 reviewsThe Light House~King
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

Guesthouse in Kula
4.98 out of 5 average rating, 203 reviewsUpcountry Alpaca, Llama, and Rabbit working farm
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.

Guesthouse in Kailua-Kona
4.82 out of 5 average rating, 116 reviewsLani Wai Ka Napo'o
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!

Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 150 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
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!

Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 181 reviewsAmazing Sunset / Ocean View, Beautiful New Home
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

Guesthouse in Maui
4.93 out of 5 average rating, 166 reviewsSouth Maui Oceanview Solo Cottage
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.

Guesthouse in Holualoa
4.96 out of 5 average rating, 167 reviewsHolualoa Country Home
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. 🌺🌅

Guesthouse in Keaau
4.97 out of 5 average rating, 295 reviewsHALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY
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.

Guesthouse in Naalehu
4.84 out of 5 average rating, 302 reviewsThe Ohana
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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