
Guesthouse vacation rentals in Kailua-Kona
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Top-rated guesthouse rentals in Kailua-Kona
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Popular amenities for Kailua-Kona guesthouse rentals
Family-friendly guest house rentals

Sunset House by the Sea
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!

Amazing Sunset / Ocean View, Beautiful New Home
Very nice and responsive host, the house is spacious for a family and the views of the night sky is very beautiful too!

Kohala Loke Lani, Big Island
Fantastic stay! The Ohana is clean, comfortable, very well stocked and super cute. We loved the views and peaceful surroundings. We had everything we needed and the hosts were terrific. They were happy to chat and provide recommendations or let us be. Thanks so much for a wonderful stay!

Look No Further Hale Nai'a Pink Cottage Kealakekua
Our weeklong stay was magical! As other reviewers have said, the outdoor space exceeds expectations. You can see the ocean (and occasionally whales!) while you relax on the lanai. The outdoor furniture is comfortable, with options for shade or sun. We were outside nearly the entire week. The king bed was very nice & the AC for sleeping kept us cool. The cottage is a 3 minute walk to sunset point (nightly!) or Manini Beach, a 10 minute drive to 2-step, or a 20-minute walk to Kaai Beach. Kayak rentals are around the corner. Twice we kayaked to Captain Cook (20-25 minutes) to snorkel-saw amazing fish, octopus, eel, and dolphins. Excellent local restaurants & a grocery store for essentials are up the hill (15-20 minutes). There are no coffee shops or restaurants within walking distance, which we knew & appreciated. If you are looking to unplug & get in the water, it’s perfect. Rusty & Janice are lovely hosts.

Serenity and Comfort Just off Main Road
For me personally, Maria’s place rates right at the top of all the places I’ve stayed at using Airbnb (and certainly well above any hotel stay). If you are looking for a place that is just far enough away from Kona to allow for a bit of calm, you should book Maria’s place without hesitation. It was a short albeit steep walk to Pebble Beach. We ventured out easily to Milolii, Green Sand beach (do that one early!), Hookena and Two Step beaches as well as Kona, Kealakekua, and Captain Cook. We very much enjoyed the space and it was definitely more than I thought it would be. More than that though, Maria was always approachable, responsive immediately, and a pleasure to get to know.

Holualoa Ekahi -Country guest house,Taxes included
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!

Garden Cottage Ohana
A nice rural experience, very peaceful and comfortable!

Paddles Too, an adorable stand alone studio.
Symon and Lisa's place was very peaceful and quiet, away from the resorts as we wanted, but not too far from the amazing beaches. We loved the private porch that had an ocean view as well. Hopefully, the consistency of the internet will improve in the future. Symon came by to check on us and was very nice. We enjoyed our stay! Thank you for having us.
Guest house rentals with a patio

All About The View!
Beautiful apartment. Loved the full bookshelves, the large bedroom TV, and the beautiful patio view.

Ocean View Guesthouse, Kona!
Welcoming and friendly on-site hosts, nice open air kitchen and dining area for meals, central location for west side of island, and a place that now feels like an island home away from home.

3-min walk to beach | King bed | Newly Renovated!
Convenient spot just off Ali'i Drive. Close enough to walk to the small beach by Living Stones Church and other small beaches nearby. Quiet and comfortable home base for exploring the West side of the island. I would absolutely stay here again.

Cozy Vintage Inspired Hawaiian Guest Cottage
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.

Aloha Kona Getaway | Pool | Laundry & Parking
helpful host and nice house. Everything is perfect except for some cockroaches intruders. Highly recommended for those who love immersive experience in nature but also want to be close to amenities like restaurants and stores.

Tropical+Peaceful Guava Cottage
Lovely little place with beautiful surroundings. Older than appears in pictures but very clean. Very limited space to cook and fridge is quite small but there is a bbq and outdoor seating which was great. Hosts were friendly, attentive and always responsive. The pool is lovely and the nearby bay is close walking distance . The hosts live on the property full time and work from home so they are present and around most of the time. They were very respectful and were not nosy in the least but something to be aware of. Their cat and dog are wonderful and will visit you if desired.

Amazing Kona Coast Ocean View-King Bed
The view is incredible. It’s a few degrees cooler than Kailua-Kona so it is more comfortable. Michael and Amanda are great hosts and the most enjoyable to talk with. The French Press was a unique touch that shows they go above and beyond to provide a peaceful relaxing environment.

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai
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

Kimo’s Getaway
Jim’s place was beautiful and relaxing. Nice to come home to at the end of the day. Jim gave us a chance to settle in and then gave us a tour of the amenities and general instructions and visited a bit and then gave us privacy. It’s in a great location to go either north or south and minutes away from Ali drive. I live in Hilo and hope to return soon.

Small Private Studio Close to Airport
Cute small cozy place very close driving to everything. Just what I needed as a solo traveler!

Lani Wai Ka Napo'o
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.

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

Hale Kamalei in Kailua Kona
We really enjoyed staying at Paula and Jerry’s place! The air bnb was exactly what was listed and pictured and more! It was extremely clean and felt very homey. It was honestly a struggle to get up every morning ‘cause the bed was so comfortable. The shower also felt amazing after a long day filled with activities. We really appreciate that they provided beach towels, beach chairs, beach umbrellas.. pretty much all you need when planning to spend a day at the beach. The laundry was a plus too! Paula was also very accomodating. She was very fast to respond. On our last day, it started raining pretty hard and she provided us with two umbrellas. Very sweet and thoughtful. Really made our stay worth it. Definitely recommend!

Holualoa Country Home
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.

Kona Paradise Ohana Studio
We was really happy and love the amazing view. We had everything what we needed and it was perfect to have beach Chairs and sun umbrella. We come back…Thanks🤙🏝️🌤️

Elegant & Peaceful Studio
Christyn & Caleb made our stay so welcoming and comfortable. They are excellent hosts, and their home has so much of the island qualities we had hoped to experience. We look forward to returning in the future to this new happy spot.
Quick stats about guesthouse rentals in Kailua-Kona
Total rentals
30 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.6K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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