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Guesthouse vacation rentals in Kailua-Kona
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Kailua-Kona
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Kailua-Kona guesthouse rentals
Family-friendly guest house rentals
![](https://a0.muscache.com/im/pictures/fcfbd4f9-f229-4146-a13f-d66986b15f9c.jpg?im_w=720)
Guesthouse in Keauhou
4.87 out of 5 average rating, 131 reviews180 degree ocean view, private pool
![](https://a0.muscache.com/im/pictures/3d541459-c614-452c-8dfc-6cab36d1ac48.jpg?im_w=720)
Guesthouse in Holualoa
4.94 out of 5 average rating, 361 reviewsHolualoa Ekahi -Country guest house,Taxes included
![](https://a0.muscache.com/im/pictures/8066d1ef-c79e-499b-b83d-a69665d5c707.jpg?im_w=720)
Guesthouse in Kailua-Kona
4.93 out of 5 average rating, 443 reviewsTreehouse Ohana
![](https://a0.muscache.com/im/pictures/5bbe0569-3413-4154-87b2-1c7fd97e7533.jpg?im_w=720)
Guesthouse in Waikoloa Village
4.96 out of 5 average rating, 395 reviewsSynergy Near Golf & Beach
![](https://a0.muscache.com/im/pictures/fb453b17-5f1d-498a-a912-18ef266ee3cc.jpg?im_w=720)
Guesthouse in Holualoa
5 out of 5 average rating, 222 reviewsHolualoa Studio Cottage - Incredible Ocean Views!!
![](https://a0.muscache.com/im/pictures/39872100/f827d02c_original.jpg?im_w=720)
Guesthouse in Hōlualoa
4.94 out of 5 average rating, 49 reviewsOceanview Zen Luxury Coffee Estate Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-18857507/original/8dd1ea52-4c3e-42d5-9cc2-43c256c5ab7d.jpeg?im_w=720)
Guesthouse in Captain Cook
4.86 out of 5 average rating, 128 reviewsMay Rose Cottage
![](https://a0.muscache.com/im/pictures/59365499/96d38388_original.jpg?im_w=720)
Guesthouse in Captain Cook
4.81 out of 5 average rating, 774 reviewsKealakekua Bay Bali Cottage -steps from Bay
Guest house rentals with a patio
![](https://a0.muscache.com/im/pictures/20c75894-b292-4223-b594-3e91e38e6f4b.jpg?im_w=720)
Guesthouse in Captain Cook
4.95 out of 5 average rating, 66 reviewsNew 2-Bedroom Guesthouse w/ Mountain & Ocean View!
![](https://a0.muscache.com/im/pictures/miso/Hosting-556447010904633599/original/571dc117-4d9b-469b-9b3c-befd957f4107.jpeg?im_w=720)
Guesthouse in Captain Cook
4.93 out of 5 average rating, 99 reviewsHawaiian Bungalow with stunning ocean views
![](https://a0.muscache.com/im/pictures/miso/Hosting-559691531147213436/original/e3a27407-e1e3-466c-a99e-71f7d5b672a6.jpeg?im_w=720)
Guesthouse in Keauhou
4.99 out of 5 average rating, 85 reviewsKona Guesthouse ❤ Ocean Views | Kitchen | Patio
![](https://a0.muscache.com/im/pictures/miso/Hosting-1026802710629167568/original/0b446d75-8a41-45af-852d-1211254a3d1b.jpeg?im_w=720)
Guesthouse in Keauhou
4.93 out of 5 average rating, 29 reviewsKona Ocean Front Cottage
![](https://a0.muscache.com/im/pictures/f013af5b-d0ce-4bfd-a26b-bf2b60788c84.jpg?im_w=720)
Guesthouse in Holualoa
4.99 out of 5 average rating, 86 reviewsKanaho Place: Holualoa Guesthouse
![](https://a0.muscache.com/im/pictures/airflow/Hosting-657402542183448761/original/b5f5886b-b1fe-4484-a98e-d56044faa0de.jpg?im_w=720)
Guesthouse in Keauhou
4.95 out of 5 average rating, 62 reviewsTropical+Peaceful Guava Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-638797053497724661/original/deb976be-b76c-4fc8-ab50-ac450670e702.jpeg?im_w=720)
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 95 reviewsCozy Vintage Inspired Hawaiian Guest Cottage
![](https://a0.muscache.com/im/pictures/c45fef7e-834b-4f8b-8a7b-7d2e75f71fb9.jpg?im_w=720)
Guesthouse in Waimea
4.95 out of 5 average rating, 66 reviewsKamuela Cottage on Nob Hill | Private Guesthouse
Guest house rentals with a washer and dryer
![](https://a0.muscache.com/im/pictures/miso/Hosting-27986463/original/0a4fc2a6-c95a-425d-858f-be16fbb76ea9.jpeg?im_w=720)
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 139 reviewsHulilau
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Guesthouse in Holualoa
4.96 out of 5 average rating, 160 reviewsHolualoa Country Home
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Guesthouse in Captain Cook
4.9 out of 5 average rating, 222 reviewsKona Paradise Ohana Studio
![](https://a0.muscache.com/im/pictures/5ff41e39-97c4-4b59-aa3c-b091b16ce4b9.jpg?im_w=720)
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 203 reviewsHawaiian Mt. Retreat Suite A
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Guesthouse in Keauhou
4.96 out of 5 average rating, 143 reviewsBig Lanai w/ outdoor living! Ocean view & breezes!
![](https://a0.muscache.com/im/pictures/1ef2b8b5-198c-4358-a15f-0044bcf6410c.jpg?im_w=720)
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 168 reviewsOur Hawaii Hale: Detached 2 bed ohana with parking
![](https://a0.muscache.com/im/pictures/bc4ee838-1b60-45db-9811-35032b1cabc2.jpg?im_w=720)
Guesthouse in Holualoa
4.95 out of 5 average rating, 199 reviewsHolualoa Jungle Getaway (15 min from Kona)
![](https://a0.muscache.com/im/pictures/miso/Hosting-941361/original/4a3dc91b-3195-4725-a2cb-99ea9ee6f0ab.jpeg?im_w=720)
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 675 reviewsHale Kea - Private Oceanview Getaway with Parking
Quick stats about guesthouse rentals in Kailua-Kona
Total rentals
40 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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