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Vacation rentals with a pool in Island of Hawai'i
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Island of Hawai'i
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Island of Hawai'i rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/abd19372-4a5e-47b1-ae55-569a7e84a201.jpg?im_w=720)
Home in Pāhoa
4.93 out of 5 average rating, 378 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
![](https://a0.muscache.com/im/pictures/bba6ae87-eb68-4a8c-ae82-ac743c981f6a.jpg?im_w=720)
Home in Kailua-Kona
4.95 out of 5 average rating, 144 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-44401783/original/7faa4013-4a72-4ad7-9e33-1cbcec6d25b8.jpeg?im_w=720)
Home in Kailua-Kona
4.98 out of 5 average rating, 100 reviewsPrivate oasis in Kona: House w/pool & hot tub
![](https://a0.muscache.com/im/pictures/5a409fea-3b06-4b70-bb00-1bd41b50a669.jpg?im_w=720)
Home in Kailua-Kona
4.97 out of 5 average rating, 173 reviewsHalia Hale
![](https://a0.muscache.com/im/pictures/68256bc9-73bf-4301-bfaa-5cbb7ca60196.jpg?im_w=720)
Home in Pepeekeo
4.86 out of 5 average rating, 153 reviewsHamakua Coast Tropical Home
![](https://a0.muscache.com/im/pictures/fbfa573d-a1f8-4a38-a673-ed02921edae8.jpg?im_w=720)
Home in Captain Cook
4.96 out of 5 average rating, 153 reviewsMilolii Whale House With Ocean Views and Pool!
![](https://a0.muscache.com/im/pictures/3b3f4980-47b8-4dcf-9061-ae58bffa0626.jpg?im_w=720)
Home in Kailua-Kona
4.89 out of 5 average rating, 165 reviewsMy Kona Paradise
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-5393220/original/921da99c-a458-488c-8ee4-81d5d728bad1.jpeg?im_w=720)
Home in Waikoloa Village
4.93 out of 5 average rating, 193 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/baec7423-52c8-401f-851b-58fd7a19c12d.jpg?im_w=720)
Condo in Kailua-Kona
4.89 out of 5 average rating, 174 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
![](https://a0.muscache.com/im/pictures/f75f1178-3b57-4414-9705-e225fdbf7a14.jpg?im_w=720)
Condo in Kailua-Kona
4.84 out of 5 average rating, 272 reviewsKailua Village Condo in the Heart of Kona
![](https://a0.muscache.com/im/pictures/017a1fbb-a991-4364-88ed-5cc4153093ac.jpg?im_w=720)
Condo in Kailua-Kona
4.89 out of 5 average rating, 390 reviewsPlantation Hale
![](https://a0.muscache.com/im/pictures/miso/Hosting-53818976/original/e90a7f8f-6b4f-4cfa-a384-6556e73ef39e.png?im_w=720)
Condo in Kailua-Kona
5 out of 5 average rating, 120 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
![](https://a0.muscache.com/im/pictures/airflow/Hosting-21267265/original/3578543d-a27a-48a8-a21f-12c75ca0ed3b.jpg?im_w=720)
Condo in Kailua-Kona
4.86 out of 5 average rating, 103 reviewsHale Kapena (Captain's House)
![](https://a0.muscache.com/im/pictures/miso/Hosting-15397113/original/ebcce098-b3ca-4adf-9a51-8c63501f925a.jpeg?im_w=720)
Condo in Kailua-Kona
4.91 out of 5 average rating, 124 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
![](https://a0.muscache.com/im/pictures/5880d0f7-65d7-40ac-b1a7-34938e9b30f5.jpg?im_w=720)
Condo in Kailua-Kona
4.86 out of 5 average rating, 142 reviewsLuxury in the Heart of Kona
![](https://a0.muscache.com/im/pictures/miso/Hosting-52797865/original/4c2fd6a1-62b3-4ecf-bf5e-794fa890b914.jpeg?im_w=720)
Condo in Kailua-Kona
4.92 out of 5 average rating, 162 reviewsBlissful paradise with epic view- Hale Mahana
Destinations to explore
- Kailua-Kona Vacation rentals
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