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
Home in Keaau
4.93 out of 5 average rating, 15 reviewsGated Retreat Near The Ocean w/ Pool & Large Deck!
Home in Keaau
4.91 out of 5 average rating, 11 reviewsKaloli Sunrise 2BR Private Pool Sleeps 5 Near Hilo
Home in Kailua-Kona
5 out of 5 average rating, 15 reviewsIsland Time-Luxury Golf Front Home with Pool/Spa
Home in Kailua-Kona
4.95 out of 5 average rating, 151 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Kailua-Kona
4.94 out of 5 average rating, 224 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Home in Waikoloa Village
4.88 out of 5 average rating, 132 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
Home in Captain Cook
4.96 out of 5 average rating, 156 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Kailua-Kona
5 out of 5 average rating, 40 reviewsTropical paradise, heated pool, ocean views, AC
Condo rentals with a pool
Condo in Kailua-Kona
4.94 out of 5 average rating, 53 reviewsKona by the Ocean
Condo in Kailua-Kona
4.93 out of 5 average rating, 132 reviews2 Bedroom Penthouse Condo With Ocean View And Pool
Condo in Kailua-Kona
4.94 out of 5 average rating, 72 reviewsOceanfront complex at Casa de Emdeko unit #102
Condo in Kailua-Kona
4.94 out of 5 average rating, 72 reviewsOceanfront 2 bed, 2 bath, kitchen with full AC!
Condo in Kailua-Kona
4.97 out of 5 average rating, 127 reviewsOn-the-Ocean; Stunning Corner Unit, Spacious, A/C!
Condo in Naalehu
4.87 out of 5 average rating, 106 reviewsTurtle Paradise at Punalu'u Black Sand Beach
Condo in Kailua Kona
4.67 out of 5 average rating, 9 reviewsKona Makai 3-203
Condo in Waikoloa Village
4.82 out of 5 average rating, 71 reviewsNewly renovated, top floor 2 BR condo w/ pool/spa
Destinations to explore
- Kailua-Kona Vacation rentals
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- Family travel hub Tips and inspiration
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