Holiday rentals with a pool in Hawaii County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hawaii County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Hawaii County rentals with a pool
House rentals with a pool
Home in Pāhoa
4.93 out of 5 average rating, 376 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Captain Cook
4.98 out of 5 average rating, 167 reviewsTiny House Hawaii
Home in Pepeekeo
4.87 out of 5 average rating, 151 reviewsHamakua Coast Tropical Home
Home in Kailua-Kona
4.9 out of 5 average rating, 120 reviewsTropical Oasis Home with Pool and Steps to Beach
Home in Kailua-Kona
4.95 out of 5 average rating, 200 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Home in Captain Cook
4.96 out of 5 average rating, 151 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Waikoloa Village
4.93 out of 5 average rating, 192 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Condo rentals with a pool
Condo in Kailua-Kona
4.85 out of 5 average rating, 269 reviewsKailua Village Condo in the Heart of Kona
Condo in Kailua-Kona
4.84 out of 5 average rating, 540 reviewsKona Islander Inn #135
Condo in Kailua-Kona
4.86 out of 5 average rating, 102 reviewsHale Kapena (Captain's House)
Condo in Kailua-Kona
5.0 out of 5 average rating, 116 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Condo in Kailua-Kona
4.86 out of 5 average rating, 140 reviewsLuxury in the Heart of Kona
Condo in Kailua-Kona
4.91 out of 5 average rating, 170 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Kailua-Kona
4.89 out of 5 average rating, 388 reviewsPlantation Hale
Condo in Kailua-Kona
4.96 out of 5 average rating, 109 reviewsOceanfront + Oceanview +Tropical Garden KonaMakai
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