Vacation 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.
Vacation rentals for every style
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Popular amenities for Hawaii County rentals with a pool
House rentals with a pool
Home in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsHalia Hale
Oct 19 – 26
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Aug 11 – 18
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
Jun 9 – 16
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
Oct 30 – Nov 6
Home in Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
Jan 8 – 15
Home in Kailua-Kona
4.94 out of 5 average rating, 198 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Sep 14 – 21
Home in Waikoloa Village
4.93 out of 5 average rating, 190 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Dec 2 – 9
Home in Waikoloa Village
4.98 out of 5 average rating, 156 reviewsOcean, Sunset, Mountain & Celestial Views
Apr 18 – 25
Condo rentals with a pool
Condo in Kailua-Kona
4.86 out of 5 average rating, 101 reviewsHale Kapena (Captain's House)
Sep 26 – Oct 3
Condo in Kailua-Kona
4.97 out of 5 average rating, 101 reviewsPeaceful Keauhou Condo. A/C. All Taxes included.
Aug 18 – 25
Condo in Kailua-Kona
4.9 out of 5 average rating, 166 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Apr 21 – 28
Condo in Kailua-Kona
4.86 out of 5 average rating, 136 reviewsLuxury in the Heart of Kona
Sep 13 – 20
Condo in Kailua-Kona
4.95 out of 5 average rating, 148 reviewsAli'i Banyan Breeze*
Jun 21 – 28
Condo in Kailua-Kona
5.0 out of 5 average rating, 114 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Jul 26 – Aug 2
Condo in Kailua-Kona
4.89 out of 5 average rating, 124 reviewsIncredible Downtown Kona /Renovated/New Dual AC
Sep 30 – Oct 7
Condo in Kailua-Kona
4.89 out of 5 average rating, 386 reviewsPlantation Hale
Mar 7 – 14
Destinations to explore
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