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, 166 reviewsHalia Hale
Sep 5 – 12
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Jan 20 – 27
Home in Pepeekeo
4.87 out of 5 average rating, 149 reviewsHamakua Coast Tropical Home
Nov 22 – 29
Home in Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
Oct 30 – Nov 6
Home in Kailua-Kona
4.9 out of 5 average rating, 117 reviewsTropical Oasis Home with Pool and Steps to Beach
Sep 30 – Oct 7
Home in Kailua-Kona
4.94 out of 5 average rating, 196 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Jul 13 – 20
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Jan 19 – 26
Home in Waikoloa Village
4.98 out of 5 average rating, 152 reviewsOcean, Sunset, Mountain & Celestial Views
Apr 7 – 14
Condo rentals with a pool
Condo in Kailua-Kona
4.89 out of 5 average rating, 124 reviewsIncredible Downtown Kona /Renovated/New Dual AC
Jun 8 – 15
Condo in Kailua-Kona
4.92 out of 5 average rating, 119 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
Mar 29 – Apr 5
Condo in Kailua-Kona
4.9 out of 5 average rating, 165 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
Nov 22 – 29
Condo in Kailua-Kona
4.89 out of 5 average rating, 385 reviewsPlantation Hale
Oct 28 – Nov 4
Condo in Kailua-Kona
4.93 out of 5 average rating, 156 reviewsAloha Paradise! Remodeled with A/C & Ocean View!
Apr 25 – May 2
Condo in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
Oct 24 – 31
Condo in Kailua-Kona
5.0 out of 5 average rating, 112 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Apr 12 – 19
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