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
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Popular amenities for Island of Hawai'i rentals with a pool
House rentals with a pool
Home in Kailua-Kona
4.96 out of 5 average rating, 167 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
Nov 9 – 16
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 Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
Jan 8 – 15
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
Sep 24 – Oct 1
Home in Kailua-Kona
4.94 out of 5 average rating, 196 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Sep 5 – 12
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Mar 15 – 22
Home in Waikoloa Village
4.98 out of 5 average rating, 153 reviewsOcean, Sunset, Mountain & Celestial Views
Aug 30 – Sep 6
Condo rentals with a pool
Condo in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
Apr 5 – 12
Condo in Kailua-Kona
5.0 out of 5 average rating, 113 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Oct 6 – 13
Condo in Kailua-Kona
4.86 out of 5 average rating, 136 reviewsLuxury in the Heart of Kona
Apr 24 – May 1
Condo in Kailua-Kona
4.9 out of 5 average rating, 147 reviewsWalk around KonaTown Restaurants Beach!
Sep 7 – 14
Condo in Kailua-Kona
4.89 out of 5 average rating, 385 reviewsPlantation Hale
Jul 14 – 21
Condo in Kailua-Kona
4.93 out of 5 average rating, 156 reviewsAloha Paradise! Remodeled with A/C & Ocean View!
Apr 26 – May 3
Condo in Kailua-Kona
4.97 out of 5 average rating, 197 reviewsInna's Downtown-Walk to Beach and to Supermarket!
Jul 8 – 15
Condo in Kailua-Kona
4.89 out of 5 average rating, 124 reviewsIncredible Downtown Kona /Renovated/New Dual AC
Sep 16 – 23
Destinations to explore
- Kailua-Kona Vacation rentals
- Hawaiian Beaches Vacation rentals
- Kihei Vacation rentals
- Hilo Vacation rentals
- Wailea-Makena Vacation rentals
- Hana Vacation rentals
- Waikoloa Village Vacation rentals
- Kona Vacation rentals
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- Waikiki Beach Vacation rentals
- Rentals with pools United States
- Rentals with pools Hawaii
- Rentals with pools Hawaii
- Rentals with pools Maui
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- Rentals with pools Kailua-Kona
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