Holiday 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.
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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
9–16 Oct
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
18–25 Apr
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
27 Sept – 4 Oct
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
6–13 Feb
Home in Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
10–17 Mar
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
9–16 Nov
Home in Kailua-Kona
4.94 out of 5 average rating, 198 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
12–19 Jul
Home in Waikoloa Village
4.98 out of 5 average rating, 153 reviewsOcean, Sunset, Mountain & Celestial Views
25 Mar – 1 Apr
Apartment rentals with a pool
Apartment in Kailua-Kona
4.89 out of 5 average rating, 121 reviewsHawaiian Theme Condo with Hot Tub, Pool & Beach!
19–26 Jul
Apartment in Kailua-Kona
4.84 out of 5 average rating, 538 reviewsKona Islander Inn #135
17–24 Apr
Apartment in Kailua-Kona
4.86 out of 5 average rating, 136 reviewsLuxury in the Heart of Kona
2–9 Oct
Apartment in Kailua-Kona
4.8 out of 5 average rating, 282 reviewsComfy, Clean & stylish condo w/ ocean&sunset views
26 Feb – 5 Mar
Apartment in Kailua-Kona
4.9 out of 5 average rating, 166 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
16–23 Apr
Apartment in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
24–31 Mar
Apartment in Kailua-Kona
4.89 out of 5 average rating, 124 reviewsIncredible Downtown Kona /Renovated/New Dual AC
3–10 Oct
Apartment in Kailua-Kona
5.0 out of 5 average rating, 113 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
11–18 Feb
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