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.
Holiday rentals for every style
Get the amount of space that is right for you
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
5β12 Sep
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180Β° Ocean View - Minutes to Beach
9β16 Nov
Home in Kailua-Kona
4.9 out of 5 average rating, 117 reviewsTropical Oasis Home with Pool and Steps to Beach
30 Sep β 7 Oct
Home in Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
8β15 Jan
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
25 Oct β 1 Nov
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
8β15 Oct
Home in Kailua-Kona
4.94 out of 5 average rating, 196 reviewsClassic Kona π€π» \\ Epic Ocean View π \\ Pool π
10β17 Sep
Home in Waikoloa Village
4.98 out of 5 average rating, 153 reviewsOcean, Sunset, Mountain & Celestial Views
30 Aug β 6 Sep
Apartment rentals with a pool
Apartment in Kailua-Kona
4.8 out of 5 average rating, 282 reviewsComfy, Clean & stylish condo w/ ocean&sunset views
27 Nov β 4 Dec
Apartment in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
27 Mar β 3 Apr
Apartment in Kailua-Kona
4.84 out of 5 average rating, 538 reviewsKona Islander Inn #135
13β20 Mar
Apartment in Kailua-Kona
5.0 out of 5 average rating, 113 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
29 Nov β 6 Dec
Apartment in Kailua-Kona
4.89 out of 5 average rating, 124 reviewsIncredible Downtown Kona /Renovated/New Dual AC
24 Sep β 1 Oct
Apartment in Kailua-Kona
4.89 out of 5 average rating, 385 reviewsPlantation Hale
29 Oct β 5 Nov
Apartment in Kailua-Kona
4.86 out of 5 average rating, 136 reviewsLuxury in the Heart of Kona
27 Nov β 4 Dec
Apartment in Kailua-Kona
4.9 out of 5 average rating, 147 reviewsWalk around KonaTown Restaurants Beach!
7β14 Sep
Destinations to explore
- Kailua-KonaΒ Holiday rentals
- Hawaiian BeachesΒ Holiday rentals
- KiheiΒ Holiday rentals
- HiloΒ Holiday rentals
- Wailea-MakenaΒ Holiday rentals
- HanaΒ Holiday rentals
- Waikoloa VillageΒ Holiday rentals
- KonaΒ Holiday rentals
- MauiΒ Holiday rentals
- OβahuΒ Holiday rentals
- HonoluluΒ Holiday rentals
- Waikiki BeachΒ Holiday rentals
- Rentals with poolsΒ United States
- Rentals with poolsΒ Hawaii
- Rentals with poolsΒ Hawaii
- Rentals with poolsΒ Maui
- Rentals with outdoor seatingΒ Island of Hawai'i
- Beachfront rentalsΒ Island of Hawai'i
- Luxury rentalsΒ Island of Hawai'i
- Villa rentalsΒ Island of Hawai'i
- Resort rentalsΒ Island of Hawai'i
- Hotel rentalsΒ Island of Hawai'i
- Monthly RentalsΒ Island of Hawai'i
- Rentals with a washing machine and dryerΒ Island of Hawai'i
- Cabin rentalsΒ Island of Hawai'i
- Wheelchair-accessible rentalsΒ Island of Hawai'i
- Family-friendly rentalsΒ Island of Hawai'i
- Rentals with a firepitΒ Island of Hawai'i
- Rentals with a cinemaΒ Island of Hawai'i
- House rentalsΒ Island of Hawai'i
- Holiday home rentalsΒ Island of Hawai'i
- Bed and breakfastsΒ Island of Hawai'i
- Rentals with beach accessΒ Island of Hawai'i
- Family-friendly rentalsΒ Island of Hawai'i
- Rentals with a kayakΒ Island of Hawai'i
- Smoking-friendly rentalsΒ Island of Hawai'i
- Waterfront rentalsΒ Island of Hawai'i
- Rentals with an EV chargerΒ Island of Hawai'i
- Rentals with a patioΒ Island of Hawai'i
- Townhouse rentalsΒ Island of Hawai'i
- Guest house rentalsΒ Island of Hawai'i
- Private suite rentalsΒ Island of Hawai'i
- Serviced apartment rentalsΒ Island of Hawai'i
- Flat rentalsΒ Island of Hawai'i
- Fitness-friendly rentalsΒ Island of Hawai'i
- Rentals with a beach viewΒ Island of Hawai'i
- Rentals with an accessible-height toiletΒ Island of Hawai'i
- Apartment rentalsΒ Island of Hawai'i
- Rentals with a hot tubΒ Island of Hawai'i
- Pet-friendly rentalsΒ Island of Hawai'i
- Rentals with breakfastΒ Island of Hawai'i
- Farm stay rentalsΒ Island of Hawai'i
- Cottage rentalsΒ Island of Hawai'i
- Rentals with lake accessΒ Island of Hawai'i
- Nature eco lodge rentalsΒ Island of Hawai'i
- Tiny house rentalsΒ Island of Hawai'i
- Rentals with a saunaΒ Island of Hawai'i
- Boutique hotel rentalsΒ Island of Hawai'i
- Rentals with a fireplaceΒ Island of Hawai'i
- Rentals with poolsΒ Kailua-Kona
- Rentals with poolsΒ Hawaii County
- Yurt RentalsΒ United States
- Yurt RentalsΒ United Kingdom
- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
- Private Island RentalsΒ United States
- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
- Luxury CabinsΒ United Kingdom
- Luxury CabinsΒ United States
- Holiday ChaletsΒ United Kingdom
- Cottage RentalsΒ United States
- Holiday CottagesΒ United Kingdom
- Mansion RentalsΒ United States
- Villa RentalsΒ United Kingdom
- Holiday BungalowsΒ United Kingdom
- Bungalow RentalsΒ United States
- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
- Private Holiday RentalsΒ United Kingdom
- Big House RentalsΒ United States
- Big CottagesΒ Australia
- Large VillasΒ United Kingdom
- House Rentals with a PoolΒ United States
- Cabin Rentals with a PoolΒ United States
- Villas with a PoolΒ United Kingdom
- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
- Beach CondosΒ United States
- Beachfront RentalsΒ United States
- Beach HousesΒ United Kingdom
- Beach VillasΒ United Kingdom
- Coastal CottagesΒ United Kingdom
- Pet-Friendly Vacation RentalsΒ United States
- Pet-Friendly Beach RentalsΒ United States
- Pet-Friendly Cabin RentalsΒ United States
- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom