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
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
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180Β° Ocean View - Minutes to Beach
Home in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsHalia Hale
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
Home in Captain Cook
4.96 out of 5 average rating, 149 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Waikoloa Village
4.93 out of 5 average rating, 190 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Home in Kailua-Kona
4.94 out of 5 average rating, 199 reviewsClassic Kona π€π» \\ Epic Ocean View π \\ Pool π
Home in Waikoloa Village
4.98 out of 5 average rating, 156 reviewsOcean, Sunset, Mountain & Celestial Views
Condo rentals with a pool
Condo in Kailua-Kona
5.0 out of 5 average rating, 114 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Condo in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
Condo in Kailua-Kona
4.9 out of 5 average rating, 167 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Kailua-Kona
4.8 out of 5 average rating, 285 reviewsComfy, Clean & stylish condo w/ ocean&sunset views
Condo in Kailua-Kona
4.86 out of 5 average rating, 137 reviewsLuxury in the Heart of Kona
Condo in Kailua-Kona
4.89 out of 5 average rating, 386 reviewsPlantation Hale
Condo in Kailua-Kona
4.93 out of 5 average rating, 160 reviewsAloha Paradise! Remodeled with A/C & Ocean View!
Condo in Kailua-Kona
4.97 out of 5 average rating, 101 reviewsPeaceful Keauhou Condo. A/C. All Taxes included.
Destinations to explore
- Kailua-KonaΒ Vacation rentals
- Hawaiian BeachesΒ Vacation rentals
- KiheiΒ Vacation rentals
- HiloΒ Vacation rentals
- Wailea-MakenaΒ Vacation rentals
- HanaΒ Vacation rentals
- Waikoloa VillageΒ Vacation rentals
- KonaΒ Vacation rentals
- MauiΒ Vacation rentals
- OβahuΒ Vacation rentals
- HonoluluΒ Vacation rentals
- Waikiki BeachΒ Vacation rentals
- Rentals with poolsΒ United States
- Rentals with poolsΒ Hawaii
- Rentals with poolsΒ Hawaii
- Rentals with poolsΒ Maui
- Monthly RentalsΒ Island of Hawai'i
- Bed and breakfastsΒ Island of Hawai'i
- Cottage rentalsΒ Island of Hawai'i
- Cabin rentalsΒ Island of Hawai'i
- Apartment rentalsΒ Island of Hawai'i
- Rentals with beach accessΒ Island of Hawai'i
- Farmstay rentalsΒ Island of Hawai'i
- Rentals with an EV chargerΒ Island of Hawai'i
- Private suite rentalsΒ Island of Hawai'i
- Rentals with a hot tubΒ Island of Hawai'i
- Vacation home rentalsΒ Island of Hawai'i
- Rentals with a saunaΒ Island of Hawai'i
- Rentals with a fire pitΒ Island of Hawai'i
- Hotel rentalsΒ Island of Hawai'i
- Rentals with a beach viewΒ Island of Hawai'i
- Rentals with a washer and dryerΒ Island of Hawai'i
- Pet-friendly rentalsΒ Island of Hawai'i
- Rentals with a fireplaceΒ Island of Hawai'i
- Waterfront rentalsΒ Island of Hawai'i
- Rentals with a patioΒ Island of Hawai'i
- Serviced apartment rentalsΒ Island of Hawai'i
- Rentals with outdoor seatingΒ Island of Hawai'i
- Rentals with lake accessΒ Island of Hawai'i
- Condo rentalsΒ Island of Hawai'i
- Family-friendly rentalsΒ Island of Hawai'i
- Wheelchair accessible rentalsΒ Island of Hawai'i
- Beachfront rentalsΒ Island of Hawai'i
- Villa rentalsΒ Island of Hawai'i
- Smoking-friendly rentalsΒ Island of Hawai'i
- Rentals with a kayakΒ Island of Hawai'i
- Rentals with a home theaterΒ Island of Hawai'i
- House rentalsΒ Island of Hawai'i
- Nature eco lodge rentalsΒ Island of Hawai'i
- Guesthouse rentalsΒ Island of Hawai'i
- Tiny house rentalsΒ Island of Hawai'i
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- Kid-friendly rentalsΒ Island of Hawai'i
- Rentals with breakfastΒ Island of Hawai'i
- Rentals with an accessible height toiletΒ Island of Hawai'i
- Boutique hotel rentalsΒ Island of Hawai'i
- Resort rentalsΒ Island of Hawai'i
- Fitness-friendly rentalsΒ 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
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- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
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- 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