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 Keaau
4.93 out of 5 average rating, 15 reviewsGated Retreat Near The Ocean w/ Pool & Large Deck!
Home in Keaau
4.91 out of 5 average rating, 11 reviewsKaloli Sunrise 2BR Private Pool Sleeps 5 Near Hilo
Home in Kailua-Kona
4.95 out of 5 average rating, 151 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Kailua-Kona
4.94 out of 5 average rating, 225 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Home in Waikoloa Village
4.88 out of 5 average rating, 132 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
Home in Captain Cook
4.96 out of 5 average rating, 156 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Kailua-Kona
5 out of 5 average rating, 40 reviewsTropical paradise, heated pool, ocean views, AC
Home in Kailua-Kona
4.97 out of 5 average rating, 180 reviewsHalia Hale
Condo rentals with a pool
Condo in Kailua-Kona
4.94 out of 5 average rating, 53 reviewsKona by the Ocean
Condo in Kailua-Kona
4.93 out of 5 average rating, 132 reviews2 Bedroom Penthouse Condo With Ocean View And Pool
Condo in Kailua-Kona
4.94 out of 5 average rating, 72 reviewsOceanfront complex at Casa de Emdeko unit #102
Condo in Kailua-Kona
4.94 out of 5 average rating, 72 reviewsOceanfront 2 bed, 2 bath, kitchen with full AC!
Condo in Kailua-Kona
4.97 out of 5 average rating, 126 reviewsOn-the-Ocean; Stunning Corner Unit, Spacious, A/C!
Condo in Naalehu
4.87 out of 5 average rating, 106 reviewsTurtle Paradise at Punalu'u Black Sand Beach
Condo in Kailua Kona
4.67 out of 5 average rating, 9 reviewsKona Makai 3-203
Condo in Waikoloa Village
4.82 out of 5 average rating, 71 reviewsNewly renovated, top floor 2 BR condo w/ pool/spa
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
- Maui Vacation rentals
- O‘ahu Vacation rentals
- Waikiki Beach Vacation rentals
- Honolulu Vacation rentals
- Rentals with pools United States
- Rentals with pools Hawaii
- Rentals with pools Hawaii
- Rentals with pools Maui
- Bed and breakfasts Island of Hawai'i
- Rentals with a home theater Island of Hawai'i
- Rentals with an accessible height toilet Island of Hawai'i
- Boutique hotel rentals Island of Hawai'i
- Rentals with breakfast Island of Hawai'i
- Rentals with outdoor seating Island of Hawai'i
- Cottage rentals Island of Hawai'i
- Family-friendly rentals Island of Hawai'i
- Apartment rentals Island of Hawai'i
- Rentals with beach access Island of Hawai'i
- Smoking-friendly rentals Island of Hawai'i
- Rentals with a hot tub Island of Hawai'i
- Condo rentals Island of Hawai'i
- Luxury rentals Island of Hawai'i
- Rentals with a fireplace Island of Hawai'i
- Rentals with a firepit Island of Hawai'i
- Rentals with a beach view Island of Hawai'i
- Rentals with a sauna Island of Hawai'i
- Rentals with a washer and dryer Island of Hawai'i
- Rentals with lake access Island of Hawai'i
- Rentals with a patio Island of Hawai'i
- Vacation home rentals Island of Hawai'i
- Guesthouse rentals Island of Hawai'i
- Tiny house rentals Island of Hawai'i
- Beachfront rentals Island of Hawai'i
- Villa rentals Island of Hawai'i
- Fitness-friendly rentals Island of Hawai'i
- Townhouse rentals Island of Hawai'i
- Beach house rentals Island of Hawai'i
- Waterfront rentals Island of Hawai'i
- Resort rentals Island of Hawai'i
- Hotel rentals Island of Hawai'i
- Monthly Rentals Island of Hawai'i
- Beach condo rentals Island of Hawai'i
- Nature eco lodge rentals Island of Hawai'i
- Kid-friendly rentals Island of Hawai'i
- Rentals with an EV charger Island of Hawai'i
- Private suite rentals Island of Hawai'i
- Cabin rentals Island of Hawai'i
- Pet-friendly rentals Island of Hawai'i
- Rentals with a kayak Island of Hawai'i
- Farmstay rentals Island of Hawai'i
- House rentals Island of Hawai'i
- Rentals with pools Kailua-Kona
- Rentals with pools Hawaii County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Nature and outdoors Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Things to do Hawaii County
- Food and drink Hawaii County
- Art and culture Hawaii County
- Nature and outdoors Hawaii County
- Wellness Hawaii County
- Sports activities Hawaii County
- Things to do Island of Hawai'i
- Food and drink Island of Hawai'i
- Art and culture Island of Hawai'i
- Wellness Island of Hawai'i
- Sports activities Island of Hawai'i
- Nature and outdoors Island of Hawai'i