
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

Mollie’s Paradise Resort Home - No Cleaning Fee!

Tropical Oasis Home with Pool and Steps to Beach

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Milolii Whale House With Ocean Views and Pool!

Hamakua Coast Tropical Home

Beautiful Home With Private Pool on Kealakekua Bay

Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Views
Condo rentals with a pool

Oceanfront living - Floor to Ceiling wall of glass

Enjoy lush tropical lifestyle in Waikoloa Resort

DirectOnOcean! SuperHost AC Pool ParkFree Elevator

Casa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach

Blissful paradise with epic view- Hale Mahana

Renovated Oceanfront Penthouse in Kona with AC

Kona Reef Sand and Surf (Beachfront, Walk to Town)

Mauna Lani Golf Villa! Club Access, AC, Pool, Spa!
Destinations to explore
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- North Kona Vacation rentals
- Hilo Vacation rentals
- Wailea-Makena Vacation rentals
- Waikoloa Village Vacation rentals
- Hana Vacation rentals
- Volcano Vacation rentals
- Kahaluu-Keauhou Vacation rentals
- Honolulu Vacation rentals
- O‘ahu Vacation rentals
- Rentals with a fireplace Island of Hawai'i
- Beachfront rentals Island of Hawai'i
- Villa rentals Island of Hawai'i
- Cottage rentals Island of Hawai'i
- Resort rentals Island of Hawai'i
- Private suite rentals Island of Hawai'i
- Rentals with a washer and dryer Island of Hawai'i
- Hotel rentals Island of Hawai'i
- Rentals with a fire pit Island of Hawai'i
- House rentals Island of Hawai'i
- Rentals with a kayak Island of Hawai'i
- Townhouse rentals Island of Hawai'i
- Rentals with a beach view Island of Hawai'i
- Beach condo rentals Island of Hawai'i
- Beach house rentals Island of Hawai'i
- Rentals with lake access Island of Hawai'i
- Luxury rentals Island of Hawai'i
- Rentals with outdoor seating Island of Hawai'i
- Vacation home rentals Island of Hawai'i
- Smoking-friendly rentals Island of Hawai'i
- Bed and breakfasts Island of Hawai'i
- Pet-friendly rentals Island of Hawai'i
- Rentals with breakfast Island of Hawai'i
- Condo rentals Island of Hawai'i
- Fitness-friendly rentals Island of Hawai'i
- Apartment rentals Island of Hawai'i
- Rentals with beach access Island of Hawai'i
- Rentals with an accessible height toilet Island of Hawai'i
- Boutique hotel rentals Island of Hawai'i
- Kid-friendly rentals Island of Hawai'i
- Cabin rentals Island of Hawai'i
- Rentals with an EV charger Island of Hawai'i
- Rentals with a hot tub Island of Hawai'i
- Rentals with a patio Island of Hawai'i
- Farmstay rentals Island of Hawai'i
- Rentals with a home theater Island of Hawai'i
- Waterfront rentals Island of Hawai'i
- Family-friendly rentals Island of Hawai'i
- Rentals with a sauna Island of Hawai'i
- Guesthouse rentals Island of Hawai'i
- Tiny house rentals Island of Hawai'i
- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- 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
- Hapuna Beach
- Kalapana Beach
- Mahana Beach
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Mauna Kea Golf Course
- Papakolea Beach
- Lava Tree State Monument
- Four Seasons Resort Hualalai
- Two Step
- Mauna Lani Golf
- Machida Beach
- Waikōloa Beach
- Mauna Lani, Auberge Resorts Collection
- Ke‘EI Beach
- Kealakekua Bay State Historical Park
- 49 Black Sand Beach
- Waikoloa Beach Golf Course
- Carlsmith Beach Park
- Akaka Falls State Park
- Kona Country Club
- Volcano Golf and Country Club
- Makalawena Beach
- Kuki’o Golf & Beach Club
- Things to do Island of Hawai'i
- Art and culture Island of Hawai'i
- Nature and outdoors Island of Hawai'i
- Sports activities Island of Hawai'i
- Things to do Hawaii County
- Art and culture Hawaii County
- Sports activities Hawaii County
- Nature and outdoors Hawaii County
- Things to do Hawaii
- Tours Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Nature and outdoors Hawaii
- Things to do United States
- Tours United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Art and culture United States
- Entertainment United States