Vacation rentals with a pool in Hawaiian Islands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hawaiian Islands
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 Hawaiian Islands rentals with a pool
House rentals with a pool
Home in Kailua-Kona
4.99 out of 5 average rating, 108 reviewsStunning Serene Bali Retreat [Pool/AC/Ocean View]
Home in Koloa
4.92 out of 5 average rating, 124 reviews*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Home in Koloa
4.97 out of 5 average rating, 110 reviewsPoipu Custom Home, Central AC & Pool/Gym
Home in Captain Cook
4.96 out of 5 average rating, 156 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Waikoloa Village
4.98 out of 5 average rating, 183 reviewsOcean, Sunset, Mountain & Celestial Views
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Home in Kapaʻa
4.95 out of 5 average rating, 157 reviewsSleeping Giant Cottage with Plunge Pool TNVC 1244
Home in Kailua-Kona
4.97 out of 5 average rating, 180 reviewsHalia Hale
Condo rentals with a pool
Condo in Princeville
4.98 out of 5 average rating, 124 reviewsSpectacular ocean-view at luxurious resort
Condo in Lihue
4.98 out of 5 average rating, 103 reviewsOcean FRONT Hotel Room @Marriott Vacation Club
Condo in Kailua-Kona
4.91 out of 5 average rating, 116 reviewsTrue Oceanfront, Top-Floor, Downtown, A/C, Parking
Condo in Honolulu
4.98 out of 5 average rating, 110 reviewsHonu Suite - Ocean & Diamond Head Views 33rd Floor
Condo in Kailua-Kona
4.88 out of 5 average rating, 191 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Pahala
4.89 out of 5 average rating, 437 reviews'Âlani Punalu'u Black Sand Beach oceanview retreat
Condo in Kihei
4.97 out of 5 average rating, 109 reviewsRemodeled 2bd Ocean View at Wailea Beach Villas
Condo in Princeville
4.99 out of 5 average rating, 146 reviewsDivine Oceanfront Condo, Spectacular Sunset Views!
Home rentals with a private pool
Home in Lahaina
4.99 out of 5 average rating, 82 reviewsStunning Gated Home, Private Pool and Spa
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Condo in Honolulu
4.38 out of 5 average rating, 8 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Home in Kihei
4.92 out of 5 average rating, 25 reviewsOceanview Home with Private pool and hot tub
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Destinations to explore
- Nature eco lodge rentals Hawaiian Islands
- Rentals with a home theater Hawaiian Islands
- Guesthouse rentals Hawaiian Islands
- Rentals with a beach view Hawaiian Islands
- Cabin rentals Hawaiian Islands
- Family-friendly rentals Hawaiian Islands
- Rentals with beach access Hawaiian Islands
- Rentals with a patio Hawaiian Islands
- Rentals with a soaking tub Hawaiian Islands
- Monthly Rentals Hawaiian Islands
- Cottage rentals Hawaiian Islands
- Rentals with a fireplace Hawaiian Islands
- Beachfront rentals Hawaiian Islands
- Rentals with a balcony Hawaiian Islands
- Rentals with an accessible height bed Hawaiian Islands
- Rentals with a sauna Hawaiian Islands
- Tiny house rentals Hawaiian Islands
- Aparthotel rentals Hawaiian Islands
- Resort rentals Hawaiian Islands
- Loft rentals Hawaiian Islands
- Vacation home rentals Hawaiian Islands
- Pet-friendly rentals Hawaiian Islands
- Private suite rentals Hawaiian Islands
- Serviced apartment rentals Hawaiian Islands
- Treehouse rentals Hawaiian Islands
- Fitness-friendly rentals Hawaiian Islands
- Boutique hotel rentals Hawaiian Islands
- House rentals Hawaiian Islands
- Apartment rentals Hawaiian Islands
- Rentals with lake access Hawaiian Islands
- Smoking-friendly rentals Hawaiian Islands
- Farmstay rentals Hawaiian Islands
- Rentals with an accessible height toilet Hawaiian Islands
- Rentals with a hot tub Hawaiian Islands
- Bungalow rentals Hawaiian Islands
- Hotel rentals Hawaiian Islands
- Kid-friendly rentals Hawaiian Islands
- Townhouse rentals Hawaiian Islands
- Luxury rentals Hawaiian Islands
- Rentals with breakfast Hawaiian Islands
- Bed and breakfasts Hawaiian Islands
- Villa rentals Hawaiian Islands
- Rentals with outdoor seating Hawaiian Islands
- Rentals with a washer and dryer Hawaiian Islands
- Condo rentals Hawaiian Islands
- Rentals with a kayak Hawaiian Islands
- Rentals with an EV charger Hawaiian Islands
- Waterfront rentals Hawaiian Islands
- Rentals with a fire pit Hawaiian Islands
- 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