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, 107 reviewsStunning Serene Bali Retreat [Pool/AC/Ocean View]
Home in Koloa
4.92 out of 5 average rating, 123 reviews*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Home in Koloa
4.97 out of 5 average rating, 109 reviewsPoipu Custom Home, Central AC & Pool/Gym
Home in Captain Cook
4.96 out of 5 average rating, 155 reviewsMilolii Whale House With Ocean Views and Pool!
Home in Waikoloa Village
4.98 out of 5 average rating, 181 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, 154 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 Lahaina
4.98 out of 5 average rating, 118 reviewsKapalua, luxe, ocean view, beach, spa, golf/tennis
Condo in Koloa
4.97 out of 5 average rating, 123 reviewsKiahuna Plantation at Poipu Beach - Ocean View
Condo in Princeville
4.98 out of 5 average rating, 123 reviewsSpectacular ocean-view at luxurious resort
Condo in Kaunakakai
4.93 out of 5 average rating, 195 reviewsWelcome to Hotel Molokai, Unit 102...
Condo in Pahala
4.89 out of 5 average rating, 436 reviews'Âlani Punalu'u Black Sand Beach oceanview retreat
Condo in Kailua-Kona
4.88 out of 5 average rating, 189 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Kahuku
4.92 out of 5 average rating, 185 reviewsSEArider TWO at Turtle Bay (1 bedroom / 1 bath)
Condo in Kihei
4.99 out of 5 average rating, 166 reviewsLuxury condo • 180° Ocean Views • Steps to Beach
Home rentals with a private pool
Home in Kihei
4.92 out of 5 average rating, 24 reviewsOceanview Home with Private pool and hot tub
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!
Home in Pāhoa
4.94 out of 5 average rating, 400 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Destinations to explore
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