Holiday 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.
Holiday 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
4.99 out of 5 average rating, 107 reviewsStunning Serene Bali Retreat [Pool/AC/Ocean View]
Home
4.88 out of 5 average rating, 115 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
Home
4.92 out of 5 average rating, 123 reviews*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Home
4.97 out of 5 average rating, 109 reviewsPoipu Custom Home, Central AC & Pool/Gym
Home
4.96 out of 5 average rating, 155 reviewsMilolii Whale House With Ocean Views and Pool!
Home
4.98 out of 5 average rating, 181 reviewsOcean, Sunset, Mountain & Celestial Views
Home
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Home
4.95 out of 5 average rating, 154 reviewsSleeping Giant Cottage with Plunge Pool TNVC 1244
Apartment rentals with a pool
Apartment
4.98 out of 5 average rating, 118 reviewsKapalua, luxe, ocean view, beach, spa, golf/tennis
Apartment
4.83 out of 5 average rating, 333 reviewsMillion $ View on Gorgeous Secluded Beach!
Apartment
4.98 out of 5 average rating, 124 reviewsSpectacular ocean-view at luxurious resort
Apartment
4.88 out of 5 average rating, 190 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Apartment
4.89 out of 5 average rating, 436 reviews'Âlani Punalu'u Black Sand Beach oceanview retreat
Apartment
4.99 out of 5 average rating, 166 reviewsLuxury condo • 180° Ocean Views • Steps to Beach
Apartment
4.98 out of 5 average rating, 207 reviewsBeachfront oceanside condo paradise AC/pool/HT 247
Apartment
4.94 out of 5 average rating, 219 reviewsAmazing Views above Beautiful Hanalei Bay
Home rentals with a private pool
Home
4.92 out of 5 average rating, 25 reviewsOceanview Home with Private pool and hot tub
Apartment
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Apartment
4.38 out of 5 average rating, 8 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Home
4.94 out of 5 average rating, 400 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Destinations to explore
- Rentals with a firepit Hawaiian Islands
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