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 Honolulu
4.88 out of 5 average rating, 115 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
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
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 Waiʻanae
4.83 out of 5 average rating, 333 reviewsMillion $ View on Gorgeous Secluded Beach!
Condo in Princeville
4.98 out of 5 average rating, 124 reviewsSpectacular ocean-view at luxurious resort
Condo in Kailua-Kona
4.88 out of 5 average rating, 190 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Pahala
4.89 out of 5 average rating, 436 reviews'Âlani Punalu'u Black Sand Beach oceanview retreat
Condo in Kihei
4.99 out of 5 average rating, 166 reviewsLuxury condo • 180° Ocean Views • Steps to Beach
Condo in Kapaʻa
4.98 out of 5 average rating, 207 reviewsBeachfront oceanside condo paradise AC/pool/HT 247
Condo in Princeville
4.94 out of 5 average rating, 219 reviewsAmazing Views above Beautiful Hanalei Bay
Home rentals with a private pool
Home in Kihei
4.92 out of 5 average rating, 25 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
- Beachfront rentals Hawaiian Islands
- Rentals with outdoor seating Hawaiian Islands
- Rentals with beach access Hawaiian Islands
- Nature eco lodge rentals Hawaiian Islands
- Rentals with a beach view Hawaiian Islands
- Farmstay rentals Hawaiian Islands
- Rentals with a soaking tub Hawaiian Islands
- Rentals with an accessible height bed Hawaiian Islands
- Rentals with an EV charger Hawaiian Islands
- Family-friendly rentals Hawaiian Islands
- Rentals with a patio Hawaiian Islands
- Rentals with a sauna Hawaiian Islands
- Waterfront rentals Hawaiian Islands
- Monthly Rentals Hawaiian Islands
- Resort rentals Hawaiian Islands
- Cottage rentals Hawaiian Islands
- Rentals with a fire pit Hawaiian Islands
- Bungalow rentals Hawaiian Islands
- Hotel rentals Hawaiian Islands
- Kid-friendly rentals Hawaiian Islands
- Rentals with breakfast Hawaiian Islands
- Villa rentals Hawaiian Islands
- Rentals with a fireplace Hawaiian Islands
- Tiny house rentals Hawaiian Islands
- Serviced apartment rentals Hawaiian Islands
- Treehouse rentals Hawaiian Islands
- Apartment rentals Hawaiian Islands
- Rentals with lake access Hawaiian Islands
- Rentals with an accessible height toilet Hawaiian Islands
- Fitness-friendly rentals Hawaiian Islands
- Condo rentals Hawaiian Islands
- Rentals with a hot tub Hawaiian Islands
- Aparthotel rentals Hawaiian Islands
- House rentals Hawaiian Islands
- Rentals with a washer and dryer Hawaiian Islands
- Rentals with a kayak Hawaiian Islands
- Pet-friendly rentals Hawaiian Islands
- Boutique hotel rentals Hawaiian Islands
- Guesthouse rentals Hawaiian Islands
- Vacation home rentals Hawaiian Islands
- Luxury rentals Hawaiian Islands
- Rentals with a balcony Hawaiian Islands
- Private suite rentals Hawaiian Islands
- Cabin rentals Hawaiian Islands
- Smoking-friendly rentals Hawaiian Islands
- Rentals with a home theater Hawaiian Islands
- Townhouse rentals Hawaiian Islands
- Bed and breakfasts Hawaiian Islands
- Loft rentals Hawaiian Islands
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