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 in Kailua-Kona
4.9 out of 5 average rating, 135 reviewsTropical Oasis Home with Pool and Steps to Beach
Home in Koloa
4.97 out of 5 average rating, 111 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 Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Home in Pepeekeo
4.86 out of 5 average rating, 158 reviewsHamakua Coast Tropical Home
Home in Kapaʻa
4.95 out of 5 average rating, 158 reviewsSleeping Giant Cottage with Plunge Pool TNVC 1244
Home in Kailua-Kona
4.97 out of 5 average rating, 180 reviewsHalia Hale
Home in Kailua-Kona
5 out of 5 average rating, 123 reviewsParadise Found with Stunning Views - Kailua-Kona
Condo rentals with a pool
Condo in Kailua-Kona
4.97 out of 5 average rating, 203 reviewsOcean Front Kona Reef A35! It doesn't get better!
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, 124 reviewsKiahuna Plantation at Poipu Beach - Ocean View
Condo in Maunaloa
4.98 out of 5 average rating, 243 reviewsSweet Upstairs Corner Ocean View Studio on Molokai
Condo in Honolulu
4.98 out of 5 average rating, 112 reviewsHonu Suite - Ocean & Diamond Head Views 33rd Floor
Condo in Kailua-Kona
4.88 out of 5 average rating, 192 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Kahuku
4.93 out of 5 average rating, 189 reviewsSEArider TWO at Turtle Bay (1 bedroom / 1 bath)
Condo in Koloa
5 out of 5 average rating, 102 reviewsOceanside Tropical Paradise on Kaua'i
Home rentals with a private pool
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
Home in Lahaina
4.79 out of 5 average rating, 92 reviewsStroll to Lahaina Town from Gated Home with Private Pool
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Destinations to explore
- Beachfront rentals Hawaiian Islands
- Rentals with a patio Hawaiian Islands
- Nature eco lodge rentals Hawaiian Islands
- Rentals with a beach view Hawaiian Islands
- Cabin rentals Hawaiian Islands
- Apartment rentals Hawaiian Islands
- Rentals with lake access Hawaiian Islands
- Rentals with a fire pit Hawaiian Islands
- Rentals with a sauna Hawaiian Islands
- Rentals with a home theatre Hawaiian Islands
- Rentals with breakfast Hawaiian Islands
- Guesthouse rentals Hawaiian Islands
- Rentals with an accessible height bed Hawaiian Islands
- Loft rentals Hawaiian Islands
- Family-friendly rentals Hawaiian Islands
- Rentals with outdoor seating Hawaiian Islands
- Rentals with an EV charger Hawaiian Islands
- Rentals with a fireplace Hawaiian Islands
- Farmstay rentals Hawaiian Islands
- Holiday home rentals Hawaiian Islands
- Bungalow rentals Hawaiian Islands
- Hotel rentals Hawaiian Islands
- Kid-friendly rentals Hawaiian Islands
- Tiny house rentals Hawaiian Islands
- Condo rentals Hawaiian Islands
- Rentals with a balcony Hawaiian Islands
- Rentals with a hot tub Hawaiian Islands
- Boutique hotel rentals Hawaiian Islands
- Private suite rentals Hawaiian Islands
- Fitness-friendly rentals Hawaiian Islands
- Monthly Rentals Hawaiian Islands
- Villa rentals Hawaiian Islands
- Rentals with a kayak Hawaiian Islands
- Rentals with beach access Hawaiian Islands
- Luxury rentals Hawaiian Islands
- Rentals with a soaking tub Hawaiian Islands
- Townhouse rentals Hawaiian Islands
- Serviced apartment rentals Hawaiian Islands
- Tree house rentals Hawaiian Islands
- Aparthotel rentals Hawaiian Islands
- Bed and breakfasts Hawaiian Islands
- Rentals with an accessible height toilet Hawaiian Islands
- Resort rentals Hawaiian Islands
- Rentals with a washing machine and dryer Hawaiian Islands
- Cottage rentals Hawaiian Islands
- Waterfront rentals Hawaiian Islands
- Pet-friendly rentals Hawaiian Islands
- Smoking-friendly rentals Hawaiian Islands
- House rentals Hawaiian Islands
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