Vacation rentals with a pool in Island of Hawai'i

Find and book unique homes with a pool on Airbnb

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Popular amenities for Island of Hawai'i rentals with a pool

House rentals with a pool

Superhost
Home in Pāhoa
4.87 out of 5 average rating, 111 reviews

Kai Malolo - Amazing Eco-friendly Oceanfront Home!

AmandaRating, 5 stars1 month ago
The view alone is worth the price! Everything was so lush and beautiful! We felt like we were in our very own private resort. We enjoyed the spacious house itself and the outdoor area. The pool was great and the beds were super comfortable! This was a great base to explore the entire Big Island of Hawaii! I would recommend this home to anyone! Just book it already!
Guest favorite
Home in Kailua-Kona
4.91 out of 5 average rating, 149 reviews

Tropical Oasis Home with Pool and Steps to Beach

PamelaRating, 5 stars3 days ago
Our family ranging from 77 to 7 all agreed that the house exceeded our expectations. We appreciated the quiet setting with lots of places to walk {I think grandpa, walked them all}, the fully equipped kitchen, and the pool (of course). My grand daughter named the resident geckos and gave them all a fond goodbye. We had to drag our 16-year old off Magic Sands beach. We all enjoyed several snorkeling spots and splurged on a Fair Winds "Kona’s Best Morning Snorkel: Captain Cook & Kealakekua Bay." Many thanks.
Top guest favorite
Home in Kailua-Kona
4.96 out of 5 average rating, 158 reviews

Private Pool - 180° Ocean View - Minutes to Beach

MelanieRating, 5 stars1 month ago
We had a wonderful 7 day stay. Our 3 boys (16, 13, and 10) spent hours on the diving board and in the pool. Sandra’s place had everything we needed for beach trips, including beach chairs, wagon, umbrella, cooler and beach towels. I was so happy to have a washing machine to wash out the sandy towels and suits after our beach trips. It was a 5-10 minute trip for Costco,-target and Walmart and a 30-40 minute trip to Hāpuna Beach (don’t miss the Malsada stand on the highway on your way). We would come back to the house to cook supper, swim more in the pool, and watch the sunset from the beautiful yard. We also got a lot of use out of the basketball net in the driveway, and volleyball net in the side yard. Sandra was extremely helpful with all aspects of our stay, including local recommendations. Would definitely stay again if on the Big Island!
Top guest favorite
Home in Captain Cook
4.97 out of 5 average rating, 188 reviews

Tiny House Hawaii

LanaRating, 5 stars4 weeks ago
Marilyn's place is flawless. My husband and I have been booking places through airbnb for a while and this was definitely the best one ever. I am very picky with cleanliness, and this place was spotless. Craig the home caretaker made sure to gave us all the information we needed, show us around, besides being super nice and friendly. The view from this tiny house was incredible, the place was exactly like the pictures, comfortable and had everything we needed. Marilyn's hospitality was amazing. She left us fresh fruit from her garden and a delicious cake on the fridge for when we arrived. Both Craig and Marilyn made us feel welcomed and made our experience perfect. We hope to come back someday.
Guest favorite
Home in Waikoloa Village
4.89 out of 5 average rating, 141 reviews

Big Family Home, Pool, Views, Yard, Lanai, Clean!

BrianRating, 5 stars4 weeks ago
The house, which is very spacious, is located in a quiet residential neighborhood (the only real noise is from the many birds), which is five minutes from a grocery store and some restaurants in Waikoloa Village, and there are many restaurants, beaches, and things to do within a 30-minute drive; downtown Kailua-Kona is 45 minutes, and Volcanoes National Park and Hilo are about two hours (but easy driving everywhere, except for typical urban traffic congestion in Kona). The landscaping is amazing, and the backyard with a swimming pool is extremely private. It is also west-facing, so you get gorgeous sunsets with a slight ocean view (the property is inland). The AC units (for which there is an extra charge) are only in the bedrooms, so the house gets stuffy during the day, but cools off quickly in the evening. We had one minor maintenance issue, but the host, Andy, was responsive and addressed it quickly. We would definitely return if we have a future trip to the Big Island.
Top guest favorite
Home in Captain Cook
4.96 out of 5 average rating, 169 reviews

Milolii Whale House With Ocean Views and Pool!

NicoleRating, 5 stars1 month ago
Beautiful and peaceful location. Watch gorgeous sunsets with panaromic voews pf the ocean right from the deck! Great snorkeling close by if you're comfortable getting in from rocks. Private pool to enjoy when you've had enough salt water for the day.
Top guest favorite
Home in Waikoloa Village
4.99 out of 5 average rating, 217 reviews

Ocean, Sunset, Mountain & Celestial Views

IrvinRating, 5 stars2 weeks ago
Tarek was awesome. Super responsive and very kind. 10/10 recommend his place to stay at when visiting Big Island. House was packed with much needed living amenities (paper towels, board games, laundry facilities). Loved the living conditions I got the chance to stay in!
Guest favorite
Home in Pepeekeo
4.86 out of 5 average rating, 170 reviews

Hamakua Coast Tropical Home

MichelleRating, 5 stars1 month ago
Beautiful home on the peaceful Hamakua Coast. Our family enjoyed a wonderful and quiet staycation - the pool was delightful and temp was just right with the cool ocean breeze. Kitchen was stocked with basic essentials making cooking easy. Very comfortable sleep spaces - cool breeze at night with windows open. Loved every minute! Suzy was very friendly and responsive. The grounds were so beautiful - lots of flowers and fruits surrounding us. I highly recommend this home as your next getaway. I will stay here again. Thank you Suzy and Peter!

Condo rentals with a pool

Guest favorite
Condo in Kailua-Kona
4.96 out of 5 average rating, 169 reviews

Ali'i Banyan Breeze*

MichaelRating, 5 stars2 months ago
We loved staying here! The location was close to many things in the Kona area. The dedicated parking spot made it easy to come and go. The mini-split AC was quiet and kept the place cool. The in-unit laundry was great too.
Top guest favorite
Condo in Kailua-Kona
4.97 out of 5 average rating, 129 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

JonahRating, 5 stars1 month ago
My wife and I really enjoyed our stay! The location couldn’t have been more perfect. It had a great view of the ocean, sunset, walking distance to a ton of restaurants, coffee shops and along the beautiful coastal strip. We felt right at home and it was a great place to experience The Big Island 🏝️ Mahalo!
Guest favorite
Condo in Waikoloa Beach Resort
4.95 out of 5 average rating, 141 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

AryehRating, 5 stars1 month ago
We loved staying at Vincent's place. Very clean, comfortable furniture, great kitchen, and amazing location. It's a 15 minute walk or a 3-minute drive to A-Bay, which is a wonderful and calm beach for swimming. The condo was stocked with chairs, umbrellas, and towels, even boogie boards and snorkels. Great location, we loved exploring the Kohala Coast and the surrounding beaches, and there is good food within Waikoloa Beach and in the surrounding resorts. AC kept things comfortable and we loved the shaded patio for breakfast. Thanks for a great stay and I hope we get to come back!
Guest favorite
Condo in Kailua-Kona
4.85 out of 5 average rating, 308 reviews

Kailua Village Condo in the Heart of Kona

JennaRating, 5 starstoday
Kirk was a great host, super responsive and flexible. His place was clean and tidy, and had everything we needed. The location is super walkable to the downtown strip.
Superhost
Condo in Kailua-Kona
4.87 out of 5 average rating, 110 reviews

Keauhou Garden - Ocean view - Walk to Harbor

DeannaRating, 5 stars1 month ago
Thank you Dominique and Fabio for everything. Your place is truly stunning we had such a perfect time. The beach gear was so much fun for our beach days, the location was great and close to pretty much everything we wanted to do on the trip, we loved our morning coffee on the lanai, and the decor was a plus, loved it all! We also got engaged on this trip and I will never forget it. ❤️ Mahalo
Guest favorite
Condo in Kailua
4.94 out of 5 average rating, 158 reviews

Renovated Oceanfront Penthouse in Kona with AC

AnthonyRating, 5 stars2 weeks ago
Thank you for a Beautiful condo and experience! The view is Awesome! The Complex is a great placement for a mixture of sandy beaches, tide pools, and surf. The condo has great placement in the complex for accessibility to elevator, pool and amenities. Stephanie’s condo will make you feel right at home with housewares, extra beach accessories, A great welcome and suggestion book for the island and overall organized, tidy surroundings! Donna and I Loved our stay
Guest favorite
Condo in Kailua-Kona
4.9 out of 5 average rating, 440 reviews

Plantation Hale

FlintRating, 5 stars1 week ago
I stayed for work and booked very last minute. Dorothys place was very clean and the bed was comfortable. I was very happy that the ac worked well, it was hot outside.
Guest favorite
Condo in Waikoloa Village
4.93 out of 5 average rating, 137 reviews

Newer Luxury Townhouse - Exceptional Value

CariRating, 5 stars1 day ago
Amazing! Met our expectations. Beautiful place with the amenities of home. Location was perfect to get to different places. Loved the Ocean club and the beautiful swimming area. Lisa was available for questions and easy to communicate. Thank you!

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