
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.
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Popular amenities for Hawaiian Islands rentals with a pool
House rentals with a pool

Waikiki Gem, Stunning Ocean View, Parking Included
Charlie’s place was just as pictured & more! The space is a corner unit located on the second highest floor & has beautiful views over looking the ocean, Waikiki beach, city & the mountains. The unit was very clean, perfectly designed & easily walkable to the beach & local restaurants. It was a perfect rental for our first trip to Hawaii & Charlie is an amazing helpful host!

Puna Rainforest Retreat Hotspring Rainbow Cottage
One of our favorite spots to get away. We come stay as often as we can. It’s a magical place and Jacklynn is so kind. Her property is incredible. Cabins are spotless and so cozy.

Private Pool & Spa-Beautiful Oceanview Home
We really enjoyed the time we spent at this home! The views from the decks are amazing! The pool and hot tub are great and we especially enjoyed the AC and large TVs when we came in at night.

Poipu Custom Home, Central AC & Pool/Gym
This property is stunningly beautiful! It has a designer vibe yet is quite comfortable, incredibly well appointed, and centrally located. The communication with Aurora was amazing! She was super responsive and very informative! We have stayed in Airbnb’s all over the country and internationally and our family agreed that this was the nicest one we have stayed in and the best experience by far!

Kalo Homes - Makaha's Hidden Gem
Great ohana memories were made, it seriously felt like home. Host was quick in responding. Ocean view was better than expected in person. Will definitely miss waking up to that great view. Mahalo! 🤙🏻 ❤️

Stunning ocean view, heated pool at home by Wailea
Such a special and beautiful villa - will be staying here when I come to Maui from now on!

Ocean, Sunset, Mountain & Celestial Views
Panoramic view was so nice and the location was good to travel around. Kids loved toys and sauces on the pantry and papaya from the tree on the house was amazing. My family had a pleasant time there, everything was peaceful and enjoyable. Thank you for the lovely stay!

Sleeping Giant Cottage with Plunge Pool TNVC 1244
We loved our stay! We could have stayed 2 weeks. Loved the plunge pool feature and garden. Chilling out on the screen porch was so relaxing. We enjoyed making dinner in the modern kitchen and watching movies in the comfortable living room. Driving into Kapa’a was quick and easy either north or south route. Understand that Kauai is windy most of the time; the pool will have leaves fall into it all day. Just net them out before each dip.
Condo rentals with a pool

Lofty Apt-AC, Pool, Surf/Hike, Walk to Beach
This was our second time staying at this incredible Airbnb, and we already can’t wait to come back. Everything about this place is thoughtfully designed and beautifully maintained. The kitchen is a dream with full size appliances and everything you need to cook and enjoy meals. The entire space has such a warm, inviting feel. The couch is super comfortable (perfect for relaxing after a beach day), and the big TV made movie nights so fun. We also loved the extra touches of beach chairs, a cooler, high-quality shampoo, conditioner, and body wash basically everything you could need for a relaxing stay. Allison, the host, is truly exceptional. She’s incredibly kind, responsive, and communicates everything so clearly. It really makes a difference when you know you’re in such good hands. Can’t say enough good things. This place is a gem!

32nd Floor Penthouse. 3min walk to Waikiki Beach
we thought this place was great. was close to everything g and just a few blocks from the beach.

Sugar Beach Resort Beach / Ocean Front Unit 426
We cannot say enough good things about staying here. We have been to Maui many times over the years, and this was by far the best condo we have stayed in. First off, the view was amazing. Every morning we would drink our coffee on the lanai and watch the outrigger canoes practicing. Evenings we would take long walks on the beach right from our condo. Location is centrally located to everything. Walk down the beach a little ways and you would find an ABC store, produce stand, bakery and shaved ice. There is also a deli downstairs. The condo was very clean and stocked with absolutely everything you would ever need, including laundry detergent, shampoo, phone chargers, etc. Anything you forgot to pack, they had. We will definitely be renting this condo again in the future. Thank you for a wonderful trip!

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)
This place is absolutely so worthwhile, especially you can go to ritz Carlton to enjoy stunning sunset!

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki
Mari was very responsive and helped out if we had issues. Location is perfect! Beautiful beach views and large windows with great lighting all day! Many fans and an A/C unit. Balcony was great with the day bed and stools. Kid friendly, and a pack and play was provided. this property was a 5 minute walk to the beach and main drag of restaurants. Parking was a bit tight and you have to call the front desk to be let into the garage. Overall, an amazing stay and we would definitely book again!

Beachfront oceanside condo paradise AC/pool/HT 247
Wife and I have been married 43 years and this was our best vacation ever. We love Kauai, but have never had the beautiful views and convenience we had with Allison's place. She is very vested in making sure you are taken care of and happy. She was so responsive...we couldn't have asked for better treatment. The view from our lanai was spectacular! I was diagnosed with Parkinson's right before our trip, so we were around the resort a little more than we had planned. It could not have been better. We all know that going to Hawaii is not cheap, but we left this place feeling like we really got our moneys worth. The condo was beautifully decorated and was comfortable from the moment we entered. I can't overstate how pleased we are with the way Allison treated us and the beautiful place she provided for us. We are looking forward to our next trip to Kauai. It really is the best Island in our opinion. Thanks again to Allison and her team for all of their caring and professionalism.

Luxury condo • 180° Ocean Views • Steps to Beach
It was the perfect place to travel! I visited with my husband on our honeymoon, and everything was perfect, and it was nice that Andrew responded quickly when I had any inquiries!

Panoramic Ocean View/ Full Kitchen/2603A
The view from the Airbnb was breathtaking. The spot is located in a great area. There were yummy food spots located right next to us and 7/11 is directly down the street. The bed was so comfy and all of the extra beach stuff was super helpful on our vacation.
Home rentals with a private pool

Oceanview Home with Private pool and hot tub
Steve’s place is great and he is an excellent communicator and very invested in ensuring his guests have a great experience. We loved watching the sunset from the deck and the pool and game room were both so fun for our family. Lots of pantry staples on hand as well as some yummy snacks to greet us. The location is private and peaceful and we loved all the beautiful Hawaiian plants and geckos in the yard. Thanks for a great stay!

Waikiki Banyan Condo, Diamond Head & Beach View
Very clean. Good location.

Waikiki Banyan Condo One Block to Waikiki Beach!
My wife and I enjoyed our stay. The location is great as far as walking to the beach, restaurants, and stores in the area. We love Waikiki thank you! Dirk

Romantic Dodecagon Retreat Near a Black Sand Beach
Don't hesitate; if you can book this place - do it! Wonderful space. Simply beautiful.
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