Holiday rentals with a pool in Hawaii

Find and book unique homes with a pool on Airbnb

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Popular amenities for Hawaii rentals with a pool

House rentals with a pool

Superhost
Home in Pāhoa
4.87 out of 5 average rating, 110 reviews

Kai Malolo - Amazing Eco-friendly Oceanfront Home!

AmandaRating, 5 stars4 weeks 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 favourite
Home in Kailua-Kona
4.91 out of 5 average rating, 148 reviews

Tropical Oasis Home with Pool and Steps to Beach

JamesRating, 5 stars1 month ago
We had an amazing time at Joe and Anna’s place! The location was ideal, tucked in a quiet area but still close to shops, restaurants, and everything we needed. The space was clean, comfortable, and thoughtfully set up with everything you’d want in an Airbnb. The kitchen had all the utensils and essentials for easy cooking, and the pool was perfect for our kids, especially with the fun pool toys that were already there. Joe and Anna were incredibly kind and responsive, always quick to answer any questions. You can tell they genuinely care about their guests’ experience. It really felt like a home away from home, and we’d absolutely stay here again!
Top guest favourite
Home in Pāhoa
4.91 out of 5 average rating, 502 reviews

Puna Rainforest Retreat Hotspring Rainbow Cottage

TaylorRating, 5 stars2 weeks ago
Literally paradise! Cottage (Rainbow Cottage) was super clean and provided what was needed. Grounds are meticulously kept, was able to take walks in the morning and even though other cottages were occupied, rarely ran into anyone else. Did enjoy the greeting of a friendly dog once in awhile. Perfect location to get away and be one with nature. Close enough to Pāhoa town and great location to be able to drive to Hilo and Volcanoes National Park. I visit the area at least once a year, no need to look for any other place to stay. Definitely recommend! Thanks Jacklynn!
Top guest favourite
Home in Koloa
4.98 out of 5 average rating, 124 reviews

Poipu Custom Home, Central AC & Pool/Gym

HelenRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Makaha Valley
4.96 out of 5 average rating, 133 reviews

Kalo Homes - Makaha's Hidden Gem

JulieRating, 5 stars2 weeks ago
This house is quite a gem! I was very lucky to book it for a graduation, and was so very pleased on the ease of check in. The convenience of shops down the street, did help me over buy, and have to pay for overweight bags, which added to my satisfaction! The local cuisine, helped us all expand our pallets, but being able to cook with all the amenities provided made the fruit markets exciting! Almost forgot to mention the hot tub! When I over did the sun it was so amazing to have another source of relaxing water, to just soak up the yard, listen to the birds, ok I’m rambling now. Book this house whenever it is available, I plan on coming back in 2 years. Would love to stay in this house again!
Top guest favourite
Home in Captain Cook
4.96 out of 5 average rating, 169 reviews

Milolii Whale House With Ocean Views and Pool!

NicoleRating, 5 stars2 weeks 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 favourite
Home in Kula
4.92 out of 5 average rating, 343 reviews

Kula Jewel - Pool, Hot Tub & Awesome Views!

ReaganRating, 5 stars1 week ago
The new Kula Jewel is an amazing property with an incredible panoramic view of the island with an exceptionally cozy and spacious interior and a lovely porch. The main living area and kitchen were beautifully designed and highly functional which made us feel at home. The master bedrooom was so relaxing with a great mattress and was made even better when opening the windows at night and listening to the gentle rhythm of raindrops falling. The master bathroom design was brilliant. Pamela and the property manager Jim made sure our young daughter was well taken care of by setting up a comfortable pullout twin size bed in the Master so she could stay in the same room with us and not be scared. The other two bedrooms were spacious and well equipped, we just didnt need to use them. Pamela is the best host we have ever had the pleasure of working with on Airbnb. Her commnication was superb, recommendations for what to do and where to eat on the island spot on, and we cant wait to come back!
Top guest favourite
Home in Waikoloa Village
4.99 out of 5 average rating, 216 reviews

Ocean, Sunset, Mountain & Celestial Views

DayoonRating, 5 stars4 days ago
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!

Apartment rentals with a pool

Top guest favourite
Apartment in Princeville
4.99 out of 5 average rating, 315 reviews

~The Surfshack~ with breathtaking ocean views!!

Chelsea CharlieRating, 5 stars1 week ago
I don't even know where to start with this little piece of heaven! The Surf Shack looks like something straight out of a magazine. The attention to detail with all of the decor and thoughtful touches. It was extremely well stocked and felt like I was staying at a friend's house. So cozy and charming. Our family loved watching the sunset every night off the balcony. We loved the little hike down to the beach. Enjoyed the pool, the view, the comfy beds, and my goodness-sweet Hanalei. I had the pleasure of meeting Kasey at the Bikini Hanalei shop in town. She was just as sweet as her condo is beautiful. It was the most memorable trip. We plan to come back again someday=) Thanks for a wonderful time and for sharing your place with us. Mahalo nui loa!
Guest favourite
Apartment in Lahaina
4.93 out of 5 average rating, 143 reviews

Absolute Beachfront with Million-Dollar Views!

MarinaRating, 5 stars1 week ago
When searching for a nice place to stay sight unseen, especially after such a loss to the community, we were pleasantly surprised. We wanted something private yet still in the heart of the activity for our wedding and honeymoon. Maui is breathtaking, and the views from the balcony were incredible. Every day, we could see sea turtles in the water from our private beach, and we were even greeted by a few that spent the night on the beach during our stay. The space was fantastic, and the bed was really comfortable. It was also conveniently close to necessities like the ABC store and a few shopping centers. Heidi was very prompt when we reported a minor issue, and she resolved it quickly while keeping us updated throughout the process. Thank you for hosting us! We will definitely be recommending this spot to all our friends and family, and we hope to visit again sometime!
Top guest favourite
Apartment in Lahaina
4.99 out of 5 average rating, 122 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

JensonRating, 5 stars2 weeks ago
Melissa's place in Kapalua delivered exactly what was promised. The location is perfect for exploring this beautiful area of Maui, and the property matched the listing description completely. Melissa was excellent to work with - she responded quickly to messages and kept communication clear throughout our stay. Kapalua is an incredible spot on the island, and this rental gave us the ideal base to enjoy everything the area offers. We'd definitely book with Melissa again.
Top guest favourite
Apartment in Princeville
4.98 out of 5 average rating, 274 reviews

Sea and Sky Kauai, an Oceanfront Penthouse

RachelRating, 5 stars1 week ago
My husband and I stayed here for part 2 of our honeymoon trip. It was everything we could’ve asked for and more! Such a beautiful space and wonderful location!
Guest favourite
Apartment in Lahaina
4.96 out of 5 average rating, 105 reviews

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

GraylonRating, 5 stars6 days ago
Beautiful location & conveniently close to beaches!
Top guest favourite
Apartment in Lahaina
4.99 out of 5 average rating, 124 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

TomRating, 5 stars3 weeks ago
Stunningly beautiful, immaculately clean and the best equipped and outfitted Airbnb I’ve ever stayed at. Dianne is very responsive and great to work with. Mahalo nui loa.
Top guest favourite
Apartment in Kailua-Kona
4.94 out of 5 average rating, 194 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

DevynnRating, 5 stars6 days ago
place was beautiful! spacious and very well kept. location was great just a few minutes from the hustle and bustle of the strip down the road. host was responsive and helpful!
Guest favourite
Apartment in Honolulu
4.91 out of 5 average rating, 181 reviews

Amazing Waikiki Beach Views!!

AshleighRating, 5 stars3 weeks ago
The location and view can't really be beat here! We've been to Waikiki a couple of times and Eleanor's place has been our favourite accommodation. We travelled with our toddler and made the screen doors work for nap time. The location meant we could walk everywhere we wanted to go really easily and we enjoyed the beach and the two Ilikai pools. Loved the coffee shop downstairs too. The kitchen was well equipped and the bed was comfortable. Loved spending the evenings on the lanai watching the busy beach and catching glimpses of the Hilton's luau. We also had a great view of the fireworks which miraculously didn't wake the baby!

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