Vacation rentals with a pool in Hawaii

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Hawaii rentals with a pool

House rentals with a pool

Top guest favorite
A swimming pool is situated in the foreground, surrounded by tropical foliage. Lounge chairs are positioned poolside, and the two-story house features large windows that invite natural light. The roofline exhibits a distinctive architectural style, contributing to the overall island ambiance.
Home in Kailua-Kona
4.99 out of 5 average rating, 127 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

StewRating, 5 stars4 days ago
We had a fantastic stay! Beautiful home, quiet and conveniently located. This is truly a beautiful property and we would be glad to stay again.
Top guest favorite
An aerial view of a spacious home surrounded by lush tropical landscaping, showcasing a private pool and hot tub. The colorful gardens feature various plants and trees, with a driveway visible in front of the house, highlighting the serene environment of this one-acre estate.
Home in Kailua-Kona
4.96 out of 5 average rating, 156 reviews

Private Pool - 180° Ocean View - Minutes to Beach

TakudzwaRating, 5 stars3 days ago
This was the best first Airbnb experience. We were celebrating our 10-year anniversary with our 3 young kids. This home was just beautiful. The photos do not do enough justice. The home was super spacious and TV in both rooms. Our 5yr old enjoyed the jacuzzi because it was shallow and warm. The pool was huge with a diving board. It was nice having the outdoor kitchen and grill. We were able to prepare our food while also watching the kids swim. We enjoyed her papayas, avocados, and mango. Ms. Sandra shared with us her organic eggs from her chickens, Kale, beets, basil, and lettuce from her garden. Every morning when I woke up, I couldn't wait to open the curtains and windows to see the view and hear the birds. I could go on and on about this place. Thank you Ms. Sandra. It was such a pleasure meeting you and spending time in you beautiful home🙏
Guest favorite
The outdoor area features a large pool surrounded by tropical landscaping, with palm trees in the background. The two-story home is situated nearby, showcasing expansive windows and an outdoor seating area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Kailua-Kona
4.91 out of 5 average rating, 146 reviews

Tropical Oasis Home with Pool and Steps to Beach

MaryRating, 5 stars3 weeks ago
We had the dream family trip of a lifetime. The kids loved the pool—morning, noon and evening except when we went off on adventures. The neighborhood was quiet and within walking distance of a rocky beach. The house was roomy and well stocked with two large, long dining tables, one indoors and the other on an enclosed porch outdoors. Perfect for family dining. Joe and Anna were lovely hosts, pleasant and informative. We’d definitely recommend this home to anyone.
Guest favorite
Home in Makaha Valley
4.91 out of 5 average rating, 105 reviews

Slice of Paradise-3BR- Sleeps10-same $ for 2 as 10

SaraRating, 5 stars2 weeks ago
We would absolutely stay here again. Poka'i Bay Beach was awesome for our small kids and only 14 min away. We loved the house and yard.
Guest favorite
The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.
Home in Waikoloa Village
4.88 out of 5 average rating, 137 reviews

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

SaraRating, 5 stars2 months ago
We went for a family vacation and fit everyone’s needs. Great for kids,grandparents and everyone in between. It was a wonderful place to be when we weren’t adventuring on island. Such a spectacular backyard to hangout in, patio for meals and kitchen for cooking. Everyone had their space! Andy and Bryn were quick with any questions we had. We look forward to booking again!
Superhost
An aerial view captures the expansive coastline with gentle waves lapping onto a sandy beach. Lush greenery and well-maintained homes are visible nearby, with a road winding along the coast. The turquoise water contrasts with the surrounding landscape, enhancing the serene atmosphere.
Home in Koloa
4.81 out of 5 average rating, 26 reviews

koolkondo Hula Bungalow with Pool by the beach

TracyRating, 5 stars3 weeks ago
Great location in Poipu and an easy walk to the beach. Never had to worry about parking at the beach which was a huge plus for this popular location. Multiple restaurants walkable and wagons with chairs and umbrella made it an all around full service experience. The beds and pillows were very comfortable including the pullout bed. The pool area is right outside the door with lounge chairs to start and end your day. We truly loved our time here. We can’t wait to come back. Thank you
Top guest favorite
A large lap pool is bordered by a wooden deck, surrounded by lush tropical landscaping. The clear blue water reflects the sky, and the entrance of a newly renovated house is visible nearby, complemented by trees and greenery in the background.
Home in Kailua-Kona
4.97 out of 5 average rating, 192 reviews

Halia Hale

PaulaRating, 5 stars3 weeks ago
Wow! Such an amazing view and peaceful home. Loved our stay and would definitely stay again on future trip to the Big Island.
Guest favorite
A plunge pool is situated in a side courtyard, surrounded by wooden decking and foliage. Two lounge chairs are placed on the deck, inviting relaxation. The blue exterior of the house is visible in the background, complementing the tranquil atmosphere.
Home in Kapaʻa
4.96 out of 5 average rating, 178 reviews

Sleeping Giant Cottage with Plunge Pool TNVC 1244

ReinaRating, 5 stars1 week ago
Lovely home in a good location up in the mountains only a 10 min drive from Kapaa town. Since it is in the mountains there is a lot more rain. We ended up enjoying the south Poipu weather more so will probably stay there next time.

Condo rentals with a pool

Superhost
A pool area is displayed, featuring a hot tub with bubbling water and a swimming pool beyond. Paved tiles surround the area, with two children sitting on the edge of the pool, enjoying the sunny day. Lush plants are visible in the background.
Condo in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars2 weeks ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Top guest favorite
The outdoor pool area features a large, inviting pool surrounded by palm trees and lush tropical plants. Comfortable lounge chairs are positioned around the pool deck. A small waterfall adds a serene touch to the setting, with sunny skies illuminating the landscape.
Condo in Lahaina
4.98 out of 5 average rating, 184 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

JordanRating, 5 stars2 months ago
Wish we could have stayed longer. Place was so clean, convenient location in the building and easy in and out access to explore the surrounding areas. We felt right at home. Loved the balcony views. Washer and dryer are big and nice, perfect for us between stops on different islands. Kelly was super nice, communicative and responsive! Would absolutely come back.
Top guest favorite
A well-maintained pool area is surrounded by varied tropical foliage and lounge chairs. Umbrellas provide shade over seating options. The ocean is visible in the background, with palm trees framing the scene. The pool reflects the sky, enhancing the tranquil ambiance.
Condo in Kailua-Kona
4.95 out of 5 average rating, 109 reviews

Royal Kahili Condo with Lanai Ocean View

Joongeol KimRating, 5 stars3 weeks ago
The accommodation was just like the picture. The clean and well-organized accommodation made our vacation start in a good mood. We were very comfortable during our stay, equipped with bathrooms and kitchen supplies, and we also used the rice cooker very well. It had two bathrooms, so it was good for our family to wash up after swimming in the sea. The bed was big and clean, but it was so fluffy for us that our backs hurt a little. It was also very convenient with 2 large boogie boards, a beach chair, parasol, flippers and other beach supplies. When we asked if we had any questions, the host answered us almost right away, so we were grateful. The pool and the Jacuzzi that starts late in the afternoon also made our vacation better. You can walk the Magic Sand and it takes only 10 minutes to get to Kona downtown. We are willing to stay again if you come to Kona again next time. I recommend this accommodation.
Superhost
A swimming pool is surrounded by a paved area, featuring several lounge chairs arranged nearby. The pool is shaped like a heart, and a shallow entry is visible on one side. The area is enclosed by a black fence, and a small building is in the background.
Condo in Kailua-Kona
4.79 out of 5 average rating, 106 reviews

Stylish Condo with pool-10 minute walk to ocean

MishaalRating, 5 stars2 weeks ago
We had an amazing stay at David’s place in Kona! As a family of three, it was the perfect spot—comfortable, clean, and matched the description exactly. In fact, it exceeded our expectations in every way. The place actually looked even better than the photos, which is rare! One especially thoughtful touch: the AC was left on for us before arrival, which made walking into a cool, welcoming space after a long journey absolutely perfect. We've stayed at the Hilton Waikoloa before, but David’s place was far better—more private, more spacious, and much more relaxing. David was a fantastic host—super responsive and proactive in sharing local recommendations, which made our trip even more enjoyable. From nearby beaches to local eats, his tips were spot on. Highly recommend for anyone visiting the Big Island—especially families looking for a more personal and authentic experience!
Guest favorite
The image shows a clear blue pool surrounded by lounge chairs, with palm trees swaying in the background. The ocean can be seen in the distance, highlighting the relaxing outdoor space. A hot tub is positioned nearby, inviting guests to enjoy the serene atmosphere.
Condo in Kailua-Kona
4.93 out of 5 average rating, 150 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

NancyRating, 5 stars1 month ago
Great condo away from tourist area but not far from restaurants and grocery stores. I like being in small building instead of big resort. Well stocked kitchen and furnishings up to date. Clean and quiet. Real hot tub with jets was nice after being out on excursions all day! Kristina was very responsive and helpful. The coffee grinder broke and she had on sent to me within an hour! I would definitely stay here again if I return to the big island again!
Guest favorite
A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.
Condo in Wailuku
4.89 out of 5 average rating, 119 reviews

Oceanfront Condo with Pool and Jacuzzi

AngelaRating, 5 stars2 weeks ago
The view from the patio was breathtaking! The condo was spotless when we arrived and we found everything we needed for the stay. We had a question about the TV streaming and got a response quickly. The TV is set up for Netflix and Prime Video, but you need to log into your own own account so remember to bring your information. When we were there in the afternoon one day, a couple of big turtles came onto the small beach. If we had been there a week earlier, we could have seen the whales in the bay since it was time for them to head back north. We always found parking right outside the door. It was easy to get our parking permit. When we went into the office to get it, nobody was there but a basket with tags was available. Just fill out the form with your information and take one to use for the duration of your trip. We felt like the location of the condo was perfect for us. Four days gave us plenty of time to see the entire island.
Guest favorite
A clear blue pool is framed by the surrounding lush greenery and palm trees. Lounge chairs are positioned along the edge of the pool area, providing a spacious and inviting setting for relaxation. The backdrop features well-maintained landscaping and a view of nearby structures.
Condo in Naalehu
4.87 out of 5 average rating, 110 reviews

Turtle Paradise at Punalu'u Black Sand Beach

KhuanRating, 5 stars3 weeks ago
Instructions for location and check-in were easy. We enjoyed cooking breakfast and eating it on the lanai. We also saw geckos! Getting to black sand beach was easy. We gave our 3 year old the bedroom and slept on the pull out couch. Both beds were comfy. Beach toys, coolers, snorkel gear was a huge plus!!
Superhost
Condo in Koloa
4.89 out of 5 average rating, 106 reviews

LUX***NEW-Modern Spacious Condo &Amazing Balconies

TomRating, 5 stars2 weeks ago
We had a wonderful, relaxing stay in this spacious, well-furnished and tastefully decorated condo. The three-bedroom set-up was perfect for our family: parents downstairs in the master, and kids upstairs, each with their own room. Morning coffee and breakfasts on the lanai were peaceful. The large island in the kitchen was perfect for prepping family meals. Pool and workout facilities were nice. We appreciated being able to use the beach chairs and boogie boards stored in the garage. Communication with the owner was clear, detailed and timely. Overall, we loved this condo and enjoyed its close proximity to amenities and activities in Poipu and Koloa.

Home rentals with a private pool

Guest favorite
A clear view of the private pool is presented, surrounded by lush greenery and palm trees. An orange umbrella offers shade over poolside loungers, enhancing the outdoor relaxation space. The ocean and mountains create a scenic backdrop under a bright blue sky.
Home in Kihei
4.93 out of 5 average rating, 30 reviews

Oceanview Home with Private pool and hot tub

JennieRating, 5 stars1 week ago
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!
A bright living area features a sliding glass door leading to a spacious balcony with a view of Diamond Head. A seating area with a sectional couch is complemented by two queen beds visible in the adjoining space, offering a harmonious flow between rooms.
Condo in Honolulu
3.8 out of 5 average rating, 15 reviews

Waikiki Banyan Condo, Diamond Head & Beach View

ChristopherRating, 5 stars15 months ago
Very clean. Good location.
Condo in Honolulu
4.33 out of 5 average rating, 9 reviews

Waikiki Banyan Condo One Block to Waikiki Beach!

DirkRating, 5 stars10 months ago
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
Top guest favorite
The unique interior features a high-pitched ceiling with exposed wood beams, creating an open space. A cozy seating area includes a large papasan chair and a white coffee table. Nearby, a comfortable bed is dressed in soft linens, with natural light streaming through multiple windows.
Home in Pāhoa
4.94 out of 5 average rating, 430 reviews

Romantic Dodecagon Retreat Near a Black Sand Beach

JessicaRating, 5 stars1 week ago
Absolutely beautiful stay. The house is beautiful, the pool was incredible, and it was fantastic being so close to the coast. The kitchen was equipped with the basics for cooking, which was very helpful! The host was super communicative of anything going on as well, which made for an exceptionally pleasant stay. I would absolutely come back and stay here the next time I return to Hawaii. The listing is pretty accurate, you do need to travel quite a bit for groceries or other amenities. I think it was absolutely worth it.

Destinations to explore