Holiday rentals with a pool in Hawaii County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Hawaii County rentals with a pool

House rentals with a pool

Guest favourite
Home in Keaau
4.94 out of 5 average rating, 35 reviews

Gorgeous Gated Retreat Near Ocean w Pool & Deck!

MarcoRating, 5 stars2 weeks ago
Amazing house looked well taken care of. Well recommended for a peaceful stay.
Superhost
Home in Keaau
4.92 out of 5 average rating, 13 reviews

Kaloli Sunrise 2BR Private Pool Sleeps 5 Near Hilo

MeganRating, 5 stars2 weeks ago
We had a wonderful time staying at this well appointed home across from the ocean. We spent a long weekend here with our three littles and found that the house really had something for everyone - we loved the super comfy bed in the master bedroom and our kids had a blast swimming in the pool (which was even a perfect temp!) Lovely to find a place that feels like a getaway but has things like food, groceries and sites still close by
Superhost
Home in Kailua-Kona
4.81 out of 5 average rating, 16 reviews

Big House with ocean view and private pool in Kona

DavidRating, 5 stars4 weeks ago
Chelsea was out of town yet was immediately responsive to messages dealing with a couple of minor glitches; it helped that the owner lives nearby. Place overall was great. Lack of air conditioning (it was not hot, but the upstairs did warm up in the April afternoons) was offset by the private pool, a better way to cool off than by refrigerating the house. Nice layout for two couples, one upstairs with the larger bedroom and large en suite bath, the other downstairs with two smaller bedrooms and a bath, so we each had good private space. Only drawback was the downstairs rooms seemed a bit enclosed, although all had windows. Nice large lanai and the landscaping around the pool made it feel especially private. Be sure to investigate the pantry and shelves before shopping...the place was very well supplied when we arrived. We would definitely stay again if we're in Kona!
Top guest favourite
Home in Kailua-Kona
4.96 out of 5 average rating, 157 reviews

Private Pool - 180° Ocean View - Minutes to Beach

TakudzwaRating, 5 stars2 weeks 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🙏
Superhost
Home in Kailua-Kona
4.9 out of 5 average rating, 100 reviews

Private Pool & Spa-Beautiful Oceanview Home

KellyRating, 5 stars1 week ago
Gorgeous property and friendly, accommodating hosts! We enjoyed our stay and found it very comfortable for our party of four adults and two kids. Loved having our Kona coffee on the patio soaking in the beautiful view! Totally serene and private. Our five year old loved the "jungle" atmosphere and pool. Cant wait to come back :)
Top guest favourite
Home in Waikoloa Village
4.88 out of 5 average rating, 139 reviews

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

StevenRating, 5 stars2 weeks ago
Bryn & Andy’s place was perfect. Tons of things to do with kids. Safe, quiet (the birds not so much) peaceful neighborhood. Woke up every morning relaxed and enjoyed the sounds of the island (and the turkeys) while the kids swam. Have every amenity listed plus many more! Perfect house for a family with children. Hosts were very responsive! And proactive communicated to make sure our stay was great and check in and check out were easy as could be! Thank you!!!
Top guest favourite
Home in Kailua-Kona
4.97 out of 5 average rating, 194 reviews

Halia Hale

KateRating, 5 stars2 weeks ago
We loved every minute at Nicki's place. She met us at the door for a really helpful welcome tour and was always very quick to respond to inquiries about things to do in Kona and beyond. The beds were super comfy and the house was airy with tons of big windows and doors with screens, so it was a lovely place to relax. The pool is way bigger than we expected - perfect for laps after sitting in the sauna. The water temp was pretty cold, though, as it's not heated and it had been cloudy for a while, so the kids didn't really use the pool. But they kept busy by picking fruit from the many trees surrounding the house. Oh and the view, of course - amazing! Very close to the house is Mountain Thunder Coffee, which offers free tours of their facility so you can see why Kona coffee is so unique - a big hit for kids and adults alike. We can't recommend Nicki's place more highly - would have loved to stay longer!
Superhost
Home in Captain Cook
4.94 out of 5 average rating, 108 reviews

Beautiful Home With Private Pool on Kealakekua Bay

AnneRating, 5 stars1 month ago
We loved our stay at Mary’s place! Although it was a little more remote than expected, we appreciated the access to the different beautiful beaches in the neighborhood. The snorkeling at Manini Beach was spectacular! Because we had our 8 month old granddaughter with us, we also spent a lot of time in the beautiful pool. The “glamping” aspect of our stay was fun and we enjoyed the sounds of nature, particularly our rooster alarm at the crack of dawn which certainly helped us get our days started. We would highly recommend Mary’s place and wouldn’t hesitate staying again when on the island.

Apartment rentals with a pool

Top guest favourite
Apartment in Kailua-Kona
4.95 out of 5 average rating, 109 reviews

Royal Kahili Condo with Lanai Ocean View

Joongeol KimRating, 5 stars1 month 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
Apartment in Kailua-Kona
4.79 out of 5 average rating, 107 reviews

Stylish Condo with pool-10 minute walk to ocean

MishaalRating, 5 stars3 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 favourite
Apartment in Kailua-Kona
4.93 out of 5 average rating, 151 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

OliverRating, 5 stars1 month ago
We thoroughly enjoyed our stay. The view was outstanding and great to see surfers every morning and afternoon. The condo itself was very comfortable and would stay here again.
Guest favourite
Apartment in Kailua-Kona
4.95 out of 5 average rating, 84 reviews

Oceanfront 2 bed, 2 bath, kitchen with full AC!

KooroshRating, 5 stars1 month ago
This place was neat and clean. The kitchen was stocked with many of the things we needed. The host was very helpful and responsive. We really loved sitting on the lanai having our morning coffee as the sun came up. This place is on the west side of the island so we were able to catch a couple of beautiful sunsets as well. There were a lot of places to see and do in the town nearby. It is within walking distance but there is no sidewalk so at times it felt safer to drive there. We stayed here for 3 nights and wished we could have stayed longer. We recommend this place to anyone looking for a quiet place to enjoy Hawaii.
Guest favourite
Apartment in Kailua-Kona
4.97 out of 5 average rating, 140 reviews

On-the-Ocean; Stunning Corner Unit, Spacious, A/C!

DaisyRating, 5 stars1 week ago
Staying at Ineke’s place was a fantastic experience! The location was perfect—close to everything we needed—and the home was equipped with all the amenities to make our stay comfortable. The bed was large and very comfortable, and all the appliances worked flawlessly. We especially appreciated the thoughtful local recommendations, which made exploring Hawaii so much easier and more enjoyable. Overall, it was a wonderful stay, and I would definitely book this place again!
Guest favourite
Apartment in Naalehu
4.88 out of 5 average rating, 112 reviews

Turtle Paradise at Punalu'u Black Sand Beach

EllenRating, 5 stars1 week ago
We enjoyed our stay! Very mellow and chill. Definitely stock up on groceries in Kona or Hilo before, there are some restaurants in the town 7 miles away but the menu is limited and I wouldn’t trust them to be open. We wished we brought stuff to BBQ, the condo gets a little warm in the evening without AC. So cooking at the stove was not appealing. The pool and hot tub are great. Also wished we had an extra day there to go to the Green Sand Beach.
Superhost
Apartment in Kailua-Kona
4.67 out of 5 average rating, 9 reviews

Kona Makai 3-203

MariaRating, 5 stars15 months ago
The place was pretty clean and had all we needed for our stay. The A/C works great!
Superhost
Apartment in Kailua-Kona
4.89 out of 5 average rating, 47 reviews

Beach view, 1 MIN walk to Beach, AC, Pool, Sleep 6

JackieRating, 5 stars1 month ago
Everything we needed for our staycation on the other side of island. Definitely an easy time checking in and all communication with host

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