Holiday rentals with a pool in Kailua-Kona

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Popular amenities for Kailua-Kona rentals with a pool

House rentals with a pool

Guest favourite
Home in Keauhou
5 out of 5 average rating, 84 reviews

Mollie’s Paradise Resort Home - No Cleaning Fee!

SarahRating, 5 stars1 day ago
Mollie’s place was perfect for our family of four coming from Maine. It was our first trip to Hawaii and it was perfect! We left a few days of relaxing at the house so the kids could swim and adjust to the time difference. The house was as comfortable as our home and was perfect for our family.
Superhost
Home in Kamuela
4.71 out of 5 average rating, 7 reviews

Beautifully Furnished 4 Bdrm Home At KaMilo w/Pool

SallyRating, 5 stars3 months ago
The house was beautiful inside and out. My son loved the pool, which was the perfect temperature. The kitchen was well stocked and the house provided plenty of space for everyone.
Superhost
Home in Kailua-Kona
4.92 out of 5 average rating, 13 reviews

Big House with ocean view and private pool in Kona

VirginiaRating, 5 stars1 week ago
House was clean on arrival and had pretty much whatever we needed. We cooked on the grill most nights and enjoyed our time out in the “Lanai Vortex”. Great neighborhood, centrally located whether you wanted to explore to the north or the south.
Guest favourite
Home in Kailua-Kona
4.95 out of 5 average rating, 153 reviews

Private Pool - 180° Ocean View - Minutes to Beach

MitkoRating, 5 stars3 months ago
Sandra's home was very nice and has a beautiful backyard. We rented the downstairs portion (with the private pool). We really appreciated the extra amenities provided (beach chairs, body boards, wagon, cooler). We used all of these items when we went to the beach. The yar d, fruit trees, and view are immaculate. We were able to pick fresh fruit each morning (star fruit, guava, oranges). This is definitely an experience that you can not replicate at any hotel, our family really enjoyed this. Thank you Sandra for sharing your beautiful home with us!
Superhost
Home in Kailua-Kona
4.89 out of 5 average rating, 18 reviews

Spacious house w/ pool, fruit trees, on 1.5 acres

JenniferRating, 5 stars1 week ago
This house was the perfect property for our extended family of 9 to enjoy Kona and the surrounding areas! The location is great with a short, easy drive to both the airport and downtown and the property/yard is lovely. We found the home to be very comfortable and well stocked. The kids loved having the a little pool to themselves after a day at the beach and it was so nice that it was a bit cooler up on the hill in the evenings. The only thing I’d note is that there are several VERY vocal roosters in the vicinity. (This would be hard to avoid anywhere in Hawaii though I imagine!) If you are hoping to sleep in or are sensitive to noises, bring ear plugs or put on some white noise. We all adjusted to it quickly :) Thanks so much for hosting us Kim!
Guest favourite
Home in Waikoloa Village
4.88 out of 5 average rating, 136 reviews

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

MayaRating, 5 stars1 month ago
We were a family of 4 travelling for several months from Australia - this was one of our favourite Airbnb’s of the trip. The back garden was absolutely beautiful and super relaxing. We saw all types of birds while reading in the backyard. Having seen the hideous Kona we were so happy we booked away from the grime and noise and ended up in this lovely comfortable home - very near to plenty of stores and very well equipped for all our in house cooking. We would happily have stayed longer had we not pre-booked other plans. Thank you - would highly recommend!
Guest favourite
Home in Kailua-Kona
5 out of 5 average rating, 41 reviews

Tropical paradise, heated pool, ocean views, AC

KaylaRating, 5 stars2 months ago
I recently stayed at Justin’s Airbnb in Kona, and it was an amazing experience. From the moment we arrived, Justin was incredibly welcoming, offering great recommendations for local activities and making sure we had everything we needed. The house itself was spacious, clean, and beautifully decorated, creating a perfect island retreat. One of the highlights was the pool – it was pristine and provided the perfect spot to relax after a day of exploring the island. The outdoor area was fantastic, with plenty of seating, and we enjoyed several evenings watching the sunset from the lanai. The location in Kona was ideal, with easy access to beaches, dining, and shopping, yet the house felt like a private oasis. We felt truly at home during our stay and couldn’t have asked for a better place to unwind. I highly recommend Justin’s place for anyone looking to experience the best of Kona in comfort and style!
Guest favourite
Home in Kailua-Kona
4.97 out of 5 average rating, 186 reviews

Halia Hale

KatieRating, 5 stars2 weeks ago
We had a wonderful six-night stay at Halia Hale. The view and the grounds were stunning, and the home really complements its natural surroundings - we found ourselves drawn to the huge windows and the glorious vista much of the time. Besides its beauty, the house was peaceful, clean, comfortable (bed and pillows included) and had everything we could possibly need. The location, being up and away from the hubbub at sea level, was perfect for us - and allowed us unobstructed views of the gorgeous Hawaiian sunsets - but it's close enough to town that nothing is too far away. We would stay again in a heartbeat. Thank you Nicki!

Apartment rentals with a pool

Guest favourite
Apartment in Kailua-Kona
4.94 out of 5 average rating, 54 reviews

Kona by the Ocean

ElizabethRating, 5 stars1 month ago
A beautiful clean condo. Great location. Loved the pool and hot tub and the ocean views from the grounds
Guest favourite
Apartment in Kailua-Kona
4.95 out of 5 average rating, 104 reviews

Royal Kahili Condo with Lanai Ocean View

JanRating, 5 stars1 month ago
Brenda's condo was exactly as advertised. It was clean, quiet, had all the cooking appliances, utensils etc needed, free parking, a lovely deck and a closet full of beach stuff (chairs, flippers, snorkels, umbrellas etc). They have lots of linens, towels and beach towels as well. The night time lights in the pool area were very pretty to watch, and the sound of the ocean was wonderful. It was in walking distance to a few small stores, beaches etc, but not really to the main section with restaurants, costco, souvenirs etc. This was not a problem since we had a car. I would suggest renting a car if you want to see the sights of the Big Island. Brenda allowed us a late checkout and was very friendly and helpful. I would definitely return.
Guest favourite
Apartment in Kailua-Kona
4.94 out of 5 average rating, 146 reviews

2 Bedroom Penthouse Condo With Ocean View And Pool

SteveRating, 5 stars1 week ago
We had a great stay here. Absolutely beautiful view from the unit over the ocean with gorgeous sunsets. Easy, short drive to Kona for restaurants and other shopping needs. Well equipped kitchen and easy parking. Only minor issue was there were no shades to block the late afternoon sun in the unit. We'd happily stay here again.
Superhost
Apartment in Kailua-Kona
4.78 out of 5 average rating, 121 reviews

Beach Paradise

AlanRating, 5 stars1 month ago
We enjoyed our stay and wouldn't hesitate to rent again from Marco. The condo was well equipped for cooking and relaxing. There were only two of us so we couldn't comment on the sleeper sofa. The washer and dryer were convenient and worked well. Marco always responded quickly to our questions and concerns. The views out to the pool and shore were excellent.
Guest favourite
Apartment in Kailua-Kona
4.95 out of 5 average rating, 77 reviews

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

ElliottRating, 5 stars3 weeks ago
Leonard was very responsive. The place was well stocked and in a great location. The view was unbeatable! Waking up to whales and dolphins was quite a treat. Thanks Leonard!
Guest favourite
Apartment in Kailua-Kona
4.97 out of 5 average rating, 134 reviews

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

BillRating, 5 stars1 week ago
We had a great time at Ineke’s place. The bed was really comfortable, the AC worked well and the view and sound of the surf were spectacular. The information and water gear they supplied really came in handy, too. We enjoyed their coffee in the mornings, as well. We would be happy to stay there again, should we return to the Big Island.
Superhost
Apartment in Kailua-Kona
4.78 out of 5 average rating, 134 reviews

A/c & Ocean front pool, 1bedroom in heart of Kona

ChadRating, 5 stars1 month ago
It is worth renting from an owner that is available and responsive! Tiffany was very great to deal with and very helpful. The place is very clean and very close to downtown. There are bikes for rent across the street. The seaside pool is amazing and relaxing with the waves crashing into the rocks just feet away. Thank you for the last minute stay!
Superhost
Apartment in Kailua Kona
4.67 out of 5 average rating, 9 reviews

Kona Makai 3-203

MariaRating, 5 stars12 months ago
The place was pretty clean and had all we needed for our stay. The A/C works great!

Quick stats about holiday rentals with a pool in Kailua-Kona

  • Total rentals

    1.6K properties

  • Nightly prices starting at

    £40 before taxes and fees

  • Total number of reviews

    52K reviews

  • Family-friendly rentals

    750 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    850 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Hawaii County
  5. Kailua-Kona
  6. Rentals with pools