Holiday rentals with a pool in Island of Hawai'i

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Popular amenities for Island of Hawai'i rentals with a pool

House rentals with a pool

Top guest favourite
Home in Kailua-Kona
4.99 out of 5 average rating, 95 reviews

Exceptional Oceanview Home - Pool & Stunning View

PaigeRating, 5 stars3 weeks ago
Lee’s home is perfect in every way imaginable. Our family of four had a spectacular vacation. We are already planning our next stay.
Top guest favourite
Home in Kailua-Kona
4.99 out of 5 average rating, 134 reviews

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

VanessaRating, 5 stars2 weeks ago
Where do I even start? What a magical home with lush landscaping. Waking up to large windows that look out to the ocean was priceless. The location was quiet and safe and close to many activities we wanted to do in Kona. The beds were very comfortable as well. The pool was nice to cool off in after a long day but keep in mind it is not heated so depending on the time of day or sunlight it may be too cold for some. Also, being in such a lush tropical landscape with a large natural area behind the house there are birds and frogs making noise in the evening, which can be calming to some (like us) or can be too loud for others. When we visit the Big Island again this would be number 1 option for our stay.
Guest favourite
Home in Kailua-Kona
4.91 out of 5 average rating, 149 reviews

Tropical Oasis Home with Pool and Steps to Beach

PamelaRating, 5 stars2 days ago
Our family ranging from 77 to 7 all agreed that the house exceeded our expectations. We appreciated the quiet setting with lots of places to walk {I think grandpa, walked them all}, the fully equipped kitchen, and the pool (of course). My grand daughter named the resident geckos and gave them all a fond goodbye. We had to drag our 16-year old off Magic Sands beach. We all enjoyed several snorkeling spots and splurged on a Fair Winds "Kona’s Best Morning Snorkel: Captain Cook & Kealakekua Bay." Many thanks.
Top guest favourite
Home in Kailua-Kona
4.96 out of 5 average rating, 158 reviews

Private Pool - 180° Ocean View - Minutes to Beach

MelanieRating, 5 stars1 month ago
We had a wonderful 7 day stay. Our 3 boys (16, 13, and 10) spent hours on the diving board and in the pool. Sandra’s place had everything we needed for beach trips, including beach chairs, wagon, umbrella, cooler and beach towels. I was so happy to have a washing machine to wash out the sandy towels and suits after our beach trips. It was a 5-10 minute trip for Costco,-target and Walmart and a 30-40 minute trip to Hāpuna Beach (don’t miss the Malsada stand on the highway on your way). We would come back to the house to cook supper, swim more in the pool, and watch the sunset from the beautiful yard. We also got a lot of use out of the basketball net in the driveway, and volleyball net in the side yard. Sandra was extremely helpful with all aspects of our stay, including local recommendations. Would definitely stay again if on the Big Island!
Top guest favourite
Home in Captain Cook
4.97 out of 5 average rating, 188 reviews

Tiny House Hawaii

LanaRating, 5 stars3 weeks ago
Marilyn's place is flawless. My husband and I have been booking places through airbnb for a while and this was definitely the best one ever. I am very picky with cleanliness, and this place was spotless. Craig the home caretaker made sure to gave us all the information we needed, show us around, besides being super nice and friendly. The view from this tiny house was incredible, the place was exactly like the pictures, comfortable and had everything we needed. Marilyn's hospitality was amazing. She left us fresh fruit from her garden and a delicious cake on the fridge for when we arrived. Both Craig and Marilyn made us feel welcomed and made our experience perfect. We hope to come back someday.
Guest favourite
Home in Kailua-Kona
4.9 out of 5 average rating, 105 reviews

Private Pool & Spa-Beautiful Oceanview Home

JulieRating, 5 stars4 weeks ago
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.
Guest favourite
Home in Waikoloa Village
4.89 out of 5 average rating, 140 reviews

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

BrianRating, 5 stars4 weeks ago
The house, which is very spacious, is located in a quiet residential neighborhood (the only real noise is from the many birds), which is five minutes from a grocery store and some restaurants in Waikoloa Village, and there are many restaurants, beaches, and things to do within a 30-minute drive; downtown Kailua-Kona is 45 minutes, and Volcanoes National Park and Hilo are about two hours (but easy driving everywhere, except for typical urban traffic congestion in Kona). The landscaping is amazing, and the backyard with a swimming pool is extremely private. It is also west-facing, so you get gorgeous sunsets with a slight ocean view (the property is inland). The AC units (for which there is an extra charge) are only in the bedrooms, so the house gets stuffy during the day, but cools off quickly in the evening. We had one minor maintenance issue, but the host, Andy, was responsive and addressed it quickly. We would definitely return if we have a future trip to the Big Island.
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 stars1 month 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.

Apartment rentals with a pool

Guest favourite
Apartment in Kailua-Kona
4.96 out of 5 average rating, 169 reviews

Ali'i Banyan Breeze*

MichaelRating, 5 stars2 months ago
We loved staying here! The location was close to many things in the Kona area. The dedicated parking spot made it easy to come and go. The mini-split AC was quiet and kept the place cool. The in-unit laundry was great too.
Top guest favourite
Apartment in Kailua-Kona
4.97 out of 5 average rating, 129 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

JonahRating, 5 stars1 month ago
My wife and I really enjoyed our stay! The location couldn’t have been more perfect. It had a great view of the ocean, sunset, walking distance to a ton of restaurants, coffee shops and along the beautiful coastal strip. We felt right at home and it was a great place to experience The Big Island 🏝️ Mahalo!
Guest favourite
Apartment in Waikoloa Beach Resort
4.95 out of 5 average rating, 141 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

AryehRating, 5 stars1 month ago
We loved staying at Vincent's place. Very clean, comfortable furniture, great kitchen, and amazing location. It's a 15 minute walk or a 3-minute drive to A-Bay, which is a wonderful and calm beach for swimming. The condo was stocked with chairs, umbrellas, and towels, even boogie boards and snorkels. Great location, we loved exploring the Kohala Coast and the surrounding beaches, and there is good food within Waikoloa Beach and in the surrounding resorts. AC kept things comfortable and we loved the shaded patio for breakfast. Thanks for a great stay and I hope we get to come back!
Guest favourite
Apartment in Waikoloa Village
4.94 out of 5 average rating, 125 reviews

Renovated Condo with A/C, Pool & Spa

KathrynRating, 5 stars1 day ago
We enjoyed our stay in Waikoloa Village. The condo was super clean and tidy. We had everything we needed to be comfortable. It was perfectly located for all our activities. I would not hesitate to recommend this to a friend. Mahalo!
Guest favourite
Apartment in Kailua-Kona
4.85 out of 5 average rating, 307 reviews

Kailua Village Condo in the Heart of Kona

GeraldRating, 5 stars2 weeks ago
I stayed here for nearly a week at Kirk's condo and I am very satisfied with the place. It's located in a central area close to the Kailua Boardwalk and a few resorts. He's also transparent and very communicative on the check in and check out processes. I highly recommend Kirk's place if you want to stay in Kona. Mahalo nui loa Kirk!
Guest favourite
Apartment in Kailua-Kona
4.93 out of 5 average rating, 130 reviews

Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi

LynneRating, 5 stars1 month ago
Great space! We loved our stay. Terry,s place was very comfortable. The presence of beach stuff was very helpful!!
Guest favourite
Apartment in Hilo
4.88 out of 5 average rating, 163 reviews

Polynesian Koi Pond Gardens Condo in Hilo w/pool

JoelRating, 5 stars2 days ago
Joe and Cindy’s place in Hilo was a great base of operations for all the adventuring we had lined up while visiting the area. The location is walkable to several great restaurants, shops, Ola Brewing, and 7-11(best musubi on the island). The bed was super comfortable. The space was clean, uncluttered, and felt larger than the description would insist. Loved the tv hidden in a frame with vintage Nintendo games and two wireless controllers. The hosts are responsive when asked a question. There was an unfortunate issue that happened on the grounds in front of the lanai while we were there. They addressed the issue showing aloha hospitality when things didn’t go perfectly. The scooters they have available for rent were in great condition and super convenient for getting distances that are borderline walkable. Hilo is a great little downtown. So many cool things to do and see! Mahalo, Joe and Cindy! We now love Hilo!
Guest favourite
Apartment in Kailua
4.94 out of 5 average rating, 158 reviews

Renovated Oceanfront Penthouse in Kona with AC

AnthonyRating, 5 stars2 weeks ago
Thank you for a Beautiful condo and experience! The view is Awesome! The Complex is a great placement for a mixture of sandy beaches, tide pools, and surf. The condo has great placement in the complex for accessibility to elevator, pool and amenities. Stephanie’s condo will make you feel right at home with housewares, extra beach accessories, A great welcome and suggestion book for the island and overall organized, tidy surroundings! Donna and I Loved our stay

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