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

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.
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.
Top Guest favourite
Home in Waikoloa Village
4.99 out of 5 average rating, 217 reviews

Ocean, Sunset, Mountain & Celestial Views

IrvinRating, 5 stars2 weeks ago
Tarek was awesome. Super responsive and very kind. 10/10 recommend his place to stay at when visiting Big Island. House was packed with much needed living amenities (paper towels, board games, laundry facilities). Loved the living conditions I got the chance to stay in!

Condo rentals with a pool

Top Guest favourite
Condo 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
Condo 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
Condo 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!
Top Guest favourite
Condo in Kailua-Kona
4.93 out of 5 average rating, 120 reviews

Downtown | AC | Pool | Kitchen | Desk |1 Gig | BBQ

NakhuRating, 5 stars1 week ago
Airbnb stay was very comfortable and amazing! The place was very clean and was at an ideal location - very close to various restaurants. Nicholas was very responsive and gave great clear instructions for check in. Just a note - there are quite a few cats on the property. Most of them keep to themselves, but a couple are extra friendly and might even follow you to your unit. It’s worth noting this isn’t Nicholas’s fault—just part of the local environment. If you’re a cat lover, you’ll probably enjoy their company! If not, just be aware. Otherwise, everything was clean, comfortable, and as described. Nicholas was a responsive and thoughtful host.
Guest favourite
Condo 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
Top Guest favourite
Condo in Waikoloa Village
4.96 out of 5 average rating, 135 reviews

Honua Studio *Ocean Views on the Golf Course!

DesRating, 5 stars2 weeks ago
Second stay here! Such a beautifully curated place! Cozy and peaceful with beautiful views. All the things you need to make your stay feel at home.
Guest favourite
Condo in Pahala
4.91 out of 5 average rating, 213 reviews

Hala Kahiki Punaluu | Ocean View | Cozy Lanai

MichaelRating, 5 stars1 month ago
Very peaceful place to stay and quite close to Kilauea but near the coast too which was the perfect combination for us as we wanted to spend a the day exploring the volcano but also have the warmth of lower elevation and easily stroll to the ocean from our condo. Tom and Christen were very accessible by text and had great suggestions on sights to see and things to do.
Guest favourite
Condo in Waikoloa Village
4.93 out of 5 average rating, 136 reviews

Newer Luxury Townhouse - Exceptional Value

DenyseRating, 5 stars2 weeks ago
We stayed here to be close to the IM 70.3 Hawaii. This was such a great location for that (very short drive to the venue). There are good restaurants right near by and the area with the condo is very quiet. The kitchen is incredibly well stocked and everything was beautiful inside.

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