Holiday rentals with a pool in Waikoloa Village

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Popular amenities for Waikoloa Village 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 Waikoloa Village
4.88 out of 5 average rating, 109 reviews

Island Views Hale

DevinRating, 5 stars2 months ago
We have stayed here before. The host is very responsive whenever I reach out. The place is in a nice neighborhood. Safe to go for a walk or a run. Beds are comfortable and has all necessities. Most likely will be back in town for work in the future and will be staying here if available.
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.
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 Waikoloa Village
4.96 out of 5 average rating, 78 reviews

Gorgeous Private Home with Pool and Spa in Waikolo

AnkitaRating, 5 stars1 month ago
We loved our stay at this beautiful property. It’s very comfortable, large, spacious for a group. We had kids in our group and they loved the outdoor pool area. While at home, we spent majority of our time around the pool area. Noelani provided us with beach chairs, towels, umbrella which was perfect to take to the beaches around us. Would highly recommend this beautiful property!
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 Kailua-Kona
4.97 out of 5 average rating, 196 reviews

Halia Hale

BethanyRating, 5 stars2 weeks ago
Unbelievable setting. House was great and Nikki was super responsive as a host. The gorgeous setting of the rainforest felt like we were in the middle of a jungle. I was expecting more of a traditional Hawaiian vibe with the pool but it was easy to head out to a beach during the day to enjoy the sun and water and come back to an oasis in the evening. Beds were super comfortable and house was clean, comfortable and relaxing. Sauna was an incredible bonus! Would definitely stay again ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

Condo rentals with a pool

Superhost
Condo in Waikoloa Village
4.82 out of 5 average rating, 17 reviews

Sun-Soaked Waikoloa Retreat w/ Private Lanai!

LeticiaRating, 5 stars1 month ago
We loved our Airbnb. It was clean, nicely decorated and it had everything we needed it. The beds were comfortable. We loved relaxing on the balcony which has an ocean view. The restaurant on the property served good food. We enjoyed the gym and the pool. The surrounding area has beautiful beaches, good shopping and great restaurants. All in all a great experience.
Guest favourite
Condo in Waikoloa Village
4.86 out of 5 average rating, 77 reviews

❤️Hale HallEAva❤️

SydneyRating, 5 stars1 week ago
Amazing stay at Madeline’s place! It was so so clean, beautifully decorated, comfortable bed, great air conditioning in the bedroom, quiet, the kitchen was perfectly stocked so we were able to cook food and pack lunches and snacks, had a great pool area, and was conveniently located close to many good beaches and amenities. I would recommend this place to everyone! Thanks for a great stay Madeline :)
Superhost
Condo in Waikoloa Village
4.84 out of 5 average rating, 73 reviews

Waikoloa Hills Getaway - Entire Condominium

DanielRating, 5 stars5 months ago
It’s a lovely spot. Very pleasant and not too far from the beach.
Top Guest favourite
Condo in Waikoloa Village
5 out of 5 average rating, 10 reviews

1st Fl Gem, Kings, Steps 2 Beach

KagneyRating, 5 stars2 weeks ago
Great condo and location. We enjoyed our stay and would definitely stay again on a return trip to the big island!
Top Guest favourite
Condo in Waikoloa Village
5 out of 5 average rating, 24 reviews

Golf Course View Waikoloa Colony Villas Townhouse

DanielaRating, 5 stars2 weeks ago
We had a truly perfect stay at Brittney’s apartment! The place was spotlessly clean, beautifully furnished, and full of thoughtful touches. It’s set in a gorgeous location with two lovely pools, and the added bikes, beach and water gear were such a bonus. Brittney was incredibly proactive, kind, and responsive in her communication, which made us feel truly cared for throughout our visit. She even provided a crib, highchair, and baby gate, which made traveling with our 10-month-old so easy. We stayed as four adults and a baby, and the apartment was very spacious and comfortable for all of us. Every detail was so well thought out—it really felt like a home away from home. It’s clear that Brittney has thought of everything to make her guests feel comfortable and welcome. We were sad to leave and would absolutely love to stay here again. This place is a real gem, and I recommend it 100%! Thank you so much, Brittney!
Top Guest favourite
Condo in Kailua-Kona
5 out of 5 average rating, 28 reviews

1BR Kona Condo w/ Chef’s Kitchen & Tropical Lanai

JuanitaRating, 5 stars2 weeks ago
Ina is a very informative and responsive host. She recommended some great local restaurants and places to hang out. The house is clean and the neighborhood is very peaceful. There is a beautiful view of the beach behind the apartment (2 minutes walk). The kitchen is fully equipped with utensils and ingredients. However, we didn't have time to cook. One thing we found annoying was that the AC was portable and a bit noisy.
Guest favourite
Condo in Waikoloa Village
4.98 out of 5 average rating, 53 reviews

Waikoloa Resort Villa with Private Ocean Club

JoelRating, 5 stars4 months ago
This was a great place to stay! Very clean and comfortable, in a great location. Beautiful beaches and ocean close by. The pool area was super nice, just be aware you can’t take your own food or drink anywhere in the pool area. Overall a great place!
Guest favourite
Condo in Waikoloa Village
4.94 out of 5 average rating, 98 reviews

Tax all included! Luxury Kolea at Waikoloa Resort

SimoneRating, 5 stars3 months ago
Our stay at this condo was absolutely fantastic. The space was extraordinarily comfortable, impeccably clean, and perfectly situated. The real highlight was the easy access to the stunning pool and beach—both just a few minutes’ walk away. The pool and beach area were truly breathtaking and added so much to our experience. The location was ideal, allowing us to explore the area easily, and check-in was seamless. We couldn’t have asked for a better place to stay and would highly recommend it! We would definitely stay here again

Quick stats about holiday rentals with a pool in Waikoloa Village

  • Total rentals

    340 properties

  • Nightly prices starting at

    $139 AUD before taxes and fees

  • Total number of reviews

    8.3K reviews

  • Family-friendly rentals

    300 properties are a good fit for families

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    340 properties include access to Wi-Fi

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