Holiday rentals with a pool in Waikoloa Village

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Waikoloa Village

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Apartment

4.92 out of 5 average rating, 229 reviews

Great location 2BR Condo access to shops & beach!

Discover your perfect escape at The Shores at Waikoloa Beach Resort! Just steps from stunning beaches, world-class golf courses, charming shops, and restaurants, this spot has it all for an unforgettable vacation. Nestled between the luxurious Marriott and Hilton hotels and only 20 miles from Kona International Airport, it’s super convenient. Imagine yourself relaxing by the pool, soak in the jacuzzi, and serene lagoons. Don’t wait—book now and start making memories that will last a lifetime!

Guest favourite

Apartment

4.94 out of 5 average rating, 121 reviews

Casa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach

Aloha and thank you for considering our home for your visit to the Big Island of Hawaii. Our recently remodeled 2bd/2bath home is walking distance from Shopping (Kings/ Queens Shops), Dining, Entertainment, A’ Bay Beach, Historic Sites. The home is stocked with all your basic necessities. 1 covered parking spot included, steps from home. Great location for couples, groups, families with kids, everyone is welcome! Enjoy the sunset and trade wind breeze from the lanai. Washer and dryer in unit.

Guest favourite

Home

4.93 out of 5 average rating, 207 reviews

1+ Acre private resort, 4 bed, 3 bath, cinema, spa

Rated in top 10 Airbnb's on the coast. Treat yourself to a vacation surrounded by unmatched landscaping, ocean view, 2000 sq/ft single level, fully stocked home with 3 bedroom, 3 bathrooms, Movie Theater; Office (or 4th bedroom), a/c in each room, waterfall, grotto, tiki torches, fruit trees, playground and so much more. Privacy of 1.2 acre flag lot, convenience of being close to groceries and best activities the island has to offer. 2 main bedrooms with king size, stern & foster mattresses.

Superhost

Apartment

4.79 out of 5 average rating, 134 reviews

Large 1 BR, minutes from the beach in Waikoloa

Unit 137 at the Shores at Waikoloa is beautiful! It is walking minutes from Anaeho’omalu Bay which boasts a stunningly scenic sand beach, especially at sunset. 'A' bay is also steps from the Marriott and the Lava Lava beach club. Our condo is equally close to the shops and restaurants at the Kings and Queen malls. Golf at the King's course is just across the way in Waikoloa or you can head up to the Village a few miles and play up there. This is a very walkable area and worth exploring.

Guest favourite

Villa

4.92 out of 5 average rating, 196 reviews

Luxury Beach Front Villa! Unbeatable value!

You will love this beach front property in the heart of Waikoloa. It is only a 2 minute walk to the pool and beach area from your lanai and 5 minutes to walk to the Kings Shoppes and the Queen's Market where you can find great shopping and fine dining. The beach in front of our property is very calm and sandy and the perfect place for a lazy day basking in the wonderful Hawaiian Sunshine while you take in all the beauty around you. Love the Sea Turtles but be careful to give them space!

Guest favourite

Apartment

4.94 out of 5 average rating, 156 reviews

Hale Le'ale'a has Hilton Pool Pass for 2024 stays

E Komo Mai-Welcome to Hawaii in the beautifully furnished Fairway Villas 2nd floor condo accessed by stairs or elevator. Hilton Pool Pass is now available for bookings after April 5th. Enjoy the air conditioning or leave windows open for Hawaiian breezes. Picture-perfect lanai facing north is always shaded. This 2 bdrm/2 bath condo sleeps 4 privately. There is a large living room, dining area, and eat in kitchen with all needed amenities. The unit is 1,172 sq ft. Designated parking place.

Guest favourite

Townhouse

4.99 out of 5 average rating, 106 reviews

Waikoloa Beach Drive Home

Light and bright with vaulted ceilings in the downstairs living area. This is our second home and it is well cared for because we visit often to deep clean and replenish things. This is truly a home with all of the comforts that you will need. From both lanais you can look out at the golf course. Very peaceful and beautiful surroundings. Our two story townhome has two spacious bedrooms and bathrooms. We also have a private laundry room with a full-size washer/dryer and full kitchen.

Guest favourite

Home

4.98 out of 5 average rating, 187 reviews

Ocean, Sunset, Mountain & Celestial Views

Enjoy ocean, mountain, sunset and star scape views from nearly every room in this family friendly, three bedroom and two bathroom house in Waikoloa Village, Hawaii. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys (age 3-7), a barbecue grill and outdoor seating.

Guest favourite

Apartment

4.97 out of 5 average rating, 126 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

Guest favourite

Townhouse

4.99 out of 5 average rating, 138 reviews

Luxurious 3 bedroom at The Fairways at Mauna Lani

Located amongst the best of the Kohala Coast's resorts, championship golf, and world class beaches. Booking our townhome will provide you with access to the exclusive private beach club located a few minutes drive away. The townhome and community feature all of the amenities you will need for your stay in Hawaii. There is wifi, cable tv, an outdoor propane grill, and incredibly comfortable living spaces. The Fairways is the perfect gateway to all The Big Island has to offer.

Guest favourite

Apartment

4.94 out of 5 average rating, 101 reviews

Renovated Condo with A/C, Pool & Spa

Kick back and relax in this stylish, clean space with everything you need to make your stay comfortable (including a community pool, spa and gym). The Fairway Terrace complex is located 20 minutes from the best beaches on the island! Close to shopping, restaurants, activities. This renovated corner unit condo has plenty of light and new furnishings. Enjoy the quiet lanai and golf course views after exploring what the island has to offer.

Superhost

Apartment

4.88 out of 5 average rating, 120 reviews

Family/Child-Friendly Home With Gated Pool

Our welcoming 2-bedroom condo has everything you need for your Big Island trip. The unit comes with a washer, a dryer, and free parking. During your stay, you can also enjoy using the pool, spa, kitchen, and BBQ grill. Our Airbnb is within driving distance to several popular restaurants, hikes, beaches, and a national park (with an active volcano!!). Our home is an ideal and central base to explore the island of Hawaii.