Vacation 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 favorite

Condo in Waikoloa

4.92 out of 5 average rating, 227 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 favorite

Guesthouse in Waikoloa Village

5 out of 5 average rating, 36 reviews

Ohana With Private Pool & Jacuzzi

Unwind & enjoy your private, luxurious & spacious ohana. Step outside to your own swimming pool & jacuzzi. Enjoy the view of Mauna Kea. Grill a farm-to-table style meal & enjoy dinner alfresco. The ohana is equipped as a suite with a sitting area, king size bed, 55” TV, kitchenette (microwave/freezer & fridge drawer/sink/ outdoor grill w/side burner), walk-in closet, washer & dryer, & bathroom. The pool lanai is enclosed within a rock wall, featuring loungers, sitting area, table, & grill.

Guest favorite

Condo in Waikoloa Village

4.95 out of 5 average rating, 120 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 favorite

Home in Waikoloa Village

4.93 out of 5 average rating, 205 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

Condo in Waikoloa Village

4.79 out of 5 average rating, 132 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 favorite

Villa in Waikoloa Beach

4.92 out of 5 average rating, 195 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 favorite

Condo in Waikoloa Village

4.94 out of 5 average rating, 101 reviews

2 Bdrm, 2 Bath, Condo with an Infinity Pool

Aloha and welcome to Hale Keala! This is where you'll begin your journey to some of the best dining, shopping, and beaches on the Big Island of Hawaiʻi. Hale Keala is a short 22-min drive North along the breathtaking Kohala Coast. This ground floor, 2 bedroom/2 bath unit comes with A/C, Wi-Fi access, reserved parking stall, infinity pool, lava-rock whirlpool spa, gas BBQs, fitness center, steps away from the Kings' Shops and Queens' Market Place, and walking distance to ʻAnaehoʻomalu Bay.

Guest favorite

Condo in Waikoloa Village

4.97 out of 5 average rating, 88 reviews

Ocean Views on the Golf Course! *Honua Studio

Unwind at Honua Studio in Waikoloa Village, nestled above the Robert Trent Jones golf course. Our cozy retreat offers air-conditioned comfort for those warm Hawaiian nights and a comfortable queen bed, perfect for a couples retreat. Take in the sweeping views of the ocean, golf course, and, on clear days, the distant allure of Maui. Embrace the easygoing vibe, soak up the beauty, and make memories at your own pace. Ready for a relaxed escape? Book your spot at Honua Studio now.

Guest favorite

Home in Waikoloa Village

4.98 out of 5 average rating, 181 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 favorite

Condo in Waikoloa Beach Resort

4.97 out of 5 average rating, 124 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 favorite

Guesthouse in Waikoloa Village

4.9 out of 5 average rating, 10 reviews

Island Oasis Suite

Escape to our Hawaiian guest suite, tailored for two. Enjoy a queen bed, living room, spa-like bathroom and kitchen. Equipped with a microwave/convection oven, full-size fridge, induction cooktop. Unit has washer/dryer & air conditioning. Free parking. Access the community pool, golf course, and tennis courts. Centrally located for exploring Big Island's beaches, resorts, trails, Kona town, Waimea, Mauna Kea, Hilo, and Volcanoes NP. Your Hawaiian getaway awaits!

Guest favorite

Condo in Waikoloa Village

4.91 out of 5 average rating, 116 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.