
Vacation rentals with a pool in Waikoloa Village
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Quick stats about vacation rentals with a pool in Waikoloa Village

Total vacation rentals
Explore 380 vacation rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village vacation rentals start at G$16,703 GYD per night before taxes and fees

Verified guest reviews
Over 9,600 verified reviews to help you choose

Family-friendly vacation rentals
340 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
380 of Waikoloa Village vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Waikoloa Village rentals

4.8 Average rating
Waikoloa Village stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Waikoloa Village
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Ocean, Sunset, Mountain & Celestial Views
🌴 Guest Favorite - Top 10% on the Big Island Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. 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, and a BBQ grill.

Lush Tropical Oasis at Waikoloa Shores, Big Island
Enjoy your stay at this serene 2nd floor, newly remodeled, 2 bedrooms 2 baths condominium in one of the best location of Waikoloa Beach Resort. * Elegant & comfortable * Large lanai with lounge chairs & dining table * Lush tropical landscaping with ponds & waterfalls * Next to pool, tennis court, BBQ & fitness center * Walk to beach, shops, restaurants, entertainments & Grand Hilton * Fast WiFi. Cable TV. Central A/C. Washer & dryer * Spectrum Cable and Roku streaming TVs * Private Parking spot

Casa Chilin-Waikoloa Beach Resort
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.

Corner Lanai·Golf Views·Pool·Top 10% Island
Guest Favorite - Top 10% on the Big Island Wake up to golf course views from your private lanai in this bright, renovated corner-unit condo — best-positioned in Fairway Terrace, flooded with natural light. Modern furnishings, fully stocked kitchen & king bed. A/C or open the windows to catch Waikoloa’s evening breezes. Steps from a resort-style pool, hot tub, and gym. Hapuna Beach and A-Bay are 20 min away — world-class snorkeling, surf, and sunsets. Shopping and dining are minutes away.

Waikoloa Beach Fairway Villas
Feel at home in paradise with this two story coastal townhome located on the Waikoloa Beach Golf Course with breathtaking views of the Kohala Mountains! Our townhome is located within steps to an infinity pool and hot tub, and within a short walk to the beach or any shops and restaurants that you could want. The location of this home lets you enjoy the beauty of Hawaii in peace and quiet, or provides convenient access to hula shows, restaurants, shopping and endless activities steps away.

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.

Newer Luxury Townhouse - Exceptional Value
Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

Bright, airy 2 bed, 2 bath, Q sofabed, near pool!
This condo is located within the Waikoloa Beach Resort Area. It is close to the beach (A-Bay--free parking), petroglyphs, restaurants and shopping (King's Court and Queen's Marketplace). You’ll love it because of the location (a 15 min. drive to world class Hupuna Beach), the ambiance, and the relaxing outdoor Lanai with sofa and chairs. It is steps to 1 of 2 pools on the property. It's a good place for solo adventurers, business travelers, couples and families. TA-090-830-2336-01

Honua Studio *Ocean Views on the Golf Course!
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.

Ocean View Paradise! 5 star Reviews!
Our townhome features an open concept greatroom, fully-equipped gourmet kitchen w/new amenities, 3 bedrooms (2 with kingsize beds). Great for families! Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai. Everything during your stay will be managed personally by us…the owners. No management companies, no “we’ll get back to you’s.” Our only goal is to make your Hawaiian holiday as memorable (and easy) as possible!

Hale Honu -Turtle House Oceanview Luxury Penthouse
Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

Beautiful Studio Close to Famous Beaches
Welcome to our charming and spacious studio in Waikaloa! Just 15 minutes from stunning beaches and 5 minutes from shopping, our studio sleeps up to 4 guests, with an option for a 5th. Enjoy the inviting community pool, tennis courts, and nearby golf course (small fee). Relax in a serene, smoke-free environment with quiet hours from 9pm to 8am. Your friendly on-site host is dedicated to ensuring a delightful stay. Book now for an unforgettable getaway!
Popular amenities for Waikoloa Village rentals with a pool
House rentals with a pool

Halia Hale

Island Views Hale - Panoramic Ocean & Sunset Views

Private Pool - 180° Ocean View - Minutes to Beach

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

Exceptional Oceanview Home - Pool & Stunning View

Mollie’s Paradise Resort Home & Private Pool

Mauna Lani Golf Paradise*Beach Cards*Bikes

HAVEN: Poolside Sanctuary with Heavenly Views
Condo rentals with a pool

Beautiful Villa ... walk to most everything!

Beautifully Remodeled 2 BR 2 BA & Stunning Views

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops

Newly renovated, top floor 2 BR condo w/ pool/spa

Walk to Sand from Lux Condo w/Hilton Pool Pass

Flawless ocean view stay @ Hali’i Kai at Waikoloa

Ka Hale O Malie

NEW Stunning OceanView Retreat/NEW AC/Best Beaches
Other vacation rentals with a pool

Luxurious 3 bedroom at The Fairways at Mauna Lani

Affordable family condo near Hapuna beach

Luxury Beach Front Villa - Kolea!

Beachfront Kolea, Garden Level, BBQ on Lanai

Ohana With Private Pool & Jacuzzi

Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re

Hawaiian Luxury at Mauna Lani Point

Luxury Kolea | Beach, Hilton Pool & Golf Passes
When is the best time to visit Waikoloa Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,220 GYD | G$47,605 GYD | G$43,429 GYD | G$40,714 GYD | G$39,462 GYD | G$40,714 GYD | G$43,011 GYD | G$40,506 GYD | G$39,879 GYD | G$39,670 GYD | G$41,550 GYD | G$42,802 GYD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
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- Hapuna Beach
- Waikōloa Beach
- Mauna Kea
- Waikoloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Kilauea
- Honoli'i Beach Park
- The Umauma Experience
- Sea Village
- Manini'owali Beach
- Spencer Beach Park
- Makalawena
- Magic Sands Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Volcano House
- Pololū Valley Lookout
- Pacific Tsunami Museum
- Kua Bay
- Kona Farmer's Market
- Rainbow Falls





