
Vacation rentals with a pool in Waikoloa Village
Find and book unique homes with a pool on Airbnb
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$16,740 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.

Flawless ocean view stay @ Hali’i Kai at Waikoloa
Come and unwind at this stunning 3 bdrm/2 bath condo with a flawless ocean view. Surround yourself with the Hawaiian style decor giving you all the Island vibes you are searching for. Fully stocked kitchen for all your cooking needs and beach equipment to go catch a golden tan. You can also enjoy all the amenities Hali’i Kai has to offer, whether it’s playing tennis, swimming in the 4 tier lava bottom pool, lounging in the hot tub or dining at the ocean front bar and grill, Hali’i Kai has it all

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.

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.

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.

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

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.

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!

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10 maximum. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.
Popular amenities for Waikoloa Village rentals with a pool
House rentals with a pool

Mollie’s Paradise Resort Home & Private Pool

Exceptional Oceanview Home - Pool & Stunning View

Island Views Hale - Panoramic Ocean & Sunset Views

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

Private Pool - 180° Ocean View - Minutes to Beach

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

HAVEN: Poolside Sanctuary with Heavenly Views

Halia Hale
Condo rentals with a pool

Golf Pkg, Min from the beach Shores Waikoloa

Ka Hale O Malie

NEW OceanView Retreat/NEW AC/Lanai/Best Beaches

Beautiful Villa ... walk to most everything!

Ocean View Paradise! 5 star Reviews!

Beautifully Remodeled 2 BR 2 BA & Stunning Views

Waikoloa Condo on The Big Island HI

Mauna Lani Golf Villa! Club Access, AC, Pool, Spa!
Other vacation rentals with a pool

2BR Condo | Ocean & Mountain Views, Pool & Hot Tub

3-Bedroom Resort Luxury Townhome

Spacious Fairways 2BD townhome. Pool/Beach Club!

Pristine Ocean View Unit at Stunning Hali’i Kai!

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

Privacy + Luxury • Oceanfront • Panoramic View

Ohana With Private Pool & Jacuzzi

Golf Pkg, Waikoloa Beach, Serene Tropical Escape
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$43,313 GYD | G$47,708 GYD | G$43,523 GYD | G$41,849 GYD | G$38,919 GYD | G$41,640 GYD | G$43,104 GYD | G$40,593 GYD | G$39,966 GYD | G$39,756 GYD | G$41,640 GYD | G$42,895 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
- Kohanaiki Private Club Community
- Mauna Kea
- Waikoloa Beach
- Mauna Lani Beach Club
- Honoli'i Beach Park
- Kilauea
- The Umauma Experience
- Sea Village
- Manini'owali Beach
- Kona Country Club
- Makalawena
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Waialea Beach
- Magic Sands Beach Park
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Volcano House
- Pacific Tsunami Museum
- Kua Bay
- Kona Farmer's Market





