
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$16,713 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.

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.

Hawaii Big Island Villa | Waikoloa Beach Resort
Our spacious 3 bedroom, 2 1/2 bath villa is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in the Waikoloa Beach Resort area on the sunny Kohala Coast, you will find yourself perfectly situated within all the conveniences while being in a tranquil and private setting. This beautifully appointed villa offers all the comfort and amenities of resort living. A few minutes drive out or a lovely walk away, you will find cafes, shops & restaurants. Welcome to Paradise!

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.

Beachfront Kolea, Garden Level, BBQ on Lanai
Welcome to our fully furnished, 2 bed and 2 bath, 1270 square foot condominium. The perfect base camp for a family, up to 6 people max. Kolea Beach Club is steps away from the condo with ample amenities. It includes a large infinity pool facing the beach, a shallow sand bottom keiki pool with a waterfall, large jacuzzi with phenomenal beach views, covered loungers, bathrooms, towel service, a workout hale, and private access to the beach. Between Marriott and Hilton, walk to shops and food.

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

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!

Ka Hale O Malie
This NEWLY remodeled unit comes with central AC, ocean views, high end furnishings, a well stocked kitchen, comfortable beds, two pull out couches and a bathroom for each bedroom! You’ll basically have 3 master bedrooms for you and your guests. Not to mention the amenities! Large pool, kiddie pool, jacuzzi, a brand new tennis/basketball court, small gym, game room, BBQ area with new Weber grills, putting green, well stocked vending machine, and so much more!

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!
Popular amenities for Waikoloa Village rentals with a pool
House rentals with a pool

Island Views Hale - Panoramic Ocean & Sunset Views

Halia Hale

Exceptional Oceanview Home - Pool & Stunning View

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

Mollie’s Paradise Resort Home & Private Pool

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

Private Pool - 180° Ocean View - Minutes to Beach

Tropical Oasis: Heated Pool, Waterfall, Ocean View
Condo rentals with a pool

Beautiful Villa ... walk to most everything!

Comfortable and cozy condo; great views from lanai

Beautifully Remodeled 2 BR 2 BA & Stunning Views

Fairway Villas F33, Penthouse 2 bedroom & Loft

Large 1 BR, minutes from the beach in Waikoloa

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

Flawless ocean view stay @ Hali’i Kai at Waikolo

Spectacular Ground Floor Condo Sleeps 5
Other vacation rentals with a pool

Waikoloa Beach Fairway Villas

Spacious Fairways 2BD townhome. Pool/Beach Club!

Affordable family condo near Hapuna beach

Luxurious 3 bedroom at The Fairways at Mauna Lani

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

Ocean Views, 3BD/3BA - Mauna Kea, Wai'ula'ula I101

PiH: Ohana Time - Hilton Passes, Near Pools, Bikes

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$43,245 GYD | G$47,632 GYD | G$43,454 GYD | G$40,738 GYD | G$39,484 GYD | G$40,738 GYD | G$43,036 GYD | G$40,529 GYD | G$39,902 GYD | G$39,693 GYD | G$41,573 GYD | G$42,827 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
- Kohanaiki Private Club Community
- Waikoloa Beach
- Mauna Lani Beach Club
- Honoli'i Beach Park
- Kilauea
- The Umauma Experience
- Sea Village
- Spencer Beach Park
- Manini'owali Beach
- Makalawena
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Kaloko-Honokohau Nat'l Hist Park
- Volcano House
- Pololū Valley Lookout
- Pacific Tsunami Museum
- Kua Bay
- Kona Farmer's Market
- Rainbow Falls
- Big Island Candies Inc





