
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.

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.

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.

Beautiful Villa ... walk to most everything!
Location, Location, Location! Fairway Villas is walking distance to most everything you could want in a Hawaiian Vacation. Located in beautiful Waikoloa, this condo is arguably the best unit in the entire complex. You have beautiful views of Mauna Kea, the heated saltwater infinity pool, the golf course and palm trees. You can walk to the grocery store, most restaurants in Waikola within 5 to 10 minutes, A-Bay Beach, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

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

Newly renovated, top floor 2 BR condo w/ pool/spa
Recharge and connect with loved ones in this family-friendly condo in Fairway Terrace at Waikoloa Village. Take in the majestic beauty of all the Big Island has to offer without breaking the bank. Our vacation home is newly-remodeled and furnished to make your stay peaceful and hassle-free. Condo is steps to pool, spa & rec room amenities, with easy & close golf course access. Short drive to Waikoloa resorts & beaches for a fraction of the cost. Your island retreat awaits you!

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

Bright, Spacious, 3 bedroom 3 bathroom Townhome
Welcome to Fairway Villas! A beautifully landscaped oasis located within the Waikoloa Beach Resort area. The Fairway Villas are centrally located and set along side a pristine golf course, a lake, and the lava petroglyph trails. It is a short walk to 2 fun shopping centers, restaurants, and a convenient gourmet grocery store. The beach is also a short walk (or drive) from our townhome condo. You will be staying at our 2 story 3 bedroom 3 bathroom Condo.

Fairway Villas F33, Penthouse 2 bedroom & Loft
Enjoy island living in our spacious top-floor condo at Fairway Villas F33, located in beautiful Waikoloa Beach Resort. Perfect for families or couples, this 1,237 sq. ft. retreat features 2 bedrooms + loft bedroom, 2 bathrooms, elevator access, and a private lanai with peaceful golf course views. Relax by the infinity pool and hot tub, stay active in the fitness center, or walk to A-Bay Beach, Queens’ Marketplace, and King’s Shops for dining and shopping.

Ocean, Sunset, Mountain & Celestial Views
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 barbecue grill.

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!

Condo with A/C, Pool, Spa & Golf Course Views
Unwind in this chic, newly renovated corner-unit condo in Waikoloa Village’s Fairway Terrace, featuring abundant natural light, modern furnishings, and serene golf course views from a private lanai. Perfectly equipped for comfort, it offers access to a community pool, spa, and gym. Just 20 minutes from top beaches, and close to shopping, dining, and activities, this bright, tranquil retreat is ideal for relaxing after a day of island adventures.
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

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

Private Pool - 180° Ocean View - Minutes to Beach

Tropical Oasis Home with Pool and Steps to Beach

Tiny House Hawaii

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Condo rentals with a pool

Golf Pkg, Min from the beach Shores Waikoloa

Boho Island Paradise - Remodeled 2BR/2BA

The Olena at Keauhou Bay

Hilton Pool Pass, Lux Penthouse, Views, Walk2Beach

Hale Le'ale'a - relaxing fun, perfect to de-stress

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

❤️Hale HallEAva❤️

Luxury Kolea | Beach, Hilton Pool & Golf Passes

Best Ocean and Mountain View!

Pristine Ocean View Unit at Stunning Hali’i Kai!

2 - bedroom Waikoloa Townhouse

Clean Private Studio

Affordable family condo near Hapuna beach

Updated 1 bedroom in paradise!
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$43,291 GYD | G$42,872 GYD | G$42,245 GYD | G$41,827 GYD | G$38,899 GYD | G$41,617 GYD | G$43,081 GYD | G$40,572 GYD | G$39,944 GYD | G$40,990 GYD | G$39,735 GYD | G$43,709 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 |
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$16,731 GYD per night before taxes and fees

Verified guest reviews
Over 8,840 verified reviews to help you choose

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

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
370 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!
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- Hapuna Beach
- Pahoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Waikōloa Beach
- Kaunaoa Beach
- Ke‘EI Beach
- Mauna Lani Golf
- Volcano Golf and Country Club
- 49 Black Sand Beach
- Kuki’o Golf & Beach Club
- Kealakekua Bay State Historical Park
- Kona Dog Beach
- Waikoloa Beach Golf Course
- Nanea Golf Club
- Hapuna Golf Course
- Kona Country Club
- Makalawena
- ʻAlula Beach
- Mauumae Beach
- Honokohau Beach
- Pololū Beach
- Kukio Beach
- Wawaloli Beach




