
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 370 vacation rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 9,240 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!
Top-rated rentals with a pool in Waikoloa Village
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private Pool - 180° Ocean View - Minutes to Beach
WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

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.

Beautiful Villa ... walk to most everything!
Location, Location, Location! Fairway Villas is walking distance to most everything you could want. 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. Walk to A-Bay Beach & the grocery store, most restaurants are a short walk, Tommy Bahamas Restaurant, Lava Lava Restaurant, Starbucks, the Hilton Waikoloa Village. Must be 25 years old to book.

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

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

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!

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.

Tax all included! Luxury Kolea at Waikoloa Resort
Luxury ocean front property Kolea A'Bay ! Gated community and 24/7 security with high maintenance for everything in Kolea. peaceful and centrally-located place with private pool club house right by the ocean and private road to the ocean. You can walk to the LavaLava sunset lounge on A bay and walk to the King shopping center where upscale stores are located with restaurant and grocery store.

Waikoloa Condo on The Big Island HI
Enjoy our 2 bed/2 bath ground floor end unit with easy access to pool/hot tub/BBQ area. Our quiet condo complex is a short drive to beach/shopping/ restaurants. Enjoy Lanai/wet bar. Condo stocked with coolers, beach chairs, snorkel gear, beach towels TAT # TA-016-451-5840-01 GE # GE-016-451-5840-01
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

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

Mauna Kea Uplands ~ Mountain & Ocean Views

Pool, 6 mins to Beach, Ocean View, H7

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

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

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

Golf Pkg, Min from the beach Shores Waikoloa

Pristine Ocean View Unit at Stunning Hali’i Kai!

Flawless ocean view stay @ Hali’i Kai at Waikoloa

NEW OceanView Retreat/NEW AC/Lanai/Best Beaches

Spectacular Ground Floor Condo Sleeps 5

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

Ocean View Paradise! 5 star Reviews!
Other vacation rentals with a pool

Privacy + Luxury • Oceanfront • Panoramic View

Hawaiian Hub

Ohana With Private Pool & Jacuzzi

Clean Private Studio

Updated 2BR w/ King Bed, AC, Lanai, Pool, Golf

Golf Course and Ocean Views

NEW Luxury Villa | Mauna Lani Beach Club | Sunset

Waikoloa Gem: Views, Beach Gear, Pickleball + Golf
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$43,292 GYD | G$47,684 GYD | G$43,501 GYD | G$41,828 GYD | G$38,900 GYD | G$41,619 GYD | G$43,083 GYD | G$40,573 GYD | G$39,946 GYD | G$39,736 GYD | G$41,619 GYD | G$42,874 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
- Kilauea
- Mauna Lani Beach Club
- Honoli'i Beach Park
- The Umauma Experience
- Sea Village
- Manini'owali Beach
- Kona Country Club
- Makalawena
- Spencer Beach Park
- Puʻuhonua o Hōnaunau National Historical Park
- Magic Sands Beach Park
- Waialea Beach
- Big Island Retreat
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Pacific Tsunami Museum
- Volcano House
- Kona Farmer's Market
- Kua Bay





