
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$16,742 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.
ValueLocationComfort

Beautifully Remodeled 2 BR 2 BA & Stunning Views
This friendly, easily accessible, recently remodeled and cozy 2 BR, 2 BA non-smoking end unit is located on the ground floor with gorgeous views of the golf course and breathtaking sunsets that sleeps comfortably 4 guests with a fully equipped kitchen We are conveniently located within a short walking distance from restaurants, grocery stores and gas station In case you have any additional questions or concerns during your stay, a property manager is available 24/7 WiFi & Cable TV is provided
LocationFamilyBackyard

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
ValueFamilyHot tub

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.
LocationFamilyBathroom

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.
FamilyLocationWifi

Affordable family condo near Hapuna beach
Recent cancellation: Oct 17-22, now available at discounted rate. You want an unforgettable Hawaii vacation with family and friends. But you're on a budget—we get it. That's why we've created a clean, modern, and comfortable condo with everything you need for an amazing Hawaii vacation—and more money left to enjoy it. Spend less on your stay and more on beaches, adventures, great food, and making memories. If you need anything, our local co-host, Tracy, lives nearby and is happy to help.
ValueFamilyGetting around

Hali‘i Kai Ocean View | 3BR/3BA | Sleeps 8
Spacious 3BR/3BA ocean-view townhome ideal for families and friends, with 2 king bedrooms plus a flexible 3rd bedroom. Open concept greatroom and fully-equipped gourmet kitchen. 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!
FamilyLocationLong stay

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.
LocationFamilyDecor

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
LocationFamilyWalkability

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
ValueLocationGrill

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.
LocationValueBreakfast

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

Island Views Hale - Panoramic Ocean & Sunset Views
ValueLocationCheck-in

Mollie’s Paradise Resort Home & Private Pool
ValueLocationCondition

Halia Hale
ValueLocationGetting around

Exceptional Oceanview Home - Pool & Stunning View
FamilyLocationBathroom

Mauna Lani Golf Paradise*Beach Cards*Bikes
LocationFamilyCleanliness

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

Tropical Oasis: Pool, Spa, Waterfall, Ocean View
LocationFamilyWalkability

Private Pool - 180° Ocean View - Minutes to Beach
LocationFamilyTV
Condo rentals with a pool

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

Fairway Villas F33, Penthouse 2 bedroom & Loft
ValueLocationLaundry

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

Ka Hale O Malie
FamilyLocationCleanliness

Comfortable and cozy condo; great views from lanai
LocationValueCheck-in

Waikoloa Condo on The Big Island HI
FamilyValueBeach

Flawless ocean view stay @ Hali’i Kai at Waikoloa
ValueLocationBeach

Shores 137 - Large 1 BR, minutes from the beach
ValueFamilyLaundry
Other vacation rentals with a pool

Luxurious 3 bedroom at The Fairways at Mauna Lani
LocationFamilyBathroom

Spacious Fairways 2BD townhome. Pool/Beach Club!
FamilyLocationComfort

Beachfront Kolea, Garden Level, BBQ on Lanai
LocationValueQuiet

Waikoloa Beach Fairway Villas
ValueFamilyWifi

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

Peaceful and clean tropical retreat
LocationFamilyIndoor spaces

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

Luxury Kolea | Beach, Hilton Pool & Golf Passes
LocationFamilyAccuracy
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$43,321 GYD | G$47,716 GYD | G$43,530 GYD | G$40,810 GYD | G$39,554 GYD | G$40,810 GYD | G$43,112 GYD | G$40,600 GYD | G$39,973 GYD | G$39,763 GYD | G$41,647 GYD | G$42,903 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
- Honoli'i Beach Park
- The Umauma Experience
- Sea Village
- Kilauea
- 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





