
Holiday rentals with a pool in Waikoloa Village
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Waikoloa Village

Total holiday rentals
Explore 380 holiday rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 9,600 verified reviews to help you choose

Family-friendly holiday rentals
340 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
380 of Waikoloa Village holiday rentals include wifi 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.
4.99 out of 5 average rating, 282 reviews
Hale Honu -Turtle House Oceanview Luxury Penthouse
Welcome to Hale Honu – Penthouse Paradise at Vista Waikoloa! Fully renovated top floor suite offers views of A-Bay, the ocean, pool, and mountain views from a expansive lanai. Located directly above the pool, just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TV, Wi-Fi, and beach gear. Nestled on lush grounds across from Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Dates fill up quickly!
4.95 out of 5 average rating, 104 reviews
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.
4.95 out of 5 average rating, 156 reviews
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.
4.98 out of 5 average rating, 122 reviews
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!
4.95 out of 5 average rating, 125 reviews
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.
4.98 out of 5 average rating, 128 reviews
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
4.94 out of 5 average rating, 168 reviews
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
4.84 out of 5 average rating, 209 reviews
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.
4.97 out of 5 average rating, 199 reviews
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
4.96 out of 5 average rating, 174 reviews
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!
4.92 out of 5 average rating, 111 reviews
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.
4.98 out of 5 average rating, 124 reviewsPopular amenities for Waikoloa Village rentals with a pool
House rentals with a pool

Pineapple Paradise in Hali'i Kai Waikoloa, Hawaii
4.89 out of 5 average rating, 110 reviews
Island Views Hale - Panoramic Ocean & Sunset Views
4.89 out of 5 average rating, 118 reviews
Huge Kona Home • Ocean View • Pool • 4 bdrms • AC
4.94 out of 5 average rating, 284 reviews
Stunning Serene Bali Retreat [Pool/AC/Ocean View]
4.98 out of 5 average rating, 201 reviews
Mollie’s Paradise Resort Home & Private Pool
5.0 out of 5 average rating, 136 reviews
Tropical Oasis: Pool, Spa, Waterfall, Ocean View
4.96 out of 5 average rating, 160 reviews
Halia Hale
4.97 out of 5 average rating, 219 reviews
Mauna Lani Golf Paradise*Beach Cards*Bikes
4.88 out of 5 average rating, 133 reviewsApartment rentals with a pool

Corner Lanai·Golf Views·Pool·Top 10% Island
4.94 out of 5 average rating, 159 reviews
Beautifully Remodeled 2 BR 2 BA & Stunning Views
4.98 out of 5 average rating, 108 reviews
Comfortable and cozy condo; great views from lanai
4.95 out of 5 average rating, 170 reviews
Newly renovated, top floor 2 BR condo w/ pool/spa
4.83 out of 5 average rating, 115 reviews
Flawless ocean view stay @ Hali’i Kai at Waikoloa
4.99 out of 5 average rating, 106 reviews
Hale Le'ale'a - relaxing fun, perfect to de-stress
4.94 out of 5 average rating, 184 reviews
Waikoloa Condo on The Big Island HI
4.84 out of 5 average rating, 159 reviews
NEW! Expansive OceanView Retreat/Best Beaches/ AC
4.92 out of 5 average rating, 98 reviewsOther holiday rentals with a pool

Luxurious 3 bedroom at The Fairways at Mauna Lani
4.98 out of 5 average rating, 156 reviews
Waikoloa Beach Fairway Villas
4.81 out of 5 average rating, 170 reviews
Spacious Fairways 2BD townhome. Pool/Beach Club!
4.94 out of 5 average rating, 205 reviews
Beachfront Kolea, Garden Level, BBQ on Lanai
4.98 out of 5 average rating, 124 reviews
Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re
4.97 out of 5 average rating, 86 reviews
Ocean Views, 3BD/3BA - Mauna Kea, Wai'ula'ula I101
4.95 out of 5 average rating, 19 reviews
Luxury Kolea | Beach, Hilton Pool & Golf Passes
4.97 out of 5 average rating, 39 reviews
Hale Kaileia Kai | Peaceful Ground Floor Getaway
5.0 out of 5 average rating, 24 reviewsWhen is the best time to visit Waikoloa Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £155 | £171 | £156 | £146 | £142 | £146 | £154 | £145 | £143 | £142 | £149 | £153 |
| 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 |
Destinations to explore
- Luxury rentals Waikoloa Village
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- Rentals with pools Hawaii County
- Rentals with pools Hawaii
- Rentals with pools United States
- 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
- Pololū Valley Lookout
- Volcano House
- Pacific Tsunami Museum
- Kona Farmer's Market
- Kua Bay
- Rainbow Falls
- Big Island Candies Inc





