
Holiday 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.

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 Waikoloa Beach Luxury Villa
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.

Island Views Hale
Close to beaches, shops, restaurants, grocery stores, golf, tennis and swimming. Amazing views of the ocean, sunsets, Maui, the Kohala Coast, Beaches, and Hualalai, Mauna Loa and Mauna Kea mountains. Our home is stocked with clean sheets, clean towels, amenities, washer and dryer inside. Kitchen with cookware, dishes, glasses, utensils. WiFi, Cable, and a 2-car garage stocked with beach gear. Large grass backyard is beautiful and relaxing. You will love the breeze flowing through the home!

Stunning Serene Bali Retreat [Pool/AC/Ocean View]
Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

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.

Spacious Fairways 2BD townhome. Pool/Beach Club!
Desirable 2 Bd 2.5 Bath townhouse in the beautiful Fairways at Mauna Lani! Tastefully decorated and well appointed with everything you need in your home away from home. Resort style pool/hot tub/fitness center onsite. Close proximity to beaches, shopping, restaurants. Beach Club Access to All of Our Guests!! We leave our access card for our guests to use during your stay- private gated parking, free cabana/beach chair use. AMAZING BEACH for relaxing, snorkeling, and water recreation!

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.

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops
Welcome to Unit 118 at The Shores at Waikoloa Beach Resort! This rare 2-bedroom, 1.5-bath ground-floor condo offers easy access and close parking—no stairs needed. Just minutes from A-Bay Beach, Queens’ Marketplace, Kings’ Shops, golf, dining, and the Hilton & Marriott resorts. Enjoy the resort-style pool, jacuzzi, fitness center, and tropical lagoons. Only 20 miles from Kona Airport—book your perfect island escape today!
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

Tropical Oasis Home with Pool and Walk to Beach

Private Pool - 180° Ocean View - Minutes to Beach

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

HAVEN: Poolside Sanctuary with Heavenly Views

Tranquil Hawaiian Pineapple Poolhouse with A/C

Halia Hale
Apartment rentals with a pool

Privacy + Luxury • Oceanfront • Panoramic View

Ocean & Golf Views Near Beaches: AC/Pool/Tennis

Spectacular Ground Floor Condo Sleeps 5

Waikoloa Beach Resort Condo

Golf Course and Ocean Views

Beautifully Remodeled 2 BR 2 BA & Stunning Views

Ocean View Golf 2B2b w/ Pool & Jacuzzi near Beach

Mauna Lani Golf Villa! Club Access, AC, Pool, Spa!
Other holiday rentals with a pool

Modern and Clean island home

3-Bedroom Resort Luxury Townhome

Mauna Kea Uplands ~ Mountain & Ocean Views

Best Ocean and Mountain View!

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

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

Hale Kaileia Kai | Peaceful Ground Floor Getaway

Ocean Views, 3BD/3BA - Mauna Kea, Wai'ula'ula I101
When is the best time to visit Waikoloa Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $266 SGD | $292 SGD | $267 SGD | $257 SGD | $239 SGD | $255 SGD | $264 SGD | $249 SGD | $245 SGD | $244 SGD | $255 SGD | $263 SGD |
| 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 holiday rentals with a pool in Waikoloa Village

Total holiday rentals
Explore 370 holiday rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 9,240 verified reviews to help you choose

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

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
370 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!
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Mauna Lani Beach Club
- Honoli'i Beach Park
- The Umauma Experience
- Sea Village
- Makalawena
- Manini'owali Beach
- Mauna Kea
- Spencer Beach Park
- Waialea Beach
- Puʻuhonua o Hōnaunau National Historical Park
- Kilauea
- Big Island Retreat
- Pololū Valley Lookout
- Kaloko-Honokohau Nat'l Hist Park
- Kona Farmer's Market
- Pacific Tsunami Museum
- Rainbow Falls
- Volcano House
- Magic Sands Beach Park
- Kua Bay





