
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.

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, and ample windows and 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 cooler temps than busy downtown while not being far from the action. Solar/Tesla batteries keep power on!

Spectacular Ground Floor Condo Sleeps 5
This is an amazing 1 bedroom 1 bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out. A golf course surrounds the property and we have a beautiful pool, barbecues, spa, tennis courts, and fitness center. We are Covid safe. Our cleaning service uses hospital grade disinfecting products. The experienced cleaning crew is meticulous to prepare our condo by cleaning all surfaces and appliances before our guest checks in. TA-171-306-803201

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.

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.

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.

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. Walk to A-Bay Beach & the grocery store, most restaurants are a short walk, Tommy Bahamas Restaurant, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

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

Luxurious 3 bedroom at The Fairways at Mauna Lani
Located amongst the best of the Kohala Coast's resorts, championship golf, and world class beaches. Booking our townhome will provide you with access to the exclusive private beach club located a few minutes drive away. The townhome and community feature all of the amenities you will need for your stay in Hawaii. There is wifi, cable tv, an outdoor propane grill, and incredibly comfortable living spaces. The Fairways is the perfect gateway to all The Big Island has to offer.

Ocean View Paradise! 5 star Reviews!
Our townhome features an open concept greatroom, fully-equipped gourmet kitchen w/new amenities, 3 bedrooms (2 with kingsize beds). Great for families! 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!

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.

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

Exceptional Oceanview Home - Pool & Stunning View

Tropical Oasis Home with Pool and Steps 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

Kona Ocean-View Retreat | Pool, Sunsets & Aloha
Condo rentals with a pool

Popular Ocean Front Paradise Sunset Suite

Golf Pkg, Min from the beach Shores Waikoloa

BBQ & pool access, Beach Gear, Washer/Dryer, 2 Bdr

Flawless ocean view stay @ Hali’i Kai at Waikoloa

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

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

Beautifully Remodeled 2 BR 2 BA & Stunning Views

Ocean View Golf 2B2b w/ Pool & Jacuzzi near Beach
Other vacation rentals with a pool

Modern and Clean island home

3-Bedroom Resort Luxury Townhome

Best Ocean and Mountain View!

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

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

Golf Course and Ocean Views

Hale Kaileia Kai | Peaceful Ground Floor Getaway

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 | ﺩ.ﺇ 760 | ﺩ.ﺇ 837 | ﺩ.ﺇ 764 | ﺩ.ﺇ 735 | ﺩ.ﺇ 683 | ﺩ.ﺇ 731 | ﺩ.ﺇ 757 | ﺩ.ﺇ 712 | ﺩ.ﺇ 701 | ﺩ.ﺇ 698 | ﺩ.ﺇ 731 | ﺩ.ﺇ 753 |
| 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 370 vacation rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village vacation rentals start at ﺩ.ﺇ 147 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!
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- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Honoli'i Beach Park
- Mauna Lani Beach Club
- Sea Village
- The Umauma Experience
- Makalawena
- Mauna Kea
- Manini'owali Beach
- Spencer Beach Park
- Kilauea
- Pololū Valley Lookout
- Puʻuhonua o Hōnaunau National Historical Park
- Big Island Retreat
- Waialea Beach
- Rainbow Falls
- Kaloko-Honokohau Nat'l Hist Park
- Kona Farmer's Market
- Pacific Tsunami Museum
- Magic Sands Beach Park
- Volcano House
- Kua Bay
- 49 Black Sand Beach





