
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.

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

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

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!

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.

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!

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

Newly renovated, top floor 2 BR condo w/ pool/spa
Recharge and connect with loved ones in this family-friendly condo in Fairway Terrace at Waikoloa Village. Take in the majestic beauty of all the Big Island has to offer without breaking the bank. Our vacation home is newly-remodeled and furnished to make your stay peaceful and hassle-free. Condo is steps to pool, spa & rec room amenities, with easy & close golf course access. Short drive to Waikoloa resorts & beaches for a fraction of the cost. Your island retreat awaits you!

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

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!

Ocean, Sunset, Mountain & Celestial Views
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 barbecue grill.
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

Tropical Oasis Home with Pool and Steps to Beach

Private Pool - 180° Ocean View - Minutes to Beach

Tiny House Hawaii

HAVEN: Poolside Sanctuary with Heavenly Views

Big Family Home, Pool, Views, Yard, Lanai, Clean!
Condo rentals with a pool

Waikoloa Shores Beach Resort Condo Hale Kai #132

Spacious Tranquil Sunset Villa. BIG golf discounts

Includes Beach Gear! C101 Vista Waikoloa

Golf Pkg, Min from the beach Shores Waikoloa

Hale Honu -Turtle House Oceanview Luxury Penthouse

Aloha at Mauna Lani with Private beach Club Access

Big Island Stay w Views, AC, Golf, & Pickleball!

Waikoloa Condo on The Big Island HI
Other holiday rentals with a pool

Gorgeous Unit, Stunning Views!

Luxury Kolea | Beach, Hilton Pool & Golf Passes

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

Privacy + Luxury • Oceanfront • Panoramic View

Walk to the beach! Vista Waikoloa tropical living!

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

Serenity awaits! Hilton Pool Pass included

Private townhouse near Hawaii’s best beaches
When is the best time to visit Waikoloa Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 AUD | $291 AUD | $287 AUD | $284 AUD | $264 AUD | $283 AUD | $293 AUD | $276 AUD | $271 AUD | $270 AUD | $283 AUD | $291 AUD |
| 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 380 holiday rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village holiday rentals start at $128 AUD per night before taxes and fees

Verified guest reviews
Over 8,970 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
380 of Waikoloa Village holiday 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
- Kohanaiki Private Club Community
- Kona Country Club
- Mauna Lani Beach Club
- Honoli'i Beach Park
- Makalawena
- Manini'owali Beach
- Kilauea
- Mauna Kea
- Big Island Retreat
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Spencer Beach Park
- Rainbow Falls
- Magic Sands Beach Park
- Kaloko-Honokohau Nat'l Hist Park
- Pololū Valley Lookout
- Waialea Beach
- Sea Village
- The Umauma Experience
- Kua Bay
- Kona Farmer's Market




