
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.

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

1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Rated in top 10 Airbnb's on the coast. Treat yourself to a vacation surrounded by unmatched landscaping, ocean view, 2000 sq/ft single level, fully stocked home with 3 bedroom, 3 bathrooms, Movie Theater; Office (or 4th bedroom), a/c in each room, waterfall, grotto, tiki torches, fruit trees, playground and so much more. Privacy of 1.2 acre flag lot, convenience of being close to groceries and best activities the island has to offer. 2 main bedrooms with king size, stern & foster mattresses.

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!

Comfortable Clean 1-bedroom with A/C
Connect with loved ones in this family-friendly space. Private downstairs entrance with small lanai perfect for sipping coffee or relaxing. Brand new unit, natural light, fully stocked kitchenette, ice cold A/C (a must in the village), queen size bed in main room and queen pull out bed in living room. 20 min to the best white sand beaches, 7 miles from resorts, snorkeling and hikes. 40 min to Kona **This unit is connected to our home. We are a family of 8 (2 adults 6 kids) + a golden doodle.

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. You can walk to the grocery store, most restaurants in Waikola within 5 to 10 minutes, A-Bay Beach, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

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

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

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.

Condo with A/C, Pool, Spa & Golf Course Views
Unwind in this chic, newly renovated corner-unit condo in Waikoloa Village’s Fairway Terrace, featuring abundant natural light, modern furnishings, and serene golf course views from a private lanai. Perfectly equipped for comfort, it offers access to a community pool, spa, and gym. Just 20 minutes from top beaches, and close to shopping, dining, and activities, this bright, tranquil retreat is ideal for relaxing after a day of island adventures.
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

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

Kahaluu Bay Get-Away

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

Luxury Waikoloa Beach Condo | Pool, Beaches, Golf

Modern and Clean island home

Pristine Ocean View Unit at Stunning Hali’i Kai!

Views! 1/2 mi to beach! Hilton Pass - entire stay!

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

Island condo w/ shared pool & BBQ

Mauna Lani Golf Villa! Club Access, AC, Pool, Spa!

Large 1 BR, minutes from the beach in Waikoloa
Other vacation rentals with a pool

❤️Hale HallEAva❤️

Split Luxury Beach Villas - Discounted Prices!

Aloha at Mauna Lani with Private beach Club Access

Gorgeous Private Home with Pool and Spa in Waikolo

2 - bedroom Waikoloa Townhouse

Luxury Ocean View Oasis with Golf & Tennis Access

Affordable family condo near Hapuna beach

Charming Waikoloa Studio!
When is the best time to visit Waikoloa Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 CAD | $287 CAD | $283 CAD | $280 CAD | $260 CAD | $279 CAD | $288 CAD | $272 CAD | $267 CAD | $274 CAD | $266 CAD | $293 CAD |
| 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 380 vacation rentals in Waikoloa Village

Nightly prices starting at
Waikoloa Village vacation rentals start at $112 CAD per night before taxes and fees

Verified guest reviews
Over 8,840 verified reviews to help you choose

Family-friendly vacation rentals
340 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
370 of Waikoloa Village vacation 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
- Pahoa Beach
- Mauna Kea Golf Course
- Kohanaiki Private Club Community
- Kaunaoa Beach
- Waikōloa Beach
- Ke‘EI Beach
- Volcano Golf and Country Club
- Mauna Lani Golf
- 49 Black Sand Beach
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- Kealakekua Bay State Historical Park
- Nanea Golf Club
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- Hapuna Golf Course
- Kona Dog Beach
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- ʻAlula Beach
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- Mahaiʻula Beach
- Wawaloli Beach




