Holiday rentals with a pool in Waikoloa Village

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.

Value · Family · Check-in

Lush Tropical Oasis at Waikoloa Shores, Big Island

Enjoy your stay at this serene 2nd floor, newly remodeled, 2 bedrooms 2 baths condominium in one of the best location of Waikoloa Beach Resort. * Elegant & comfortable * Large lanai with lounge chairs & dining table * Lush tropical landscaping with ponds & waterfalls * Next to pool, tennis court, BBQ & fitness center * Walk to beach, shops, restaurants, entertainments & Grand Hilton * Fast WiFi. Cable TV. Central A/C. Washer & dryer * Spectrum Cable and Roku streaming TVs * Private Parking spot

Value · Location · Pool

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!

Location · Value · Indoor spaces

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.

Location · Value · Checkout

You Found It. Kolea's Hidden Gem—Read Our Reviews

When you stay at our 3/2 nestled between the Hilton and Marriot, you're a 5 minute walk to the beach, 10 minutes to shopping, groceries, beach-front dining, luau, movie theatre and ancient ruins. Includes Hilton Pool Passes -- a $300 nightly value! The location and value simply does not get better in Waikoloa. Central AC. Located on the property are a pool and jacuzzi with ocean views, sandy bottom pool, gym. Unplug and step into luxury with all of Hawaii's amenities at your finger tips.

Location · Family · Layout

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.

Location · Family · Sleep quality

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!

Location · Family · Walkability

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.

Value · Location · Condition

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

Value · Location · Checkout

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.

Value · Location · Accuracy

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.

Location · Value · Air conditioning

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10 maximum. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.

Value · Family · Outdoor spaces