Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa

4.0 star property
Waikoloa
9.0 out of 10, Wonderful, (711)
"Nice property "
United States
MICHAEL D.
Castle Hali'i Kai at Waikoloa

Ocean Tower, a Hilton Grand Vacations Club - Studio - Resort View - STD

Waikoloa Village
9.4 out of 10, Exceptional, (57)
"It was a great stay, my wife and I really enjoyed it!"
United States
Spencer D.
Ocean Tower, a Hilton Grand Vacations Club - Studio - Resort View - STD

Fairway Villas Waikoloa by OUTRIGGER

4.0 star property
Waikoloa
8.8 out of 10, Excellent, (503)
"Property was quiet, clean and everything you need was close by. Whether you wanted dinner, groceries, beach or activities. "
United States
Joshua
Fairway Villas Waikoloa by OUTRIGGER

Shores at Waikoloa

3.5 star property
Waikoloa
8.0 out of 10, Very good, (259)
"Fully equipped kitchen, beach chairs and cooler bag was provided as well."
Canada
Csaba
Shores at Waikoloa

Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.

Waikoloa Village
9.8 out of 10, Exceptional, (21)
"A beautiful place, immediately across from the pool and beach access, with everything you could need for a hassle free vacation. Host is super responsive."
United States
Nicholas C.
Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.

Includes Beach Gear. Waikoloa Fairway Villas G4

Waikoloa Beach Resort
10.0 out of 10, Exceptional, (25)
"Everything was beautiful. Check in and check out very easy. Staff was responsive and easily reachable if needed. Thank you so much for our stay"
United States
Ryan A.
Includes Beach Gear. Waikoloa Fairway Villas G4

1bd/1.5 ba sleep 2-4 paradise in the Shores at Waikoloa Beach Resort, Big Island

Waikoloa Village
10.0 out of 10, Exceptional, (5)
"Apartment is big, and has all it's needed. Quiet area with view of the mountain. Only thing that could be added is 2 lounge chairs so that renters can enjoy the big terrace. Other than that, everything was perfect"
United States
Patrick A.
1bd/1.5 ba sleep 2-4 paradise in the Shores at Waikoloa Beach Resort, Big Island

Waikoloa Golf Discounts. E2 Waikoloa Fairway Villas

Waikoloa Beach Resort
10.0 out of 10, Exceptional, (6)
"I'm grateful we didn't have to worry about potential buyers coming through as that doesn't make it a relaxing vacation."
United States
Kara N.
Waikoloa Golf Discounts. E2 Waikoloa Fairway Villas

Fall Specials for Fairway Villas at Waikoloa !!!

Waikoloa
9.8 out of 10, Exceptional, (103)
"The condo was completely amazing!! We loved everything about it! The decor, location and amenities were wonderful. We will definitely keep this place in mind the next time we travel to the big island! "
United States
Ann P.
Fall Specials for Fairway Villas at Waikoloa !!!

Waikoloa Colony Villas

3.5 star property
Waikoloa
8.4 out of 10, Very good, (107)
"Location and layout were good. The condo was dated, well worn, and pretty bare bones. The beds were not great with old mattresses. Basics like coffee filters and salt/pepper would have been nice. The workout room was tiny with no weight machines"
United States
Beth
Waikoloa Colony Villas

Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

Waikoloa Village
10.0 out of 10, Exceptional, (149)
"Amazing location, responsive host, clean and well-supplied unit. Loved it."
United States
Justin B.
Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

The Perfect Vacation Home at The Big Island Hawaii

Waikoloa
9.6 out of 10, Exceptional, (108)
"Great property, walking distance to restaurants, shops and the beach!"
United States
Valerie W.
The Perfect Vacation Home at The Big Island Hawaii

Newly updated home with pools, lanai, ocean view - walk to golf

Waikoloa Village
9.0 out of 10, Wonderful, (36)
"Entire single family home in a quiet community. Access to nearby recreational center and pool. Great accommodations. Good for families and friends. Will gladly stay here again when visiting the Big Island! "
United States
H L.
Newly updated home with pools, lanai, ocean view - walk to golf

Sunset House

Bluffs
10.0 out of 10, Exceptional, (61)
"The house is well equipped, in a great location, and very comfortable overall! We had a great stay!"
United States
Ashly O.
Sunset House

Penthouse - 3 Bedrooms 2 Baths

Puako
10.0 out of 10, Exceptional, (172)
"This penthouse was just as advertised. Plenty of room for the family, nicely stocked kitchen. Pool and hot tub were fun."
United States
Marnie M.
Penthouse - 3 Bedrooms 2 Baths

Hali'i Kai 22A Quiet Relaxation or Family Adventure

Waikoloa
10.0 out of 10, Exceptional, (138)
"This property was fantastic and working the with owners was easy peasy! We had an issue with the AC during our stay and it was fixed ASAP. Absolutely would stay here again! "
United States
Elle M.
Hali'i Kai 22A Quiet Relaxation or Family Adventure

This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.

Waikoloa
9.2 out of 10, Wonderful, (11)
"Great place to stay with our family. The condo was clean and spacious. We would stay again!"
United States
Hailey M.
This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.

BBQ, New Air Conditioning and upgrades!

Waikoloa Village
9.6 out of 10, Exceptional, (92)
"Private & clean."
United States
Lee R.
BBQ, New Air Conditioning and upgrades!

Luxury Beach Front Villa - Kolea

4.0 star property
Waikoloa
Luxury Beach Front Villa - Kolea

Waikoloa Beach Resort Hali'i Kai 7H Ocean View Private Club, Pool, Tennis/PB

Waikoloa
10.0 out of 10, Exceptional, (161)
"Beautiful setting. Very clean. Really enjoyed our time here."
United States
Ann H.
Waikoloa Beach Resort Hali'i Kai 7H Ocean View Private Club, Pool, Tennis/PB
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Find out more about Waikoloa

Everything you need to know about Waikoloa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waikoloa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waikoloa holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Waikoloa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waikoloa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waikoloa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waikoloa holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Waikoloa rentals

At Expedia, we put the best Waikoloa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waikoloa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waikoloa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waikoloa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Waikoloa?

Yes, there are holiday rentals close to the most popular sights in Waikoloa, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the scenic seaside in Waikoloa. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Waikoloa has to offer?

Sunset House: This highly rated holiday home rental in Waikoloa offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Waikoloa?

With 168 Expedia holiday rentals, you're guaranteed to find just the right place for your Waikoloa stay.

What’s there to see and do in Waikoloa?

Anaehoomalu Beach and Kailua-Kona Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Waikola Village Golf Club and Waikoloa Kings Golf Course.

What’s a holiday rental in Waikoloa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waikoloa. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.