Search Holiday Rentals in Waikoloa

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Top Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (690)
"Loved everything, home away from home beautiful grounds peaceful!"
Castle Hali'i Kai at Waikoloa

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (482)
"Beautiful property, as always. "
Fairway Villas Waikoloa by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.8 out of 10, Excellent, (34)
"The property was beautiful and the condo was well kept and clean. The pool was seriously a minute walk from the condo. The private beach club access was wonderful and super close. The beach was safe with lifeguards on duty. Also there was a restaurant to order food and restrooms close at hand. The front office was extremely helpful in answering any and all questions that came up and with such a great spirit. We would stay there again!"
Kohala Coast Vacation Rental by OUTRIGGER

Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

9.8 out of 10, Exceptional, (151)
"The property was clean and the beds were very comfy! Everything was there that we needed for our stay. I visited with my husband and daughter (15) and son (17). We would visit again!"
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

BBQ, New Air Conditioning and upgrades!

9.6 out of 10, Exceptional, (83)
"Stunning place with great amenities. Clean and just as listed. Would absolutely stay again."
BBQ, New Air Conditioning and upgrades!

Beautiful home with incredible views, large deck & yard, pool, private hot tub

10.0 out of 10, Exceptional, (1)
"This place was so beautiful. I live out on the Hilo side of the Big Island and coming and staying in Waikoloa was beautiful. this place was fantastic. Lots of room, very clean. I would rent this place again."
Beautiful home with incredible views, large deck & yard, pool, private hot tub

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

9.6 out of 10, Exceptional, (17)
"Extremely close to the pool and beach access which was our number one priority. Ground level so had access to the grass adjacent to the lanai which the kids would run around and play on. Excellent experience overall and would recommend to anyone, especially families who love swimming! "
Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.

2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

9.8 out of 10, Exceptional, (78)
"Great time at a great location "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

Room for Everyone! Spacious 2BR + Loft Villa in Waikoloa

9.6 out of 10, Exceptional, (88)
"It was a great location and place, highly recommend!"
Room for Everyone! Spacious 2BR + Loft Villa in Waikoloa

Private ground floor villa with bbq and golf course view.

9.8 out of 10, Exceptional, (71)
"I loved the condo - it was quiet and peaceful and such a nice contrast to where my sister's family stayed. They stayed at The Hilton which was great for them as they have two teens, but we were looking for something quieter and the condo was beautiful, everything we needed was there and it was just as described!"
Private ground floor villa with bbq and golf course view.

2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

9.6 out of 10, Exceptional, (58)
"Amy's condo was perfect for our stay. It was central to all of our day trip locations and close to grocery stores, shopping, and dining. Amy communicated quickly and we were even able to check-in early which was great. The only thing to note is the condo does not have hand soap, body wash/soap, shampoo or conditioner so be sure to bring your or purchase your own supplies. "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

Luxury Kolea Villa in Waikoloa Beach Resort-Oceanfront Development

9.8 out of 10, Exceptional, (43)
"Came to Kona during the Ironman competition not knowing it was happening and all the hotels were booked so went for a VRBO versus a hotel. Was bummed until I checked into the condo and experienced the private beach club! Great stay!"
Luxury Kolea Villa in Waikoloa Beach Resort-Oceanfront Development

Shores at Waikoloa

3.5 star property
8.0 out of 10, Very good, (256)
"We had a great stay! Would definitely go back. "
Shores at Waikoloa

Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎

10.0 out of 10, Exceptional, (64)
"Excellent stay from start to finish . Location is ideal and communication with the owners was first class . Hoping to come back to the condo next year!!"
Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎

QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!! PL-STVR-2024-000967

9.8 out of 10, Exceptional, (179)
"We enjoyed our stay. Really nice option with great location. Convenient parking in front and really comfortable place to stay. Couldn’t ask for a better place for the value. Highly recommend. "
QUIET COMFORT! SALE!!! 199/nite APRIL, MAY, JUNE 2025!!! PL-STVR-2024-000967

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

10.0 out of 10, Exceptional, (140)
"Amazing view with whales, great kitchen, kids loved the pool! Mark was quick to respond to our questions and overall a great experience!"
Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

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

10.0 out of 10, Exceptional, (4)
"I went to Hawaii with my sister and the place we stayed was perfect and amazing! The check in the checkout process was awesome and the location was even better. Will definitely go back."
Ocean Tower, a Hilton Grand Vacations - Studio - Resort View

Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf

8.0 out of 10, Very good, (3)
"Lots of space and loved the two bathrooms. Felt like we were home."
Two-story condo with Mauna Kea view, saltwater pool, hot tub - near beaches/golf

2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

9.2 out of 10, Wonderful, (58)
"The AC worked amazing. Pool was fun and the location is perfect. Communication with the owner was easy and they were very fast!"
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

If Looks could Kill...Prime Location, Close to pool. Weekly Discount!

10.0 out of 10, Exceptional, (117)
"The unit it beautiful, well maintained. The resort has great pool and bar/restaurant with great views on the sunsets! "
If Looks could Kill...Prime Location, Close to pool. Weekly Discount!
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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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?

Beautiful home with incredible views, large deck & yard, pool, private hot tub: This highly rated holiday home rental in Waikoloa is located near the beach, and has a balcony, a garden and a BBQ to put you at ease 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 1 hot tub.

How many holiday rentals are there in Waikoloa?

With 172 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 Beach 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.