Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (659)
"Loved the house and always love staying at the Hali Kai. The only thing that was not so great is taking trash to dumpster last night there were tons of rats running around the top and inside when we opened the lid. Not great! "
Castle Hali'i Kai at Waikoloa

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (461)
"It is a nice property and we have stayed there before "
Fairway Villas Waikoloa by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.6 out of 10, Excellent, (25)
"Convenient location; Easy pool and hit tub access; Close to beach; Everything needed at kitchen; Good laundry on premises "
Kohala Coast Vacation Rental by OUTRIGGER

Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

9.2 out of 10, Wonderful, (12)
"Everything was immaculate and a Great location !! Perfect size for a family of 4-6 people ! Restaurant, stores , and golf really close ! "
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

Waikoloa Villas #H101

10.0 out of 10, Exceptional, (6)
"Nice & clean"
Waikoloa Villas #H101

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

9.0 out of 10, Wonderful, (31)
"nice home in quiet neighborhood"
Newly updated home with pools, lanai, ocean view - walk to golf

Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

9.6 out of 10, Exceptional, (79)
"We had a wonderful time and your property was beautiful! It completely fit our expectations. Thank You, Luanne"
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

SALE! 199/NT 11/1 TO 11/21 AND 12/1 TO. 12/24/2024 PL-STVR-2024-000967

9.8 out of 10, Exceptional, (169)
"This place is close enough to get to all the nice beaches and Kona but just far enough away for piece and quiet as well. Shops and restaurants are near by with easy access to the road to Hilo. Has everything you need inside for eating at home and beach play. Would definitely stay again. you need you "
SALE! 199/NT 11/1 TO 11/21 AND 12/1 TO. 12/24/2024 PL-STVR-2024-000967

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

9.8 out of 10, Exceptional, (137)
"Hali'i Kai is the premier location in Waikoloa. "
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

The Best Ocean View in Waikoloa Village!!

9.8 out of 10, Exceptional, (137)
"Waikoloa Village is a perfect stay with cooler nights and stars galore. I have a star app for the skies. Lance's condo has a spectacular view!!! Very relaxing. The property was clean and I enjoyed my stay.3nough"
The Best Ocean View in Waikoloa Village!!

Villa de Aloha at Kolea Villa Big island Hawaii !

10.0 out of 10, Exceptional, (23)
"It was great all around! We had the best time! PM was very responsive, the location was amazing and it was the perfect place to enjoy a quick getaway with friends. We’ll be back!"
Villa de Aloha at Kolea Villa Big island Hawaii !

🏖️Beautifully furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

10.0 out of 10, Exceptional, (59)
"The place was just as pictured and the communication, instructions and directions were clear and easy to follow. Overall we enjoyed the unit itself, its amenities, and location."
🏖️Beautifully furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

Waikoloa condo with amazing amenities! Close to beaches and golf courses.

10.0 out of 10, Exceptional, (1)
"Convenient location for north island activities. Nice facility. We did not use pool or other facilities so cannot comment on those. The list of restaurants/food is not very good/thorough. Had to find affordable restaurants close."
Waikoloa condo with amazing amenities! Close to beaches and golf courses.

2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf

10.0 out of 10, Exceptional, (71)
"Close to shops, beach, etc. We enjoyed our stay!"
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf

Private Penthouse Getaway At Waikoloa Beach Resort

10.0 out of 10, Exceptional, (120)
"My wife and I stayed here for 5 days during our honeymoon in Hawaii. There were plenty of supplies provided for us; dishes, mugs, towels, etc. For two people this was more than enough space. We really enjoyed the deck where we enjoyed our breakfast each day while we planned the days adventures!"
Private Penthouse Getaway At Waikoloa Beach Resort

Penthouse, Daily Waikoloa Hilton Pool Pass Included!

9.8 out of 10, Exceptional, (67)
"Great property! Loved the view. Had an issue with parking in garage but it didn't take away from our stay. We would come back again."
Penthouse, Daily Waikoloa Hilton Pool Pass Included!

Beautiful home w/ocean & fairway views from lanai, shared pool/hot tub, & tennis

9.4 out of 10, Exceptional, (48)
"Place was fully equipped from kitchen supplies, beach accessories chairs, sand toys, towels coolers. Relaxing time. Beautiful views of the sunset!"
Beautiful home w/ocean & fairway views from lanai, shared pool/hot tub, & tennis

Roomy 2/2 + LOFT Floorplan: 2 Master Suites

9.6 out of 10, Exceptional, (79)
"Will definitely stay here again "
Roomy 2/2 + LOFT Floorplan: 2 Master Suites

Gorgeous 2 Bedroom on Golf Course with Ocean View!

9.8 out of 10, Exceptional, (28)
"We had a great stay! Rachel is an incredible host and the location is great. Quiet pool & spa, close to all the amenities and a short drive to the best beaches of Big Island. We would 100% recommend staying there!"
Gorgeous 2 Bedroom on Golf Course with Ocean View!

Ocean Front with stunning views! Includes beach gear! Halii Kai 15H

9.8 out of 10, Exceptional, (81)
"This spacious, well-appointed condo was a wonderful home base for our Big Island visit. We enjoyed the resort pool, work out facilities and dining options when we were back at the condo. The views from the back patio were wonderful and we spent considerable time there. Kitchen is very well-stocked for cooking in. Would definitely return."
Ocean Front with stunning views! Includes beach gear! Halii Kai 15H
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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Other types of properties in Waikoloa you may be interested in

Hilton Waikoloa Village

4.0 star property
8.2 out of 10, Very good, (1008)
"The property was great. We arrived early and was able to check in and get into our room prior to arrival. The room was great, just wish they had microwaves inside the unit. But there was a microwave a short walk away. Overall, we enjoyed the property and the views were amazing. We enjoyed watching the dolphins in the morning, and the ocean view was amazing. I’m glad we stayed here, and we will be back again. "
The price is HK$1,642
HK$2,378 total
includes taxes & fees
4 Dec - 5 Dec
Hilton Waikoloa Village

Hilton Grand Vacations Club Kings’ Land Waikoloa

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Fantastic stay with our family. All staff were very kind and helpful. Beautiful sites around to do throughout day. Pool was amazing for kids and adults Thank you!! Highly recommended to others and will definitely return . "
The price is HK$1,704
HK$2,240 total
includes taxes & fees
4 Dec - 5 Dec
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4.0 star property
7.4 out of 10, Good, (1008)
"Very nice resort"
The price is HK$1,471
HK$2,102 total
includes taxes & fees
9 Dec - 10 Dec
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
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.
Beautiful view of the beach with palm trees

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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 popular beaches 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?

Newly updated home with pools, lanai, ocean view - walk to golf: This highly rated holiday home rental in Waikoloa is located near the beach, and has a patio, 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.

How many holiday rentals are there in Waikoloa?

With 176 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.