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, (699)
"Great place"
Castle Hali'i Kai at Waikoloa

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (487)
"Beautiful property, as always. "
Fairway Villas Waikoloa by OUTRIGGER

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

9.6 out of 10, Exceptional, (97)
"Beautiful veiw and spacious livingroom. Parking was an issue others used our parking stall."
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course

10.0 out of 10, Exceptional, (4)
"Super convenient and affordable place"
New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.8 out of 10, Excellent, (37)
"Super nice and spacious, nice property and lovely view. "
Kohala Coast Vacation Rental by OUTRIGGER

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

9.6 out of 10, Exceptional, (64)
"Great location, clean, comfortable, EASY accommodations. Thank you!! "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

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

9.8 out of 10, Exceptional, (154)
"We really enjoyed our stay at Hali'i Kai! We hope to return."
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

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

Colony Villas at Waikoloa CVW-305 by KBM

4.5 star property
10.0 out of 10, Exceptional, (1)
"Nous avons grandement apprécié notre sejour dans cet hébergement. Très spacieux et propre. BBQ , piscine et équipements pour la plage. La communication avec l'hôte fut très rapide. "
Colony Villas at Waikoloa CVW-305 by KBM

A taste of the “Real Hawaii”, minutes away from one of the world’s best beaches!

9.4 out of 10, Exceptional, (39)
"Great communication, nice place"
A taste of the “Real Hawaii”, minutes away from one of the world’s best beaches!

Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa

10.0 out of 10, Exceptional, (19)
"Our Waikoloa stay at this rental was perfect. Super clean, well stocked, super comfortable layout and furnishings. Convenient access to beaches by foot and car."
Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa

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

10.0 out of 10, Exceptional, (5)
"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

BBQ, New Air Conditioning and upgrades!

9.6 out of 10, Exceptional, (87)
"Nice place to stay in the big island. The unit feels well updated. Very short walking distance to some shops, restaurants, and grocery store. Beaches nearby, too! "
BBQ, New Air Conditioning and upgrades!

2 bedroom/2 bathroom condo

9.6 out of 10, Exceptional, (71)
"Great place to stay for having adventure all over the Big Island!"
2 bedroom/2 bathroom condo

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

9.6 out of 10, Exceptional, (19)
"For 5 adults and a 10 year old, this condo is terrific. Close to the pool, big lanai, well stocked. Good landlords. It is a do again"
Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.

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

10.0 out of 10, Exceptional, (159)
"Great location and views with access to the pool and beach club, great place to vacation. "
Waikoloa Beach Resort Hali'i Kai 7H Ocean View Private Club, Pool, Tennis/PB

Paradise Awaits! Gorgeous Kolea Condo with Great Views

9.6 out of 10, Exceptional, (103)
"We were pleasantly surprised to learn about the free daily morning coffee by the pool, close (walking) proximity to the beach, and partial view of the water! Served as a great home base for our Big Island vacation. Appreciated the beach chairs, umbrella, and cooler as well! Highly recommend! "
Paradise Awaits! Gorgeous Kolea Condo with Great Views

5 Star Luxury Beach Villa ~ Prime Location & Quality Amenities

10.0 out of 10, Exceptional, (130)
"Everything about our condo was very nice. It is the best equipped condo with great accessories. After staying in Waikoloa Beach condos for the last 15 years this one has been the nicest in almost all categories. Just a delight to stay there. Mahalo to Lorie for a first class accommodation."
5 Star Luxury Beach Villa ~ Prime Location & Quality Amenities

1 Huge Unit 6 Bed 4 Bath Condo in Waikoloa Village

2.0 star property
8.8 out of 10, Excellent, (8)
"Enjoyed our stay. The condo was well stocked for the beach. There was a lot of space for the ten of us. The kitchen was spacious. It is in a great location, close to the pool. We would definitely stay there again."
The price is HK$1,948
HK$7,706 total
includes taxes & fees
3 Sept - 4 Sept
1 Huge Unit 6 Bed 4 Bath Condo in Waikoloa Village

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

4.0 star property
9.6 out of 10, Exceptional, (8)
"Enjoyed our stay immensely! Loved the pool and 2 jacuzzis Great location and walkable to both King’s and Queens’s shop, Free pass to the Hilton Resort is a big plus! Great customer service from the property manager Shannon as well! Would definitely come back! "
Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach
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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Top Waikoloa Hotel Reviews

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?

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 175 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.