Holiday Rentals in Waikoloa

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (696)
"Great place"
Castle Hali'i Kai at Waikoloa

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (486)
"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, (95)
"My husband, adult son and I spent close to a week in Hawaii. The condo was very pleasant and the hosts were very accommodating. Enjoyed eating out on patio & all the birds——turkeys too!!! "
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

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

Kings' Land, a Hilton Grand Vacations Club - 2 Bedroom Plus - 2KP

Kings' Land, a Hilton Grand Vacations Club - 2 Bedroom Plus - 2KP

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

10.0 out of 10, Exceptional, (119)
"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!

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

9.6 out of 10, Exceptional, (62)
"Great location, clean, comfortable, EASY accommodations. Thank you!! "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

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

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

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

10.0 out of 10, Exceptional, (3)
"It was great everything was really clean the check in was easy and the neighborhood was great and quiet. Even tho the door of the shower was broken it wasn’t really a problem for us but just wanted tn let you guys know. We would definitely come back to you guys if my family comes back to hawaii some day. "
New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course

Upscale, ground-floor at Halii Kai w/AC, shared pools/hot tub, private W/D, gym

9.6 out of 10, Exceptional, (36)
"Place is huge clean and modern. Loads of amenities. Stocked like a real house. Would stay here again if back in the area. "
Upscale, ground-floor at Halii Kai w/AC, shared pools/hot tub, private W/D, gym

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

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!

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

Paradise Awaits! Gorgeous Kolea Condo with Great Views

9.6 out of 10, Exceptional, (102)
"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

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

9.8 out of 10, Exceptional, (81)
"Great time at a great location "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

BBQ, New Air Conditioning and upgrades!

9.6 out of 10, Exceptional, (85)
"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!

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

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

9.2 out of 10, Wonderful, (59)
"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!

The Perfect Vacation Home at The Big Island Hawaii

9.6 out of 10, Exceptional, (101)
"Beautiful condo was well-equipped with everything we needed and more. Plenty of space for the 5 of us. It was wonderful."
The Perfect Vacation Home at The Big Island Hawaii
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.
Save an average of 15% on thousands of hotels when you're signed in

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 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 174 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.