Waikoloa Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Waikoloa holiday rentals

2 outdoor pools
Waikoloa Colony Villas

Waikoloa Colony Villas

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
The price is S$1,188
includes taxes & fees
10 Jan - 11 Jan, 2026
Waikoloa Colony Villas
Property grounds
Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea
4.0 star property
Waikoloa
Luxury Beach Front Villa - Kolea
Outdoor pool, pool umbrellas, pool loungers
Hilton Pool Pass Kolea - Luxe Penthouse

Hilton Pool Pass Kolea - Luxe Penthouse

Hilton Pool Pass Kolea - Luxe Penthouse
4.0 star property
Waikoloa
10.0 out of 10, Exceptional, (2)
"Very Very nice Vacation"
South Korea
??
The price is S$1,871
includes taxes & fees
7 Jan - 8 Jan, 2026
Hilton Pool Pass Kolea - Luxe Penthouse
Private kitchen
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
3.0 star property
Kalaoa
The price is S$561
includes taxes & fees
15 Jan - 16 Jan, 2026
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning
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

Hilton Waikoloa Village

Hilton Waikoloa Village

10/10 Excellent
"Everything is good！"
Bo 4-night trip
Posted 6 days ago
Hilton Waikoloa Village

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.

How many holiday rentals are there in Waikoloa?

With 159 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.