Holiday Rentals in Waikoloa

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Our top choices for Waikoloa holiday rentals

NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!

NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!
2.0 star property
Waikoloa Village
9.4 out of 10, Exceptional, (9)
"Fantastic area."
Canada
Ron L.
The price is €696
includes taxes & fees
12 Jan - 13 Jan 2026
NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!

Paradise MicroLoft

Paradise MicroLoft
Waikoloa Village
The price is €397
includes taxes & fees
21 Jan - 22 Jan 2026
Paradise MicroLoft

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 €790
includes taxes & fees
4 Jan - 5 Jan 2026
Waikoloa Colony Villas

Waikoloa Villas #H101

Waikoloa Villas #H101
WAIKOLOA
9.0 out of 10, Wonderful, (15)
"The property has everything we needed and was very comfortable all around. We would definitely return."
United States
louis g.
The price is €591
includes taxes & fees
11 Jan - 12 Jan 2026
Waikoloa Villas #H101

Upgraded Condo on Golf Course, Walking Distance to Beach and Shops!

Upgraded Condo on Golf Course, Walking Distance to Beach and Shops!
Waikoloa
10.0 out of 10, Exceptional, (85)
"Everything was amazing. Matt and Anna are incredible hosts and I couldn't recommend Hale Nene any higher."
United States
Austin L.
Upgraded Condo on Golf Course, Walking Distance to Beach and Shops!

Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea
4.0 star property
Waikoloa
Luxury Beach Front Villa - Kolea

NEWLY redecorated unit! STYLISH Waikoloa getaway! ~7 min to Hilton

NEWLY redecorated unit! STYLISH Waikoloa getaway! ~7 min to Hilton
2.0 star property
Waikoloa Village
NEWLY redecorated unit! STYLISH Waikoloa getaway! ~7 min to Hilton

Marriott's Waikoloa Ocean Club (1 Bedroom)

Marriott's Waikoloa Ocean Club (1 Bedroom)
Waikoloa Village
The price is €992
includes taxes & fees
25 Dec - 26 Dec
Marriott's Waikoloa Ocean Club (1 Bedroom)

Kolea - Stay with Us and Save! the Best Rates in Kolea!

Kolea - Stay with Us and Save! the Best Rates in Kolea!
Waikoloa
10.0 out of 10, Exceptional, (148)
"Comfortable, close to beach and pool. Great place for the whole family. "
United States
Allison M.
The price is €986
includes taxes & fees
3 Jan - 4 Jan 2026
Kolea - Stay with Us and Save! the Best Rates in Kolea!

Hilton Pool Pass - Experience luxury at Kolea-Remodeled Penthouse, Walk to Beach

Hilton Pool Pass - Experience luxury at Kolea-Remodeled Penthouse, Walk to Beach
Waikoloa Village
10.0 out of 10, Exceptional, (7)
"Excellent property and location! "
United States
Prashanth
The price is €1,189
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Pool Pass - Experience luxury at Kolea-Remodeled Penthouse, Walk to Beach

Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse

Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse
Waikoloa
9.8 out of 10, Exceptional, (165)
"Wonderful stay. Would highly recommend! "
United States
Michelle
The price is €1,052
includes taxes & fees
13 Jan - 14 Jan 2026
Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse

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 €1,256
includes taxes & fees
7 Jan - 8 Jan 2026
Hilton Pool Pass Kolea - Luxe Penthouse

💎 Hilton Pool Pass! 3BR Penthouse Sleep 6, Majestic Views, Walk to Beach

💎 Hilton Pool Pass! 3BR Penthouse Sleep 6, Majestic Views, Walk to Beach
Waikoloa
10.0 out of 10, Exceptional, (1)
"This property is incredible. It must be professionally decorated. It had everything we needed. Would definitely come back. Walkable, great view and the 6 of us were very comfortable. "
United States
Heather F.
💎 Hilton Pool Pass! 3BR Penthouse Sleep 6, Majestic Views, Walk to Beach

Walk to Beach from Lux Condo w/Hilton Pool Pass

Walk to Beach from Lux Condo w/Hilton Pool Pass
Waikoloa Village
10.0 out of 10, Exceptional, (1)
Walk to Beach from Lux Condo w/Hilton Pool Pass

Beautiful ocean views located minutes away from Waipio Valley

Beautiful ocean views located minutes away from Waipio Valley
Honokaa
9.6 out of 10, Exceptional, (21)
"We had a wonderful stay! Mahalo for the amazing hospitality and relaxing atmosphere. We would stay here again in the future for sure!! "
United States
Kehau K.
The price is €148
includes taxes & fees
23 Dec - 24 Dec
Beautiful ocean views located minutes away from Waipio Valley

The Surf Hideaway is walking distance to everything Kona

The Surf Hideaway is walking distance to everything Kona
Historic Kailua Village
9.4 out of 10, Exceptional, (85)
"Great place"
China
Forrest
The price is €143
includes taxes & fees
23 Dec - 24 Dec
The Surf Hideaway is walking distance to everything Kona

Cosy studio next to Kona Beach

Cosy studio next to Kona Beach
Historic Kailua Village
9.6 out of 10, Exceptional, (18)
"Great location! The host was so nice & accommodating! We will definitely stay there again, it was perfect for two people! "
Canada
Nicki
The price is €222
includes taxes & fees
8 Jan - 9 Jan 2026
Cosy studio next to Kona Beach

Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.
Kalaoa
8.8 out of 10, Excellent, (25)
"We appreciated the close proximity to the Kona Airport and the autonomy of our private suite. "
United States
Dianne M.
The price is €216
includes taxes & fees
28 Dec - 29 Dec
Beautiful, Spacious, Garden View Studio with Kitchenette. Wir Sprechen Deutsch.

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 €383
includes taxes & fees
14 Jan - 15 Jan 2026
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Contemporary Studio 1 minute to the Ocean!

Contemporary Studio 1 minute to the Ocean!
Historic Kailua Village
8.8 out of 10, Excellent, (88)
"Super cute place in a perfect location! Lots of restaurants/things to do that are a walkable distance! We can’t wait to stay again!"
United States
Kaitlyn K.
The price is €269
includes taxes & fees
4 Jan - 5 Jan 2026
Contemporary Studio 1 minute to the Ocean!
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

Find out more about Waikoloa

Everything you need to know about Waikoloa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waikoloa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waikoloa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waikoloa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waikoloa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waikoloa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waikoloa holiday rentals we have selected for you start as low as €790 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waikoloa rentals

At Expedia, we put the best Waikoloa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waikoloa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waikoloa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waikoloa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 162 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.