A sunset over a beach with palm trees silhouetted against the sky.

Waikoloa Holiday Rentals

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Our top choices for Waikoloa holiday rentals

1. Marriott's Waikoloa Ocean Club

Marriott's Waikoloa Ocean Club
4.0 star property
Waikoloa
8.8 out of 10, Excellent, (125 reviews)
"Beautiful property"
United States
Michael
The price is NZ$915
includes taxes & fees
1 Sept - 2 Sept
Marriott's Waikoloa Ocean Club

2. 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, (171 reviews)
"Wonderful stay. Would highly recommend! "
United States
Michelle
The price is NZ$1,809
includes taxes & fees
17 Aug - 18 Aug
Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse

3. Hilton Pool Pass Kolea - Luxe Penthouse

Hilton Pool Pass Kolea - Luxe Penthouse
4.0 star property
Waikoloa
10.0 out of 10, Exceptional, (4 reviews)
"Very Very nice Vacation"
South Korea
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Hilton Pool Pass Kolea - Luxe Penthouse

4. Hilton Pool Pass Kolea Luxury Ground Floor 3BR

Hilton Pool Pass Kolea Luxury Ground Floor 3BR
Waikoloa Village
The price is NZ$1,598
includes taxes & fees
21 Aug - 22 Aug
Hilton Pool Pass Kolea Luxury Ground Floor 3BR

5. 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, (11 reviews)
"Excellent property and location! "
United States
Prashanth
Hilton Pool Pass - Experience luxury at Kolea-Remodeled Penthouse, Walk to Beach

6. Luxury Beach Front Villa - Kolea

Luxury Beach Front Villa - Kolea
4.0 star property
Waikoloa
The price is NZ$1,682
includes taxes & fees
26 Aug - 27 Aug
Luxury Beach Front Villa - Kolea

7. 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 review)
The price is NZ$1,563
includes taxes & fees
31 Aug - 1 Sept
Walk to Beach from Lux Condo w/Hilton Pool Pass

8. Waikoloa Colony Villas Resort by KBM

Waikoloa Colony Villas Resort by KBM
4.5 star property
Waikoloa
The price is NZ$1,809
includes taxes & fees
30 Aug - 31 Aug
Waikoloa Colony Villas Resort by KBM

9. Modern Tropical Retreat with Kitchen, Relaxing Ambiance and Serene Surroundings

Modern Tropical Retreat with Kitchen, Relaxing Ambiance and Serene Surroundings
Hawaii County
Modern Tropical Retreat with Kitchen, Relaxing Ambiance and Serene Surroundings

10. Marriott's Waikoloa Ocean Club (1 Bedroom)

Marriott's Waikoloa Ocean Club (1 Bedroom)
Waikoloa Village
The price is NZ$1,930
includes taxes & fees
18 Aug - 19 Aug
Marriott's Waikoloa Ocean Club (1 Bedroom)

11. Tranquil Tropical Getaway with Modern Comforts and Quiet Escape - with Pool!

Tranquil Tropical Getaway with Modern Comforts and Quiet Escape - with Pool!
Hawaii County
Tranquil Tropical Getaway with Modern Comforts and Quiet Escape - with Pool!

12. Bright Island Suite w/ Airy Lanai and Stunning Sunset Views - Near Waikoloa Golf

Bright Island Suite w/ Airy Lanai and Stunning Sunset Views - Near Waikoloa Golf
Hawaii County
Bright Island Suite w/ Airy Lanai and Stunning Sunset Views - Near Waikoloa Golf

13. Unwind in Bright Island Suite w/ Comfy Private Lanai, Full Kitchen & Sunset Glow

Unwind in Bright Island Suite w/ Comfy Private Lanai, Full Kitchen & Sunset Glow
Hawaii County
Unwind in Bright Island Suite w/ Comfy Private Lanai, Full Kitchen & Sunset Glow

14. Kolea Kai Resort by KBM

Kolea Kai Resort by KBM
4.5 star property
Waikoloa
The price is NZ$13,016
includes taxes & fees
4 Sept - 5 Sept
Kolea Kai Resort by KBM

15. Halii Kai Resort by KBM

Halii Kai Resort by KBM
4.0 star property
Waikoloa
The price is NZ$6,497
includes taxes & fees
30 Aug - 31 Aug
Halii Kai Resort by KBM

16. Studio Kohala Big Island Ocean View

Studio Kohala Big Island Ocean View
Kohala Estates
9.8 out of 10, Exceptional, (255 reviews)
"We had a wonderful stay at Studio Kohala Big Island Ocean View! The space was comfortable, peaceful, and offered beautiful views. Loved listening to the wind at night! The hosts were thoughtful and welcoming, and they even provided yogurt and fresh fruit for us in the morning, which was such a nice touch. We truly enjoyed our stay and would happily return. Highly recommend!"
United States
Nichole
The price is NZ$540
includes taxes & fees
17 Aug - 18 Aug
Studio Kohala Big Island Ocean View

17. 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, (125 reviews)
"Great place to stay for a night!"
United States
Anna H.
The price is NZ$277
includes taxes & fees
17 Aug - 18 Aug
The Surf Hideaway is walking distance to everything Kona

18. Kailua Studio w/ Pool Access & Garden Views!

Kailua Studio w/ Pool Access & Garden Views!
3.0 star property
Historic Kailua Village
8.8 out of 10, Excellent, (6 reviews)
"Cozy spot, a short walk from the beach and some great spots to watch the sunset."
United States
Anonymous traveller
The price is NZ$657
includes taxes & fees
17 Aug - 18 Aug
Kailua Studio w/ Pool Access & Garden Views!

19. RENOVATED Kona Studio By The Ocean!!!

RENOVATED Kona Studio By The Ocean!!!
Historic Kailua Village
9.2 out of 10, Wonderful, (62 reviews)
"Very clean condo and there were a few extras available like an ice chest and snorkle gear."
United States
Andrew
The price is NZ$386
includes taxes & fees
24 Aug - 25 Aug
RENOVATED Kona Studio By The Ocean!!!

20. Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff

Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
Historic Kailua Village
9.0 out of 10, Wonderful, (80 reviews)
"There was a key code situation that never got resolved. We had to Leave the door unlocked cause we thought if it locked we would be out on the street for the night. Pool was good. Price cheap but the key thing a real problem. Not fancy for sure"
United States
Deborah
The price is NZ$487
includes taxes & fees
17 Aug - 18 Aug
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
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

Find out more about Waikoloa

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Waikoloa holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Waikoloa. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Waikoloa. Seeing all the best attractions is bound to make you fall in love with Waikoloa. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Waikoloa short-term rentals, that won’t be hard to do.

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?

Fabulous Waikoloa Colony Villas 3 Bdrm 3 Bath Townhouse: This highly rated holiday home rental in Waikoloa is located on a lake, and has an outdoor pool, a balcony 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. You can relax into your holiday with a garden and 1 hot tub.

How many holiday rentals are there in Waikoloa?

With 164 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.