Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Boho Island Paradise - Remodeled 2BR/2BA

2.0 star property
Waikoloa Village
10.0 out of 10, Exceptional, (3)
"I had a fantastic stay at Boho Island Paradise! The apartment was fully renovated and felt like a brand-new space—everything was spotless and tastefully designed. The kitchen was equipped with all the essentials, and the beds were super comfortable. The location was perfect in a quiet, peaceful neighborhood. The host was great, offering prompt communication and clear check-in/check-out instructions, making the whole experience smooth and easy. This beautifully updated apartment was the perfect...
United States
Irina K.
The price is NZ$850
includes taxes & fees
16 Nov - 17 Nov
Boho Island Paradise - Remodeled 2BR/2BA

Paradise MicroLoft

Waikoloa Village
The price is NZ$783
includes taxes & fees
13 Nov - 14 Nov
Paradise MicroLoft

2 Bedroom Fairway View - Gold

Waikoloa
2 Bedroom Fairway View - Gold

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)
"We stayed here for 7 nights in December and loved it! We were able to explore all the places on big island easily. The condo had a lot of items available which was really nice and convenient (ice chest, chairs, boogie boards, bags, pickleball paddles, coffee, and more). Close to a grocery store and the community pool. Very quiet and was amazing to have a nice view to look out at."
United States
Shannon M.
The price is NZ$1,205
includes taxes & fees
21 Nov - 22 Nov
NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!

Luxury Beach Front Villa - Kolea

4.0 star property
Waikoloa
Luxury Beach Front Villa - Kolea

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

Waikoloa
10.0 out of 10, Exceptional, (84)
"We really enjoyed our stay. Location was great. Condo was very comfortable & we had everything we needed. Will be returning! "
United States
Karen B.
The price is NZ$1,044
includes taxes & fees
29 Nov - 30 Nov
Upgraded Condo on Golf Course, Walking Distance to Beach and Shops!

Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!

Waikoloa
10.0 out of 10, Exceptional, (152)
"The condo was beautiful and had everything we needed for a great trip. Would highly recommend!"
United States
Ashley V.
The price is NZ$1,174
includes taxes & fees
19 Nov - 20 Nov
Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!

Marriott's Waikoloa Ocean Club (1 Bedroom)

Waikoloa Village
The price is NZ$2,029
includes taxes & fees
15 Nov - 16 Nov
Marriott's Waikoloa Ocean Club (1 Bedroom)

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

Waikoloa
9.8 out of 10, Exceptional, (165)
"Great place. Clean, comfortable, easy access to pool, beach, shops. The complex pool is nice and a good alternative to busier, noisier resort pools and has a view of A-Bay.We also used the included Hilton pool pass and it worked with no issues.Included towels and beach supplies were super convenient."
United States
Corey D.
The price is NZ$1,709
includes taxes & fees
17 Nov - 18 Nov
Luxury Kolea Golf & Hilton Pass, Partial Ocean View, 2 Min to Beach & Clubhouse

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

Waikoloa
10.0 out of 10, Exceptional, (148)
"We stayed here for a family vacation and stayed 5 nights. Super comfortable and lots of great amenities. The property is beautiful and has access to a great beach and nearby restaurants within walking distance. We really enjoyed our stay here and hope to come back! "
United States
Tiffany B.
The price is NZ$1,667
includes taxes & fees
13 Nov - 14 Nov
Kolea - Stay with Us and Save! the Best Rates in Kolea!

Walk to Beach from Lux Condo w/Hilton Pool Pass

Waikoloa Village
10.0 out of 10, Exceptional, (1)
The price is NZ$1,680
includes taxes & fees
13 Nov - 14 Nov
Walk to Beach from Lux Condo w/Hilton Pool Pass

RENOVATED Kona Studio By The Ocean!!!

Historic Kailua Village
9.0 out of 10, Wonderful, (52)
"This is a great place to stay in an amazing location. Had everything we needed to enjoy the big island."
United States
Matthew C.
The price is NZ$401
includes taxes & fees
4 Dec - 5 Dec
RENOVATED Kona Studio By The Ocean!!!

The Surf Hideaway is walking distance to everything Kona

Historic Kailua Village
9.4 out of 10, Exceptional, (79)
"Clean, safe, inviting property, off street parking, and excellent hosts! Walking distance to everything: a really great spot! Definitely recommend! "
United States
Caroline R.
The price is NZ$269
includes taxes & fees
17 Nov - 18 Nov
The Surf Hideaway is walking distance to everything Kona

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

3.0 star property
Kalaoa
The price is NZ$753
includes taxes & fees
13 Nov - 14 Nov
Charming Pu'ukala Sunset - Near Hiking And Golf 1 Bedroom Home by RedAwning

Cosy studio next to Kona Beach

Historic Kailua Village
9.4 out of 10, Exceptional, (13)
"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 NZ$377
includes taxes & fees
13 Nov - 14 Nov
Cosy studio next to Kona Beach

Experience historic charm near Kailua Pier

Historic Kailua Village
9.6 out of 10, Exceptional, (208)
"We extended our stay and found this place on short notice; fantastic for a place to hang/sleep after a 12 hour day in Volcano National Park. Place has everything you need!"
United States
Kristan O.
The price is NZ$520
includes taxes & fees
13 Nov - 14 Nov
Experience historic charm near Kailua Pier

Beautiful ocean views located minutes away from Waipio Valley

Honokaa
9.4 out of 10, Exceptional, (20)
"This is located in a beautiful part of the world! We certainly enjoyed our time here."
United States
Bill G.
The price is NZ$298
includes taxes & fees
15 Nov - 16 Nov
Beautiful ocean views located minutes away from Waipio Valley

Cozy Cloud Forest Ohana

2.0 star property
Kailua-Kona
9.6 out of 10, Exceptional, (9)
"Great place. Has everything thing you need. Host is very responsive. Was great to come home snd have it be 10 degrees cooler then the beach."
United States
Mark B.
The price is NZ$472
includes taxes & fees
23 Nov - 24 Nov
Cozy Cloud Forest Ohana

Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

3.0 star property
Historic Kailua Village
The price is NZ$674
includes taxes & fees
17 Nov - 18 Nov
Tropical Kailua-kona Escape < 7 Mi to Keauhou Bay!

Sunset Orchard- Sunny side of Waimea, close to beaches!

Waimea
10.0 out of 10, Exceptional, (3)
"The house is very comfortable with ample space. The location was perfect! "
United States
Cyrus S.
The price is NZ$610
includes taxes & fees
13 Nov - 14 Nov
Sunset Orchard- Sunny side of Waimea, close to beaches!
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

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, 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 NZ$1,667 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?

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views: This holiday home rental outside of Waikoloa is located near the bay, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 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.