Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (700)
"Good location and excellent accommodations"
Castle Hali'i Kai at Waikoloa

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (492)
"Looking forward to staying here again."
Fairway Villas Waikoloa by OUTRIGGER

Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

9.6 out of 10, Exceptional, (97)
"Beautiful veiw and spacious livingroom. Parking was an issue others used our parking stall."
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.

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

BBQ, New Air Conditioning and upgrades!

9.4 out of 10, Exceptional, (89)
"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!

Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

9.8 out of 10, Exceptional, (156)
"Very nice and clean property check in and out was quick and simple. Loved the clubhouse pool, food, hot tubs etc!"
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.8 out of 10, Excellent, (38)
"Super nice and spacious, nice property and lovely view. "
Kohala Coast Vacation Rental by OUTRIGGER

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

9.6 out of 10, Exceptional, (65)
"Great location, clean, comfortable, EASY accommodations. Thank you!! "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

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

10.0 out of 10, Exceptional, (7)
"The condo is located in a beautifully landscaped community in Waikoloa Villas. There are two community pools, hot tubs and grills. My guest pass also worked at a legit saltwater lap pool if you are lap swimmer like me. We ate two times at Johnny’s which is an open air bar and restaurant.But the reason we booked was because of the access to world class beaches. They didn’t dissappoint.Brooke, Tim and Maia took great care of us and were responsive to any needs we had. They are great hosts! "
New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course

The Perfect Vacation Home at The Big Island Hawaii

9.6 out of 10, Exceptional, (104)
"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

Villa de Aloha at Kolea Villa Big island Hawaii !

10.0 out of 10, Exceptional, (36)
"This condo is wonderful - we appreciated the location, you can walk to the beach, the pool, the Hilton, and the shops. The condo has a little view of the water and it was clean and quiet. We definitely recommend this place. Thank you for a great visit!!"
Villa de Aloha at Kolea Villa Big island Hawaii !

Second floor condo w/ shared pool & wraparound lanai w/ amazing views

9.2 out of 10, Wonderful, (31)
"This property was awesome "
Second floor condo w/ shared pool & wraparound lanai w/ amazing views

Waikoloa Colony Villas

3.5 star property
8.4 out of 10, Very good, (107)
"施設内はとても綺麗に整備されています。 プール、ジム、BBQコンロがあり、楽しく過ごせました。 大きい車だったので、駐車スペースが少し狭く感じました。"
Waikoloa Colony Villas

‘25 Special - 2BR Retreat- Perfect for Couples & Kids-Hilton Pass, BBQ! L23

10.0 out of 10, Exceptional, (24)
"We loved our stay. Location is so great. Nice living room furniture and comfy beds. Well stocked overall. So quiet. Hope to stay again soon! "
‘25 Special - 2BR Retreat- Perfect for Couples & Kids-Hilton Pass, BBQ! L23

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

4.0 star property
9.6 out of 10, Exceptional, (8)
"Enjoyed our stay immensely! Loved the pool and 2 jacuzzis Great location and walkable to both King’s and Queens’s shop, Free pass to the Hilton Resort is a big plus! Great customer service from the property manager Shannon as well! Would definitely come back! "
Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

Ocean Front with stunning views! Includes beach gear! Halii Kai 15H

9.8 out of 10, Exceptional, (84)
"We had a wonderful time. This is a perfect location to access the many things to do on the island. And staying at the complex pool for the day was so easy and lovely. Very nice to have food and bar accommodations at the complex pool. We would definitely come back!"
Ocean Front with stunning views! Includes beach gear! Halii Kai 15H

Summer SPECIAL $125 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!

8.8 out of 10, Excellent, (70)
"Beautiful condo, very clean and we would stay here again! "
Summer SPECIAL $125 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!

Pool, Gym, Views and More from this Prime Location

9.6 out of 10, Exceptional, (117)
"Everything about this property was fabulous. The location is wonderful close to shopping beaches and location for walking is wonderful. Really enjoyed our stay. We’ll definitely come to this complex again."
Pool, Gym, Views and More from this Prime Location

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

9.4 out of 10, Exceptional, (61)
"Our host, Amy, was very communicative & accommodating. Thank you, Amy!"
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

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

10.0 out of 10, Exceptional, (150)
"The condo was beautiful and had everything we needed for a great trip. Would highly recommend!"
The price is AU$1,275
includes taxes & fees
7 Sept - 8 Sept
Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!
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

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 favourite 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 depend 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 AU$1,275 per night. Entering your travel dates in the search wizard might find you 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 popular beaches 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?

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town: This holiday home rental outside of Waikoloa is located by the ocean, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Waikoloa?

With 169 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.