Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Our top choices for Waikoloa holiday rentals

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (701)
"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, (493)
"Looking forward to staying here again."
Fairway Villas Waikoloa by OUTRIGGER

The Perfect Vacation Home at The Big Island Hawaii

9.6 out of 10, Exceptional, (105)
"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

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!

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

Waikoloa Beach Resort Hali'i Kai 7H Ocean View Private Club, Pool, Tennis/PB

10.0 out of 10, Exceptional, (159)
"Great location and views with access to the pool and beach club, great place to vacation. "
Waikoloa Beach Resort Hali'i Kai 7H Ocean View Private Club, Pool, Tennis/PB

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

QUIET COMFORT! PL-STVR-2024-000967

9.8 out of 10, Exceptional, (185)
"Great stay "
QUIET COMFORT! PL-STVR-2024-000967

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

Beautiful 3 bedroom condo in the heart of Waikoloa

9.8 out of 10, Exceptional, (21)
"Great location, lovely condo!"
Beautiful 3 bedroom condo in the heart of Waikoloa

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$1,250
includes taxes & fees
17 Sept - 18 Sept
Best Deal! Boogie Boards, Snorkel Gear, Baby Gear, Golf! Its all in the deal!

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 !

Newly Renovated in 2024! E22 Waikoloa Beach Villas

2.0 star property
10.0 out of 10, Exceptional, (6)
"Very clean and comfortable, great amenities. "
Newly Renovated in 2024! E22 Waikoloa Beach Villas

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!

Fairway Terrace#H208 Top Floor, Beautifully Remodeled condo, Heated Pool

10.0 out of 10, Exceptional, (3)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great spacious rental for up to 4 people.Located up hill from Mauna Loa resort it avoids potential hassle with tsunamis.There is one room with air conditioner, but during night it is not needed due to breeze from the volcano above."
Fairway Terrace#H208 Top Floor, Beautifully Remodeled condo, Heated Pool

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

9.4 out of 10, Exceptional, (62)
"Our host, Amy, was very communicative & accommodating. Thank you, Amy!"
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!

This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.

9.0 out of 10, Wonderful, (9)
"Great place to stay with our family. The condo was clean and spacious. We would stay again!"
This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.

Relax by the Sea, in this awesome 2 bedroom Condo

10.0 out of 10, Exceptional, (170)
"Everything about our stay was perfect! This is a unit we’d have enthusiastically reserved for next year had it been available - but it was already booked. Being so close to the Ocean Club is handy. Maureen is a gracious and highly accommodating host."
Relax by the Sea, in this awesome 2 bedroom Condo
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$1,250 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 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.