Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Pool
2 - bedroom Waikoloa Townhouse 106, close to beaches and restaurants
10.0 out of 10, Exceptional, (20)
"Modern, relaxing and nicely located property that enables visitors to take advantage of all the items the Big Island offers. Amenities such as bikes, golf clubs, and beach gear allows one to fully embrace an active vacation. Hosts were attentive and property was fully stocked with vital small appliances, sundries, and household products. Could not have asked for more."
2 - bedroom Waikoloa Townhouse 106, close to beaches and restaurants
Beach nearby, sun-loungers, beach towels
Luxury accommodations, discounted golf and beautiful sunsets year round.
10.0 out of 10, Exceptional, (114)
"This ground floor unit is so convenient to Queens Marketplace for shopping and dining but the best thing we loved about it was the golf discount. There are golf clubs in the garage so we saved money on renting clubs. There is a men’s left hand set and adult right hand set. Very easy to book all our tee times at the kings and beach golf club where the owners are Gold members."
Luxury accommodations, discounted golf and beautiful sunsets year round.
Terrace/patio
Lovely Vacation at Shores 223
10.0 out of 10, Exceptional, (2)
"Having a wrap around lanai that was big enough for relaxing and dining was amazing. This unit is located close to the pool and the Tropics restaurant. Just minutes to King and Queens shopping malls. Minutes driving to great beaches. Super quiet at night and was furnished very nicely. Lots of room for 2 couples. Everything we needed…except food and drink…was supplied. Would stay here again. Thank you for sharing your place with us. 🇨🇦"
Lovely Vacation at Shores 223
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On the beach, sun-loungers, beach towels
Updated 2 Bedroom Condo Walk to the Beach & Shops.
10.0 out of 10, Exceptional, (206)
"Property was great! Would stay again."
The price is NZ$1,007
per night
11 Jun - 12 Jun
Updated 2 Bedroom Condo Walk to the Beach & Shops.
Property grounds
Waikoloa Villas #H101
10.0 out of 10, Exceptional, (2)
"Fantastic unit, great location, and lots of amenities. Pictures and expectations all met. One of the cleanest properties we have stayed at. Well stocked with basic necessities and lots of extras for play on the beach and in the water."
Waikoloa Villas #H101
Beach/ocean view
Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎
10.0 out of 10, Exceptional, (47)
"We have been to Hawaii several times over the years and absolutely loved our stay here. The pictures on line look nice but it's much nicer seeing it in person. Beautiful place! The owners have done a terrific job with decorating the place, a mixture of modern and Hawaiian. Everything is carefully laid out making the stay very nice. All the beach gear you need is here, and the lanai is so pleasant! We had a great stay and will try to return some day. Aloha!"
Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎
Beach nearby
Villa de Aloha at Kolea Villa Big island Hawaii !
10.0 out of 10, Exceptional, (18)
"Overall we enjoyed our stay. The room was as advertised, lots of space and well stocked with cooking utensils and supplies. Two things that took away from our stay: 1) The fitness centre wasn't really a fitness centre. Four cardio machines isn't a fitness centre. I was expecting to see a dumbbell rack, bench and possibly a cable machine at the very least. I would have liked to have known this in advance as I want to be able to work out while on vacation. 2) Not having an adults only area was an...
Villa de Aloha at Kolea Villa Big island Hawaii !
Golf
Oceanview and golf course views. Close to the Ocean Club
10.0 out of 10, Exceptional, (160)
"Beautiful property in the perfect location to enjoy the island. We found gorgeous snorkeling beaches very close to us. The unit is well stocked and just across the street from the pool, restaurant and ocean. Couldn’t have asked for more! As a side note, we ate at the restaurant three times in our week stay because it was that good!"
Oceanview and golf course views. Close to the Ocean Club
Pool
If Looks could Kill...Prime Location, Close to pool. Weekly Discount!
10.0 out of 10, Exceptional, (98)
"This property is very well appointed and in a great location close to the pool and club house. Richard was very easy to communicate with during our stay. We would highly recommend this property."
If Looks could Kill...Prime Location, Close to pool. Weekly Discount!
TV
Fabulous island retreat near the beach with pools, hot tub & patio
10.0 out of 10, Exceptional, (7)
"The condo was amazing. I would rebook in a heartbeat."
Fabulous island retreat near the beach with pools, hot tub & patio
Beach
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
9.8 out of 10, Exceptional, (129)
"This property is very good. Comfortably appointed and easy distant to shops and beaches although a car is very worthwhile"
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Outdoor pool, a heated pool
2024 Hilton Pool Pass Included!
9.8 out of 10, Exceptional, (58)
"Such a beautiful property very well maintained with a beautiful view of the golf course and centrally located close to shops and reds d walking paths. We would definitely stay here again ! Thank you"
2024 Hilton Pool Pass Included!
Fridge, microwave, oven, stovetop
The Best Ocean View in Waikoloa Village!!
9.8 out of 10, Exceptional, (131)
"You could not beat the view for the evening sunsets from this condo! The condo was beautifully furnished and contained everything you needed for enjoying the Big Island! We even took private golf lessons at the golf course located directly across the street! We loved it!"
The Best Ocean View in Waikoloa Village!!
An infinity pool
Highly upgraded, Ocean View Kolea Penthouse
9.8 out of 10, Exceptional, (53)
"My husband, kids and in-laws all stayed in this gorgeous three bedroom. It was well appointed, had everything we needed, and had very easy access to both a pool and beach at A-bay. The owner was very responsive to any questions, I would definitely recommend."
Highly upgraded, Ocean View Kolea Penthouse
Beach nearby, sun-loungers, beach towels
Quiet & Comfortable!
9.8 out of 10, Exceptional, (164)
"We stayed at Puako. It was wonderful and relaxing. The condo is in a very convenient location. It was also nice and quiet."
Quiet & Comfortable!
Property grounds
Sunset House
9.8 out of 10, Exceptional, (41)
"This stay was excellent the house was clean and ready as advertised, the host was outstanding with responding to us. Highly recommend this location Aloha"
Sunset House
Pool
Ocean Front with stunning views! Includes beach gear! Halii Kai 15H
9.8 out of 10, Exceptional, (72)
"Stayed with my parents who had the main bedroom with the ocean view. My partner and I slept in the second bedroom with a queen bed . The room was so small there was no room for a dresser. I could’ve forgiven that if the mattress was comfortable, but it was old and loud and bowed in the middle, definitely in need of replacing. Otherwise, the location was amazing. You can see whales spouting on the ocean from your condo. However it was a real disappointment that there were no binoculars in the...
Ocean Front with stunning views! Includes beach gear! Halii Kai 15H
Sun-loungers, beach towels
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
9.6 out of 10, Exceptional, (65)
"We enjoyed our stay, very clean and well equipped, quiet complex. Very relaxing and comfortable. We definitely would stay there again !"
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
Pool
Breathtaking Mountain Views Beach Walk Condo w/ Marble Bath
9.6 out of 10, Exceptional, (14)
"The place was very private, quiet, and clean! The location is great and has great amenities. It had everything we needed and more! The property manager responded to our questions very promptly!"
Breathtaking Mountain Views Beach Walk Condo w/ Marble Bath
Pool
Upscale, ground-floor at Halii Kai w/AC, shared pools/hot tub, private W/D, gym
9.6 out of 10, Exceptional, (19)
"6 ladies stayed here for 4 nights and had an absolutely lovely stay. We kept commenting on how impressed we were with the area, condo, and pool/jacuzzi/restaurant area located in the condo complex. The condo had everything we needed and even had boogie boards and kids’ beach toys in the closet for guest use. Such a gem and would highly recommend staying here! "
Upscale, ground-floor at Halii Kai w/AC, shared pools/hot tub, private W/D, gym
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See all available properties in Waikoloa
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.

Other types of properties in Waikoloa you may be interested in

Outdoor pool
Paniolo Greens At Waikoloa
3.0 star property
9.4 out of 10, Exceptional, (1002)
"My 2 bedroom came with a full size kitchen, all utensils. Very clean, full size washer and dryer, two bathrooms, nice view with lanai. Again very clean and comfortable. Will stay here again."
Paniolo Greens At Waikoloa
2 outdoor pools, pool umbrellas, pool loungers
Hilton Grand Vacations Club Kings’ Land Waikoloa
4.0 star property
9.2 out of 10, Wonderful, (1016)
"Access to all the Hilton pools was awesome. The text concierge was very convenient. Spacious rooms. Overall a great stay"
The price is NZ$527
per night
19 May - 20 May
Hilton Grand Vacations Club Kings’ Land Waikoloa
Exterior
Hilton Waikoloa Village
4.0 star property
8.0 out of 10, Very good, (1012)
"Great beautiful property however, room had roaches."
The price is NZ$580
per night
22 May - 23 May
Hilton Waikoloa Village
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.

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.

How many holiday rentals are there in Waikoloa?

With 192 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?

Kailua-Kona Beaches and Anaehoomalu Beach 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 Kings 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.

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