Waikoloa Holiday Rentals

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Holiday Rentals in Waikoloa

Castle Hali'i Kai at Waikoloa
Aerial view

Castle Hali'i Kai at Waikoloa

4.0 star property
9.0 out of 10, Wonderful, (664)
"Hali’i Kai a quiet resort tucked into the Waikolo area. Its townhomes stretch from oceanfront, back to golf views. Watch for whales from its beautiful, family-friendly pool. Food and drink options, as well as a small gym are also located there. Our units furnishings were somewhat dated, but clean and comfortable. A beach cooler, sand toys, and boogie boards were available for our use. If you’re looking for a smaller, more private resort, I’d definitely recommend Hali’i Kai"
Castle Hali'i Kai at Waikoloa
Fairway Villas Waikoloa by OUTRIGGER
Outdoor pool

Fairway Villas Waikoloa by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (464)
"Great property and friendly staff "
Fairway Villas Waikoloa by OUTRIGGER
Kohala Coast Vacation Rental by OUTRIGGER
Outdoor pool

Kohala Coast Vacation Rental by OUTRIGGER

3.5 star property
8.6 out of 10, Excellent, (27)
"Very comfortable, easy and accessible. Limited information about the fitness center was shared, but we found it and liked it. Great location! "
Kohala Coast Vacation Rental by OUTRIGGER
Roomy 2/2 + LOFT Floorplan: 2 Master Suites
Smart TV

Roomy 2/2 + LOFT Floorplan: 2 Master Suites

9.6 out of 10, Exceptional, (81)
"We loved our stay at Waikoloa Beach Villas. The unit was very clean, the kitchen was well stocked, and instructions for everything were clear. The unit was well laid out for everyone in our group to have their own space/bathroom. The AC worked well. We appreciated all the beach supplies from beach chairs to beach towels to a cooler. The only thing we felt was missing was a drying rack for wet towels & bathing suits after a day at the beach (as these items aren’t allowed to be hung from the lanai...
Roomy 2/2 + LOFT Floorplan: 2 Master Suites
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
Pool

Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby

9.4 out of 10, Exceptional, (14)
"This is a real find. The lanai opens up on a tranquil view of the mountains and the air is filled with birdsongs. During my stay, I sat on the lanai for hours and never heard a human voice. The condo was spotless and the kitchen well stocked. The bed was very comfortable. When I arrived I could not find an umbrella or chair and when I communicated with the management they answered immediately. Very very nice spot. "
Fresh tropical stay with pool and hot tub access, large lanai, W/D - golf nearby
The Best Ocean View in Waikoloa Village!!
Beach towels

The Best Ocean View in Waikoloa Village!!

9.8 out of 10, Exceptional, (140)
"We had a wonderful stay here. Great location for a couple's getaway. Private and fully equipped, with a super accommodating host. We enjoyed ocean & golf course views from the relaxing lanai. We will be back."
The Best Ocean View in Waikoloa Village!!
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
Sun-loungers, beach towels

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

9.6 out of 10, Exceptional, (80)
"Our stay at this property was very good. The amenities were amazing! We have not rented a condo/home with such attention to detail. Kitchen was outfitted nicely including spices and other extras. Beach chairs, umbrella, cooler, snorkeling equipment were all provided. We loved the sun shades protecting the lanai. Towels and bed linens were abundant. Overall, a great choice for golfers or anyone seeking peace and quiet!"
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Beach

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

9.8 out of 10, Exceptional, (139)
"This property is absolutely amazing! Perfect location, amazing amenities (unique beautifully landscaped private pool with restaurant / bar, massive amount of space, gated community close to everything you would want in Waikaloa. Short drive to Kona and many other great spots. Large lanai with peaceful view. BBQ facilities a short walk away. A very well run property with putting green, basketball court and tennis / pickle ball as well. The view from the pool is breathtaking and provides the...
Luxury condo in prestigious Hali'i Kai oceanfront community. Ocean bar and grill
Paradise Found
Fridge, microwave, oven, stovetop

Paradise Found

9.8 out of 10, Exceptional, (18)
"Wonder home and has everything you would want. Great place for a family with kids. "
Paradise Found
Newly updated home with pools, lanai, ocean view - walk to golf
Fridge, microwave, oven, stovetop

Newly updated home with pools, lanai, ocean view - walk to golf

9.0 out of 10, Wonderful, (31)
"nice home in quiet neighborhood"
Newly updated home with pools, lanai, ocean view - walk to golf
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club
Outdoor pool, a heated pool

Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club

10.0 out of 10, Exceptional, (92)
"We had so much fun at this location. Great to visit so many close amazing places. The pool and bistro at the resort is awesome! We highly recommend:)"
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club
Winter Specials! Family Friendly, Close to Beaches!
Property grounds

Winter Specials! Family Friendly, Close to Beaches!

9.0 out of 10, Wonderful, (7)
"We loved the cool breeze that came off the golf course behind our condo. And seeing the turkeys and other birds that were there was fun too. I would give 5 stars, but it was not clear that the place would not have air-conditioning. The host gave us some extra fans to use. The pool and hot tub was nice as well. that was much appreciated."
Winter Specials! Family Friendly, Close to Beaches!
3-Bedroom Tropical Villa Fall Special $300 a Night - Hali'i Kai 20F
Pool

3-Bedroom Tropical Villa Fall Special $300 a Night - Hali'i Kai 20F

9.8 out of 10, Exceptional, (25)
"Everything about this place was amazing. The cleanliness and amount of space was amazing. The pool was incredible as well."
3-Bedroom Tropical Villa Fall Special $300 a Night - Hali'i Kai 20F
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Outdoor pool, a heated pool

Gorgeous 2 Bedroom on Golf Course with Ocean View!

9.8 out of 10, Exceptional, (29)
"We greatly enjoyed our stay at the Waikoloa Villas VRBO. The dwelling was well appointed with all of the necessary appliances, cookware, dishes and silverware, etc. They even stocked necessities such as a wide array of seasonings, rice, etc. The furnishings and decor were very pleasant. The property was in a very nice neighborhood and it was in close proximity to shopping, dining, the highway, and a golf course."
Gorgeous 2 Bedroom on Golf Course with Ocean View!
Fabulous island retreat near the beach with pools, hot tub & patio
Pool

Fabulous island retreat near the beach with pools, hot tub & patio

10.0 out of 10, Exceptional, (14)
"This condo was perfect for our stay with friends and family. Very clean and bright with lots of comfortable furniture and room to spread out. The kitchen was well stocked with dishes, utensils, and a good selection of spices. It had all the beach supplies we needed from towels, chairs, boogie boards, and beach toys. The great pool and hot tub are steps from the condo. Overall a perfect spot for us."
Fabulous island retreat near the beach with pools, hot tub & patio
Island oasis on golf course w/private lanai, pool, tennis, WiFi, & ocean views
Pool

Island oasis on golf course w/private lanai, pool, tennis, WiFi, & ocean views

9.6 out of 10, Exceptional, (19)
"Wonderful experience. Was a little warm in the afternoons with no air-conditioning in the living room. Cold air in the bedroom. "
Island oasis on golf course w/private lanai, pool, tennis, WiFi, & ocean views
Amazing golf course front condo with lanai, AC, pool, & hot tub
Pool

Amazing golf course front condo with lanai, AC, pool, & hot tub

8.8 out of 10, Excellent, (45)
"Had everything we needed plus the shops and grocery store was very convenient. Had different beaches to chooses from laidback to wavy I’d stay here again"
Amazing golf course front condo with lanai, AC, pool, & hot tub
Updated 2 Bedroom Condo Walk to the Beach & Shops.
On the beach, sun-loungers, beach towels

Updated 2 Bedroom Condo Walk to the Beach & Shops.

10.0 out of 10, Exceptional, (227)
"Thanks you for a great experience. We would definitely stay again "
Updated 2 Bedroom Condo Walk to the Beach & Shops.
Villa de Aloha at Kolea Villa Big island Hawaii !
Beach nearby

Villa de Aloha at Kolea Villa Big island Hawaii !

10.0 out of 10, Exceptional, (23)
"It was great all around! We had the best time! PM was very responsive, the location was amazing and it was the perfect place to enjoy a quick getaway with friends. We’ll be back!"
Villa de Aloha at Kolea Villa Big island Hawaii !
Cozy Island Retreat!
Pool

Cozy Island Retreat!

9.0 out of 10, Wonderful, (8)
"The property was amazing. Very clean and well kept. No a/c = no problem. Open window and patio slider offered wonderful breezes throughout the day and night. On site amenities: grills, pool and workout area were also kept up nicely. Well done!"
Cozy Island Retreat!
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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Other types of properties in Waikoloa you may be interested in

Hilton Waikoloa Village
Exterior

Hilton Waikoloa Village

4.0 star property
8.2 out of 10, Very good, (1007)
"Big — my wife enjoyed going around the resort and seeing the art, history, and Hawaiian feel. Due to it being winter, only minimum facilities open, but enough to enjoy. Better to go off-site to eat due to cost."
The price is HK$2,799
HK$3,742 total
includes taxes & fees
12 Jan - 13 Jan 2025
Hilton Waikoloa Village
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
3 outdoor pools, pool loungers

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4.0 star property
7.4 out of 10, Good, (1008)
"Very beautiful property. Dinner options very limited. Need to take team to hotel but frequency of tram is limitea"
The price is HK$1,781
HK$2,467 total
includes taxes & fees
6 Jan - 7 Jan 2025
Hilton Grand Vacations Club Ocean Tower Waikoloa Village
Hilton Grand Vacations Club Kings’ Land 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, (1009)
"The entire stay at this property was the highlight of our trip. Our room, and the grounds were beautiful and as an additional bonus you get access to the Hilton pool down the street. 100% will be staying here again. "
The price is HK$1,757
HK$2,302 total
includes taxes & fees
5 Jan - 6 Jan 2025
Hilton Grand Vacations Club Kings’ Land 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.

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?

Newly updated home with pools, lanai, ocean view - walk to golf: This highly rated holiday home rental in Waikoloa is located near the beach, and has a patio, a garden 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.

How many holiday rentals are there in Waikoloa?

With 178 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.