Holiday Homes in Waikoloa

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Featured Holiday Homes in Waikoloa

Spacious resort home with pool & hot tub - near beach & golf courses
Pool
Spacious resort home with pool & hot tub - near beach & golf courses
9.6 out of 10, Exceptional, (60)
"We loved the unit; spacious , clean and had everything we needed. The pool was lovely and beautiful beach 15 mins away. We had a small issue with a blind and James the maintenance guy came out and fixed it swiftly. The only things that may need looking at are: dishwasher first clean too well and the tv downstairs was tricky to figure out. But overall, it was a beautiful place would return to this lovely home."
Spacious resort home with pool & hot tub - near beach & golf courses
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!
Fairway Terrace F-107: Waikoloa Condo Golf Course View With Pool
Pool
Fairway Terrace F-107: Waikoloa Condo Golf Course View With Pool
9.4 out of 10, Exceptional, (11)
"Beautiful, well appointed property. Well maintained with super responsive hosts. Would definitely stay again. "
Fairway Terrace F-107: Waikoloa Condo Golf Course View With Pool
Colony Villa | Paradise among the Palm Trees
Pool
Colony Villa | Paradise among the Palm Trees
9.2 out of 10, Wonderful, (29)
"Really nice place with everything you need. Also the beach chairs and snorkel gear were great."
Colony Villa | Paradise among the Palm Trees
Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8
Pool
Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8
10.0 out of 10, Exceptional, (4)
"We loved the breathtakingly beautiful house, decor and gardens. Whale watching from the ocean club was amazing and of course loved taking the golf cart to the snorkeling beach and Napua dining!!! Kate was a pleasure to work with. Can't wait to return!!"
Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8
BBQ Grill on the lanai. Waikoloa Beach Villas H1
Pool
BBQ Grill on the lanai. Waikoloa Beach Villas H1
9.0 out of 10, Wonderful, (25)
"I love how everything is within walking distance. "
BBQ Grill on the lanai. Waikoloa Beach Villas H1
New Listing, Free Night! Free LCO! Fairway Terrace J107!
Pool
New Listing, Free Night! Free LCO! Fairway Terrace J107!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property, well maintained and newly renovated. Close to everything on the north side of the island and easy access to hiking and beaches. We loved our stay."
New Listing, Free Night! Free LCO! Fairway Terrace J107!
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, (89)
"Had a great stay here. The listing is very accurate, no surprises. Nice neighborhood, very quiet for most of our 8 nights here. House is well appointed with lots of kitchen supplies, beach supplies, sporting gear, etc. All of the communication with the property manager was detailed and easy to follow. Would definitely stay here again."
Luxurious Hali'i Kai Townhome with fabulous Ocean views and Private Ocean Club
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf
Beach nearby, sun-loungers, beach towels
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf
10.0 out of 10, Exceptional, (71)
"Close to shops, beach, etc. We enjoyed our stay!"
2 Bed/2 Bath Hawaiian Vacation - Walking Distance to Beaches, Shopping & Golf
Sunset House
Terrace/patio
Sunset House
9.8 out of 10, Exceptional, (50)
"Sunsets every night. Best VRBO I’ve stayed at on big island. Nice beds. Nice showers. Nice landscaping path to road for walks. Quick access to beach. Great place"
Sunset House
Pool, Hot Tub - Air Condition in this One Bedroom Condo!
Pool
Pool, Hot Tub - Air Condition in this One Bedroom Condo!
9.6 out of 10, Exceptional, (5)
"Great central location to places we like to go. Clean, comfortable and quiet place. We love how you have beach stuff and cooler for us to borrow. Thank you!! We will be back "
Pool, Hot Tub - Air Condition in this One Bedroom Condo!
Relax and Unwind in Paradise at Waikoloa Beach Villas P1
Pool
Relax and Unwind in Paradise at Waikoloa Beach Villas P1
10.0 out of 10, Exceptional, (75)
"Great location and accommodation. "
Relax and Unwind in Paradise at Waikoloa Beach Villas P1
OceanView 3Bedroom *A/C* Waikoloa Village house, quiet neighborhood, ⛱️ gear
Outdoor dining
OceanView 3Bedroom *A/C* Waikoloa Village house, quiet neighborhood, ⛱️ gear
9.8 out of 10, Exceptional, (20)
"Bluffs is a great property in a quiet neighborhood a short distance (~6 miles) from the coast. It has a lovely commanding review of ocean and a volcano. The house is totally stocked with everything you need to cook and play in the water. Tetyana was super responsive. Overall, a great place to stay on the Kailua-Kona side of the Big Island."
OceanView 3Bedroom *A/C* Waikoloa Village house, quiet neighborhood, ⛱️ gear
Includes 2 bicycles and beach gear! Waikoloa Colony Villas 1202
Outdoor dining
Includes 2 bicycles and beach gear! Waikoloa Colony Villas 1202
9.8 out of 10, Exceptional, (36)
"This is our 3rd time staying in waikoloa. Property was clean and quiet. Condo was spacious and well maintained. Only issues were we didn’t have full sized fridge for a week. Property management provided ice chest and small fridge. Every room was comfortable and clean"
Includes 2 bicycles and beach gear! Waikoloa Colony Villas 1202
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4
Pool
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4
10.0 out of 10, Exceptional, (40)
"Good"
Heated Pool and includes beach gear! Waikoloa Fairway Villa L4
Charming Waikoloa Village Townhome: Swim & Explore
Pool
Charming Waikoloa Village Townhome: Swim & Explore
10.0 out of 10, Exceptional, (11)
"Had a great day with friends who all came to Kona for the Ironman world championships. Fully equipped three bedroom, 2.5 bath condo with everything you would need. Nice outdoor seating area, pool, hot tub, barbecue area with tables and chairs. Secure neighborhood and very quiet. Would stay again"
Charming Waikoloa Village Townhome: Swim & Explore
Nicely decorated condo close to pool!
Pool
Nicely decorated condo close to pool!
9.2 out of 10, Wonderful, (12)
"The condo was great however the cleanliness in the bathroom was not complete. There was still hair around the sink. The beds were killing our back. They need new ones. Other then that the property itself was great and beautiful grounds."
Nicely decorated condo close to pool!
Hilton Waikoloa Pool Pass Included for stays thru June 2025! Waikoloa Fairway Vi
Pool
Hilton Waikoloa Pool Pass Included for stays thru June 2025! Waikoloa Fairway Vi
9.6 out of 10, Exceptional, (34)
"Spent the week on the big island for both vacation and business conference at the Hilton. Excellent proximity to the conference and very nice local shopping and supplies nearby. Most within walking distance. Amenities were very nice although didn’t get to use the pool much due to conference time. Easy to navigate to other locations on the island and extremely close to beach access. Walking distance or less than five minute drive Definitely would consider staying at this property. Perfect amount...
Hilton Waikoloa Pool Pass Included for stays thru June 2025! Waikoloa Fairway Vi
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
Pool
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
9.8 out of 10, Exceptional, (18)
"A very nice unit with a lot of amenities and in a very gorgeous area. "
Includes Hilton Waikoloa Pool Pass thru June 2025. Waikoloa Beach Villas B23
Hilton Pool Pass for 2024! 2201 Waikoloa Colony Villas
Fridge, microwave, oven, stovetop
Hilton Pool Pass for 2024! 2201 Waikoloa Colony Villas
10.0 out of 10, Exceptional, (6)
"The bottom bedroom doesn't get as cold as upstairs. A box fan helped."
Hilton Pool Pass for 2024! 2201 Waikoloa Colony Villas
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 property types 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, (659)
"Loved the house and always love staying at the Hali Kai. The only thing that was not so great is taking trash to dumpster last night there were tons of rats running around the top and inside when we opened the lid. Not great! "
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, (461)
"It is a nice property and we have stayed there before "
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, (25)
"Convenient location; Easy pool and hit tub access; Close to beach; Everything needed at kitchen; Good laundry on premises "
Kohala Coast Vacation Rental by OUTRIGGER
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.
Beautiful view of the beach with palm trees

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