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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 179 Villas in Kaupulehu with updated reviews, rates, and availability.

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

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

9.2 out of 10, Wonderful, (57)
"We had a great stay! There is shopping, food, and beaches close by and we really had a great time!"
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Mauna Lani Private beach access, 2025 Waikoloa Hilton pool pass
Pool

Mauna Lani Private beach access, 2025 Waikoloa Hilton pool pass

9.4 out of 10, Exceptional, (66)
"Beautiful location and property"
Mauna Lani Private beach access, 2025 Waikoloa Hilton pool pass
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Pool

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

9.6 out of 10, Exceptional, (58)
"Great location, clean, comfortable, EASY accommodations. Thank you!! "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Hawaiian-Style Garden View 2-Br Villa, Ground Floor AC Kitchen & Beach Club Pass
Outdoor pool, a heated pool

Hawaiian-Style Garden View 2-Br Villa, Ground Floor AC Kitchen & Beach Club Pass

9.8 out of 10, Exceptional, (17)
"Beautiful property with access to many amenities. Well stocked kitchen, which is a personal must have. Would stay here again. Only thing I would suggest is a recycling bin - it was tragic how much recycling when into the garbage."
Hawaiian-Style Garden View 2-Br Villa, Ground Floor AC Kitchen & Beach Club Pass
Private ground floor villa with bbq and golf course view.
Pool

Private ground floor villa with bbq and golf course view.

9.8 out of 10, Exceptional, (70)
"Our whole family felt quickly at home during our stay. We were impressed with the organization and cleanliness of the condo, the beach gear, the kitchen stocked with all needed for at home cooking, and the location is ideal for walking to the resort area attractions. Mahalo to Amy for top-notch management of this rental! "
Private ground floor villa with bbq and golf course view.
Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC
Beach

Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC

10.0 out of 10, Exceptional, (91)
"Might do it again"
Aloha Condos, Beach Villas at Kahaluu, Villa 1-201, Beach View, AC
Private, two story corner Villa with a range of Island Views!
Pool

Private, two story corner Villa with a range of Island Views!

9.8 out of 10, Exceptional, (107)
"We loved our stay here! Everything was amazing "
Private, two story corner Villa with a range of Island Views!
Luxury accommodations, discounted golf and beautiful sunsets year round.
Beach nearby, sun loungers, beach towels

Luxury accommodations, discounted golf and beautiful sunsets year round.

10.0 out of 10, Exceptional, (138)
"This condo at the far end of the golf course was unbelievably great. We don’t golf! The condo was well stocked with everything one could need for the beach and beach activities. Also stocked was the kitchen including some food, all spices, and everything in a full home kitchen. We ate at the condo breakfast and several dinners, it was so easy and convenient. We had an evening flight on our last night, and easily arranged a late checkout. This for the price must be the best place in Waikoloa! ...
Luxury accommodations, discounted golf and beautiful sunsets year round.
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
Property grounds

Beach Front Condo (Ocean View), Best Snorkeling/Surfing.

9.8 out of 10, Exceptional, (93)
"We stayed for the second time in this complex. The location is great just walk two minutes to great snorkeling on a lovely beach. Accommodations were great with a very comfortable 2 bedroom condo. It was fully supplied with cooking implements beach towels and comfy beds. We will return!"
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
Beautiful Mauna Lani Home with access to the Private Beach Club.
Sun loungers, beach towels

Beautiful Mauna Lani Home with access to the Private Beach Club.

10.0 out of 10, Exceptional, (50)
"Clean spacious and well decorated. I would stay there again anytime!"
Beautiful Mauna Lani Home with access to the Private Beach Club.
Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!
Outdoor pool

Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!

9.8 out of 10, Exceptional, (40)
"Great villa conveniently located within Mauna Kea property. A 10 minute walk down the private path and you are at the hotel and beach. House was fully stocked with any kitchen items you would need if you plan to cook at the house. Very clean and well-kept. We had a great stay! "
Mauna Kea Villa, Walking Distance to the Beach and Hotel - Beyond Perfection!
Gorgeous Ocean View Villa with Heated Pool/Spa, Mauna Kea Club Member
A heated pool

Gorgeous Ocean View Villa with Heated Pool/Spa, Mauna Kea Club Member

10.0 out of 10, Exceptional, (91)
"Comfortable and well maintained.Owners very responsive Look forward to a return visit!"
Gorgeous Ocean View Villa with Heated Pool/Spa, Mauna Kea Club Member
Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa
Beach nearby, sun loungers, beach towels

Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa

9.8 out of 10, Exceptional, (81)
"Our whole family enjoyed it here. The house is just as pictured. Beautiful views from the upper bedrooms. Lovely outdoor dining area in the back. Hosts were friendly and helpful. There was a detailed rental agreement required, guests should be prepared to do the paperwork well in advance."
Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa
Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts
Outdoor pool

Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

10.0 out of 10, Exceptional, (38)
"This was our second time staying at this amazing property, we can't wait to hopefully come back, everything was perfection!! We would recommend it to anyone! "
Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (77)
"Great time at a great location "
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Sky Villa Estate Luxury Gated Retreat with Amazing Ocean View
Terrace/patio

Sky Villa Estate Luxury Gated Retreat with Amazing Ocean View

10.0 out of 10, Exceptional, (4)
"Close to town. Beautiful landscaping. Nice temperature. "
Sky Villa Estate Luxury Gated Retreat with Amazing Ocean View
KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS
Outdoor pool, a heated pool

KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS

9.8 out of 10, Exceptional, (56)
"We love this condo so much. We’ve come three years in a row. This continues to be our favorite trip out of all the places we’ve stayed. "
KING SIZE BED, SOLAR HEATED POOLS/SPAS, OCEAN VIEWS
Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access
Outdoor pool, a heated pool

Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access

10.0 out of 10, Exceptional, (8)
"A wonderful home for our large family gathering. Great location with so many entertainment options that everyone enjoyed endless hours in the pool, hot tub, game room, and relaxing on the patio. The kitchen and huge BBQ area made cooking fun and convenient. "
Ultimate Ocean View Villa • Pool • Pickleball • Game Room • Gym • Club Access
Penthouse - 3 Bedrooms 2 Baths
Sun loungers, beach towels

Penthouse - 3 Bedrooms 2 Baths

10.0 out of 10, Exceptional, (160)
"Great location, clean property, and great amenities. Will stay here again."
Penthouse - 3 Bedrooms 2 Baths
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
Outdoor dining

Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.

10.0 out of 10, Exceptional, (15)
"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: perfect location in Hualalai"
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
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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