Search Kaupulehu Villa Rentals from CA $501

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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Kaupulehu Villas

Penthouse - 3 Bedrooms 2 Baths
Sun loungers, beach towels

Penthouse - 3 Bedrooms 2 Baths

10.0 out of 10, Exceptional, (157)
"We had such a relaxing stay at the condo. The condo was clean and equipped with all that we needed. We sat on the balcony every morning, drinking coffee and watching the sunrise. We used the beach chairs to enjoy A-Bay, a beautiful beach for swimming, snorkeling, and seeing turtles. There are two small shopping centers within walking distance, and a hiking trail around the property. The pool was nice and a perfect area to watch the sunset. All in all, we had a wonderful stay. "
Penthouse - 3 Bedrooms 2 Baths
2025 Waikoloa Hilton Pool Pass included!! Penthouse, golf course view.
Outdoor pool, a heated pool

2025 Waikoloa Hilton Pool Pass included!! Penthouse, golf course view.

9.8 out of 10, Exceptional, (75)
"Great time at a great location "
2025 Waikoloa Hilton Pool Pass included!! Penthouse, golf course view.
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, (135)
"This was an excellent choice for our vacation. The place was beautiful and had everything you could possibly want for cooking and enjoying the beach. The location was convenient to restaurants, shopping and area attractions. "
Luxury accommodations, discounted golf and beautiful sunsets year round.
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, (3)
"Close to town. Beautiful landscaping. Nice temperature. "
Sky Villa Estate Luxury Gated Retreat with Amazing Ocean View
Ground Floor villa
Pool

Ground Floor villa

9.6 out of 10, Exceptional, (55)
"Amy's condo was perfect for our stay. It was central to all of our day trip locations and close to grocery stores, shopping, and dining. Amy communicated quickly and we were even able to check-in early which was great. The only thing to note is the condo does not have hand soap, body wash/soap, shampoo or conditioner so be sure to bring your or purchase your own supplies. "
Ground Floor villa
Luxury Mauna Lani Resort Villa - Beach Access!
Pool

Luxury Mauna Lani Resort Villa - Beach Access!

9.8 out of 10, Exceptional, (49)
"Everything that we expected and more, it was an excellent trip will be definitely returning"
Luxury Mauna Lani Resort Villa - Beach Access!
Kolea - Stay with Us and Save! the Best Rates in Kolea!
Outdoor pool, a heated pool

Kolea - Stay with Us and Save! the Best Rates in Kolea!

10.0 out of 10, Exceptional, (141)
"The condo itself is very nice and clean. The location is awesome for families—it’s a very short walk to the pool and to the beach. We had two toddlers and an infant and it had the basics we needed for them (pack n play, high chair, beach toys, etc). The showers in the condo have awesome water pressure, the outdoor barbecue was wonderful to have, and we would definitely stay here again. "
The price is CA $501
CA $1,246 total
includes taxes & fees
Apr 8 - Apr 9
Kolea - Stay with Us and Save! the Best Rates in Kolea!
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
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, (16)
"Great location and the unit was very nice. Television was a pain to use. Directions didn't work. "
Hawaiian-Style Garden View 2-Br Villa, Ground Floor AC Kitchen & Beach Club Pass
Fairway Villas Waikoloa G31 - Top Floor Includes Hilton Pool Pass for 2025!
Pool

Fairway Villas Waikoloa G31 - Top Floor Includes Hilton Pool Pass for 2025!

10.0 out of 10, Exceptional, (30)
"The condo was fantastic! We would definitely stay here again. "
Fairway Villas Waikoloa G31 - Top Floor Includes Hilton Pool Pass for 2025!
Ultra private oceanfront gated compound with pool & spa just minutes from town.
Terrace/patio

Ultra private oceanfront gated compound with pool & spa just minutes from town.

10.0 out of 10, Exceptional, (46)
"Beautiful place to stay with stunning view. "
Ultra private oceanfront gated compound with pool & spa just minutes from town.
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, (37)
"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
Gated, peaceful unit, spacious patio to lawn, in Kolea!
A heated pool

Gated, peaceful unit, spacious patio to lawn, in Kolea!

9.2 out of 10, Wonderful, (16)
"Unreal location, amazing accommodations. The hosts were absolutely amazing and so responsive."
Gated, peaceful unit, spacious patio to lawn, in Kolea!
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, (106)
"We loved our stay here! Everything was amazing "
Private, two story corner Villa with a range of Island Views!
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)
"Great communication with property management, the property that we stayed at was updated, clean, well maintained, had various appliances, ie blender, coffee maker, washer dryer that worked wonderfully. There is a person that will do marketing, at a service charge, to stock the house for you prior to arrival which we used and this worked out perfectly."
Hualalai Fairway Villa 116C - NEWLY Renovated, 2 golf carts, BEST LOCATION.
BIG ISLAND PARADISE-private lanai -pool/spa/low golf rates/access to #1 beaches
View from property

BIG ISLAND PARADISE-private lanai -pool/spa/low golf rates/access to #1 beaches

10.0 out of 10, Exceptional, (106)
"Spacious, beautiful home, high end finishes, great privacy, great for cooking, owner and management staff were easy to work with and very friendly. "
BIG ISLAND PARADISE-private lanai -pool/spa/low golf rates/access to #1 beaches
Mauna Lani Private beach access
Pool

Mauna Lani Private beach access

9.4 out of 10, Exceptional, (59)
"Excellent features: location, community, house lay-out, pools, private beachNot excellent: advertised Hilton day pass was not available, no surface parking pass (had to park in very small garage), bicycles all had flat tires without pump, some wear and tear on house (cupboards peeling, white carpets stained etc)"
Mauna Lani Private beach access
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, (66)
"This is was our 4th trip to Waikoloa on the Big Island, our 3rd time time staying at the Waikoloa Beach Villas. Our family absolutely loves the Big Island and there is no other place we will stay! This condo did not disappoint. It was immaculate, comfortable, well appointed with everything our family needed. The lanai was lovely and enjoyed using the gas grill. Check in and out instructions clear. Beach chairs and snorkel gear was a plus to have! This is the nicest Waikoloa Beach Villa condo we...
Private ground floor villa with bbq and golf course view.
Golf getaway near the beach with patio, pools & fitness facility
Beach nearby

Golf getaway near the beach with patio, pools & fitness facility

9.4 out of 10, Exceptional, (15)
"Lovely 2 bedroom condo in quiet gated community. Kitchen well stocked and MOST appreciated were the many beach items, including towels, chairs, umbrellas, and sand toys for the kids - and much more. Close to shops and beaches. Would definitely stay again. "
Golf getaway near the beach with patio, pools & fitness facility
5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country
Outdoor dining

5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country

2.0 star property
5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country
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 Kaupulehu

Royal Sea Cliff Kona by OUTRIGGER
2 outdoor pools

Royal Sea Cliff Kona by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (511)
" Will definitely go back. Our room was spacious with three sliding doors onto two big decks. One deck was covered for meals and one open for sun tanning. Clean, great tv channels is always a bonus. Staff very friendly. Complex just gorgeous. Pool was great too. "
The price is CA $413
CA $1,033 total
includes taxes & fees
Apr 9 - Apr 10
Royal Sea Cliff Kona by OUTRIGGER
Aston Kona by the Sea
On the beach

Aston Kona by the Sea

4.0 star property
8.8 out of 10, Excellent, (1071)
"Beautiful room, wonderful amenities impeccable hospitality! A slice of paradise."
The price is CA $445
CA $736 total
includes taxes & fees
Apr 11 - Apr 12
Aston Kona by the Sea
Kona Bali Kai
Beach

Kona Bali Kai

2.0 star property
7.6 out of 10, Good, (5)
"no ac"
The price is CA $327
CA $473 total
includes taxes & fees
Apr 7 - Apr 8
Kona Bali Kai
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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