Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Condos
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kaupulehu Cabins or Villas(32)

32 Results
$900 - $1,300
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 14 night minimum stay
2 Reviews
$1,000 - $1,300
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
(5)
$1,200 - $1,400
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
$1,000 - $2,500
per night
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 10 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
$1,100 - $2,550
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 10 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
$1,100 - $1,300
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(11)
$900 - $1,100
per night
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night minimum stay
(6)
$1,200 - $1,300
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 14 night minimum stay
1 Review
$1,100 - $1,300
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 14 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(7)
$1,100 - $1,300
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 14 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
$950 - $1,895
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 10 night minimum stay
(3)
$2,250 - $5,150
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 14 night minimum stay
$2,000 - $4,550
per night
5 - 14 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 - 14 night minimum stay
$1,800 - $3,500
per night
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 5
7 night minimum stay
$1,100 - $2,400
per night
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(26)
$1,200 - $2,500
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 10 night minimum stay
1 Review
6 more choices from the HomeAway Network
$1,100 - $2,800
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
5 - 10 night minimum stay
$1,250 - $2,700
per night
5 - 10 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 10 night minimum stay
$795 - $2,100
per night
5 - 10 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 10 night minimum stay
$1,100
per night
5 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
5 night minimum stay
 

Recent Kaupulehu Reviews

Beautiful, super clean, luxurious

5 of 5
We stayed at the property with our nanny, 5 yr old, and 1 yr old. The condo is so nice - our second visit! - and just perfect for a family. Quick golf cart access to the Four Seasons resort, and conveniently, the condo comes with 2 golf carts - the only 2BR property we could find that offered that. Perfect for us, as one group could go home for nap time, while the rest could stay and play. Condo now includes a pack and play and booster seat (not there on our previous visit), so less gear to lug around. We had a couple of minor repair issues, and they were addressed very quickly.
  • Submitted: Oct 6, 2014
  • Stayed: Sep 2014

Living in Luxury

5 of 5
We highly recommend this property -- definitely lived up to its pictures and then some! Being located on the Four Seasons Hualalai grounds was a big draw and we did partake of the restaurant and spa amenities. But, we ended up enjoying dinners at "home" more than we ate out -- the kitchen has EVERYTHING we needed and the lovely lanai was perfect for grilling and eating our meals outdoors. The rental process went very smoothly working directly with Robin and the local property manager was extremely helpful. All in all it was a vacation that we will not forget and that we will want to repeat soon!
  • Submitted: Aug 28, 2014
  • Stayed: Aug 2014

Pili Lani

5 of 5
Luv,luv,luv- in three words is how I feel about this property! Decor well executed,view breathtaking ,amenities with the Four Seasons impeccable and the communication and service between the owner and property manager was always prompt!
  • Submitted: Jul 3, 2014
  • Stayed: Jun 2014