Pineapple Hill Luxury Kapalua Homes

Comprised of approximately 97 single family detached homes and home sites, this is a private gated community with lot sizes of approximately one quarter acre. Views from above the Bay Golf Course and towards the neighboring islands of Molokai and Lanai enhance this prestigious location. Amenities include Manager's home, Clubhouse and pool, and two tennis courts.


Pineapple Hill Homes For Sale

All Listings Over $1,000,000
Photo of Listing #385083

1216 Summer Rd 43

$8,995,000
  • 6 Beds
  • 6.50 Baths
  • 7,784 SqFt
Located on a private cul-de-sac on a secluded double-lot in Pineapple Hill's premier location is Emerald Point, the jewel of Kapalua. This approx. 7,800 air-conditioned square foot estate with 1,336 exterior covered living square feet was totally ren...
Residential
Photo of Listing #387278

314 Cook Pine Dr

$7,900,000
  • 5 Beds
  • 5.50 Baths
  • 7,229 SqFt
Magnificent 5 bedroom, 5 1/2 bath home with the finest craftsmanship and materials in this very distinctive home behind the gates at Pineapple Hill at Kapalua. Sprawled across 2 lots and meticulously maintained, the former home of one of music's all ...
Residential
Photo of Listing #387279

1212 Summer Rd

$5,900,000
  • 8 Beds
  • 8.50 Baths
  • 8,174 SqFt
Over 3/4 of an Acre with this prestigious one of a kind 8,178 square foot home with 8 bedrooms, 8 1/2 baths designed by Master Architect Rick Ryniak and built by Gary Dixon Construction, one of Maui's finest custom home builders. Located on the Kapal...
Residential
Photo of Listing #385476

112 Pulelehua St

$3,300,000
  • 3 Beds
  • 2.50 Baths
  • 4,504 SqFt
Verde Pacifica graces the only golf course front lot in Pineapple Hill Estates that enjoys ocean views, views of Lanai and Molokai, sunset channel views, and Kapalua’s Cook Pine Ridge. This majestic estate offers just over 6,000 square feet of invi...
Residential
New
Photo of Listing #387997

228 Crestview Rd

$3,295,000
  • 4 Beds
  • 4.50 Baths
  • 3,939 SqFt
With views of the outer-islands of Lana’i and Moloka’i, this luxurious Pineapple Hill Estates home delivers the ultimate in Hawaiian resort-style living.Located on a corner lot, the home boasts incredible features and finishes, inside and out. Th...
Residential
Photo of Listing #387038

1008 Sunset Dr

$2,995,000 In Escrow
  • 3 Beds
  • 3.50 Baths
  • 4,574 SqFt
Extraordinarily unique home behind the gates at exclusive Pineapple Hill at Kapalua. Awesome quality construction with limestone flooring and beautiful teak cabinetry. You'll enjoy the quiet seclusion plus great views. Beautiful water features and yo...
Residential
    

Listings provided courtesy of the REALTORS® Association of Maui.

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