Pineapple Hill

Nestled on the slopes of the West Maui mountains near Kapalua's famed Bay golf course, Pineapple Hill offers homeowners spacious lots with breathtaking ocean views. Located in a gated subdivision, homeowners have access to a pool, tennis courts and entertainment areas all while being in the midst of Hawaii's most sought-after resort community.
Fine dining, world-class golfing and some of the best Maui's most picture-perfect beaches are minutes away. Residents of the community have access to a plethora of luxury amenities at the Kapalua Resort, including spas at the Montage and Ritz, shopping at exclusive retailers, and a plethora of activities, to include hiking, snorkeling, golf, and much more.

Pineapple Hill Properties For Sale

Photo of Listing #390126

1202 Summer Rd

$3,750,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 3,586 SqFt
One of Pineapple Hill's best locations, this stunning home is situated overlooking the Kapalua Bay Course with sweeping views of the ocean and the island of Molokai. The main living area is on the ground floor, with three-bedroom suites, a den, din...
Residential
Photo of Listing #389654

330 Cook Pine Dr 85/86

$5,995,000
  • 4 Beds
  • 4.50 Baths
  • 4,723 SqFt
A rare opportunity awaits with the offering of this elegant property- Within the Kapalua resort and the gated, prestigious neighborhood of Pineapple Hill you will find one of the finest properties situated on two contiguous lots of approximately one ...
Residential
Photo of Listing #389363

504 Pacific Dr

$2,495,000 In Escrow
  • 3 Beds
  • 3.00 Baths
  • 2,877 SqFt
This gracious home in Kapalua's Pineapple Hill enclave features stunning ocean and outer island views. Beautifully appointed, the main level features a chef's kitchen, a spacious ocean view bedroom suite, great room, and den. Also, on the ground fl...
Residential
Photo of Listing #388990

114 Pulelehua St

$1,180,000
  • Beds
  • Baths
  • 20,909 SqFt
Enjoy panoramic ocean and island views from this home site nestled along the Bay Course in the gated Pineapple Hill Estates neighborhood of Kapalua. As one of the last remaining vacant lots in Pineapple Hill and Pineapple Hill Estates, this is a spec...
Vacant Land
Photo of Listing #388568

1010 Sunset Pl

$879,000
  • Beds
  • Baths
  • 11,326 SqFt
Very unique "L" shaped lot affording privacy from the street with beautiful views of the ocean, Molokai, and Lanai. Located within the privacy gates of Pineapple Hill at Kapalua, Maui's premier resort with its 2 championship golf courses, the 5 Star ...
Vacant Land
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 In Escrow
  • 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

$3,450,000
  • 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 inviti...
Residential
Photo of Listing #385002

308 Cook Pine Dr

$985,000
  • Beds
  • Baths
  • 10,019 SqFt
Enjoy sunset views, whales jumping during season and vistas of Molokai and Lanai. Pineapple Hill has a very nice recreation setup with 2 tennis courts and large swimming pool along with a pavilion for parties, weddings and receptions etc. This is on...
Vacant Land
    

Neighborhood Map

Map of Pineapple Hill Kapalua

Pineapple Hill Experts

Thinking of purchasing or selling a Pineapple Hills Home for sale? Contact us for a private consultation - our team encompasses some of the utmost experts in the Kapalua real estate market who would be happy to answer any questions.


West Maui Realtors
Island Sotheby's International Realty
Tel 808.665.1166
Fax 808.665.1155

West Maui Real Estate Leaders

Have Questions About the Real Estate Market in Kapalua, Kaanapali, Lahaina, and Napili area?

Our West Maui Real Estate experts have combined decades of experience in serving all facets of the immense West Maui real estate market and have expert-level local knowledge to best serve our clients. For a private consultation, stop by our conveniently located office at 5095 Napilihau Street, Ste 113A in the Napili Plaza, call us at 808-665-1166, or fill out the form below and one of our experts will be in touch.

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Listings provided courtesy of the REALTORS® Association of Maui.

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