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 #392959

324 Cook Pine Dr 82

$2,999,000
  • 3 Beds
  • 3.50 Baths
  • 3,670 SqFt
This beautiful home features expansive ocean and island views. The owners have loved this location for its private setting and the tranquil gardens, which feature a large pool with a soothing waterfall. Since their purchase, the owners have lovingly ...
Residential
Photo of Listing #392686

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 #392014

330 Cook Pine Dr

$4,995,000 In Escrow
  • 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 #391725

520 Pacific Dr

$2,795,000
  • 4 Beds
  • 4.50 Baths
  • 4,200 SqFt
Nestled in a quiet location, with only steps leading to the beautifully maintained Pineapple Hill pool pavilion and tennis facility, lies 520 Pacific. This 4 bedroom, 4.5 bath home has all the needed space to spend amazing days/months/years on Maui. ...
Residential
Photo of Listing #391515

1216 Summer Rd 43

$7,950,000
  • 5 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 #391526

114 Pulelehua St

$1,200,000 In Escrow
  • 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. This is the last remaining vacant lot situated on the golf course in Pineapple Hill and Pineapple Hil...
Vacant Land
Photo of Listing #390895

1004 Sunset Pl

$1,090,000
  • Beds
  • Baths
  • 15,764 SqFt
This vacant land of over 1/3 of an acre, is the largest remaining buildable lot in Phase 1 in the desirable Pineapple Hill Subdivision in the Kapalua Resort. It is pie shape which allows for optimization of the unobstructed panoramic ocean and islan...
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 #380930

322 Cook Pine Dr 81

$899,000
  • Beds
  • Baths
  • 9,888 SqFt
Sale includes a set of "almost" complete home plans with an estimate to build of $1.9M from Crescent Home Builders. This is one of the last few remaining vacant Pineapple Hill Lots with the perfect orientation to enjoy the spectacular Kapalua ocean v...
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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