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

New
Photo of Listing #389363

504 Pacific Dr

$2,495,000
  • 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 groun...
Residential
Photo of Listing #389283

101 Pulelehua St

$3,595,000 In Escrow
  • 4 Beds
  • 3.50 Baths
  • 4,238 SqFt
Imagine yourself at home in Pineapple Hill in this spacious single level home. The open floor plan features a great room and dining area with pocketing doors that extend the living space to a large covered lanai. The chef’s kitchen features top o...
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 #388871

508 Pacific Dr

$2,850,000
  • 4 Beds
  • 4.50 Baths
  • 4,105 SqFt
EXTRAORDINARY. MAUI. DEDICATED TO THE EXTRAORDINARY, THE EXCEPTIONAL, AND THE UNIQUE. This quality-built home exudes pride of ownership and attention to detail not seen in many homes. 508 Pacific boasts great views and is reminiscent of a formal lo...
Residential
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 #388240

1004 Sunset Pl

$999,950
  • Beds
  • Baths
  • 15,764 SqFt
This vacant land property of over 1/3 acres is located in Pineapple Hill at Kapalua. It is pie shaped which allows for optimization of the unobstructed panoramic ocean and island views. Sunset Place is the only cul de sac which features a beautifully...
Vacant Land
Photo of Listing #388113

216 Crestview Rd 9

$950,000
  • Beds
  • Baths
  • 12,200 SqFt
Live the Kapalua dream at the Top of the Hill in Pineapple Hill Phase I with spectacular sunset views, whale watching and vistas of the outer islands of Lanai and Molokai in full view. This Graded, level lot is easy to build on and could come with a...
Vacant Land
Photo of Listing #387922

1214 Summer Rd 44

$2,950,000
  • 3 Beds
  • 3.50 Baths
  • 3,598 SqFt
Very private 3 bedroom, 3 1/2 bath home in a tropical setting behind the gates at Pineapple Hill, the Kapalua Resort's premier single family home development. Mexican paver floors enhance the feeling of of casual elegance that awaits the fortunate b...
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
    

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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