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 #388568

1010 Sunset Pl

$879,000
  • Beds
  • Baths
  • 11,326 SqFt
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 Ritz...
Vacant Land
Photo of Listing #388286

520 Pacific Dr

$2,599,000
  • 4 Beds
  • 4.50 Baths
  • 4,200 SqFt
It's time to enjoy those relaxing Maui days in this spacious Pineapple Hill home. In a quiet location just steps to the beautifully maintained Pineapple Hill pool pavilion and tennis courts facility. All the benefits of a pool without the constant ma...
Residential
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 #387997

228 Crestview Rd

$3,295,000 In Escrow
  • 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 #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 #387609

104 Woodrose Pl 97

$2,079,000
  • 4 Beds
  • 3.50 Baths
  • 3,315 SqFt
PRICED TO SELL! This 4 bedroom, 3.5 bath Pineapple Hill home located at 104 Woodrose Place on a quiet cul-de-sac on the beautiful island of Maui within the desirable gated Kapalua subdivision of Pineapple Hill. Upon entering this spacious 3,315 sq. f...
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
    

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 Int 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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