Pineapple Hill

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.


Active Pineapple Hill Residential Listings

Photo of Listing #380719

210 Crestview Rd 6

$3,750,000
  • 3 Beds
  • 4.50 Baths
  • 3,760 SqFt
Perched at the Summit of Pineapple Hill with glorious, unobstructed and private ocean view spanning the Island of Lanai, across The Molokai Channel and North to The Island of Molokai. Completed 2010! Renovated 2014-15! A contemporary oasis offering ...
Residential
Photo of Listing #380406

506 Pacific Dr

$3,495,000
  • 5 Beds
  • 4.50 Baths
  • 4,151 SqFt
This casually elegant residence was completely remodeled in 2015 by one of Maui’s best luxury builders and architects, giving it a like new feel. It offers an inviting and warm ambience with striking ocean, neighbor island and sunset views. Elec...
Residential
Photo of Listing #383760

228 Crestview Rd Lot 14

$3,300,000
  • 4 Beds
  • 4.50 Baths
  • 3,939 SqFt
LIVE…LOVE…KAPALUA Located in the prestigious Kapalua community of Pineapple Hill Estates, 228 Crestview occupies a large, estate sized corner lot with big time views. The home features new wood flooring throughout and will be sold turn key. Th...
Residential
New
Photo of Listing #385007

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 #384082

706 Fairway Dr

$2,675,000
  • 4 Beds
  • 4.50 Baths
  • 3,444 SqFt
Golf course fronting residence in excellent condition with 4 bedrooms and 4.5 bathrooms located along Kapalua’s Bay Course with beautiful views onto the course as well as of the ocean. Master bedroom suite and two guest suites are located on the lo...
Residential
Photo of Listing #384690

710 Fairway Dr

$2,499,000
  • 3 Beds
  • 3.50 Baths
  • 3,666 SqFt
Ocean, islands, resort and golf fairway views await you at 710 Fairway Drive! YOUR Time Is Now! Located on the front-row of Kapalus Bay Course's fairway (5th hole), this 2-level estate offers 3-bedrooms and 3.5-bathrooms spread spaciously across 3,66...
Residential
    

Active Pineapple Hill Land Listings

Photo of Listing #369310

1010 Sunset Pl

$1,275,000
  • 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 #381724

624 Silversword Dr Lot 28

$1,250,000
  • Beds
  • Baths
  • 9,881 SqFt
Spectacular views are yours from this beautiful, level lot overlooking the Kapalua Bay Golf Course. Additional photos will be available shortly! There are only a handful of remaining home sites not built, and this location is truly one of the best i...
Vacant Land
Photo of Listing #380819

1004 Sunset Pl

$1,195,000
  • Beds
  • Baths
  • 15,769 SqFt
Located in the gated community of Pineapple Hill at Kapalua, 1004 Sunset Place is one of a few remaining land parcels available to build. Pineapple Hill was strategically designed with the very best views in mind. All the homes are terraced and buil...
Vacant Land
Photo of Listing #380930

322 Cook Pine Dr 81

$1,185,000
  • Beds
  • Baths
  • 9,888 SqFt
This is one of the last few remaining vacant Pineapple Hill Lots with the perfect orientation to enjoy the spectacular Kapalua ocean views and gorgeous sunsets setting between the outer islands of Lanai and Molokai. This exclusive, meticulously main...
Vacant Land
New
Photo of Listing #385002

308 Cook Pine Dr

$1,075,000
  • 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
Photo of Listing #382582

216 Crestview Rd 9

$975,000
  • 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
    

Listings provided courtesy of the REALTORS® Association of Maui.

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