Pineapple Hill Homes for Sale

All Listings Over $1,000,000
Photo of Listing #398466

330 Cook Pine Dr

$6,495,000
  • 4 Beds
  • 4.50 Baths
  • 4,723 SqFt
This private ocean view estate is situated on approximately a half-acre in one of Kapalua's most popular neighborhoods, Pineapple Hill. Remodeled in 2018 with a contemporary, elegant island inspired design, this home is one of the most secluded in t...
Residential
Photo of Listing #398983

310 Cook Pine Dr

$6,250,000 In Escrow
  • 3 Beds
  • 3.50 Baths
  • 3,748 SqFt
This luxurious three bedroom home is located in one of Maui's most coveted destinations, Pineapple Hill, and boasts high-end finishes and exquisite upgrades throughout. As you step into this remarkable home, you'll be greeted by an open-concept layou...
Residential
New
Photo of Listing #399041

306 Cook Pine Dr 73

$6,150,000
  • 4 Beds
  • 4.50 Baths
  • 4,150 SqFt
This under-construction home will be the first brand-new home for sale in Pineapple Hill in over 12 years. This spacious, cutting-edge, 4-bedroom home with upstairs and downstairs primary bedrooms is located on one of the premier lots in Pineapple Hi...
Residential
Photo of Listing #398491

238 Crestview Rd

$5,695,000
  • 4 Beds
  • 4.50 Baths
  • 4,121 SqFt
Stunning custom island home located in Kapalua's most coveted neighborhood, Pineapple Hill. This luxurious home is set up for indoor/outdoor island living with pocket sliders extending the spacious indoor living space flowing out to the expansive lan...
Residential
Photo of Listing #397856

105 Pulelehua St

$4,695,000
  • 3 Beds
  • 3.50 Baths
  • 3,851 SqFt
Fabulous custom Single level home in Pineapple Hill Phase II. Lots of off street parking and elegant porte cochere for your convenience. The views from the entry to the great room are magnificent. Molokai, Lanai, the Bay Course are captivating. The f...
Residential
Photo of Listing #398665

518 Pacific Dr 60

$3,850,000
  • 4 Beds
  • 4.00 Baths
  • 3,357 SqFt
This is Pineapple Hill at its finest! This perfectly maintained 4-bedroom Pineapple Hill home is ideally located at the end of a cul-de-sac ensuring maximum privacy while enjoying magical ocean and sunset views. This fully-furnished, turn-key, two-st...
Residential
    

Pineapple Hill Land for Sale

Photo of Listing #396196

103 Pulelehua St 17

$1,895,000
  • Beds
  • Baths
  • 20,691 SqFt
Lot 17 in Pineapple Hill Estates is one of the last remaining premium building sites in Kapalua with epic ocean views over The Bay Course to the outer islands of Lanai and Molokai. With the perfect west facing orientation you will have a front row se...
Vacant Land
Photo of Listing #397641

308 Cook Pine Dr

$1,800,000
  • Beds
  • Baths
  • 10,019 SqFt
One of the last remaining excellent building lots with a really great panoramic ocean view including Lana'i Island and Molokai Island. A new home with stunning, modern features has been designed by a well known local architect who can customize many...
Vacant Land
Photo of Listing #396852

322 Cook Pine Dr 81

$995,000 In Escrow
  • Beds
  • Baths
  • 9,897 SqFt
This is a rare offering of one of the last undeveloped home sites in Pineapple Hill. Enjoy spectacular ocean and outer island views, which frame Maui's spectacular sunsets. Pineapple Hill is a popular neighborhood loved for its location in the hear...
Vacant Land
    

Listings provided courtesy of the REALTORS® Association of Maui.

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