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 #407481

104 Woodrose Pl

$5,395,000
  • 4 Beds
  • 3.50 Baths
  • 3,315 SqFt
Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted ced...
Residential
Photo of Listing #406659

116 Pulelehua St 1

$5,395,000
  • 4 Beds
  • 4.50 Baths
  • 4,081 SqFt
Welcome to 116 Pulelehua Street in Pineapple Hill Estates, where elegance meets leisure! Nestled behind the scenic 7th tee box of the renowned Kapalua Bay Course, this stunning home is designed for both relaxation and enjoyment. With its inviting wes...
Residential
New
Photo of Listing #407964

112 Pulelehua St

$5,300,000
  • 3 Beds
  • 2.50 Baths
  • 4,504 SqFt
Welcome to 112 Pulelehua Street, an exceptional single-level residence in the gated Pineapple Hill II community of Kapalua Resort. Positioned on a half-acre on the Kapalua Bay Course overlooking the Pacific Ocean, this redesigned 3-bedroom, 2.5-bathr...
Residential
Photo of Listing #406358

212 Crestview Rd

$3,900,000
  • 3 Beds
  • 3.50 Baths
  • 3,674 SqFt
BIG TIME VIEWS AT THE TOP OF PINEAPPLE HILL Set within the gated Pineapple Hill subdivision, 212 Crestview Road residence features a 3,674 square foot 3 bedroom, 3 and a half bath home on a 10,987 square foot lot with commanding views from the top r...
Residential
Photo of Listing #405060

324 Cook Pine Dr

$3,800,000
  • 3 Beds
  • 3.50 Baths
  • 3,670 SqFt
Welcome to Pineapple Hill, where elegance meets the effortless beauty of Maui’s world-renowned Kapalua Resort. Perched in one of Maui’s most sought-after communities, this gracious home offers breathtaking panoramic ocean, island, and sunset view...
Residential
    

Active Pineapple Hill Land Listings

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Listings provided courtesy of the REALTORS® Association of Maui.

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