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]()
$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
Listing Office: Coldwell Banker Island Prop-KP
![Photo of Listing #408178]()
$5,200,000
- 3 Beds
- 3.00 Baths
- 3,354 SqFt
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 ...
Residential
Listing Office: Coldwell Banker Island Prop-KP
![Photo of Listing #408268]()
$5,195,000
- 3 Beds
- 3.50 Baths
- 4,574 SqFt
Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, th...
Residential
Listing Office: Island Sotheby's International Realty(L)
![Photo of Listing #409156]()
$4,975,000
- 4 Beds
- 4.50 Baths
- 3,445 SqFt
Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath reside...
Residential
Listing Office: Keller Williams Realty Maui-L
![Photo of Listing #407964]()
$4,900,000
- 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
Listing Office: Coldwell Banker Island Prop-KP
![Photo of Listing #406659]()
$4,650,000
- 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
Listing Office: Keller Williams Realty Maui-L
Active Pineapple Hill Land Listings
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