Pineapple Hill Active Homes

Pineapple Hill is a private gated residential community within the Kapalua Resort, situated between the coastline and the Plantation Course on the northwest coast of Maui. Comprising approximately 125 homesites generally ranging from one-quarter to over one-half acre, the community offers panoramic Pacific Ocean views toward Lanai and Molokai, custom residences across a range of architectural styles, and a centrally located clubhouse with pool and tennis facilities. Pineapple Hill's central position within Kapalua — equidistant from the resort's beaches, golf courses, and hotel amenities — makes it one of the community's most accessible gated neighborhoods.

$5,165,000 Fee Simple

Pineapple Hill

104 WOODROSE PL, Kapalua

4 beds, 3.5 baths, 3,315 sq. ft., 10,145 sq. ft. lot

Listed by Coldwell Banker Island Prop-KP

620 SILVERSWORD DR #26, LAHAINA, HI 96761

$4,975,000 Fee Simple

Pineapple Hill

620 SILVERSWORD DR #26, Kapalua

4 beds, 4.5 baths, 3,445 sq. ft., 10,372 sq. ft. lot

Listed by Keller Williams Realty Maui-L

$4,950,000 Fee Simple

Pineapple Hill

232 CRESTVIEW RD, Kapalua

3 beds, 3 baths, 3,354 sq. ft., 0.45 acres lot

Listed by Coldwell Banker Island Prop-KP

$4,650,000 Fee Simple

Pineapple Hill

116 PULELEHUA ST #1, Kapalua

4 beds, 4.5 baths, 4,081 sq. ft., 0.47 acres lot

Listed by Keller Williams Realty Maui-L

514 PACIFIC DR #LOT 62, LAHAINA, HI 96761

$4,600,000 Fee Simple

NEW

Pineapple Hill

514 PACIFIC DR #LOT 62, Kapalua

4 beds, 4.5 baths, 3,704 sq. ft., 9,500 sq. ft. lot

Listed by Island Sotheby's International Realty(L)

$3,495,000 Fee Simple

Pineapple Hill

212 CRESTVIEW RD, Kapalua

3 beds, 3.5 baths, 3,674 sq. ft., 0.25 acres lot

Listed by Island Sotheby's International Realty(L)

Pineapple Hill is Kapalua's most established mid-scale gated community, with a broad range of residences that reflect different eras of custom construction. Buyers benefit from understanding the significant variation in build quality, renovation history, and view orientation across the community's approximately 125 homesites. Mary Anne Fitch represents buyers and sellers within Pineapple Hill with a career sales volume exceeding $1 billion. Contact Mary Anne directly to discuss current availability.