Pineapple Hill

Pineapple Hill

Perched on the hillside above the coastline of Kapalua Resort, Pineapple Hill is one of Kapalua’s most established and sought-after residential communities. Known for its sweeping ocean views, spacious homesites, and quiet residential atmosphere, the neighborhood offers luxury estate living within one of West Maui’s premier resort environments.

Developed in the late 1980s and 1990s, Pineapple Hill is a gated community of approximately 100 custom homessituated along the slopes overlooking the Pacific Ocean and the neighboring island of Molokaʻi. The elevated location allows many homes to enjoy expansive panoramic views, cooling trade winds, and spectacular Maui sunsets.

Homesites within Pineapple Hill are typically generous residential parcels, generally ranging from about ¼ acre to over ½ acre. The neighborhood is governed by a homeowners association that maintains the community’s private roads, landscaping, and shared amenities.

Residences in Pineapple Hill are primarily custom-built luxury homes, with architectural styles ranging from traditional Hawaiian plantation designs to contemporary island estates. Many homes feature open floor plans, expansive lanais, resort-style pools, and indoor–outdoor living spaces designed to maximize views of the ocean and surrounding landscape.

Pineapple Hill

One of the defining features of Pineapple Hill is its private owners’ clubhouse, which includes a swimming pool, tennis and pickleball courts, and gathering spaces reserved exclusively for residents and their guests. This amenity adds to the neighborhood’s sense of community while maintaining its peaceful residential character.

Pineapple Hill is located just minutes from the beaches and amenities of Kapalua. Residents enjoy convenient access to Kapalua Bay, Oneloa Beach, and championship golf at the Plantation Course at Kapalua and the Bay Course at Kapalua.

With its gated privacy, panoramic ocean views, and proximity to world-class resort amenities, Pineapple Hill remains one of the most desirable residential neighborhoods in Kapalua. For buyers seeking a luxury home within a peaceful resort setting, Pineapple Hill offers a unique blend of privacy, scenery, and lifestyle in West Maui.