Pineapple Hill Homes with Fee Simple Land tenure

Welcome to Pineapple Hill, a hidden gem nestled in the heart of Lahaina, Maui. This enchanting neighborhood is renowned for its breathtaking views, lush landscapes, and a vibrant community spirit that makes it feel like home. With its tropical charm and serene ambiance, Pineapple Hill is the perfect retreat for those seeking a slice of paradise.

One of the standout features of this delightful community is the homes with Fee Simple land tenure, providing homeowners with full ownership rights. This means you not only own your home but also the land it sits on, offering a sense of permanence and stability that is highly coveted in Hawaii’s real estate market. Imagine waking up to the gentle sound of the ocean waves and the sweet fragrance of blooming hibiscus, all while knowing that your investment is secure.

The neighborhood is ideally located near some of Maui's top attractions, including pristine beaches, world-class dining, and vibrant cultural experiences. Whether you’re taking a leisurely stroll along the shoreline or indulging in a sunset dinner at a nearby restaurant, Pineapple Hill offers a lifestyle that effortlessly blends relaxation and adventure.

Families will appreciate the close-knit community feel, with friendly neighbors and local events that foster connections. The area is also conveniently situated near schools, parks, and recreational facilities, making it an ideal choice for those with children.

In Pineapple Hill, you don’t just find a home; you discover a lifestyle that celebrates the beauty of island living. Come and experience the magic of this extraordinary neighborhood—your dream home awaits!

Newest Pineapple Hill Homes with Fee Simple Land tenure

$5,195,000

3 Beds ⋅ 4 Baths ⋅ 408268 MLS ⋅ Fee Simple Tenure

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, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.