Pineapple Hill Homes for Sale

Pineapple Hill Homes for Sale

Welcome to Pineapple Hill, an enchanting neighborhood nestled in the heart of Lahaina, Maui. Known for its stunning landscapes and vibrant atmosphere, Pineapple Hill offers a unique blend of tropical charm and modern living. This community is a hidden gem, boasting panoramic views of the Pacific Ocean and the majestic West Maui Mountains, making it an ideal locale for those seeking both serenity and adventure.

As you stroll through the tree-lined streets, you’ll find beautifully designed homes that reflect the island’s rich culture and natural beauty. The architecture in Pineapple Hill is a harmonious mix of contemporary elegance and traditional Hawaiian elements, providing a warm and inviting ambiance. Many homes feature spacious layouts, expansive outdoor living areas, and lush gardens, perfect for enjoying the island's stunning sunsets.

Living in Pineapple Hill means embracing the laid-back island lifestyle while still being close to the vibrant town of Lahaina. Just minutes away, you can explore a variety of shops, restaurants, and art galleries that showcase the local culture. For outdoor enthusiasts, world-class beaches, hiking trails, and water sports are easily accessible, ensuring there’s never a dull moment.

Currently, there are homes for sale in this sought-after neighborhood, making it an opportune time to invest in your dream island retreat. Whether you’re looking for a permanent residence or a vacation getaway, Pineapple Hill offers a slice of paradise that is simply irresistible. Discover the magic of living in this remarkable community and start your journey to island living today!

Newest Pineapple Hill Homes for Sale

$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.