Fleming Tract

About 231 Leinani Dr

Step back in time and into a piece of Maui’s rich heritage at 231 Leinani Drive, a distinguished 5-bedroom, 4-bath estate nestled in the iconic Wailuku Sand Hills. Built in the early 20th century, this historic three-story residence stands as a rare testament to the timeless craftsmanship and enduring spirit of old Hawai‘i. Set on a spacious lot shaded by mature trees, this grand home is elevated to capture sweeping views of the Pacific Ocean and Haleakala, offering both serenity and inspiration from nearly every window. From its original hardwood floors to its high ceilings and vintage built-ins, every corner tells a story—echoing a time when homes were built with soul, intention, and lasting materials. Formerly home to one of Maui’s prominent families, this estate has hosted generations and gatherings, and is now ready for its next chapter. The layout provides flexibility, with expansive living areas, intimate nooks, and ample bedrooms that are ideal for multigenerational living, creative reimagination, or simply embracing the home’s unique mid-century charm. Historic homes like this don’t come around often—this is your chance to own a rare gem in one of Maui’s most charming and connected neighborhoods.

Listing Map