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Description
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.
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 10, 2025.Information is deemed reliable but not guaranteed.
Sold 7/24/25 at $1,450,000 (List Price: $1,550,000)
Description
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.
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 10, 2025.Information is deemed reliable but not guaranteed.
You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, our network of agents can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000. Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
Other fees could be a special assessment, reserve contributions etc.
DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.
