Hawaii Living

592 Kaupakalua Rd (Haiku (Maui))

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Photo 1 of 592 Kaupakalua Rd, Haiku
Photo 2 of 592 Kaupakalua Rd, Haiku
Photo 3 of 592 Kaupakalua Rd, Haiku
592 Kaupakalua Rd, Haiku
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Description
This large, custom built executive home blends stately features and tropical paradise perfectly. From the copper rain gutters, to the Peggy Hopper stained glass entry door, there are unique features throughout this Stephen Pitt designed European style villa. Surrounded with Hawaiian foliage and verdant land, the home sits on 1.25 level, usable acres and overlooks a large lawn. Fully fenced pasture. The stucco exterior and imperial plaster interior keep the home cool in the summer and the 2 stacked wood burning fireplaces keep it warm on those chilly winter evenings. Travertine flooring runs throughout most of the downstairs and a well-appointed kitchen contains an eating nook and 3 sinks for your convenience. Close to world famous Hookipa Beach, Mama's Fish House, private and public schools. Septic has already been installed. Come and see this truly amazing, one-of-a-kind north shore gem.
Past Activity
  • Oct 20, 2022 Sold for $1,710,000
  • Aug 04, 2022 Under Contract
  • Apr 02, 2022 Listed at $1,999,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $595
  • View: Garden
  • TMK: 2280050030000
  • Courtesy: Coldwell Banker Island Prop(P) / 808-264-3112
  • MLS: 395326
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on January 23, 2026.Information is deemed reliable but not guaranteed.
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38 Waipuhia Pl#B
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  • Sold 10/20/22 at $1,710,000
    (List Price: $1,899,000)
Description
This large, custom built executive home blends stately features and tropical paradise perfectly. From the copper rain gutters, to the Peggy Hopper stained glass entry door, there are unique features throughout this Stephen Pitt designed European style villa. Surrounded with Hawaiian foliage and verdant land, the home sits on 1.25 level, usable acres and overlooks a large lawn. Fully fenced pasture. The stucco exterior and imperial plaster interior keep the home cool in the summer and the 2 stacked wood burning fireplaces keep it warm on those chilly winter evenings. Travertine flooring runs throughout most of the downstairs and a well-appointed kitchen contains an eating nook and 3 sinks for your convenience. Close to world famous Hookipa Beach, Mama's Fish House, private and public schools. Septic has already been installed. Come and see this truly amazing, one-of-a-kind north shore gem.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on January 23, 2026.Information is deemed reliable but not guaranteed.
    • Oct 20, 2022 Sold for $1,710,000
    • Aug 04, 2022 Under Contract
    • Apr 02, 2022 Listed at $1,999,000
    Other Haiku (Maui) Homes
    $1,895,000
    4509 Opana Pl
    3 Bds | 2 Ba
    3,103 ft²
    $1,950,000
    620 Awalau Rd
    3 Bds | 2 Ba
    2,787 ft²
    $1,979,808
    22 Hale Lio Pl
    3 Bds | 3 Ba
    2,159 ft²
    $1,795,000
    38 Waipuhia Pl#B
    3 Bds | 2 Ba
    999 ft²
     
    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.