Hawaii Living

1699 Kaupakalua Rd (Haiku (Maui))

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Photo 1 of 1699 Kaupakalua Rd, Haiku
Photo 2 of 1699 Kaupakalua Rd, Haiku
Photo 3 of 1699 Kaupakalua Rd, Haiku
1699 Kaupakalua Rd, Haiku
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Description
Experience the charm of country living in this beautifully updated single-level custom home, set on 2 usable acres of lush, gated property. Boasting 2,566 sq. ft. of living space, this 3-bedroom, 3.5-bathroom residence offers new luxury vinyl plank (LVP) flooring, fresh interior paint, and an inviting gas fireplace that creates a cozy atmosphere. The primary suite features a brand-new soaking tub and tile surround, adding a touch of luxury. The primary and secondary bathrooms have been smartly updated with new lighting and vanities with slo-close drawers. A spacious layout includes a 2-car garage with storage closets. Carefully selected, updated landscaping completes this inviting home. One acre of pasture is fenced off and equipped with a run-in shed and piped in water, perfect for livestock. The remaining fenced acreage is a gardener’s paradise, featuring a variety of fruit and flowering trees, including a banana patch, avocado, tangerine, ulu, lilikoi, grapefruit, lemon, papaya, pomegranate, mulberry, jade vine, puakenikeni, and ohia, while five raised garden beds provide ample space for growing vegetables and herbs. A roadside fruit stand offers a unique opportunity for sharing your harvest with the community. This property offers a peaceful and productive lifestyle with plenty of room for gardening, farming, or simply enjoying peaceful country living. With a fully fenced in dog run, pet owners can rest at ease knowing their dogs are safely within the property. The fully-owned PV system keeps costs at a minimum while taking advantage of Maui’s bountiful sun. Less than 10 minutes from Makawao town and 1 minute past Hanzawa Store, you have a perfect blend of convenience and pastoral surroundings awaiting you—don’t miss this unique opportunity! Seller holds an inactive real estate license in the State of Hawaii.
Past Activity
  • Aug 06, 2025 Sold for $1,745,000
  • May 21, 2025 Under Contract
  • Feb 26, 2025 Price $1,885,000
  • Jan 27, 2025 Listed at $1,925,000
  • Aug 10, 2020 Sold for $1,215,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $680
  • View: Mountain(s)
  • TMK: 2270140620000
  • Courtesy: Island Sotheby's Int'l Rlty(W) / 808-283-7965
  • MLS: 404789
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
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38 Waipuhia Pl#B
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110 Kahiapo Pl
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2226 Lilikoi Rd
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$1,550,000
59 Door Of Faith Rd
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  • Sold 8/6/25 at $1,745,000
    (List Price: $1,749,000)
Description
Experience the charm of country living in this beautifully updated single-level custom home, set on 2 usable acres of lush, gated property. Boasting 2,566 sq. ft. of living space, this 3-bedroom, 3.5-bathroom residence offers new luxury vinyl plank (LVP) flooring, fresh interior paint, and an inviting gas fireplace that creates a cozy atmosphere. The primary suite features a brand-new soaking tub and tile surround, adding a touch of luxury. The primary and secondary bathrooms have been smartly updated with new lighting and vanities with slo-close drawers. A spacious layout includes a 2-car garage with storage closets. Carefully selected, updated landscaping completes this inviting home. One acre of pasture is fenced off and equipped with a run-in shed and piped in water, perfect for livestock. The remaining fenced acreage is a gardener’s paradise, featuring a variety of fruit and flowering trees, including a banana patch, avocado, tangerine, ulu, lilikoi, grapefruit, lemon, papaya, pomegranate, mulberry, jade vine, puakenikeni, and ohia, while five raised garden beds provide ample space for growing vegetables and herbs. A roadside fruit stand offers a unique opportunity for sharing your harvest with the community. This property offers a peaceful and productive lifestyle with plenty of room for gardening, farming, or simply enjoying peaceful country living. With a fully fenced in dog run, pet owners can rest at ease knowing their dogs are safely within the property. The fully-owned PV system keeps costs at a minimum while taking advantage of Maui’s bountiful sun. Less than 10 minutes from Makawao town and 1 minute past Hanzawa Store, you have a perfect blend of convenience and pastoral surroundings awaiting you—don’t miss this unique opportunity! Seller holds an inactive real estate license in the State of Hawaii.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 09, 2025.Information is deemed reliable but not guaranteed.
    Other Haiku (Maui) Homes
    $1,795,000
    38 Waipuhia Pl#B
    3 Bds | 2 Ba
    999 ft²
    $1,795,000
    110 Kahiapo Pl
    3 Bds | 1.5 Ba
    1,560 ft²
    $1,685,000
    2226 Lilikoi Rd
    3 Bds | 2 Ba
    1,662 ft²
    $1,550,000
    59 Door Of Faith Rd
    2 Bds | 1 Ba
    620 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.