Haiku
44 Kaupakalua Rd, Haiku, HI
Listing Price: $1,950,000
4
Beds
2
Baths
2,920
Square feet
2.86
Acres
About 44 Kaupakalua Rd
Discover a truly magical retreat featuring 2 homes on 2.86 acres in the heart of Haiku. Privately positioned on a premium corner lot, this retreat is framed by lush tropical greenery and crowned with the elegance of solid copper roofing, a rare statement of craftsmanship and longevity. A short distance from the main home which is 4 bedrooms 2 Bath and sits a generous detached Ohana, complete with 1 bedroom, 2 baths, and spacious living areas that are ideal for multi-generational living, guests, or income potential. The grounds are truly remarkable. Breezy, peaceful, and full of natural beauty this property embodies the best of Upcountry Maui living. Rare offering a main residence plus a private detached 'ohana on 2.86 acres in Haiku?
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Haiku Real Estate44 Kaupakalua Rd
This property for sale at 44 Kaupakalua Rd is listed for $1,950,000.00 and has been on the market for 157 day(s). It is a Fee Simple property located in Haiku on Maui. It features 4 bedroom(s) and 2.00 bathroom(s) with 2920 square feet of living space. To ask a question or to schedule a showing of this property or any other property on Maui, please contact Evan Harlow with Coldwell Banker Island Properties at 808-214-4799 or email Evan directly at evan@mauieliteproperty.com.
Facts & Features
| MLS® # | 407795 |
|---|---|
| Price | $1,950,000 |
| Bedrooms | 4 |
| Bathrooms | 2.00 |
| Square Footage | 2,920 |
| Land Tenure | Fee Simple |
| Acres | 2.86 |
| Year Built | 1977 |
| Type | Residential |
| Sub-Type | SF w/Det Ohana or Cottage |
| Status | Active |
| Property Tax | View Records |
| Short-Term Rental Allowed | No |
Price History For 44 Kaupakalua Rd
| Date | Details | Change |
|---|---|---|
| Date: 02/09/2026 | Details: Price decreased from $2,500,000 to $2,200,000 | Change: ↓ $300,000 |
| Date: 03/23/2026 | Details: Price decreased from $2,200,000 to $1,950,000 | Change: ↓ $250,000 |
Community Information
| Address | 44 Kaupakalua Rd |
|---|---|
| Area | Haiku |
| City | Haiku |
| State | HI |
| Zip Code | 96708-0000 |
Amenities
| Parking | Carport, No Garage |
|---|---|
| # of Garages | 2 |
| View | Mountain/Ocean |
| Is Waterfront | No |
| Waterfront | None |
| Has Pool | No |
Interior
| Fireplace | No |
|---|
Additional Information
| Date Listed | November 14th, 2025 |
|---|---|
| Days on Market | 157 |
| Short Sale | No |
| RE / Bank Owned | No |
| Tax Map Key | 2280060410000 |
Listing Details
| Office | Five Star Realty Inc. |
|---|