1365 Piiholo Rd, Makawao/Olinda/Haliimaile, 96768

REDUCED 9% Residential - SF w/Det Ohana or Cottage For Sale

$1,999,000

3Beds
Baths
3,433Sqft
2Acres
1971Built
189DOM
MLS® #: 406954
Pending, 189 Days on Market

Discover tranquility and ultimate privacy at this exceptional Upcountry Maui estate. Nestled on the slopes of Haleakala and bordered by a lush gulch, this 3,433 sqft residence and detached cottage are set on two sprawling acres, creating a serene personal retreat. Step into the main home and you will be greeted by an inviting atmosphere. With soaring vaulted ceilings and large picture windows that perfectly frame the expansive ocean views, you will feel like you have nowhere else to be. The recently remodeled kitchen allows you to seamlessly transition to outdoor living on the generous wrap-around lanai, and enjoy breathtaking sunsets year-round. The primary bedroom is on the main floor and the home also has a loft space, perfect for an art studio or yoga space. This home is both expansive, yet cozy, creating a perfect sanctuary. The lower level offers incredible flexibility with a spacious 2-bedroom, 1-bathroom suite, ideal for extended family or guests, as well as a detached cottage that is seperately metered, and has it's own driveway & entrance. Attached to the main home is a 1 car garage as well as a separate 2 car carport along with plenty of space for storage. This is a rare chance to own a versatile and secluded piece of paradise, where the beauty of Upcountry living unfolds around you.

Price & Status History

Date Details
Status Changed from Active to Pending
Price Reduced from $2,200,000 to $1,999,000

Essential Information

MLS® #: 406954
Price: $1,999,000
Bedrooms: 3
Bathrooms: 1.50
Square Footage: 3,433
Acres: 2.00
Year Built: 1971
Type: Residential
Sub-Type: SF w/Det Ohana or Cottage
Land Tenure: Fee Simple
Status: Pending

Community Information

Address: 1365 Piiholo Rd
Area: Makawao/Olinda/Haliimaile
City: Makawao/Olinda/Haliimaile
State: HI
Zip Code: 96768

Amenities

View: Ocean
Waterfront: None

Additional Information

Listed By: Keller Williams Realty Maui-Ka
Date Listed: August 27th, 2025
Days on Market: 189
Division: 2
Zone: 2
Section: 4
Plat: 014

Listing Details

Office Contact: Cell: 808-542-8059

Financials

$/SqFt: $582

Properties for Sale Similar to 1365 Piiholo Rd, Makawao/Olinda/Haliimaile, HI

Discover Hokuula In The Quaint Town Of Haliimai...

Photo of Listing #398922

$1,725,000 Pending Fee Simple

  • 4 Beds
  • 3 Baths
  • 0.17 Acres
  • 1,456 ft²

Residential

0 Haliimaile Rd Lot 27, Makawao/olinda/haliimaile, HI

MLS® #398922

Listed By: Island Sotheby's Int'l Rlty(W)
Office Contact: Cell: 808-280-6987

Discover Hokuula In The Quaint Town Of Haliimaile, Nestled On The Gentle Slopes Of Haleakala, Overlooking Maui’s World-renowned Northshore Coastline. Expansive Ocean And Mountain Views Will Greet You From This Soon To Be Upcountry Community Of 196-single Fa...

Discover Hokuula In The Quaint Town Of Haliimai...

Photo of Listing #398923

$1,725,000 Pending Fee Simple

  • 4 Beds
  • 3 Baths
  • 0.17 Acres
  • 1,456 ft²

Residential

93 Hokupa St Lot 28, Makawao/olinda/haliimaile, HI

MLS® #398923

Listed By: Island Sotheby's International Realty(L)
Office Contact: Cell: 808-799-6922

Discover Hokuula In The Quaint Town Of Haliimaile, Nestled On The Gentle Slopes Of Haleakala, Overlooking Maui’s World-renowned Northshore Coastline. Expansive Ocean And Mountain Views Will Greet You From This Soon To Be Upcountry Community Of 196-single Fa...

Discover Hokuula In The Quaint Town Of Haliimai...

Photo of Listing #397749

$1,685,000 Pending Fee Simple

  • 4 Beds
  • Baths
  • 0.17 Acres
  • 2,095 ft²

Residential

0 Haliimaile Rd Lot 19, Makawao/olinda/haliimaile, HI

MLS® #397749

Listed By: Island Sotheby's International Realty(L)
Office Contact: Cell: 808-799-6922

Discover Hokuula In The Quaint Town Of Haliimaile, Nestled On The Gentle Slopes Of Haleakala, Overlooking Maui’s World-renowned Northshore Coastline. Expansive Ocean And Mountain Views Will Greet You From This Soon To Be Upcountry Community Of 196-single Fa...

This information is believed to be accurate. It has been provided by sources other than the Realtors Assoc. of Maui and should not be relied upon without independent verification.


You should conduct your own investigation and consult with appropriate professionals to determine the accuracy of the information provided and to answer any questions concerning the property and structures located thereon.


Featured properties may or may not be listed by the office/agent presenting this brochure. Copyright, 1995-2015, REALTORS® Association of Maui, Inc. All Rights Reserved.