1630 Olinda Rd, Makawao/Olinda/Haliimaile, HI

$5,295,000

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4

Beds

Baths

5,035

Square feet

2.07

Acres

About 1630 Olinda Rd

Some properties are simply beautiful. Others leave you feeling something long after you’ve gone. Perched along the breathtaking slopes of Olinda Road on over 2 private acres, this extraordinary Upcountry estate is the kind of place people spend years hoping to find on Maui. Expansive yet deeply inviting, refined yet grounded, it offers a rare sense of peace and awe the moment you arrive. Towering skies, sweeping bi-coastal views, cool Olinda air, and the feeling of being completely surrounded by Maui’s natural beauty make this property truly unforgettable. Designed for gathering, celebrating, resting, and living fully, the estate offers a stunning 5,000+ sq ft main residence, attached apartment, detached cottage, and expansive barn/workspace creating an incredibly rare opportunity for multigenerational living, deep community, creativity, and connection. At the center of the home, the kitchen naturally draws people together with its breathtaking Spalted Mango island, custom cabinetry, artistic concrete countertops, and walls of windows framing Maui’s North and South Shores. It is easy to picture slow mornings with coffee as the clouds roll over Haleakala, long meals shared around the table, and evenings where conversations continue long after sunset. Outside, the grounds feel abundant and alive. Mature avocado trees produce some of the best avocados you will ever taste alongside thriving banana and citrus trees woven throughout the property. The infinity-edge pool, spa, pickleball court, basketball court, expansive lawns, and countless outdoor gathering spaces create an environment where family and friends naturally want to linger. Inside, every space has been thoughtfully designed to feel both grand and welcoming. Multiple living areas, a sunroom with a fireplace, spacious bedrooms, and beautifully curated finishes throughout create a home that lives as comfortably as it entertains. Whether hosting intimate dinners, large celebrations, retreats, weddings, or simply enjoying a quiet evening under the stars, the property adapts effortlessly to every season of life. What makes this estate truly special is not simply its size, amenities, or breathtaking views. It is the feeling of possibility that exists here. It is a place where generations can gather, where children can run freely, where creativity can flourish, and where some of life's most meaningful moments naturally unfold. Rarely does a property combine luxury, privacy, functionality, and soul in such a remarkable way. 1630 Olinda Road is more than a home. It is a legacy property, an Upcountry sanctuary, and a once-in-a-lifetime opportunity to own one of Maui's truly exceptional estates.

Features of 1630 Olinda Rd

MLS® # 409844
Price $5,295,000
Bedrooms 4
Bathrooms 4.50
Square Footage 5,035
Land Tenure Fee Simple
Acres 2.07
Year Built 1996
Type Residential
Sub-Type SF w/Det Ohana or Cottage
Status Pending

Community Information

Address 1630 Olinda Rd
Area Makawao/Olinda/Haliimaile
Subdivision Haleakala
City Makawao/Olinda/Haliimaile
State HI
Zip Code 96768

Amenities

Utilities Cable Connected
Parking Garage, Garage Door Opener
# of Garages 3
View Mountain/Ocean
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground

Interior

Interior Features Bookcases, Ceiling Fan(s), Kitchen Ware, Linens, TV Cable, Workshop, Remodeled, Entry, Ceiling Fan, Eat-in Kitchen, Family Room
Appliances Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Solar Hot Water, Washer, Solar Water Heating
Cooling Central Air
Fireplace Yes
Stories Two

Exterior

Exterior Features Tennis Court(s), Lawn Sprinkler
Windows Blinds, Drapes
Roof Cedar Shake, Asphalt/Comp Shingle
Foundation Pillar/Post/Pier

Additional Information

Date Listed May 20th, 2026
Days on Market 49
Short Sale No
RE / Bank Owned No
Ohana Available Yes
Vacation Rental No
Pets Allowed N
Land Tenure Fee Simple

Listing Details

OfficeKeller Williams Realty Maui-Ka
Contact InfoCell: 530-521-9551

Listing Map

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