1630 Olinda Rd, Makawao, HI 96768

$5,295,000

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… Read More 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. Read Less

Courtesy of Keller Williams Realty Maui-Ka.

Listing Snapshot

Days Online

Last Updated

Jun 6, 2026

Property Type

Single Family Residence

Beds

Full Baths

Partial Baths

Square Ft.

5,899

Lot Size

2.07 Acres

Year Built

1996

MLS Number

409844

30 Days Snapshot Of 96768

$1.75M

+13%

(avg) sold price

+75%

homes sold

292

+172%

(avg) days on market

Snapshot

Area Map

Additional Details

Property Access

Road surface type: "Paved", "Concrete"

Appliances & Equipment

"Dishwasher", "Disposal", "Dryer", "Microwave", "Range", "Refrigerator", "Solar Hot Water", "Washer", "Solar Water Heating"

Building

Built in 1996, Building area total: 5,899, Living area: 5,035, Levels: "Two"

Cooling

"Central Air"

Exterior Features

"Tennis Court(s)", "Lawn Sprinkler"

Fence

"Wall/Fence"

Foundation

"Pillar/Post/Pier"

Garage

3 spaces

Interior Features

"Bookcases", "Ceiling Fan(s)", "Kitchen Ware", "Linens", "TV Cable", "Workshop", "Remodeled", "Entry", "Ceiling Fan", "Eat-in Kitchen", "Family Room"

Lot

2.07 acres, 90,169 square feet

Primary Bedroom

Master bedroom level: Ground

Parking

3 covered spaces, "Garage", "Garage Door Opener"

Pool

"In Ground"

Property

Patio and porch features: "Covered Lanai/Deck", "Uncovered Lanai/Deck", "None"

Roof

"Cedar Shake", "Asphalt/Comp Shingle"

Security Features

"Security System", "Smoke Detector(s)"

Sewer

"Septic Tank"

Spa

"Spa/Hot Tub"

Taxes

Tax annual amount: $45,828, Tax year: 2025

Utilities

"Underground", "Cable Connected"

Windows

"Blinds", "Drapes"

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

1630 Olinda Rd

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send