Olinda real estate in Upcountry, Maui is our specialty. Our team is committed to making the buying and selling of real estate in Olinda, Upcountry Maui a pleasurable and rewarding experience. Our website allows you to search all active Olinda homes for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.
Dream your future here... With your imagination to enhance, update, or transform this very special property, the possibilities are wide & wonderful! The lovely settin...
Listing courtesy of Millennium Realty Inc.
Welcome to an exquisite Upcountry Estate, perfectly positioned halfway up Olinda Rd on a secluded 2+ acre lot, offering breathtaking panoramic views. The meticulously pla...
Listing courtesy of Compass.
Privately located at the end of a cul-de-sac, at an elevation of 3317 feet above sea level and surrounded by the Waihou Spring Forest Reserve, this charming home beckons ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Nestled in the embrace of the fragrant Eucalyptus Waihou Spring Forest Reserve, this extraordinary abode offers the epitome of privacy and tranquility. Embodying the spir...
Listing courtesy of Coldwell Banker Island Prop-Ku.
This may be the solution. Many buyers want to build their own private estate on land, with ocean and mountain views. But – they also want building cost and timing certain...
Listing courtesy of Compass.
Absolutely gorgeous private paradise on 2.1 acres, only 2 miles from downtown Makawao. ALL FULLY RENOVATED AND MOVE IN READY. 2824 sf (2,555 living + 977 lanais and d...
Listing courtesy of Maui Property LLC.
“ON THE EDGE OF MAUI’S MAGICAL FORREST RESERVE” Wake up feeling on top of the world, everyday, living in this Maui Inspired "NEW CENTURY MODERN”, 2 acre. ranch estate, 12...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Beautiful private Olinda Ranch Style Home surrounded by eucalyptus trees and is fully fenced in, perfect for children and great for dogs. Home is located on 1.13 acres wi...
Listing courtesy of Equity One Real Estate Inc (P).
Located near the top of Olinda, this contemporary designed property is all about privacy. This lot has a serene atmosphere surrounded by Haleakala Ranch, hiking trails an...
Listing courtesy of Hawaii Life (W).
Classic, divine, Olinda living. Home and cottage with peek-a-boo ocean views and privacy on 2+ acres. Just 3.75 miles up Olinda Road from Makawao. Enter your own tranq...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
The property has a knoll from which you have unobstructed ocean views and Haleakala views. With some tree clearing, there may be views of West Maui & Maalaea. Very priv...
Listing courtesy of Classic Maui Properties, Inc..
Gorgeous Upcountry electronically gated estate! Beautiful Main home + 2 charming & romantic cottages + detached yoga studio! Set well away from the main road, surrounded ...
Listing courtesy of Maui Home and Life.
Incredible Value! This “Frank Stiller” 2 story 3808 sq. ft. pole home/retreat/compound offers possibilities featuring 2 bedrooms, 2 baths, kitchen and large living and d...
Listing courtesy of Fred Haywood Realty.
Available for the first time in 44 years this extraordinary Olinda property is ready for a new owner to create their own legacy. Once known as Mauka Lani stables this 4.7...
Listing courtesy of The Maui Real Estate Team, Inc.
Welcome to this exclusive upcountry estate, family owned for generations and the first and probably the only one that will be offered for sale. Positioned on over two a...
Listing courtesy of Emerald Club Realty, Inc..
2080 Piiholo Road is located in upcountry Olinda. The main house has three bedrooms with three bathrooms plus a den. The smart layout makes it possible to use the den as ...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to the Olinda Cottage, a peaceful and serene home nestled just outside the Waihau Spring Forest Reserve. This beautifully designed cottage offers everything one w...
Listing courtesy of Coldwell Banker Island Prop(S).
Beautiful home with well separated cottage and ocean views on 2.88 acres! So many things to love about this property. The 3000 sf main home has open beam ceilings, Millg...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Enjoy the essence of Maui’s sacred Forest Reserve and all that it has to offer while residing in this secluded upper Makawao neighborhood – coupled with the rarest of opp...
Listing courtesy of Coldwell Banker Island Prop-Ku.
The ocean views, peace and serenity will surely steal your heart away when you pass through the gates of this this tranquil 2 acre upcountry estate! Great location, 7 min...
Listing courtesy of Hawaiian Style Realty LLC.
Beautiful property in Olinda with plantation style home in privacy. Clean, cozy and open floor plan with great outdoor views. Wood floors, granite tile countertops and ne...
Listing courtesy of Fred Haywood Realty.
Smell and hear the whispers of the eucalyptus trees, take in the sound and feel of nature in beautiful Piiholo! Turn this small chalet into your castle, a property you c...
Listing courtesy of Island Sotheby's Int'l Rlty(W).
Exceptional Olinda land, beautiful, single level home, unsurpassed privacy and panoramic views. Enter through the electronic gates, enjoy the vistas as you travel up the ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
This is an incredible rental income potential opportunity with over $100,000 rental income received in 2018! There are three structures on property: the main home with an...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
With the average price of homes on Maui reaching over $980,000, How does 2 homes for the price of one sound? Let your imagination run wild living on over 2.6 acres situat...
Listing courtesy of NextHome Hometown Realty Group.
Charming Upcountry home nestled in lower Olinda. Lovely kitchen remodel was featured as an award winning design in Hawaii Home Magazine. The three bedroom, one and a half...
Listing courtesy of Coldwell Banker Island Prop(S).
Lovely Olinda. Romantic, private hideaway with expansive views, and incredible privacy in a tranquil, natural setting. The 2 bedroom chalet & gazebo/studio are a bonus to...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Welcome to Olinda Country Estates! An Upcountry gem - just past mile marker 4 off of Piiholo Road sits this private, fully-fenced parcel with a gorgeous one-story contem...
Listing courtesy of Keller Williams Realty Maui-Ka.
Hard to find single story home perched up on Olinda with valley and ocean views. Sitting on the front lanai feels like being at a private retreat. Newer construction buil...
Listing courtesy of Green Realty Group.
The Sky's the Limit This lovely gated property is set on two lush acres and is quietly nestled into a gently sloping landscape sheltered by towering eucalyptus trees. Per...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Opportunity in Paradise. Incredible location. Large 4 bedroom 2 1/2 bath home on 3224 sq ft home. Home needs some refreshing. With some work this will be someones dre...
Listing courtesy of REALHome Services & Solutions.
BACK ON MARKET: Build your dream home with unobstructed views from 2.2 acre level parcel in Olinda. On a quiet partially unpaved road, this parcel neighbors the vast pa...
Listing courtesy of BHGRE Valley Isle (W).
A true Maui legacy estate offering mountain and ocean views from the top of Olinda Road in cool and quiet upcountry Maui. The main home features over 1900sqft of living ...
Listing courtesy of Hawaii Life (W).
Paradise Found on Piiholo Road! This magical turn-key farm estate is move-in ready... just bring your own animals! This well-manicured 0.86 acre property is completely fe...
Listing courtesy of Maui Paradise Properties LLC.
A major renovation was just completed on this beautiful, contemporary Olinda estate. Live in a peaceful park-like setting with amazing views, spacious rooms, cathedral c...
Listing courtesy of McEntire Realty.
Olinda with ccean views, mountain views + Kahakuloa,+ Molokai, + Paia coastline. The quintessential upcountry Mauian's dream come true! This, the larger CPR lot (A) has ...
Listing courtesy of Hawaii Real Estate Team.
Sold before listed
Listing courtesy of Chase 'N Rainbows Real Est Inc.