Great location with amazing views. Older house and cottage on a charming dead end street on the outskirts of Makawao Town. These properties do not come on the market often and truly have that “Old Kamaaina Feeling”. Both house and cottage were remodeled in 2005 but need work to restore to original condition. This property is just waiting for the right person to come along with a vision to enjoy all it has to offer.

This property is listed by Island Sotheby's Int'l Rlty(M)

Beautiful 1.59 acre lot in Makawao with a 2 bedroom, 1 bath main home with a enclosed basement and detached ohana. The main house features charming open beam ceilings and a wide wrap around deck. The long concrete drive leads down to the main house and to the 2,400 sq. ft. barn. Private and secluded, yet close to the conveniences of town, this property also features large shade trees, a horse corral, and mountain views. Property is in distress, potential short sale opportunity.

This property is listed by Coldwell Banker Island Prop(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 space and boasts a large deck for views of Maui's North Shore and the Island of Moloka'i beyond. The home is warmed by a central heating system and sunlight from the many thoughtfully placed windows. This sale includes two adjoining parcels for a total of approximately 4.173 acres of lush greenery and privacy. The original cottage could make an incredible artist studio or guest residence with some renovations. The 4.173 is the total land area of the three parcels combined. The Main Home sits on approximately 3.1acres.

This property is listed by Hawaii Life (W)

Built in 2006, designed for gatherings to relax and take in the wide views of West Maui Mountains and the ocean views from west to east. An area held closely by the Baldwin’s, founders of the pineapple business; due to the perfect balance of light pineapple express showers and abundant sunshine overlooking cane fields and Maui’s north shore coastline. This home has a tactile quality of warm woods, stone, large windows leading to spacious lanais and gardens reflecting the detail of design and taste. The exterior elements of the multi pitched roof line and the walking meditation labyrinth path bring a sense of spirit and belonging, a sense of knowing you are in the perfect climate, neighborhood, home and island. Douglas fir flooring embraces the entry, which opens to the grand living room and further to the chef’s kitchen, master bedroom suite and office, all on the first level. The impressive Douglas fir stairway leads to additional living area, the serene yoga/workout studio and two additional bedrooms opening to the sprawling fresh outdoors on this private 2 acre property. Maui Luxury with Global Appeal.

This property is listed by Coldwell Banker Island Prop(P)

Unique custom 3 bedroom home in magical Olinda just 2.5 miles above Makawao Town. Feast your eyes on the gorgeous views from large windows throughout the house. Beautifully updated kitchen with state of the art appliances, granite counters, and hardwood floors. Downstairs there is a guest suite with a large deck. Enjoy the tranquil landscaped gardens with waterfall and 4 person heated spa. There are mature fruit and avocado trees throughout on a fully fenced 3 acre horse friendly property.

This property is listed by Coldwell Banker Island Prop(S)

Beautiful 39.76 acres of Lush Forest in Beautiful Olinda Maui. Ocean Views from almost every angle. There is county water (1 water meter) and (2) electric meters on the property .This Beautiful 39.75 acre parcel is about a 10 min drive from Makawao Town. There are 2 homes on the site, which one is a 3 bedroom 2 bath , 2637 square foot home and the 2nd home is a 3 bedroom 1 bath with 960 square feet of living space. There are 2 driveways also leading to each home. Very easy to show. Buyer must be pre approved before showing.

This property is listed by Green Realty Group

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 this easily expandable custom home, privately situated on 5 acres. The home features a beautiful balance of wood & glass, embracing the views and nature. Features include open beams and stained glass accents, beautiful redwood paneling & woodwork. If you resonate with quality construction instead of quantity and appreciate wood an artistry and the glow of a fireplace...enjoy this home's elegant simplicity. Amazing sunsets and views of the Kihei coast, Lanai, Molokai and the North Shore. Terraced, established gardens, mature fruit trees and lovely, peaceful setting. Unassuming driveway off of Olinda Road leads you to the intriguing, private, jacaranda-lined lane to this properties retreat setting. The cottage and gazebo are at the top of the property so the main home's extremely private & quiet. The closest neighbors toward the view are the cattle grazing on the hundreds of acres of neighboring ranch-land. Just minutes to Seabury Hall and charming Makawao town, yet infinite in its expansiveness, sheltered setting & peacefulness. The location of these 5 acres gives one the sense of being on hundreds of acres. Broad level areas of lawn provide great open space for adventure by day, viewing the vast starry skies by night...or offer ideal positioning for a future pool or tennis court. Land offers variety of terrain and setting from exhilarating open space to intimate glades of forest; a gently sloping hill-side or the avocado tree-lined gulch; from the terraced beds of Protea and azaleas glowing in the morning sun to the sweet afternoon shade below the canopy of the pink-blooming Japanese garden tree. If you need additional room, this home was pre-designed with the option to expand by extending one wing of the structure. Built-in barbecue/sink entertainment area on multi-level lanai, which also fully embraces the amazing view.

This property is listed by Island Sotheby's Int'l Rlty(M)

Now offered for sale on Maui, a stunning agricultural estate in the tranquil community of Olinda with views of Maui's coastline. This masterfully built custom residence offers an expansive and open floor plan. Greeted as you enter with beautiful hardwood floors and exquisitely crafted professional kitchen this estate was planned with detail and function in mind. With 3 bedrooms and 3.5 bathrooms each finished with the finest of touches including heaters in the bathrooms, full steam shower in the master bath as well as heated towel racks to leave you with the true feeling of comfort. All oversized bedrooms include large walk in closets and each room is incorporated into the central vacuum system of the home. To add further function to this estate the owner has installed a full solar system with a net metering agreement with Maui Electric. A large 2 car garage offers ample storage for vehicles and "farm" equipment. Call your favorite Realtor to arrange a showing.

This property is listed by Elite Pacific Properties, LLC

Remastered in 2017 and just moments to Makawao town on Maui's North Shore, this home is blessed with expanded living potential. Delight in your 3 bedroom, 2 bath, 1416 sq ft home complete with an absolutely exquisite 600 sq ft attached downstairs extended living space- fully remodeled- 1 bedroom, 1 bath for your family and friends. Wonderful upgrades includes include metal roof, solar water, tiled flooring, new counters, gas stoves, cozy fireplace, and an enclosed basement for a plethora of storage. Graced with mature Papaya, Avocado and Pine trees, this is sure to be a dream fit for those who want to live the upcountry dream

This property is listed by Coldwell Banker Island Prop(W)

Own a portion of the iconic Piiholo Ranch. This is nearly 150 acres of land, including a 1,700 sq.ft. 2 bed/2 bath home with 4,400 sq. ft. barn, riding arenas, stables and various new outbuilding. This is a true operating ranch in the heart of Piiholo. TMK's 2-2-4-12-6, 2-2-4-12-9, 2-2-4-12-31, 2-2-4-12-32, and 2-2-4-12-80 make up the aggregate 151.57 acres and are all included in this sale. This listing is to be sold in conjunction with MLS# 376129, which is TMK: 2-2-7-15-3, currently on the market for $12,500,000.

This property is listed by Island Sotheby's Int'l Rlty(W)