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Makawao Real Estate Listings

Makawao is a quaint community in the beautiful upcountry area of Maui. The town is also known as Maui’s Paniolo or cowboy town. This traces back to the era when cattle ranching was prime industry on the slopes of Haleakala above town. The town’s cowboy legacy is still evident when the rodeo comes to town every year on 4th of July weekend and in the architecture. These days, you are more likely to find a nice restaurant, gallery or shop than a feed store when you walk the streets of Makawao. The charm of downtown Makawao has contributed to the desirability of the local real estate market. Homes in the community range from modest starter homes, to old plantation style charmers to estate properties with spectacular views. The diversity of homes increases when you include the nearby communities of Olinda and Hali’imaile under the umbrella of Makawao. Olinda is beautiful area of meadows and forest located above Makawao. Tall eucalyptus trees and pines thrive in the cooler air of this part of the island. Hali’imaile is a community that was based on pineapple farming in the area. There are number of older historic homes that were the one time home to the pineapple workers who worked in the fields. Scroll through the page below to see the homes listed for sale in the Makawao area.

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Displaying results 1 - 20 of 26
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325 Waiahiwi in Makawao/Olinda/Haliimaile

MLS Number: 376128 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 151.5700 acres (approx) Interior:3186 sq. ft. (approx)
Price: $7,000,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(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 an...

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2725 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 376519 Bedrooms: 6
Status: ACTIVE Baths: 3.00
Acreage: 59.7900 acres (approx) Interior:4490 sq. ft. (approx)
Price: $3,800,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Beautifully and privately situated atop the hills of Olinda, this historic 60 acre Upcountry estate is a treasure to behold! Built in 1912, a wealth of Maui's history run...

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3077 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 376322 Bedrooms: 3
Status: ACTIVE Baths: 4.00
Acreage: 6.6300 acres (approx) Interior:2968 sq. ft. (approx)
Price: $3,500,000 Fee Simple Listed By: Hawaii Life (W)

Experience the timeless of a Plantation Estate. Designed by renowned architect, Charles W. Dickey, the home was built in 1938 and has had only two owners. Expansive, beau...

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2210 olinda in Makawao/Olinda/Haliimaile

MLS Number: 375176 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 39.7500 acres (approx) Interior:2637 sq. ft. (approx)
Price: $3,500,000 Fee Simple Listed By: Green Realty Group

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 ...

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1879 & 1875 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 377983 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 4.2626 acres (approx) Interior:2685 sq. ft. (approx)
Price: $3,195,000 Fee Simple Listed By: Maui Home and Life

Maui Sanctuary Estate! Privacy, tranquility, serenity, harmony. A Unique one-of-a-kind, magical oasis—with total privacy.. A classy, comfortable home, tastefully featur...

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429 Hoopalua in Makawao/Olinda/Haliimaile

MLS Number: 378038 Bedrooms: 4
Status: ACTIVE Baths: 3.50
Acreage: 3.3900 acres (approx) Interior:3854 sq. ft. (approx)
Price: $2,470,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

This quintessential Kama’aina pole home is casual yet elegant and is is privately nestled on this large (3.3+ acre) top choice of all the lots in Kula 200. Featuring bi...

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48 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 373947 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0600 acres (approx) Interior:4653 sq. ft. (approx)
Price: $2,250,000 Fee Simple Listed By: Coldwell Banker Island Prop(P)

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 Baldw...

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220 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 376855 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 4.50
Acreage: 2.0760 acres (approx) Interior:2739 sq. ft. (approx)
Price: $1,990,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Extraordinary and beautiful Upcountry estate comprise of a 2,739 square foot custom home, spacious 2 bedroom, 2 bath cottage, 4 car garage, pool and spa, all on a level, ...

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47 Naniuka in Makawao/Olinda/Haliimaile

MLS Number: 375924 Bedrooms: 3
Status: ACTIVE Baths: 3.50
Acreage: 2.5500 acres (approx) Interior:3302 sq. ft. (approx)
Price: $1,525,000 Fee Simple Listed By: Elite Pacific Properties, LLC

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 o...

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115 Hawea in Makawao/Olinda/Haliimaile

MLS Number: 374853 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 2.9080 acres (approx) Interior:2366 sq. ft. (approx)
Price: $1,350,000 Fee Simple Listed By: Coldwell Banker Island Prop(S)

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. Beautiful...

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1854 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 375619 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1300 sq. ft. (approx)
Price: $1,290,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

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...

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1420 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 378011 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 1.3800 acres (approx) Interior:2240 sq. ft. (approx)
Price: $1,060,000 Fee Simple Listed By: Coldwell Banker Island Prop(Ka)

This is a UNIQUE opportunity. Situated along Piiholo Road, nestled on 1.38 acres of land, sits 3 permitted living structures awaiting it's next owner. Offering both ind...

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2625 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 372600 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 4.1730 acres (approx) Interior:1982 sq. ft. (approx)
Price: $998,000 Fee Simple Listed By: Hawaii Life (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 ...

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1 Alaluana in Makawao/Olinda/Haliimaile

MLS Number: 377468 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 1.4600 acres (approx) Interior:4276 sq. ft. (approx)
Price: $950,000 Fee Simple Listed By: Millennium Realty, Inc.

Incredible opportunity for the owner builder or contractor to finish this master piece of a HOME! This well designed 5 bedroom 3 bath 2-story home is done to the "rough ...

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500 Laie in Makawao/Olinda/Haliimaile

MLS Number: 371130 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 1.5920 acres (approx) Interior:926 sq. ft. (approx)
Price: $799,000 Fee Simple Listed By: Coldwell Banker Island Prop(W)

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...

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1061 Ulele in Makawao/Olinda/Haliimaile

MLS Number: 377745 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.50
Acreage: 0.2506 acres (approx) Interior:1452 sq. ft. (approx)
Price: $797,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Gracious Upcountry 2-story, 3Br/2a charmer, move-in, easy living perfect. Upstairs there are 3 bedrooms and 2 baths, leaving the entire 1st floor for dining, relaxing and...

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1079 Maohu in Makawao/Olinda/Haliimaile

MLS Number: 378223 Bedrooms: 5
Status: ACTIVE Baths: 3.00
Acreage: 0.2142 acres (approx) Interior:2492 sq. ft. (approx)
Price: $789,000 Fee Simple Listed By: KW Island Living (Ka)

Upcountry living with room for extended family in a charming two level home! Well maintained country home on a flag lot with lots of fruit trees, a vegetable garden and p...

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1029 Ulele in Makawao/Olinda/Haliimaile

MLS Number: 377657 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.2611 acres (approx) Interior:1148 sq. ft. (approx)
Price: $715,000 Fee Simple Listed By: BHGRE Valley Isle (W)

Live in one and rent out the other! Perfect family home in Makawao Ranch Acres. It's a well established neighborhood located in a walkable community to parks, schools and...

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41 Hoolai in Makawao/Olinda/Haliimaile

MLS Number: 375926 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 0.1377 acres (approx) Interior:2016 sq. ft. (approx)
Price: $699,900 Fee Simple Listed By: Coldwell Banker Island Prop(W)

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...

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58 Ihea in Makawao/Olinda/Haliimaile

MLS Number: 377971 Bedrooms: 3
Status: ACTIVE Baths: 1.00
Acreage: 0.3153 acres (approx) Interior:912 sq. ft. (approx)
Price: $675,000 Fee Simple Listed By: BHGRE Valley Isle (W)

This large lot gives you the opportunity to build a cottage, to compliment the existing home. Located near Pukalani Shopping Center, schools and an 18 hole golf course. I...

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Displaying results 1 - 20 of
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