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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 27
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2372 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 371007 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 35.0000 acres (approx) Interior:5210 sq. ft. (approx)
Price: $12,800,000 Fee Simple Listed By: Coldwell Banker Island Prop(P)

Welcome to 2372 Baldwin Avenue, the legendary Plantation Ranch of Paholei. In 1889, Paholei was known as the Haliimaile Plantation, eventually to become a pivotal part of...

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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 historical 60 acre Upcountry estate is a treasure to behold! Built in 1912, a wealth of Maui's history r...

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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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1860 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374010 Bedrooms: 5
Status: PENDING - CONT. TO SHOW Baths: 4.50
Acreage: 2.6333 acres (approx) Interior:3992 sq. ft. (approx)
Price: $2,600,000 Fee Simple Listed By: Tim Gardner Realty

PRICED TO SELL AFTER $500,000 PRICE REDUCTION! OWNERS WANT IT SOLD NOW! Located in magical Olinda, high above Historic Makawao Town, this estate is known as "Angel's N...

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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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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: $1,550,000 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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79 Alokele in Makawao/Olinda/Haliimaile

MLS Number: 375534 Bedrooms: 2
Status: ACTIVE Baths: 3.00
Acreage: 2.0600 acres (approx) Interior:2151 sq. ft. (approx)
Price: $1,475,000 Fee Simple Listed By: KW Island Living (Ka)

Come home to Kula 200: Enjoy the views from this 2 bedroom 3 bath 2-story house, which has a bonus room with office space and a 2 car garage, downstairs. The top floor ha...

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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: $1,400,000 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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225 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 375531 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0000 acres (approx) Interior:2291 sq. ft. (approx)
Price: $1,395,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Welcome to Mauna'olu Plantation Estates! This highly sought after gated neighborhood is conveniently located within minutes of Pa'ia and Makawao Town, Maui's vibrant Nor...

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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: $1,390,000 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: 373665 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 1.3790 acres (approx) Interior:2240 sq. ft. (approx)
Price: $1,189,000 Fee Simple Listed By: T & C Realty

Be sure to see the 3D tour for this Charming, Spacious and extremely comfortable Upcountry Home with 2 additional separate detached cottages for extended Family or income...

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18 Ohia Lehua in Makawao/Olinda/Haliimaile

MLS Number: 375861 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 0.2793 acres (approx) Interior:2164 sq. ft. (approx)
Price: $1,089,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Secure and exclusive, Kulamalu Hilltop is a twelve-lot gated community situated Upcountry at an enviably temperate elevation for easy living year around. This meticulousl...

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520 Laie in Makawao/Olinda/Haliimaile

MLS Number: 376312 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 1.3700 acres (approx) Interior:1808 sq. ft. (approx)
Price: $870,000 Fee Simple Listed By: Coldwell Banker Island Prop(P)

Freshly Remodeled 4 bedroom, 2 bath home on 1.3 (all-useable) acres…wait for it….and Zoned R-3! Offering great potential, consider the possibilities!? New flooring,...

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500 Laie in Makawao/Olinda/Haliimaile

MLS Number: 371130 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 1.5920 acres (approx) Interior:926 sq. ft. (approx)
Price: $825,000 Fee Simple Listed By: Coldwell Banker Island Prop(W)

Beautiful 1.59 acre lot in Makawao with a 2 bedroom, 2 bath main home with a enclosed basement and detached ohana. The main house features charming open beam ceilings 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: $720,000 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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211 Maha in Makawao/Olinda/Haliimaile

MLS Number: 376041 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 1.9700 acres (approx) Interior:1119 sq. ft. (approx)
Price: $675,000 Fee Simple Listed By: Maui Real Estate Group LLC

Property is located toward the end of Maha Rd. Zoning is R-3 so the potential here is great. This property is just shy of 2 very usable acres and was formerly farmed. ...

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1015 Makawao in Makawao/Olinda/Haliimaile

MLS Number: 375992 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 0.3200 acres (approx) Interior:684 sq. ft. (approx)
Price: $599,000 Fee Simple Listed By: Wailea Realty Corp.

Old Makawao Town is a short walk away from this charming 2 bedroom / 1 bath home. Set on a large lot off of Makawao Ave, this fully fenced property has mature fruit trees...

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311 Iini Way in Makawao/Olinda/Haliimaile

MLS Number: 376500 Bedrooms: 2
Status: ACTIVE Baths: 1.50
Acreage: 0.1241 acres (approx) Interior:720 sq. ft. (approx)
Price: $575,000 Fee Simple Listed By: Central Pacific Real Estate

Quaint and Cozy 2 bdrm, 1.5 bath home. Replaced Roof - Year 2007 or Year 2010. Buyer(s) and Buyer's Agent to do their own due diligence. Property to be sold in As-Is...

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Displaying results 1 - 20 of
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