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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 29
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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 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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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: ACTIVE 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: $1,400,000 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: PENDING - CONT. TO SHOW 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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150 Mahiai in Makawao/Olinda/Haliimaile

MLS Number: 377192 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 3.0040 acres (approx) Interior:1760 sq. ft. (approx)
Price: $1,150,000 Fee Simple Listed By: Hawaii Life (W)

Olinda Heights is a quiet collection of properties less than 3 miles up Piiholo road from Makawao Ave. This property of just over 3 acres is a manicured parkland with flo...

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2625 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 372600 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.50
Acreage: 4.1730 acres (approx) Interior:1982 sq. ft. (approx)
Price: $1,125,000 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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32 OHIA LEHUA in Makawao/Olinda/Haliimaile

MLS Number: 376498 Bedrooms: 4
Status: ACTIVE Baths: 2.50
Acreage: 0.2339 acres (approx) Interior:2142 sq. ft. (approx)
Price: $1,119,000 Fee Simple Listed By: Hawaii Life (KAP)

KulaMalu Hilltop, a gated upscale residential enclave of 12 custom homes, is ideally located minutes from many of Maui's finest schools. Elegance, Location, Practical, Q...

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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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980A Makawao in Makawao/Olinda/Haliimaile

MLS Number: 377091 Bedrooms: 5
Status: ACTIVE Baths: 4.00
Acreage: 0.1733 acres (approx) Interior:2440 sq. ft. (approx)
Price: $695,000 Fee Simple Listed By: Shore To Shore Realty, Inc

This spacious 5b/4b 2440sf immaculately kept home in Makawao is perfect for a growing family. Property is situated on a private driveway just off Makawao Ave. near Eddie ...

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51 Kealaloa in Makawao/Olinda/Haliimaile

MLS Number: 376907 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.7775 acres (approx) Interior:1616 sq. ft. (approx)
Price: $628,800 Fee Simple Listed By: BHGRE Valley Isle (P)

This surprisingly spacious and versatile home in Makawao priced below $650,000, is a must see! Located on a quiet cul-de-sac in the desirable Kealaloa neighborhood, this ...

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Displaying results 1 - 20 of
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