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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 23
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2372 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 367129 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 34.9880 acres (approx) Interior:5210 sq. ft. (approx)
Price: $12,800,000 Fee Simple Listed By: Elite Pacific Properties, LLC

Considered to be one of the top equestrian estates in all of Hawaii. This approximately 35 acre estate has been a part of Maui's history for over 100 years. The timeless ...

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3035 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 365753 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.50
Acreage: 70.7520 acres (approx) Interior:2966 sq. ft. (approx)
Price: $6,900,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Extraordinary Upcountry There are only a few properties on Maui that capture and embrace Maui’s diverse beauty, tranquility and complete privacy while providing a u...

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3077 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 368123 Bedrooms: 3
Status: ACTIVE Baths: 4.00
Acreage: 6.6300 acres (approx) Interior:2968 sq. ft. (approx)
Price: $3,800,000 Fee Simple Listed By: Hawaii Life Real Estate Brokers

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: 365132 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 39.7600 acres (approx) Interior:3479 sq. ft. (approx)
Price: $3,500,000 Fee Simple Listed By: Wailea Realty Corp

This beautiful, nearly 40 acre ranch is in upper Olinda in the Eucalyptus tree country. It is bordered on the upper length of the property by the Waihou Spring Forest Res...

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111 AHUWALE in Makawao/Olinda/Haliimaile

MLS Number: 365755 Bedrooms: 9
Status: ACTIVE Baths: 6.50
Acreage: 2.1751 acres (approx) Interior:9097 sq. ft. (approx)
Price: $1,999,999 Fee Simple Listed By: The Virtual Realty Maui Group

Back on the market! Creative owner financing possible. Great income property. So many possibilities! Priced $1,000,000 below the April 2014 Certified appraisal of $...

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0 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 367214 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1300 sq. ft. (approx)
Price: $1,490,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Romantic Private Hideaway with Expansive Views Rare combination of both incredible views and privacy. Olinda custom home, cottage & gazebo on 5+ acres. Easily expand...

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70 Ahualani in Makawao/Olinda/Haliimaile

MLS Number: 367821 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 2.1000 acres (approx) Interior:2400 sq. ft. (approx)
Price: $1,150,000 Fee Simple Listed By: Coldwell Banker Island Prop(Ka)

Located in the highly desired district referred to as Upcountry Maui, this "EQUINE MODIFIED" property offers much to any potential buyer. Situated on 2 acres of land, cu...

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31 Hanamu in Makawao/Olinda/Haliimaile

MLS Number: 361157 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 4.6100 acres (approx) Interior:500 sq. ft. (approx)
Price: $899,000 Fee Simple Listed By: East Gate Realty

Rare acreage lot of approximately 4.6 acres with a 500 s.f. cottage with a great location across from Seabury school. Lots of opportunity with all useable land. Very conv...

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620 Laie in Makawao/Olinda/Haliimaile

MLS Number: 368053 Bedrooms: 4
Status: ACTIVE Baths: 2.50
Acreage: 0.4115 acres (approx) Interior:2014 sq. ft. (approx)
Price: $882,500 Fee Simple Listed By: BHGRE Valley Isle (P)

Reminiscent of a bygone era, the charm of this kama'aina home is timeless. A spacious, well-constructed heritage home of this caliber in Makawao is truly a rare treasure...

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2344 PIIHOLO in Makawao/Olinda/Haliimaile

MLS Number: 365199 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 2.0000 acres (approx) Interior:1024 sq. ft. (approx)
Price: $798,000 Fee Simple Listed By: Nathalie Mullinix Rlty Univers

On 2 beautiful and peaceful acres sits a quaint, private, storybook cottage. The interior is bright and airy with soaring vaulted ceilings, wide plank extra thick plantat...

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246 Haulani in Makawao/Olinda/Haliimaile

MLS Number: 368308 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 0.5017 acres (approx) Interior:2376 sq. ft. (approx)
Price: $785,000 Fee Simple Listed By: Coldwell Banker Island Prop(Ka)

One story home & privacy.... all in one! Beautifully maintained home in upcountry Maui. Rock walls, walkways, gardens, mature trees, mountain views all in the sanctuary f...

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1811 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 367729 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 1.3500 acres (approx) Interior:756 sq. ft. (approx)
Price: $699,000 Fee Simple Listed By: Big Wave Realty LLC

Step back to 1929 upcountry Maui! Painstakingly renovated historic cottage on a 1.35 acre Ag lot. This is one of the most unique and charming offerings on Maui. At 29...

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1017 Alaea in Makawao/Olinda/Haliimaile

MLS Number: 368025 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.2329 acres (approx) Interior:1160 sq. ft. (approx)
Price: $698,500 Fee Simple Listed By: Equity One Real Estate Inc (P)

Wonderful home PLUS cottage with OCEANVIEWS on a lovely corner parcel in Makawao Ranch Acres! The great open floor plan provides lots of natural light and you'll find ori...

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1090 Aala in Makawao/Olinda/Haliimaile

MLS Number: 367046 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 0.2848 acres (approx) Interior:864 sq. ft. (approx)
Price: $647,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

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 ofte...

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572 Laie in Makawao/Olinda/Haliimaile

MLS Number: 368192 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 1.3270 acres (approx) Interior:1056 sq. ft. (approx)
Price: $619,000 Fee Simple Listed By: Equity One Real Estate Inc (P)

Sweet charming 3 bedroom older home located on Kalama Hill. Large 1.3 acre, R-3 zoned parcel that extends all the way to the top of Maui Uplands (Ulana Street) which boa...

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44 Hoolai in Makawao/Olinda/Haliimaile

MLS Number: 367813 Bedrooms: 5
Status: ACTIVE Baths: 3.00
Acreage: 0.2738 acres (approx) Interior:4004 sq. ft. (approx)
Price: $564,900 Fee Simple Listed By: Moffett Properties

Great Potential! Three dwellings on a large lot upcountry Maui! Being sold As Is Easy to show!!...

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1119 Mahanani in Makawao/Olinda/Haliimaile

MLS Number: 366914 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 0.1722 acres (approx) Interior:1041 sq. ft. (approx)
Price: $529,990 Fee Simple Listed By: Elite Pacific Properties, LLC

This beautiful 3 bedroom 2 Bath single family home with a large attached Recreation room is priced to sell. The house features a huge carport and many lovely upgrades su...

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729 Onipaa in Makawao/Olinda/Haliimaile

MLS Number: 362543 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 0.1529 acres (approx) Interior:1827 sq. ft. (approx)
Price: $525,000 Fee Simple Listed By: Kanani Realty LLC

HOUSE & PROPERTY HAS LOTS OF POTENTIAL; 3Br/3Ba LARGE VAULTED MASTER BEDROOMS Insulated with studded walls AND MASTER BATHROOM. Granite tile vanity with Ceramic des...

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734 Haliimaile in Makawao/Olinda/Haliimaile

MLS Number: 367976 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 1.50
Acreage: 0.1439 acres (approx) Interior:864 sq. ft. (approx)
Price: $499,500 Fee Simple Listed By: Century 21 All Islands (Ka)

Vast North Shore Oceanviews from this Exceptional remodel completed in 2016. New Stainless Steel appliances. Granite counters and Masterful Italian-style tile floors br...

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768 Kekona in Makawao/Olinda/Haliimaile

MLS Number: 368082 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.1607 acres (approx) Interior:1126 sq. ft. (approx)
Price: $499,500 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Charming, 3 bedroom 2 bath 1,126 Sq.Ft home located in Makawao. Property is well kept with huge potential. Lot consist of 7,001 Sq.Ft and gives you room to garden and ...

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Displaying results 1 - 20 of
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