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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 33
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1630 Olinda Rd in Makawao/Olinda/Haliimaile

MLS Number: 359597 Bedrooms: 4
Status: ACTIVE Baths: 4.50
Acreage: 2.0700 acres (approx) Interior:3935 sq. ft. (approx)
Price: $2,825,000

Exquisite custom home with magnificent bi-coastal ocean & serene pasture views. Close to Seabury Hall & charming Makawao. Unparalleled detail & craftsmanship throughout...

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57 Oheala Pl in Makawao/Olinda/Haliimaile

MLS Number: 363163 Bedrooms: 3
Status: ACTIVE Baths: 4.00
Acreage: 2.1010 acres (approx) Interior:3244 sq. ft. (approx)
Price: $2,300,000

A white picket gated neighborhood situated 1000 ft above sea level (Perfection), allowing bi coastal views. All properties in the Mauana'olu Subdivision off of Baldwin Av...

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111 AHUWALE PL in Makawao/Olinda/Haliimaile

MLS Number: 360117 Bedrooms: 9
Status: ACTIVE Baths: 6.50
Acreage: 2.1751 acres (approx) Interior:9097 sq. ft. (approx)
Price: $2,190,000

CHATEAU ELAN, the 9100 sq. ft. home at 111 Ahuwale, built by acclaimed Maui artist Elan Vital, is in Escrow. Its' landmark quality and presence Beacons in the Makawao and...

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1670 Piiholo Rd in Makawao/Olinda/Haliimaile

MLS Number: 360409 Bedrooms: 4
Status: ACTIVE Baths: 4.00
Acreage: 2.0200 acres (approx) Interior:3808 sq. ft. (approx)
Price: $1,999,000

Upcountry charm abounds in this 2 story 4 bedroom 4 bath home. Upstairs consists of main living area 2 bedroom, 2 bath, kitchen, dining and living room. Downstairs consis...

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85 Oheala in Makawao/Olinda/Haliimaile

MLS Number: 364234 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0100 acres (approx) Interior:2974 sq. ft. (approx)
Price: $1,895,000

Mauna'olu Plantation, a gated upscale residential enclave of 2 acre parcels, is ideally located minutes above Paia & just below the Hui No'eau Arts Center & many of Maui'...

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0 Olinda Rd in Makawao/Olinda/Haliimaile

MLS Number: 359182 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1300 sq. ft. (approx)
Price: $1,850,000

Romantic Hideaway! Olinda custom home, cottage & gazebo on 5+ acres. Home features beautiful balance of wood & glass embracing the views and nature. Enjoy the open beam...

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2380 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 363328 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 11.3590 acres (approx) Interior:2084 sq. ft. (approx)
Price: $1,775,000

4.5 miles up Piiholo Road is a magical property on 11 acres with security gates, an 800 ft concrete driveway, a custom 2084 sf 4 bedroom ranch home and newer 2 bedroom co...

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55 Naniuka Pl in Makawao/Olinda/Haliimaile

MLS Number: 362080 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 2.1300 acres (approx) Interior:3183 sq. ft. (approx)
Price: $1,688,500

Exquisite Olinda VIEW home with high, open beam ceilings, large covered decks and beautiful vistas from every room!!! With the Upcountry forest as a backdrop, this home ...

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60 Hoomaha in Makawao/Olinda/Haliimaile

MLS Number: 363340 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 2.2300 acres (approx) Interior:1456 sq. ft. (approx)
Price: $1,175,000

Conveniently located near schools, shopping, recreation, restaurants, and medical offices. Situated toward the quiet end of the subdivision, the approach is a lovely tre...

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1242 Ehu Rd in Makawao/Olinda/Haliimaile

MLS Number: 362846 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 2.0800 acres (approx) Interior:2210 sq. ft. (approx)
Price: $1,150,000

Discover the peace, serenity, and beauty of Upcountry Living on Maui at this exquisite ranch style retreat. Lush green trees, plants, and flowers surround this secluded e...

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31 Hanamu Rd in Makawao/Olinda/Haliimaile

MLS Number: 361157 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 4.6100 acres (approx) Interior:500 sq. ft. (approx)
Price: $995,000

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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320 Pau Hana in Makawao/Olinda/Haliimaile

MLS Number: 364556 Bedrooms: 5
Status: ACTIVE Baths: 3.50
Acreage: 2.0000 acres (approx) Interior:2979 sq. ft. (approx)
Price: $995,000

This lovely 2 acre parcel with this custom designed luxury 2,979 sq.ft. home is located in Pau Hana Estates which is the finest subdivision in Makawao. This 5 bedroom 3.5...

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1535 Olinda RD in Makawao/Olinda/Haliimaile

MLS Number: 356896 Bedrooms: 4
Status: ACTIVE Baths: 2.20
Acreage: 5.5600 acres (approx) Interior:2466 sq. ft. (approx)
Price: $988,000

Exceptional Blue Ocean Views to our North Shore and from a very private location. Spacious two story home is used as a duplex that overlooks it 5 green pasture acres, si...

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2350 PIIHOLO RD in Makawao/Olinda/Haliimaile

MLS Number: 363260 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 2.0000 acres (approx) Interior:1024 sq. ft. (approx)
Price: $898,000

On 2 beautiful verdant acres sits a quaint, private, peaceful home. Serenity and nature abound in this quiet oasis. Fantastic price on this beautiful and charming Hawa...

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250 Ulana in Makawao/Olinda/Haliimaile

MLS Number: 364040 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.5860 acres (approx) Interior:1312 sq. ft. (approx)
Price: $850,000

Maui Uplands most desirable neighborhood, with clubhouse, tennis courts and pool. This is a contractor's home with exquisite taste and quality finishing throughout the ho...

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170 Kee Rd in Makawao/Olinda/Haliimaile

MLS Number: 363091 Bedrooms: 3
Status: ACTIVE Baths: 1.00
Acreage: 4.3000 acres (approx) Interior:837 sq. ft. (approx)
Price: $799,000

Wow! Three homes on 4.3 private wooded acres surrounded by pastureland, located just below Makawao town! Cnty zoning: Urban Reserve Dist, State Land Use: Urban, Communi...

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1465 Olinda Rd in Makawao/Olinda/Haliimaile

MLS Number: 363867 Bedrooms: 3
Status: ACTIVE Baths: 3.00
Acreage: 2.0000 acres (approx) Interior:1705 sq. ft. (approx)
Price: $795,000

Gorgeous Bi-Coastal views from his well-constructed and maintained 3 bd / 3ba home. Energy efficient with "owned" Photo-Voltaic with generator back-up system. This 2 acre...

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572 Laie Dr in Makawao/Olinda/Haliimaile

MLS Number: 360281 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 1.3270 acres (approx) Interior:1056 sq. ft. (approx)
Price: $725,000

First time available. Located on Kalama Hill in Makawao, this charming 3 bd/2ba plantation country home sits on 1.327 acres of R-3 zoning. There is a second shower/toil...

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159 Ulana ST in Makawao/Olinda/Haliimaile

MLS Number: 363070 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.5020 acres (approx) Interior:1200 sq. ft. (approx)
Price: $725,000

4 bedroom 2 bath home and cute one bedroom one bath cottage overlooking a private gulch. Both remodeled in 2012. Grow your own vegetables in the fertile terraced backyard...

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10 Ai in Makawao/Olinda/Haliimaile

MLS Number: 364213 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 0.2733 acres (approx) Interior:1872 sq. ft. (approx)
Price: $725,000

Charming house and cottage in one of the best locations in Makawao! Live, eat and shop in Makawao town, just minutes from Casanova’s, Polli’s and other restaurants. ...

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Displaying results 1 - 20 of
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