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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 30
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2372 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 364865 Bedrooms: 5
Status: ACTIVE Baths: 5.50
Acreage: 34.9880 acres (approx) Interior:5210 sq. ft. (approx)
Price: $9,800,000

This listing consist of two CPR’D parcels being sold together. Unit 2 includes 2372 Baldwin Ave (the Sugar House) and 2364 Baldwin Ave (the Ohana) 15.303acres TMK 2-2...

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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

Certified appraisal of $ 3,000,000 on this property. This Haleakala Estate is a FULLY FURNISHED magnificent gated, 9-bedroom, 6.5 bath, upcountry hilltop tropical e...

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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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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: $1,849,000

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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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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265 Kapuahi in Makawao/Olinda/Haliimaile

MLS Number: 364722 Bedrooms: 5
Status: ACTIVE Baths: 4.00
Acreage: 0.5620 acres (approx) Interior:2873 sq. ft. (approx)
Price: $899,000

Like a diamond in the rough, this 5 bedroom, 4 bath home is a virtually polished gem awaiting an astute and creative buyer to unlock its infinite potential. Owner Occupa...

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250 Ulana in Makawao/Olinda/Haliimaile

MLS Number: 364040 Bedrooms: 3
Status: PENDING - CONT. TO SHOW 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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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: $775,000

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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10 Ai in Makawao/Olinda/Haliimaile

MLS Number: 364213 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.2733 acres (approx) Interior:1872 sq. ft. (approx)
Price: $698,000

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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164 Kealaloa in Makawao/Olinda/Haliimaile

MLS Number: 364162 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 0.8500 acres (approx) Interior:1156 sq. ft. (approx)
Price: $695,000

This 0.85 acre (37,026 square feet) R-3 zoned lot is allowed to have one single-family dwelling for every 10,000 square feet plus one accessory dwelling having no more th...

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640 Kaiaulu in Makawao/Olinda/Haliimaile

MLS Number: 364777 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.5010 acres (approx) Interior:1160 sq. ft. (approx)
Price: $660,000

AWESOME Maui Uplands VALUE! One of the best priced 4 bedroom homes on half an acre with a detached cottage in Makawao! A very unique lot with two PRIVATE driveways on two...

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1664 Makawao in Makawao/Olinda/Haliimaile

MLS Number: 364028 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 1.0600 acres (approx) Interior:972 sq. ft. (approx)
Price: $599,000

OPEN HOUSE SUNDAY, MAY 24 - 2 to 5. Welcome to the secret garden! You’ll love this darling, sweetheart of a home, which has been lovingly updated over the years. Singl...

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223 Ulana St in Makawao/Olinda/Haliimaile

MLS Number: 363578 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 0.5090 acres (approx) Interior:2344 sq. ft. (approx)
Price: $575,000

In original condition, you have the chance to update the property as you like and put on your own signature touches. This Maui Uplands residence has a very private yard w...

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Displaying results 1 - 20 of
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