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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: 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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3035 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 365753 Bedrooms: 4
Status: ACTIVE Baths: 2.50
Acreage: 70.7520 acres (approx) Interior:2966 sq. ft. (approx)
Price: $8,000,000

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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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

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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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 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: $2,190,000

Creative financing possible with minimum of 10% down. Certified appraisal of $ 3,000,000 on this property. This Haleakala Estate is a FULLY FURNISHED magnificent ga...

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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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2380 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 365396 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 11.3590 acres (approx) Interior:2084 sq. ft. (approx)
Price: $1,575,000

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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1755 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 365479 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 2.1000 acres (approx) Interior:1765 sq. ft. (approx)
Price: $1,275,000

The Sky's the Limit This lovely gated property is set on two lush acres and is quietly nestled into a gently sloping landscape sheltered by towering eucalyptus trees. P...

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60 Hoomaha in Makawao/Olinda/Haliimaile

MLS Number: 363340 Bedrooms: 3
Status: PENDING - CONT. TO SHOW 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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31 Hanamu 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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2350 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 365435 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 3.7580 acres (approx) Interior:2095 sq. ft. (approx)
Price: $994,000

Rarely seen beautiful, peaceful, private, historical upcountry farmhouse estate on almost 4 acres. This magical property boasts an amazing manicured lawn, gardens, orchar...

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2350 A 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

On 2 beautiful verdant and serene acres sits a quaint, private, peaceful storybook cottage. The interior is bright, airy, and warm cozy with soaring vaulted ceilings, wid...

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261 Kee in Makawao/Olinda/Haliimaile

MLS Number: 365715 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 5.2400 acres (approx) Interior:960 sq. ft. (approx)
Price: $775,000

A stunning location with 5.24 acres and 2 hollow tile, income-producing homes on the upper side/corner of the parcel. One parcel in from Makawao Ave. Beautiful ocean vi...

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170 Kee in Makawao/Olinda/Haliimaile

MLS Number: 365386 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 4.3000 acres (approx) Interior:837 sq. ft. (approx)
Price: $749,000

This REO (foreclosure) was re-listed June 19 at a significantly lower price & offers Seller Financing! 4.3 private wooded acres (including lychee, avocado, mango & many v...

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2353A Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 365184 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 1.1300 acres (approx) Interior:1456 sq. ft. (approx)
Price: $729,000

Beautiful private Olinda Ranch Style Home surrounded by eucalyptus trees and is fully fenced in, perfect for children and great for dogs. Home is located on 1.13 acres wi...

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726 Pelenaka in Makawao/Olinda/Haliimaile

MLS Number: 365987 Bedrooms: 3
Status: ACTIVE Baths: 2.50
Acreage: 0.1711 acres (approx) Interior:1305 sq. ft. (approx)
Price: $700,000

Your Tropical Oasis in Makawao awaits you Immaculate Secluded Stunning remodel 3 Bedroom 2 1/2 bath home, Two of the bedrooms are Master suites You will en...

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240 Kee in Makawao/Olinda/Haliimaile

MLS Number: 366118 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 4.7000 acres (approx) Interior:682 sq. ft. (approx)
Price: $675,000

Spectacular 4.7 acre parcel, located 1 parcel down Kee Rd. just off of Makawao Ave. Fantastic location, some ocean views, private, close to Makawao Town in a country sett...

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996 Ulele in Makawao/Olinda/Haliimaile

MLS Number: 365449 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.2366 acres (approx) Interior:1661 sq. ft. (approx)
Price: $567,000

Welcome Home to Upountry Maui. Great price for this 3 bedroom, 2 bath home with attached permitted studio ohana (rental unit)! Many upgrades, but at this price buyer ca...

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182 S Makaleha in Makawao/Olinda/Haliimaile

MLS Number: 366035 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.1598 acres (approx) Interior:1154 sq. ft. (approx)
Price: $560,000

Located at the end of a quiet cul de sac you will find this single story 3 bed/2 bth home with enclosed garage adding approximately 500 sq ft of extra space. Nestled on a...

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Ehu in Makawao/Olinda/Haliimaile

MLS Number: 365725 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 1.00
Acreage: 4.7000 acres (approx) Interior:904 sq. ft. (approx)
Price: $547,000

PRIVATE, 4.7 acres with an older plantation-style home. Very private, quiet, Remote location, bordering big deep gulch (state land) to the rear boundary. The long lengt...

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Displaying results 1 - 20 of
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