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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 28
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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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1860 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374010 Bedrooms: 5
Status: ACTIVE Baths: 4.50
Acreage: 2.6333 acres (approx) Interior:3992 sq. ft. (approx)
Price: $2,600,000 Fee Simple Listed By: Tim Gardner Realty

PRICED TO SELL AFTER $500,000 PRICE REDUCTION! OWNERS WANT IT SOLD NOW! Located in magical Olinda, high above Historic Makawao Town, this estate is known as "Angel's N...

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220 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 374091 Bedrooms: 3
Status: ACTIVE Baths: 4.50
Acreage: 2.0760 acres (approx) Interior:2739 sq. ft. (approx)
Price: $2,395,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Discover resort style living merely minutes from Makawao Town, Hali’imaile and some of Upcountry’s finest schools, with Pa’ia and the North Shore beaches a short dr...

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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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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: $1,500,000 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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47 Naniuka in Makawao/Olinda/Haliimaile

MLS Number: 374239 Bedrooms: 3
Status: ACTIVE Baths: 4.50
Acreage: 2.5500 acres (approx) Interior:3302 sq. ft. (approx)
Price: $1,400,000 Fee Simple Listed By: Pacific Century Realty

Beautiful Custom built Victorian style 3 bed 4.5 bath 3 car garage home in the gated community of Olinda Ranch Estates. Easy to show!! Central vacuum system in each roo...

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1535 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374542 Bedrooms: 4
Status: ACTIVE Baths: 2.00
Acreage: 5.5600 acres (approx) Interior:2466 sq. ft. (approx)
Price: $1,250,000 Fee Simple Listed By: C21Al Fine Homes & Estates (Ka)

Good Blue Ocean views to North Shore and this home offers exceptional privacy. Spacious home has been built/permitted as 2 rentals with each side having 2 bedrooms, 1 a...

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1420 PIIHOLO in Makawao/Olinda/Haliimaile

MLS Number: 373665 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 1.3790 acres (approx) Interior:2240 sq. ft. (approx)
Price: $1,189,000 Fee Simple Listed By: T & C Realty

Charming, Spacious and extremely comfortable Upcountry Home with 2 additional separate detached cottages for extended Family or income potential. That's a total of 3 unit...

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2625 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 372600 Bedrooms: 3
Status: ACTIVE 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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1565 Makawao in Makawao/Olinda/Haliimaile

MLS Number: 374194 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.50
Acreage: 4.8800 acres (approx) Interior:2084 sq. ft. (approx)
Price: $997,000 Fee Simple Listed By: C21Al Fine Homes & Estates (W)

Your exclusive “Waterfall Home & Estate” just moments to Makawao town on Maui’s North Shore. Graced with nearly 5 acres of tranquil land, bordering an awe-inspiring...

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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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16 EHU in Makawao/Olinda/Haliimaile

MLS Number: 374412 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 2.0900 acres (approx) Interior:2496 sq. ft. (approx)
Price: $799,000 Fee Simple Listed By: Berkshire Hathaway Maui Prop-L

This Olinda Country Estates home is on a glorious 2 wooded acres of privacy and serenity, high in the hills, with cool evenings and sunny days. You will be amazed by the...

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131 Kapuahi in Makawao/Olinda/Haliimaile

MLS Number: 374864 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.5120 acres (approx) Interior:1320 sq. ft. (approx)
Price: $795,000 Fee Simple Listed By: KW Island Living (Ka)

DON'T MISS this opportunity to be part of the popular and highly desired MAUI UPLANDS community! Enter the driveway of this nicely landscaped large half acre + lot to a c...

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30 OLINDA in Makawao/Olinda/Haliimaile

MLS Number: 374627 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.2591 acres (approx) Interior:1864 sq. ft. (approx)
Price: $795,000 Fee Simple Listed By: C21Al Fine Homes & Estates (Ka)

MOTIVATED SELLERS JUST REDUCED THEIR PRICE!!! HOME RENOVATED AND EXTENDED AND IS NOW 1,864 SQ. FT. ALSO CAN BE SHOWN ON SHORT NOTICE CALL YOUR AGENT FOR AN APPOINTMENT. ...

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375 Kaupea in Makawao/Olinda/Haliimaile

MLS Number: 372695 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 0.5110 acres (approx) Interior:700 sq. ft. (approx)
Price: $699,000 Fee Simple Listed By: Carol Ball & Assocs

Price Reduced! Executive style cottage and large 3 car garage on over 1/2 acre in beautiful Upcountry Maui with room to build another dwelling. Over sized septic system ...

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995 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 373353 Bedrooms: 1
Status: ACTIVE Baths: 1.00
Acreage: 2.0300 acres (approx) Interior:484 sq. ft. (approx)
Price: $699,000 Fee Simple Listed By: Fred Haywood Realty

Level, sweet, and beautifully fenced 2 acre property with entry through towering Eucalyptus trees with a cute studio cottage overlooking a privacy gulch in rear of proper...

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55 Makalani in Makawao/Olinda/Haliimaile

MLS Number: 371143 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.1921 acres (approx) Interior:1652 sq. ft. (approx)
Price: $675,000 Fee Simple Listed By: C21Al Fine Homes & Estates (W)

This home has great bones and great location. Walking distance to town, close to schools and bus line. There is a wonderful cottage set behind and below the main house. T...

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3500 Burns in Makawao/Olinda/Haliimaile

MLS Number: 374754 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.2526 acres (approx) Interior:1152 sq. ft. (approx)
Price: $670,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Home Sweet Home, PLUS a darling ohana! Burns Place is ideally located near Makawao Town, but not too close. Both homes were built in 1979, and feature airy Open Beamed Ce...

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132 Alaluana in Makawao/Olinda/Haliimaile

MLS Number: 374615 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 2.4900 acres (approx) Interior:914 sq. ft. (approx)
Price: $649,000 Fee Simple Listed By: Maui Earth Realty LLC

Come view this peaceful private mountain retreat. This beautifully designed Olinda CPR'd home will charm you the moment you walk in the door with a lovely spiral stairca...

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36 Alana in Makawao/Olinda/Haliimaile

MLS Number: 374720 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.1401 acres (approx) Interior:1124 sq. ft. (approx)
Price: $579,000 Fee Simple Listed By: Wailea Realty Corp.

Perfect starter home! Charming 3 bedroom 2 bath home in Makawao on a cul-de-sac. Many improvements over the years including a remodeled very spacious kitchen dining area,...

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Displaying results 1 - 20 of
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