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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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2210 olinda in Makawao/Olinda/Haliimaile

MLS Number: 375176 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 39.7500 acres (approx) Interior:2637 sq. ft. (approx)
Price: $3,500,000 Fee Simple Listed By: Green Realty Group

Beautiful 39.76 acres of Lush Forest in Beautiful Olinda Maui. Ocean Views from almost every angle. There is county water (1 water meter) and (2) electric meters on the ...

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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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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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1854 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 375619 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1300 sq. ft. (approx)
Price: $1,390,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Lovely Olinda. Romantic, private hideaway with expansive views, and incredible privacy in a tranquil, natural setting. The 2 bedroom chalet & gazebo/studio are a bonus to...

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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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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: $1,400,000 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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1860 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 374010 Bedrooms: 5
Status: PENDING - CONT. TO SHOW 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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47 Naniuka in Makawao/Olinda/Haliimaile

MLS Number: 375924 Bedrooms: 3
Status: ACTIVE Baths: 3.50
Acreage: 2.5500 acres (approx) Interior:3302 sq. ft. (approx)
Price: $1,550,000 Fee Simple Listed By: Elite Pacific Properties, LLC

Now offered for sale on Maui, a stunning agricultural estate in the tranquil community of Olinda with views of Maui's coastline. This masterfully built custom residence o...

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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: $625,000 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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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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79 Alokele in Makawao/Olinda/Haliimaile

MLS Number: 375534 Bedrooms: 2
Status: ACTIVE Baths: 3.00
Acreage: 2.0600 acres (approx) Interior:2151 sq. ft. (approx)
Price: $1,475,000 Fee Simple Listed By: KW Island Living (Ka)

Come home to Kula 200: Enjoy the views from this 2 bedroom 3 bath 2-story house, which has a bonus room with office space and a 2 car garage, downstairs. The top floor ha...

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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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225 Ohaoha in Makawao/Olinda/Haliimaile

MLS Number: 375531 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 2.0000 acres (approx) Interior:2291 sq. ft. (approx)
Price: $1,395,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Welcome to Mauna'olu Plantation Estates! This highly sought after gated neighborhood is conveniently located within minutes of Pa'ia and Makawao Town, Maui's vibrant Nor...

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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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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

Be sure to see the 3D tour for this Charming, Spacious and extremely comfortable Upcountry Home with 2 additional separate detached cottages for extended Family or income...

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21 Kealaloa in Makawao/Olinda/Haliimaile

MLS Number: 373999 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 1.2540 acres (approx) Interior:1656 sq. ft. (approx)
Price: $459,000 Fee Simple Listed By: Green Realty Group

This older 3-br/2-ba home in an established neighborhood can be transformed into a beautiful home with your creativity. It can possibly be used as 5 bedrooms with its pre...

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738 Ponoi in Makawao/Olinda/Haliimaile

MLS Number: 374736 Bedrooms: 3
Status: ACTIVE Baths: 1.00
Acreage: 1.2247 acres (approx) Interior:800 sq. ft. (approx)
Price: $449,000 Fee Simple Listed By: Equity One Real Estate Inc (P)

This is a delightful and absolutely charming 3 bedroom, one bath home located in Makawao! It's surprising location is at the end of Makalani Place, and begins where a c...

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748 Ponoi in Makawao/Olinda/Haliimaile

MLS Number: 374004 Bedrooms: 3
Status: ACTIVE Baths: 1.25
Acreage: 1.2247 acres (approx) Interior:800 sq. ft. (approx)
Price: $460,000 Fee Simple Listed By: Maui Nui Properties

This home is located in a sweet spot of the small 9 home community of Ponoi Palms. Bamboo floors throughout, and corian countertops in the kitchen. Lots of privacy in...

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1486 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 375626 Bedrooms: 1
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.8350 acres (approx) Interior:702 sq. ft. (approx)
Price: $649,000 Fee Simple Listed By: Locations Maui

Nestled in the prime Olinda elevation sits this charming 1 bedroom, 2 bath home on just under an acre of landscaped, fruit tree baring paradise. Quality craftsmanship and...

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98 ALALUANA in Makawao/Olinda/Haliimaile

MLS Number: 375214 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 0.7400 acres (approx) Interior:2952 sq. ft. (approx)
Price: $751,000 Fee Simple Listed By: Owners.com

Opportunity in Paradise. Incredible location. Large 4 bedroom 2 1/2 bath home on 3224 sq ft home. Home needs some refreshing. With some work this will be someones dre...

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