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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 31
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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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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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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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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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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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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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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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1854 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 375619 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1664 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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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

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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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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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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98 ALALUANA in Makawao/Olinda/Haliimaile

MLS Number: 375543 Bedrooms: 4
Status: ACTIVE Baths: 3.00
Acreage: 0.7400 acres (approx) Interior:2952 sq. ft. (approx)
Price: $790,500 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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30 OLINDA in Makawao/Olinda/Haliimaile

MLS Number: 374627 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.2591 acres (approx) Interior:1864 sq. ft. (approx)
Price: $765,000 Fee Simple Listed By: C21Al Fine Homes & Estates (Ka)

PRICE REDUCED & HOME IS MOVE IN READY! HOME RENOVATED AND EXTENDED AND IS NOW 1,864 SQ. FT. ALSO CAN BE SHOWN ON SHORT NOTICE CALL YOUR AGENT FOR AN APPOINTMENT. The add...

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41 Hoolai in Makawao/Olinda/Haliimaile

MLS Number: 375450 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.1377 acres (approx) Interior:1416 sq. ft. (approx)
Price: $720,000 Fee Simple Listed By: C21Al Fine Homes & Estates (W)

Remastered in 2017 and just moments to Makawao town on Maui’s North Shore, this home is blessed with expanded living potential. Delight in your 3 bedroom, 2 bath, 1416 ...

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229 N Makaleha in Makawao/Olinda/Haliimaile

MLS Number: 375229 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 0.1776 acres (approx) Interior:1774 sq. ft. (approx)
Price: $719,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Prepare to fall in love, located minutes from Makawao Town, this spacious home has a unique and flexible design with 3 bedrooms and 2 baths upstairs and completely remode...

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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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1486 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 375626 Bedrooms: 1
Status: ACTIVE 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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Displaying results 1 - 20 of
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