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  ›Makawao, Olinda, Haliimaile   ›Pukalani   ›Kula, Ulupalukua, Kanaio

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 22
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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: 369262 Bedrooms: 5
Status: ACTIVE Baths: 4.50
Acreage: 2.6333 acres (approx) Interior:3992 sq. ft. (approx)
Price: $2,390,000 Fee Simple Listed By: Maui Home and Life

Captivating views astound from every room of this classic contemporary luxury family home. Featuring a fantastic floor plan with a grand master suite (inclusive of separa...

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45 Hoopalua in Makawao/Olinda/Haliimaile

MLS Number: 372820 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 4.00
Acreage: 2.1362 acres (approx) Interior:3026 sq. ft. (approx)
Price: $1,550,000 Fee Simple Listed By: Whale's Tail Realty, Inc

Peaceful and tranquil is how you feel when the gate opens up into this 2+ acres property in Kula 200. Drive down the concrete driveway, pass the detached 1 bedroom cottag...

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3077 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 368123 Bedrooms: 3
Status: ACTIVE Baths: 4.00
Acreage: 6.6300 acres (approx) Interior:2968 sq. ft. (approx)
Price: $3,800,000 Fee Simple Listed By: Hawaii Life RealEstate Brokers

Experience the timeless of a Plantation Estate. Designed by renowned architect, Charles W. Dickey, the home was built in 1938 and has had only two owners. Expansive, beau...

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34 Makalani in Makawao/Olinda/Haliimaile

MLS Number: 368760 Bedrooms: 4
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 0.1520 acres (approx) Interior:1241 sq. ft. (approx)
Price: $595,000 Fee Simple Listed By: Millennium Realty, Inc.

Charming Upcountry Home. Located in a quiet area in Makawao. House is well kept and has a well cared for yard. There is a carport in the front which also includes an adjo...

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70 Miner in Makawao/Olinda/Haliimaile

MLS Number: 373140 Bedrooms: 5
Status: PENDING - CONT. TO SHOW Baths: 3.00
Acreage: 0.2464 acres (approx) Interior:2456 sq. ft. (approx)
Price: $650,000 Fee Simple Listed By: C21Al Fine Homes & Estates (Ka)

Lovely Oceanviews from this remodeled and spacious home just steps to Makawao town. Perched atop a hill, this lovely and spacious single level 2,456 sqft home rests on .2...

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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 RealEstate Brokers

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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3035 Baldwin in Makawao/Olinda/Haliimaile

MLS Number: 372260 Bedrooms: 4
Status: ACTIVE Baths: 2.50
Acreage: 70.7520 acres (approx) Interior:2966 sq. ft. (approx)
Price: $6,800,000 Fee Simple Listed By: The Wailea Group LLC

This recreational dream estate is one of the most exceptionally rare properties in all of Hawaii. Spanning a lush 70-acres, this turn-key property features a stunning cus...

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0 Olinda in Makawao/Olinda/Haliimaile

MLS Number: 367214 Bedrooms: 1
Status: ACTIVE Baths: 2.00
Acreage: 5.4400 acres (approx) Interior:1300 sq. ft. (approx)
Price: $1,560,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Romantic Private Hideaway with Expansive Views Rare combination of both incredible views and privacy. Olinda custom home, cottage & gazebo on 5+ acres. Easily expandab...

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15 Laie Iki in Makawao/Olinda/Haliimaile

MLS Number: 373321 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.2445 acres (approx) Interior:1008 sq. ft. (approx)
Price: $699,700 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Newly remodeled 3 bed 2 bath main home with a 2 bed 1 bath cottage. Quiet and private location yet very convenient. Some ocean views and all brand new stainless appliance...

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1031 Maohu in Makawao/Olinda/Haliimaile

MLS Number: 373336 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.1511 acres (approx) Interior:1006 sq. ft. (approx)
Price: $466,400 Fee Simple Listed By: Owners.com

DON'T MISS OUT ON THIS MAKAWAO SINGLE STORY HOME. 3 BEDROOM 3 BATHS. HIGH VAULTED CEILING. OPEN KITCHEN. STAINLESS STEEL SINK. NEEDS SOME TLC....

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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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670 Hoene in Makawao/Olinda/Haliimaile

MLS Number: 372990 Bedrooms: 3
Status: ACTIVE Baths: 2.00
Acreage: 0.5720 acres (approx) Interior:2028 sq. ft. (approx)
Price: $799,900 Fee Simple Listed By: Keller Williams Honolulu

A Wonderful 3 bedroom 2 bath home with a large detached 2 bedroom 1 bath Ohana. Home sits on a 24,000 square foot lot and has tons of potential to be your Maui Dream Hom...

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350 Kaupea in Makawao/Olinda/Haliimaile

MLS Number: 372950 Bedrooms: 2
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.5750 acres (approx) Interior:1366 sq. ft. (approx)
Price: $760,000 Fee Simple Listed By: FlatList.com

This lovely 2 bedroom, 2 bath, with loft house features attached 240 square foot bonus room and partly finished 1100 square foot lower level with laundry, workshop and 1 ...

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1690 Piiholo in Makawao/Olinda/Haliimaile

MLS Number: 371431 Bedrooms: 2
Status: ACTIVE Baths: 2.00
Acreage: 7.9980 acres (approx) Interior:1568 sq. ft. (approx)
Price: $1,294,000 Fee Simple Listed By: Island Sotheby's Int'l Rlty(M)

Pure Olinda. Ultimate privacy, tranquility and seclusion. Amazing setting, enchanting sunsets and inspiring views which embrace and nourish your spirit… and only 3 mil...

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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 Fee Simple Listed By: Wailea Realty Corp.

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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495 Kaiaulu in Makawao/Olinda/Haliimaile

MLS Number: 369060 Bedrooms: 3
Status: PENDING - CONT. TO SHOW Baths: 2.00
Acreage: 0.5000 acres (approx) Interior:2026 sq. ft. (approx)
Price: $775,000 Fee Simple Listed By: Equity One Real Estate Inc (M)

Here's your chance to become a member of the Maui Uplands community! Situated on a half-acre parcel is a large 3 bedrooms/2 baths main house - 2026 sq. ft. and a one bed...

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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: $730,000 Fee Simple Listed By: Carol Ball & Assocs

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 is in place for...

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500 Laie in Makawao/Olinda/Haliimaile

MLS Number: 371130 Bedrooms: 2
Status: ACTIVE Baths: 1.00
Acreage: 1.5920 acres (approx) Interior:926 sq. ft. (approx)
Price: $865,000 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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744 Ponoi in Makawao/Olinda/Haliimaile

MLS Number: 373058 Bedrooms: 3
Status: ACTIVE Baths: 1.00
Acreage: 1.2247 acres (approx) Interior:800 sq. ft. (approx)
Price: $460,000 Fee Simple Listed By: Destination Maui Realty, LLC

Drive down this beautiful lane that is lined with lush Palm Trees and empties into a peaceful and well manicured cul de sac. This adorable home offers 3 bedrooms, 1.5 ba...

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Displaying results 1 - 20 of
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