Upcountry Real Estate - One Easy MLS Search

Upcountry Real Estate is our specialty. My staff and I are committed to making the buying and selling of Upcountry real estate on Maui a pleasurable and rewarding experience. My website allows you to search all active Upcountry homes, condos, & land for sale on Maui. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Upcountry is a long stretch of road that starts in Paia, and goes through many different towns, such as Makawao, Kula, and Ulapalakua. It is a scenic drive full of many natural wonders through Haleakala National Park. Most people who travel the upcountry road through Maui are trying to get to Ho'okipa Beach for windsurfing. Ho'okipa Beach is known as the "windsurfing capital of the world."

The highest peak of the national park areas have scenery of volcanic mountains, beautiful landscape, and hundreds of eucalyptus trees that can be smelled from miles away. The scenic road trip is an adventure that is taken by most visitors who visit the island of Maui.

Upcountry Neighborhoods

Newest Upcountry Real Estate Listings

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$19,500,000

325 Waiahiwi, Makawao

The 803 acre Pi'iholo Ranch is an operating cattle ranch including about 550 acres of multiple fenced pasture paddocks, 90+ acres of diverse mature woodland & about 160...

  • MLS366336
  • TenureFee Simple
  • Courtesy ofHugh Starr & Co LLC

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$6,900,000

50 OLUOLU, Kula

Phenomenal! “Moemalie” (Place of Peaceful Rest) is an Estate in the true sense of the word. Two lushly, landscaped parcels (50 OluOlu Place & 80 Kawehi Place) make up the...

  • Beds4
  • Baths4.0
  • MLS367865
  • TenureFee Simple
  • Courtesy ofHawaii Life Real Estate Brokers

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$6,900,000

3035 Baldwin, Makawao

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 uni...

  • Beds4
  • Baths2.5
  • MLS365753
  • TenureFee Simple
  • Courtesy ofIsland Sotheby's Int'l Rlty(M)

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$6,000,000

2900 Omaopio, Kula

Four Island Views from this large previously farmed land in Lower Kula. From your building site you can see Kahoolawe, Lanai, Maui and Molokai. Great Haleakala, East Ma...

  • MLS343918
  • TenureFee Simple
  • Courtesy ofMaui Land Broker & Prop Mgmt

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$4,975,000

13352 Haleakala, Kula

Adjacent to the prestigious Kula 200 neighborhood, Kula Koa Ranch is secluded, secure and less than 10 minutes from Seabury Hall and Makawao town. The airport, beaches an...

  • Beds2
  • Baths1.0
  • MLS365595
  • TenureFee Simple
  • Courtesy ofIsland Sotheby's Int'l Rlty(M)

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$4,000,000

302 Naalae, Kula

21 beautiful acres of Kula property with lots of possibilities. Enjoy the cool mountain air and the wonderful bicoastal sunset views. The property has two water meters ...

  • Beds3
  • Baths1.0
  • MLS366715
  • TenureFee Simple
  • Courtesy ofKeller Williams Honolulu

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$3,900,000

2800 Baldwin, Makawao

SUBDIVISION POTENTIAL in one of the best locations in the Upcountry area, at the upper corner of Baldwin Avenue and Hali'imaile Road, directly across the street from HUI ...

  • MLS364615
  • TenureFee Simple
  • Courtesy ofBig Wave Realty LLC

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$3,800,000

3077 Baldwin, Makawao

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...

  • Beds3
  • Baths4.0
  • MLS368123
  • TenureFee Simple
  • Courtesy ofHawaii Life Real Estate Brokers

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$3,700,000

50 Opalipali, Kula

Experience the exclusive upcountry elegance of "Kula Meadows" located at the 1000 foot elevation for perfect temperatures. Enjoy privacy provided by electric gates at the...

  • Beds3
  • Baths3.5
  • MLS365088
  • TenureFee Simple
  • Courtesy ofDolphin Realty, Inc.

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$3,500,000

2210 Olinda, Makawao

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...

  • Beds3
  • Baths2.0
  • MLS365132
  • TenureFee Simple
  • Courtesy ofWailea Realty Corp