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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$10,900,000

888 Kula, Kula

646 Acres of Spectacular Up Country Maui Land made up of 3 parcels (TMK 2-2-3-8-4, TMK 2-2-3-8-9, TMK 2-2-3-8-30) serviced by County Water. Panoramic 4 island Vistas spa...

  • MLS364633

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$9,500,000

15640 Haleakala Hwy, Kula

Incredible opportunity to acquire one of Maui’s most spectacular Ranch Properties! Peaceful and private, these exclusive 310 acres, located on the slopes of Haleaka...

  • MLS358290

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$8,000,000

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 ...

  • Beds4
  • Baths2.5
  • MLS365753

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$7,400,000

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) m...

  • Beds4
  • Baths4.0
  • MLS365392

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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

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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

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$3,900,000

214 Kawehi St, Kula

Dancing Rock Quintessential Kula! Dancing Rock has been featured in HGTV Extreme Homes as an example of the architecture of Bart Prince. Featured in Geo Magazine Germany...

  • Beds2
  • Baths2.5
  • MLS363545

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$3,750,000

8037 Kula Hwy, Kula

House and cottage situated on a private drive in Keokea. Over 15 acres of indigenous orchard land consisting of the most beautiful Koa & Ohia trees I have ever seen. Th...

  • Beds3
  • Baths2.5
  • MLS360887

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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

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$3,195,000

3051 Omaopio, Kula

Behold breathtaking bicoastal ocean views from this 4,410 sf home on 5 acres of prime Kula agricultural land. A spectacular palm-tree lined driveway sets a magical scene ...

  • Beds5
  • Baths5.5
  • MLS365654