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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$50,000,000

00 Pulehu Rd / End Naalae Rd, Kula

Over 1,800 acres of ranch land that includes TMK (2) 2-2-002:017 and TMK (2) 2-3-002:004, Preliminary Subdivision Approval for a 86 lot subdivision, two private water wel...

  • MLS363741

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$10,900,000

888 Kula, Kula

646 Acres of Spectacular Up Country Maui Land made up of 3 parcels serviced by County Water. Panoramic 4 island Vistas spanning the North and South Coasts, the West Maui...

  • 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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$7,900,000

50 OLUOLU PL, 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
  • MLS360681

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$6,900,000

95 & 285 Kekaulike Ave, Kula

Perhaps the most exquisite estate in Kula to ever be offered for sale. ‘Uala Farm is comprised of two parcels, each with a water meter*. The property consists of a ...

  • Beds2
  • Baths2.5
  • MLS356310

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$4,975,000

13352 Haleakala Hwy, Kula

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

  • Beds2
  • Baths1.0
  • MLS360038

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$4,000,000

302 Naalae Rd, Kula

Sitting on over 21 acres awaits your Next Home on Maui. Enjoy the cool country climate that Kula has to offer and the stunning ocean and mountain views from your 3 bedr...

  • Beds3
  • Baths1.0
  • MLS364033

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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