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

2176 KEKAULIKE AVE, Kula HI 96790

$16,000,000

2176 KEKAULIKE AVE, Kula

The world famous majestic Erehwon Ranch is now available for purchase.  This one of a kind property rises from approximately 4,000 foot elevation up to just below the obs...

  • Beds
  • Baths
  • MLS 329778

15640 Haleakala Hwy, Kula HI 96790

$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 Haleakala, h...

  • Beds
  • Baths
  • MLS 358290

50 OLUOLU PL, Kula HI 96790

$8,900,000

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) make up the...

  • Beds 4
  • Baths 4.0
  • MLS 360681

95 & 285 Kekaulike Ave, Kula HI 96790

$7,900,000

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 singl...

  • Beds 2
  • Baths 2.5
  • MLS 356310

13352 Haleakala Hwy, Kula HI 96790

$5,500,000

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...

  • Beds 2
  • Baths 1.0
  • MLS 360038

2000 Olinda Rd, Makawao HI 96768

$4,495,000

2000 Olinda Rd, Makawao

Exceptional Olinda land, beautiful, single level home, unsurpassed privacy and panoramic views. Enter through the electronic gates, enjoy the vistas as you travel up the ...

  • Beds 3
  • Baths 3.0
  • MLS 355877

8037 Kula Hwy, Kula HI 96790

$4,000,000

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...

  • Beds 3
  • Baths 2.5
  • MLS 360887

3077 Baldwin Ave, Makawao HI 96768

$3,900,000

3077 Baldwin Ave, Makawao

This extraordinary, Historic, Upcountry home was designed by the well-known, Maui-born, architect Charles W. Dickey (1871-1942). It is located in a part of Maui known as...

  • Beds 3
  • Baths 4.0
  • MLS 359772

1860 Olinda Rd, Makawao HI 96768

$3,850,000

1860 Olinda Rd, Makawao

This Olinda jewel, is the quintessential charm of the Olinda region epitomized by its private prestigious upcountry estate located on it's 2.61 acre botanical farm! You ...

  • Beds 5
  • Baths 4.5
  • MLS 361135

619 POLIPOLI RD, Kula HI 96790

$3,500,000

619 POLIPOLI RD, Kula

Infinity, four island, ocean views abound from every angle of this one of a kind, gated Kula Estate, overlooking stunning gardens of Protea, an orchard of hundreds of pro...

  • Beds 3
  • Baths 3.0
  • MLS 361484