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

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

  • Beds
  • Baths
  • MLS 358290

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

315 Pulehu Rd, Kula HI 96790

$4,795,000

315 Pulehu Rd, Kula

This gated estate has dramatic views, a 1,000 sf cottage & 3 car-garage. On 6.33-acres, with 5-bdrms & 6.5 baths, the custom home is ADA throughout. Entry hall & dining r...

  • Beds 5
  • Baths 6.5
  • MLS 358083

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

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

50 Opalipali Pl, Kula HI 96790

$3,500,000

50 Opalipali Pl, Kula

Exclusive upcountry elegance in "Kula Meadows" located at the 1000 foot elevation for perfect temperatures and dry climate. Enjoy privacy provided by electric gates at th...

  • Beds 3
  • Baths 3.5
  • MLS 360104

2210 OLINDA RD, Makawao HI 96768

$3,500,000

2210 OLINDA RD, Makawao

Beautiful Olinda Acreage first time on market. Adjoining 186 acre Waihou Spring Forest Watershed Preserve. Older two story home and ohana are tenant occupied and tenants ...

  • Beds 3
  • Baths 2.0
  • MLS 355164

140 Kulanani Pl, Kula HI 96790

$3,450,000

140 Kulanani Pl, Kula

One of a kind, this contemporary, Eco-friendly equestrian estate makes a bold and very “green” statement; extraordinary. The sophisticated home, featured in the Luxury Ho...

  • Beds 3
  • Baths 3.5
  • MLS 354402