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Found 69 entries about Upcountry.

Photo:Emy-Jo Ferguson

Welcome to Maui, where the palm trees are lush, the ocean is as blue as the sky above it, the waterfalls flow majestically and....the cowboys run free? 

Taking it back about 200 years, the history of “paniolos” (cowboys) runs deep on Maui. When King Kamehameha was first introduced to longhorns for his cattle, the booming world of beef trade, ranching, and rodeo took off. This became a significant moment for the history of Maui because of how passionately the island would make the world of western rodeo their own. 

Not many would expect the beautiful tropical paradise that is Maui to have such a booming community of young cowboys and cowgirls riding and roping throughout the slopes of Haleakala. But, within the lush trees and

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This is your opportunity to make one of Maui’s most beloved farms your own.

Island Sotheby’s International Realty agent Wendy Peterson is representing the owners of Surfing Goat Dairy ⁠— one of Maui’s most successful agritourism businesses. The 42-acre property, which attracts some 75,000 visitors annually, is offered for $7.99 million.

For nearly two decades, the Kula farm has been delighting island residents and visitors with dozens of delicious cheeses and a chance to hang out with adorable baby goats. Surfing Goat Dairy means that Maui residents don’t have to travel far to find some of the best goat cheese in the country: The dairy produces more than 50 different cheeses, 18 of which have won national cheese awards.

In addition to

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In need of a break from the city, traffic and tourists?

Hidden far away from the crowds and hotels, Maui offers several picturesque small towns that are packed with personality and charm - truly the best of country living. From the rolling pasturelands to quiet streets to mom-and-pop shops that have served communities for decades, Maui’s rural communities make you feel like you’re going back in time.

From ranch houses to luxury cottages tucked away from the hustle and bustle, these are a few of our favorite escapes in rural Maui.

39606 Hana Highway | Hana

 

Oceanfront and bordered on both sides by streams and waterfalls, this plantation-style home is the perfect retreat. Offered for $2.249 million, this two-bedroom home is completely

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Carefully conceived by a professional interior designer, this modern Kula estate nestled on the slopes of Haleakala exudes both vintage charm and a contemporary spirit, evoking the best of Upcountry living.

Located Kula Kai, one of Upcountry’s most sought-after neighborhoods, this two-bedroom, two-bath masterpiece and cottage are a must see. Offered for $1.399 million, the 1,527-square-foot home has been extensively remodeled with a contemporary Hawaiiana design and high-end finishes. Upon entering the home, it becomes clear that the owner has meticulously perfected the space, to a degree only accomplished by someone with an eye for attention to detail like no other.

“The main home is a mid-century modern one level home designed for

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Maui is known mostly as a world-class vacation destination, famous for its white-sand beaches and luxury resorts. But it’s paradise for those looking to explore the great outdoors, too.

If you’re avid hiker or backpacker looking to lace up your hiking boots and get away from it all, Maui is nirvana. From coastal trails surrounded by the sounds of gently crashing waves to multi-day treks through Haleakala, Maui boasts a range of hikes through all sorts of climates for all skill levels. These are a few of our favorites:

Sliding Sands Trail


Photo: Be at peace (CC BY-SA 4.0)

This hike isn’t for the faint of heart, but offers a glimpse of Haleakala that’s out of this world. You’ll travel at least 5 miles across the ancient shield volcano, known as

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Imagine living on the lush slopes of Haleakala, amid 800 acres of sprawling pastures, woodlands and rainforests.

Welcome to Pi’iholo Ranch, one of the last working cattle ranches on Maui. Minutes from the historic Makawao town, the epic estate listed for $17.5 million spans across rolling fields, eucalyptus forests and canyons, with views that sweep from Maui's north shore to the summit of Haleakala to the West Maui Mountains.

"Pi'iholo Ranch is one of the last generational ranches on the island," said Island Sotheby's International Realty's owner Ryan MacLaughlin R(B), who's representing the seller. "Parts of the ranch have never been seen by the public."

To this day, the property is home to one of Maui's busiest operating cattle

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Now that 2018 is coming to an end, it's clear that it was a record year for the Island Sotheby's International Realty team. 

Right now, two of Island Sotheby’s International Realty’s current listings would break sales records in Hawai'i: a sprawling 10-acre oceanfront estate in Kapalua offered for $49 million and a condominium at Wailea Point offered for $25 million. But those are just two of several highly significant listings, ranging from luxurious condominiums to swaths of historic ranches. We put together a list of our most notable listings as we close out 2018:

9 Bay Drive | $49 million

This breathtaking estate could be the largest sale ever for a single-family home on Maui. Located on a sprawling 10-acre oceanfront property, this

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Imagine being able to live off-grid, surrounded by unobstructed ocean views in one of the most tranquil communities on Maui.

At this stunning Huelo home, you can do just that. 770 Honokala Road, offered for $2.275 million, is one of the nicest and largest homes located in the grid-independent, desirable community on Maui’s northeast coast. Nestled on more than 3 lush acres, this 4,337-square-foot oasis was designed with the utmost attention to detail, creating a space that seamlessly blends into its natural surroundings.

“If you're looking for seclusion, peace and tranquility, that's exactly what this home offers,” said Island Sotheby’s International Realty agent Stephanie Malcolm R(S), who is representing the seller along with Cynthia

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As many Maui residents know, living in paradise often comes with a cost. 

It's no secret that it's often difficult to find an affordable home anywhere in the Hawaiians Islands, not just on Maui. But just because you think finding the right home might be an expensive and complicated process, it doesn’t mean it has to be.

From charming country homes in Kula to houses in lush Wailuku neighborhoods, the Island Sotheby’s International Realty team has the scoop on all the best homes to fit your price point. We’ve rounded up a few of our favorite homes for under $900,000:

594 Hapapa Road | $815,000

Situated on 2 fenced acres of lush pastureland and fruit trees, this plantation-style home is the epitome of peaceful Upcountry living. At 4,200

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