Upcountry Maui
Upcountry Maui – Where Serenity Meets Scenic Splendor Welcome to Upcountry Maui, a captivating highland region where cool mountain breezes, rolling pastures, and stunning vistas create a serene escape from the island’s coastal allure. Comprising a collection of charming towns such as Haliimaile, Makawao/Olinda, Pukalani, and Kula, this enchanting area showcases the beauty of Maui’s countryside and offers a glimpse into the island’s rural heritage.The appeal of Upcountry Maui lies in its tranquility and picturesque surroundings. As you explore these towns, you’ll be met with a sense of community, where residents embrace a slower pace of life and hold onto their island heritage. Upcountry Maui also provides a gateway to the majestic Haleakala National Park, where you can witness stunning sunrises and explore the unique volcanic landscapes.
Haliimaile: Nestled amidst lush greenery and surrounded by rolling hills, Haliimaile is a small but thriving town with a rich history in the island’s agricultural roots. Here, you can visit the MauiWine vineyard, which produces exquisite wines from locally grown grapes. Take a tour and indulge in a wine tas+ng experience while admiring the breathtaking views of the surrounding countryside.
Makawao & Olinda: Known as the “Cowboy Town” of Maui, Makawao exudes a unique blend of Paniolo (Hawaiian cowboy) heritage and artistic flair. This charming town boasts a vibrant arts community, with numerous galleries and studios showcasing the works of local painters, sculptors, and crabsmen. Stroll along the quaint streets and explore the eclectic shops and boutiques, offering one-of-a-kind treasures. Nearby Olinda is a hidden gem, offering panoramic views of both the North and South shores of Maui. This serene area features scenic forested landscapes, making it an ideal spot for nature enthusiasts and photographers seeking to capture the island’s majestic beauty.
Pukalani: The name “Pukalani” translates to “Heavenly Gate,” and it’s not hard to see why. This residen+al community is perched at an elevation that provides refreshing cooler temperatures, making it a peaceful retreat from the coastal heat. Pukalani is known for its excellent golf course, which offers challenging play while offering scenic views of the ocean and Haleakala volcano.
Kula: As you ascend further up the slopes of Haleakala, you’ll reach Kula, a pastoral wonderland with fertile farmlands and stunning vistas. Kula is famous for its thriving agricultural industry, producing an abundance of fresh fruits, flowers, and vegetables. Visit the Kula Country Farms or the Ali’i Kula Lavender Farm to experience the bountiul harvest and immerse yourself in the fragrant beauty of lavender fields.
Upcountry Maui, with its charming towns and breathtaking landscapes, offers an idyllic retreat for those seeking a peaceful and authentic Hawaiian experience. Whether you’re exploring the artistic energy of Makawao or savoring the agricultural bounty of Kula, the beauty and serenity of Upcountry Maui will leave you with lasting memories and a sense of connection to the heart and soul of the island.
Virtual Tour
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Listing by Compass Cell:
808-870-1124
Virtual Tour
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Listing by Compass Cell:
808-269-3500
Open House:
Apr 5, 2025, 1:00 PM - 3:30 PM
Virtual Tour
(50)
Listing by Compass Cell:
808-269-3500
Open House:
Apr 5, 2025, 1:00 PM - 3:30 PM
Virtual Tour
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Listing by Compass Cell:
808-281-3268
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Listing by Compass Cell:
808-269-1053
(36)
Listing by Compass Cell:
808-344-5967
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Listing by Compass Cell:
808-280-9600
Virtual Tour
(50)
Listing by Compass Cell:
808-269-3500
Virtual Tour
(46)
Listing by Island Sotheby's Int'l Rlty(M) Cell:
808-870-4114
Virtual Tour
(50)
Listing by Island Sotheby's Int'l Rlty(M) Cell:
808-205-5088
Virtual Tour
(40)
Listing by Hawaii Life (W) Cell:
808-283-2222
Virtual Tour
(50)
Listing by Island Sotheby's Int'l Rlty(M) Cell:
808-870-4114
VIRTUAL TOUR
(45)
$11,200,000
3 3 Beds
2 | 1 2 | 1 Baths
3,260 Sqft 3,260 Sqft
404886 Listing No. 404886
House Property Type: House
VIRTUAL TOUR
(45)
Listing by Compass Cell: 808-870-1124
VIRTUAL TOUR
(50)
$1,759,000
3 3 Beds
3 3 Baths
2,628 Sqft 2,628 Sqft
405033 Listing No. 405033
House Property Type: House
VIRTUAL TOUR
(50)
Listing by Compass Cell: 808-269-3500
Open House: Apr 5, 2025, 1:00 PM - 3:30 PM
VIRTUAL TOUR
(50)
$1,359,000
2 2 Beds
2 2 Baths
1,286 Sqft 1,286 Sqft
405034 Listing No. 405034
House Property Type: House
VIRTUAL TOUR
(50)
Listing by Compass Cell: 808-269-3500
Open House: Apr 5, 2025, 1:00 PM - 3:30 PM
VIRTUAL TOUR
(37)
$7,500,000
3 3 Beds
2 | 1 2 | 1 Baths
2,777 Sqft 2,777 Sqft
405388 Listing No. 405388
House Property Type: House
VIRTUAL TOUR
(37)
Listing by Compass Cell: 808-281-3268
(45)
$3,950,000
5 5 Beds
4 | 1 4 | 1 Baths
3,992 Sqft 3,992 Sqft
404492 Listing No. 404492
House Property Type: House
(45)
Listing by Compass Cell: 808-269-1053
(36)
$1,900,000
4 4 Beds
2 2 Baths
1,752 Sqft 1,752 Sqft
403742 Listing No. 403742
House Property Type: House
(36)
Listing by Compass Cell: 808-344-5967
(18)
$1,314,900
4 4 Beds
2 2 Baths
1,404 Sqft 1,404 Sqft
403821 Listing No. 403821
House Property Type: House
(18)
Listing by Compass Cell: 808-280-9600
VIRTUAL TOUR
(50)
$38,000,000
4 4 Beds
3 3 Baths
3,285 Sqft 3,285 Sqft
404932 Listing No. 404932
House Property Type: House
VIRTUAL TOUR
(50)
Listing by Compass Cell: 808-269-3500
VIRTUAL TOUR
(46)
$10,500,000
3 3 Beds
2 | 1 2 | 1 Baths
6,148 Sqft 6,148 Sqft
400666 Listing No. 400666
House Property Type: House
VIRTUAL TOUR
(46)
Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-870-4114
VIRTUAL TOUR
(50)
$9,925,000
4 4 Beds
4 | 1 4 | 1 Baths
4,000 Sqft 4,000 Sqft
404295 Listing No. 404295
House Property Type: House
VIRTUAL TOUR
(50)
Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-205-5088
VIRTUAL TOUR
(40)
$8,800,000
3 3 Beds
3 | 1 3 | 1 Baths
3,766 Sqft 3,766 Sqft
402707 Listing No. 402707
House Property Type: House
VIRTUAL TOUR
(40)
Listing by Hawaii Life (W) Cell: 808-283-2222
VIRTUAL TOUR
(50)
$8,500,000
3 3 Beds
3 | 1 3 | 1 Baths
3,012 Sqft 3,012 Sqft
403607 Listing No. 403607
House Property Type: House
VIRTUAL TOUR
(50)
Listing by Island Sotheby's Int'l Rlty(M) Cell: 808-870-4114
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