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Found 83 entries about Upcountry.

Towering over Maui at 10,023 feet above sea level, Haleakala National Park offers one of the most awe-inspiring experiences on the island. Known as the “House of the Sun,” the summit is a place where sky, clouds, and volcanic landscapes collide to create moments that feel truly otherworldly. Whether you start your day watching the sun rise above the clouds or end it soaking in a fiery sunset, visiting Haleakala is one of Maui’s bucket-list adventures.

This local’s guide will walk you through how to plan your perfect Haleakala day, from securing reservations and finding the best hikes to knowing where to grab food before or after your visit.

Option 1: A Sunrise Adventure 

Make Your Reservation 

Sunrise at Haleakala is one of Maui’s most

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Along the lush North Shore of Maui, Haiku is a place where the pace slows down, the air feels fresher, and every view is a brushstroke of natural beauty. Known for its rolling green hills, misty mornings, and a creative spirit that seems to hum through the trees, Haiku invites you to live both intentionally and luxuriously. It's no wonder that some of Maui’s most striking modern homes are located right here, and two extraordinary properties currently on the market offer a rare chance to experience this lifestyle for yourself.

Whether you're drawn to mid-century charm reinvented for today or a sleek architectural marvel designed with gallery-like precision, both of these Haiku homes deliver a modern escape rooted in the island's soulful beauty.

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Upcountry Maui is a place where rolling pastures meet panoramic ocean views, where volcanic slopes nourish generations of farmers, and where food isn’t just a meal—it’s a story of place, people, and passion. From historic general stores to modern zero-waste kitchens, Upcountry’s farm-to-table scene is a rich tapestry of locally sourced ingredients and unforgettable flavors.

Whether you’re a Maui resident or visiting for the first time, here are seven can’t-miss spots to savor the best of Upcountry Maui’s culinary bounty—all grounded in sustainability, community, and true island hospitality.

 

Haliʻimaile General Store

900 Hali'imaile Rd, Makawao
Hours: Daily 11:00 AM–8:00 PM
haliimailegeneralstore.com | @haliimailegeneralstore

For

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Tucked between the charming towns of Makawao and Paia, 1799 Baldwin Avenue offers the kind of tranquility and privacy that feels increasingly rare on Maui. Set on over four lush acres in Sunnyside, this stunning estate is more than just a home—it’s a place where life slows down, natural beauty abounds, and every detail has been carefully considered.

From the moment you arrive, the estate unfolds like a dream. The long driveway, surrounded by verdant landscapes, draws you into a world where modern elegance meets timeless island charm. The main residence, a thoughtfully designed 4,000-square-foot home, immediately impresses with its craftsmanship. Rare O’hi’a lehua hardwood floors run throughout the interiors, complemented by elegant trims, custom

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Situated on the rolling foothills of Haleakala, 2176 Kekaulike Avenue in Kula offers an enchanting blend of history, elegance, and tranquility. Priced at $8,750,000, this 3.6-acre estate is not just a home but a legacy, steeped in the charm of old Hawaii and surrounded by 3,400 acres of protected state land. Built in 1938, the property has been lovingly maintained and updated, offering a once-in-a-lifetime opportunity to own a piece of Maui’s rich history.

The recently renovated 3,012-square-foot main residence boasts three bedrooms, three full bathrooms, and one partial bath. Its interiors are a testament to timeless design, featuring hardwood floors, original glass windows, and breathtaking views of both the ocean and Haleakala’s majestic

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Step into the pages of history with the iconic 808 Makawao Ave, a property that embodies the architectural greatness of late nineteenth-century Victorian style and carries the legacy of the Hawaiian family of Opunui and the pioneering spirit of Fred Hardy. Situated in the heart of Upcountry Maui, this historic gem, known affectionately as the "Hardy House," presents a unique opportunity for those who cherish history, architecture, and the serene beauty of Maui. This offering, presented for the first time in over six decades, is an unprecedented opportunity to own a slice of Hawaiian heritage.

Constructed in 1897 for Fred Hardy, a Bostonian who became an integral part of Hawaii's educational journey, and his wife, Lilian Aiken Hardy, the house

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In the heart of Upcountry Maui lies Makawao Town, a captivating blend of paniolo (Hawaiian cowboy) heritage and vibrant artistic culture. Steeped in ranching history, Makawao emerged as a hub for paniolo, who would gather to share stories, participate in rodeos, and supply the needs of the local ranches. This culture has deeply influenced Makawao's identity, shaping its social and economic fabric. 

Today, Makawao is renowned as a hub of creativity and culture, attracting artists, artisans, and those who appreciate the unique blend of Hawaiian tradition and modern living.

The town’s streets are lined with an eclectic mix of shops and boutiques, where local fashion and sustainable design take center stage. Art galleries showcase the works of

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Kula, known for its scenic beauty and lush landscapes, is not only a feast for the eyes but also a culinary haven. We invite you to embark on a delectable journey through some of Kula's finest dining experiences. From charming cafes to farm-to-table restaurants, Kula offers a diverse array of options that will tantalize your taste buds. Join us as we explore the flavors of this beautiful region.

 

Kula Bistro: A Taste of Italy in Upcountry

If you're craving a taste of Italy amidst the Hawaiian landscapes, look no further than Kula Bistro. Located at 4566 Lower Kula Road, this charming eatery offers a delectable fusion of Italian and local flavors. Indulge in dishes like freshly baked pizzas with toppings like prosciutto and arugula, hearty

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Welcome to 29 Kolonahe Place, a visionary masterpiece nestled in the heart of Upcountry Maui. This remarkable property, designed by renowned California and AD100 architecture firm, Marmol Radziner, and built by Maui's esteemed John Cahill, seamlessly blends mid-century modern architecture with the island's breathtaking natural surroundings. Boasting an array of exceptional features, including a music studio, art studio, and a large 3 bedroom cottage, this architectural gem offers a lifestyle unlike any other. 

From the moment you set foot on the grounds of 29 Kolonahe, you'll be captivated by the architectural brilliance that awaits. Marmol Radziner's attention to detail is evident throughout the entire property, from the clean lines and open floor

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Back by popular demand (and because we love supporting local so much) we are sharing our 2022 holiday shopping guide that features local and Maui-owned businesses from all over the island. Find the perfect gifts and treasures for your ohana and loved ones, near and far. Shopping local is one of the best ways to support our Maui community and give back to those striving to make our island a better place. There are countless hidden gems, brilliant artists, generous creators, and hard-working small business owners who make Maui the beautiful place that is. 

 

 

Itsy Bitsy Keiki by Anuhea Medeiros

Itsy Bitsy Keiki was started by a Native Hawaiian Infant/Toddler, Kumu (teacher). She began Itsy Bitsy Keiki during the pandemic to bridge the

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