Haliimaile Maui Real Estate

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Haliʻimaile Real Estate: Plantation Roots with Modern Island Living

Set against the rolling slopes of Upcountry Maui, Haliʻimaile is one of those rare communities where time seems to move a little slower. Just minutes from Makawao and a short drive from Kahului, this historic plantation town blends small-town charm with a growing interest from buyers seeking unique opportunities in Maui real estate. For those exploring Hawaii real estate beyond the coastline, Haliʻimaile offers authenticity, history, and the kind of community spirit that can’t be replicated. See More...

Real Estate Statistics

Average Price $1.5M
Lowest Price $595K
Highest Price $2.3M
Total Listings 3
Avg. Days On Market 148
Avg. Price/SQFT $776

Property Types (active listings)

Haliimaile Real Estate

Why Buyers Are Drawn to Haliʻimaile

Haliʻimaile was originally established as a pineapple plantation town, and remnants of that heritage are still woven into the landscape. Colorful plantation-style homes, tree-lined streets, and easy access to the lush uplands of Haleakalā give the area a character unlike any other on the island.

Today, buyers are rediscovering Haliʻimaile for its affordability compared to coastal Maui real estate markets, its sense of community, and its proximity to both Upcountry serenity and Central Maui convenience.

Homes in Haliʻimaile

The Haliʻimaile real estate market is an eclectic mix:

  • Plantation-style homes that have been lovingly maintained or thoughtfully restored.

  • Newer builds blend modern design with nods to the area’s historic character.

  • Ohana units and investment properties that make multi-generational living easy.

Many homes here feature large yards—perfect for gardens, fruit trees, or simply soaking up Upcountry breezes. Unlike resort communities, Haliʻimaile real estate feels approachable and personal, often reflecting the unique touch of long-time local families.

Lifestyle in Haliʻimaile

Life in Haliʻimaile is defined by simplicity and connection. Residents enjoy morning walks through quiet streets, bike rides into Makawao, and easy access to trails, farms, and open landscapes. The famous Haliʻimaile General Store, a landmark restaurant, anchors the town with a sense of gathering and celebration.

For families and retirees alike, it’s a place that feels safe, grounded, and distinctly Maui. And while the town retains its plantation charm, you’re only about 15 minutes from Kahului’s shopping, schools, and airport—making daily life practical as well as peaceful.

Why Haliʻimaile Stands Out in Hawaii Real Estate

  • Authenticity: A plantation-era town with preserved charm.

  • Affordability: More attainable price points than coastal markets.

  • Location: Quick access to both Upcountry and Central Maui.

  • Community: Tight-knit and welcoming, with deep local roots.

Considering a Home in Haliʻimaile?

For buyers who value history, authenticity, and a quieter pace of life, Haliʻimaile real estate is a compelling choice. It’s not just about owning property—it’s about becoming part of a story that began generations ago and continues to shape the future of Maui real estate.

If you’re exploring opportunities across Hawaii real estate, Haliʻimaile offers something unique: a community where plantation roots meet modern island living, and where the simple joys of Upcountry life are never far from reach.

Recently Sold Homes and Land in Haliimaile

Eric & Lisa West
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When buying in Hawaii for vacation rental properties you need a true local expert. Eric was an amazing help to not just find the right property for us but also to provide information required to set up a vacation rental business. Eric filled us with detailed advice and references that made the whole buying process so much easier.

 

Fred Miller

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