Kaupo Real Estate

Nestled on the eastern shore of Maui, Kaupo is a hidden gem that offers a unique blend of natural beauty and tranquil living. This charming neighborhood is part of the Hana region, where lush landscapes meet the sparkling Pacific Ocean, creating a picturesque setting that feels like a world away from the hustle and bustle of modern life.

Kaupo is characterized by its stunning vistas, with rolling hills, dramatic cliffs, and pristine beaches that beckon outdoor enthusiasts and nature lovers alike. The area is a haven for those seeking adventure, with opportunities for hiking, surfing, and exploring the rich marine life that inhabits the surrounding waters. The nearby Haleakalā National Park provides breathtaking views and a chance to witness the sunrise from one of the world’s largest dormant volcanoes.

The community in Kaupo is tight-knit and welcoming, embodying the spirit of Aloha that Hawaii is known for. Residents enjoy a slower pace of life, with local farmers markets and small businesses that foster a sense of camaraderie and support. The area is also steeped in cultural history, with ancient Hawaiian sites and traditions that continue to thrive.

For those looking to escape the ordinary, Kaupo offers a unique opportunity to embrace a lifestyle that is both serene and adventurous. Whether you’re considering a permanent move or a vacation retreat, this enchanting neighborhood invites you to experience the magic of Maui in a way that is truly special. Discover the beauty of Kaupo, where every day feels like a vacation in paradise.

Newest Listings in Kaupo

$995,000

1 Beds ⋅ 1 Baths ⋅ 405926 MLS ⋅ Fee Simple Tenure

Also Listed as MLS#405925 Vacant Land. Tranquil Kaupo Retreat Discover peace and privacy on nearly 10 acres in scenic Kaupo. Thoughtfully designed for off grid living, this unique retreat combines rustic charm with modern comfort. Spaciously crafted 1 bed, 1 bath offers approx. 1,000 sq ft of living space with stunning 360' views. Take in Kaupo Gap from the Kitchen, to the sparkling Ocean vistas that surround, with Hawai'i off in the distance. A rare opportunity to own a slice of Southeast Maui paradise—ideal for a private retreat, artist’s escape, or nature lover’s dream. Please note nonconforming structures may exist. Photovoltaic-Off Grid Electric.E Komo Mai and come experience the untamed magic of Kaupo--where the pace slows, and the spirit soars!

34701 Piilani Hwy, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.