Kaupo Homes with Mountain/Ocean View

Welcome to Kaupo, a hidden gem nestled on the breathtaking southeastern coast of Maui, Hawaii. This serene neighborhood, part of the charming Hana community, offers an unparalleled blend of natural beauty, tranquility, and a touch of island magic. Here, the majestic mountains rise dramatically from the lush landscape, while the sparkling ocean beckons just beyond, creating a picturesque backdrop that’s truly unmatched.

Kaupo is perfect for those seeking a peaceful retreat away from the hustle and bustle of city life. With its stunning homes boasting both mountain and ocean views, residents are treated to daily spectacles of nature’s artistry, from vibrant sunrises to the soothing sounds of waves crashing against the shore. Imagine sipping your morning coffee on your lanai, surrounded by panoramic vistas that inspire relaxation and rejuvenation.

The neighborhood is characterized by its close-knit community, where friendly neighbors greet each other with warm smiles and a genuine sense of aloha. The area is rich in Hawaiian culture and history, with nearby attractions such as the sacred Hana Lava Tube and the iconic Seven Sacred Pools, inviting exploration and adventure.

For those who appreciate outdoor activities, Kaupo offers an array of opportunities, from hiking along scenic trails to snorkeling in crystal-clear waters. With its stunning landscapes and a lifestyle that embraces the beauty of nature, Kaupo is not just a place to live; it’s a way of life. Come discover your paradise in Kaupo, where every day feels like a vacation.

Newest Kaupo Homes with Mountain/Ocean View

$695,000

406336 MLS ⋅ Fee Simple Tenure

This 30-acre lot has sweeping ocean and mountain views along with all the privacy and tranquility that is characteristic of the region. The property’s terrain offers a multitude of choices for building and development. Kaupo is believed to be where the first Polynesians landed on Maui. It's a place with a rich history and many preserved cultural sites. Ancient Hawaiians called it wahi pana, “storied places”. The property is located off the Kaupo Gap Road, a natural feature of Haleakala National Park, and a gateway to exploring the Park's trails. A trail through the Kaupo Gap leads to the top of the volcano, winding through old Koa forests and dense rainforests. This is a rare opportunity to own a pristine slice of old Hawaii. Access to the property is on the Kaupo Gap Road, one-third mile off the Piilani Hwy.

Kaupo Gap Rd, Hana

Listing courtesy of Island Sotheby's International Realty(W).

$1,195,000

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.