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* Second home allowed on either a residential or an agricultural zoned property.
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10 most popular homes for sale in Kaupo

Here are the ten most popular homes for sale in Kaupo, according to the visitor view count on our site. (We update this every day)

Home
1 bd
1 ba
1,520 sqft
$1,500,000
1
bd
1
ba
1,520
sqft
“Waterfalls, Rainbows and Gorgeous Ocean Views”… Experience the abundance of these visual delights from the privacy of your extra large lanai. Full moon rising, endless stargazing, and unobstructed Big Island Views, just to name a few aspects of this serene and blessed estate known as, Pu’uhonua”, Place of Refuge. This 1,520 sq ft home with an expansive covered and uncovered lanai, being thoughtfully designed to connect indoor and outdoor, which creates a seamless flow of natural environment living. Having been cared for with loved holistic bio-dynamic land cultivation methods and practices. This Estate features a spacious and manageable 1.72 acres. Whether your intention is to install a helipad, or to grow additional food, the opportunities are almost endless. A peaceful Life away from the busy world. Operating completely off grid and self-sustaining with an Owned Photovoltaic Electrical system, 6KW 240VAC, Single Phase. Sixty five solar panels and new gel, no maintenance, batteries installed April 2025 by Ray Meyers, Solar. When needed, switch on Star-link, which is currently used for seamless internet connection, or connect to underground phone hard-line, at the top of the property. 200 sf foot Bali Hale to host visiting family and friends. 20K Gallon water catchment tank for fire protection standpipes, with pumps, and a high quality drinking water filtration-purification system. 200 sf storage/office with Photovoltaic building, and much much more... Views - Massive Ocean, Haleakala, Big Island and it's amazing volcano views, and whales gathering. Ocean and mountain views (Haleakala and Big Island). Hear the whales calling as they gather at the mouth of the Manawainui Stream as it enters the Pacific Ocean. Great Kaupo Community, wonderful feeling of neighborliness and support. Such a rare offering in a peaceful environment, and an amazing place to call home. Call your favorite Realtor!
* information deemed reliable, but not guaranteed
Oceanfront
Home
1 bd
1 ba
1,520 sqft
$1,500,000
1
bd
1
ba
1,520
sqft
“Waterfalls, Rainbows and Gorgeous Ocean Views”… Experience the abundance of these visual delights from the privacy of your extra large lanai. Full moon rising, endless stargazing, and unobstructed Big Island Views, just to name a few aspects of this serene and blessed estate known as, Pu’uhonua”, Place of Refuge. This 1,520 sq ft home with an expansive covered and uncovered lanai, being thoughtfully designed to connect indoor and outdoor, which creates a seamless flow of natural environment living. Having been cared for with loved holistic bio-dynamic land cultivation methods and practices. This Estate features a spacious and manageable 1.72 acres. Whether your intention is to install a helipad, or to grow additional food, the opportunities are almost endless. A peaceful Life away from the busy world. Operating completely off grid and self-sustaining with an Owned Photovoltaic Electrical system, 6KW 240VAC, Single Phase. Sixty five solar panels and new gel, no maintenance, batteries installed April 2025 by Ray Meyers, Solar. When needed, switch on Star-link, which is currently used for seamless internet connection, or connect to underground phone hard-line, at the top of the property. 200 sf foot Bali Hale to host visiting family and friends. 20K Gallon water catchment tank for fire protection standpipes, with pumps, and a high quality drinking water filtration-purification system. 200 sf storage/office with Photovoltaic building, and much much more... Views - Massive Ocean, Haleakala, Big Island and it's amazing volcano views, and whales gathering. Ocean and mountain views (Haleakala and Big Island). Hear the whales calling as they gather at the mouth of the Manawainui Stream as it enters the Pacific Ocean. Great Kaupo Community, wonderful feeling of neighborliness and support. Such a rare offering in a peaceful environment, and an amazing place to call home. Call your favorite Realtor!
Virtual Tour
$1.35m
Manawainui
34701 Piilani Hwy, Hana
Land
9.978 acres
$1,350,000
9.978
acres
Also listed as MLS #405926. 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!
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Land
2.880 acres
$395,000
2.880
acres
Small 2.88 acre lot in the Big Country of Kaupo. Abutting Kaupo Ranch Headquarters area at the Ranch gate on Kaupo Gap Road. Also abuts the Haleakala National Park lot fronting Kaupo Gap Road. Some large shade trees and old Hawaiian 'dry stack' rock walls. Location is generally suitable for rainfall catchment.
Virtual Tour
Land
5.306 acres
$475,000  $10,000
5.306
acres
Special...Magical...Rare piece of land, that is virtually untouched with a true feeling of what Maui was like centuries ago. Absolutely stunning ocean and Manawainui Gulch views from buildable site. Throughout this phenomenal property you will stumble upon Guava, Mango, Papaya, Coffee and Lilikoi Trees that grow wild in the nutrient rich soil. This property (lot #1) is part of the Pohoula Subdivision which offers many land improvements, such as: access to pure well water, 66K gallon water tank, gated - paved entrance and so much more. Come relish and enjoy the peace and serenity from this beloved land...and create your own off-the-grid sanctuary. (lot #3 is also listed for sale - MLS#: 402801)
1 – 4 of 4 homes for sale
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