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$1,850,000
5 Beds ⋅ 3 Baths ⋅ 408994 MLS ⋅ Fee Simple Tenure
Welcome to a rare Moloka?i oceanfront estate property offering space, privacy, and sweeping island views. Situated on a .59-acre lot with an additional adjoining vacant parcel, this impressive property combines luxury living with the relaxed lifestyle Moloka?i is known for. The main estate home features 5 bedrooms, 2.5 bathrooms, and approximately 2,925 square feet of interior living space, complemented by an attached three-car garage and a roundabout driveway with a private automatic entry gate. Designed to take full advantage of its waterfront setting, the home features a large tiled oceanfront lanai, perfect for enjoying views across the channel to Lanai, seasonal humpback whale sightings, and spectacular winter sunsets, all while benefiting from Moloka?i’s year-round cooling trade winds. Inside, the spacious layout includes a great-room style kitchen with a large island, seated bar, tiled counters, double ovens, and a full walk-in pantry. The kitchen flows into both a formal dining area and an oceanfront breakfast nook, ideal for morning coffee with expansive ocean views. The home also includes a comfortable living room with hardwood floors and beachfront vistas. The primary bedroom suite captures panoramic ocean views right from the bed and includes a luxurious bathroom with a soaking tub and walk-in ice cube shower. Guest bedrooms also enjoy beautiful ocean and garden views. In addition to the main residence, the estate includes a separate 681 sq ft one-bedroom, one-bath ohana cottage, ideal for extended family, guests, or potential rental use. The property is being sold with an additional adjoining vacant lot totaling approximately 15,581 sq ft, complete with its own water meter, offering possibilities for future development, expanded privacy, or additional garden space. The grounds feature spacious lawns, fenced areas, a small greenhouse, and a variety of tropical plants and fruit trees, creating a peaceful island retreat. With no neighbors directly on either side, the property offers exceptional privacy while still being just a short walk to One Ali?i Beach Park. This is a unique opportunity to own a large oceanfront estate with additional buildable land along Moloka?i’s scenic coastline—combining privacy, space, and breathtaking island views in one exceptional property.

2160 Kamehameha V Hwy, Kaunakakai

Listing courtesy of Molokai Vacation Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 407826 MLS ⋅ Fee Simple Tenure
Discover a peaceful west-end Molokai estate set on 5.8 acres, offering ocean views, gorgeous sunsets, privacy, and a layout designed for comfortable island living. The 2,478 sq ft main home features 4 bedrooms and 4 bathrooms, arranged with two separate 2-bedroom/2-bath wings flanking a spacious open-beam great room. Each with their own bath, and private screened lanai. The suites are semi-detached but connected through covered lanais, creating breezy indoor–outdoor living spaces perfect for relaxing, dining, or enjoying the island’s natural surroundings. The property includes an inground pool, hot tub, 3000+ sf of decking. Mature landscaping supported by an irrigation system, making outdoor areas both beautiful and easy to maintain. Recently installed in 2025, aluminum roofing throughout, boasting significant advantages with its weather resistant properties, especially coastal areas. A detached 1-bedroom, 1-bath caretaker cottage provides additional flexibility for guests, extended family, or on-site caretaker, while remaining separate from the main residence. From every room and lanai of the home, the pool, spa and decks you will be captivated by the views and sounds of the Pacific Ocean and Diamond Head, all the while being surrounded by tropical landscaping and native birdsong. It's all here waiting for you. This very special property has an incredibly relaxing, rustic and “Old Hawaiian” atmosphere.

Kalua Koi Rd Unit Lot 369, Maunaloa

Listing courtesy of Molokai Realty LLC.

$1,188,000
3 Beds ⋅ 3 Baths ⋅ 400126 MLS ⋅ Fee Simple Tenure
In the heart of a tranquil paradise, a quaint bamboo house stands tall upon a sprawling five-acre canvas of rolling hills. This enchanting haven is more than a dwelling; it's a tale waiting to be told. Beside it, nestled like a beloved character, is the matching Ohana guest house. Both homes share a unique feature—a wraparound lanai on three sides, offering uninterrupted ocean views. And oh, the views! They paint the sky with fantastic sunsets and open a window to the grandeur of Honolulu, Waikiki, Diamond Head, and the entire windward coast of Oahu. Step inside the main house, where the master bedroom is nothing short of magnificent. It's spacious, with an en-suite bath that boasts the luxury of dual doors leading to the lanai. As you explore, you'll notice that the charm doesn't stop at the layout; it extends to the tropical furnishings that are thoughtfully included. But the treasures don't end there. Imagine a golf cart for exploring your vast domain, a lawnmower to keep your landscape pristine, and a collection of gardening tools and supplies to cultivate your personal Eden. And speaking of Eden, your five-acre haven is graced by mature tropical trees. Mango, avocado, fig, olive, banana, and cherry trees create a symphony of flavors that will dance on your taste buds with each season. Now, let's talk about convenience and security. This story wouldn't be complete without a 3-car garage, complete with remote doors. And for that grand entrance, a driveway with secure gate awaits your command, ensuring that your haven remains a sanctuary. This property is more than a house; it's a living, breathing story. A story filled with tropical splendor, breathtaking sunsets, and the serenity that only a five-acre paradise can provide. It's time for you to add your chapter to this enchanting narrative and make it your very own.

206 Awawa Rd, Maunaloa

Listing courtesy of Jeffrey Samuels Realty.