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41-539 Makakalo Street, Waimanalo
$5,400,000
3 Beds ⋅ 2 Baths ⋅ 202619098 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM
A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo
41-010 Wailea Street, Waimanalo
$7,850,000
202618731 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo
41-010 Wailea Street, Waimanalo
$7,850,000
202618736 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo
41-1025 Nenue Street, Waimanalo
$1,925,000
3 Beds ⋅ 2 Baths ⋅ 202610224 MLS ⋅ FS - Fee Simple Tenure ⋅ 146 DOM
Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise waters of Waimanalo Beach—consistently ranked among the most beautiful shorelines in the world—this thoughtfully maintained 3-bedroom, 2-bath residence offers a rare opportunity to live the lifestyle so many dream about. Set on an expansive 14,518 sq. ft. level lot, the property provides exceptional outdoor space for entertaining, gardening, or simply unwinding in the tropical breeze. Mature fruit trees dot the grounds, offering both shade and a true taste of island abundance. The home’s mid-century character shines through with timeless lines and a welcoming, move-in ready feel. Every detail reflects pride of ownership, making this a turn-key opportunity for buyers seeking a seamless transition to coastal living. The 24 owned photovoltaic panels provide meaningful savings. Positioned between the conveniences of Honolulu and the charm of Kailua, yet nestled in the quiet, country feel of Waimanalo, this property strikes the balance of seclusion and accessibility. Beach living, mountain views and abundant space.

41-1025 Nenue Street, Waimanalo

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.

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