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41-539 Makakalo Street, Waimanalo
$5,400,000
202619101 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

41-010 Wailea Street, Waimanalo
$7,850,000
202618731 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Chaney Brooks Residential LLC.

41-1702 Kalanianaole Highway, Waimanalo
$1,785,000
202609794 MLS ⋅ FS - Fee Simple Tenure
A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy the peaceful surroundings and the potential to build lasting memories in a truly special place. Just minutes from world-famous Waimanalo Beach and a short drive to Kailua Town, you’ll find the ideal mix of island seclusion and everyday convenience. Don’t miss this rare chance to own a legacy property in one of Oahu’s most scenic communities. Note - Flood Zones XS + AEF

41-1702 Kalanianaole Highway, Waimanalo

Listing courtesy of REMAX Hawaii.

41-51 Hinalea Street, Waimanalo
$2,790,000
202608942 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus 1-story Ohana unit, 1893sf. This gated & spacious property offers 11 bedrooms, 8 full bathrooms, idyllic office space. Stunning, unobstructed Ko’olaumountain views. Total of 2 kitchens, 2 wet bars and plus. Huge sizes for all living rooms, kitchens, bedrooms, etc. 11ft tall ceiling for main living room; 9ft tall for other areas. Tons of upgrades: lanai, auto metal gate, natural stones, metal roof, solid wood cabinets & double-door entries, hardwood floor, granite & quartz countertops, Quartz staircase, etc. If for rental, since so close to beach, high rental demands paying good price to generate good incomes.

41-51 Hinalea Street, Waimanalo

Listing courtesy of eXp Realty.

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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