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$55,000,000
11 Beds 11 Baths 202520629 MLS
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.

3735 Diamond Head Road, Honolulu

Listing courtesy of Listing Agent: Noel Pietsch Shaw (noelshaw@hawaiilife.com) from Listing Office: Hawaii Life.

$18,880,000
12 Beds 16 Baths 202520168 MLS
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.

572C N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.

$50,000,000
12 Beds 15 Baths 202327941 MLS
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Stephanie Rae Band (stephanie@hawaiidreamhomes.com) from Listing Office: Compass.

$1,188,000
6 Beds 2 Baths 202324887 MLS
Sustainable homestead, multigenerational living…so many possibilities! Privacy down a long driveway to 2 homes on fully fenced 3.41 acres of fertile farmland. The homes are in rough condition with deferred maintenance. Besides the 2 homes, there is a large greenhouse frame, large concrete block vegetable processing building with water plumbed to it, and 2 carports. Prominently featured on the land is the producing mango orchard of around 30 trees. Also, several miscellaneous fruit trees like citrus, pomegranate, guava, noni, starfruit and avocado. Fruit trees are serviced by in-ground water pipe system. Property has Ag water meter for lower water cost for agricultural use. Irrigation piping map, soil analysis and list of mango types are in supplements. Local food production is so needed and encouraged in these times. It can all be done here! Give this currently neglected homestead the love it deserves and transform it into a food forest...you'll have a great start. So much potential here! One home is vacant, the other is occupied by tenants on month to month lease. Do not drive down driveway without an appointment.

85-775A Waianae Valley Road, Waianae

Listing courtesy of Listing Agent: Donna R Lay (donnarlay@gmail.com) from Listing Office: Equity Hawaii Real Estate, LLC.

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.