Set along the prestigious Diamond Head Road, the Ho‘oluana Estate represents one of the final opportunities to own a true legacy estate in Honolulu. This extraordinary property, encompassing nearly 80,000 square feet, offers a unique combination of scale, ocean views, beachfront access, and development potential—a rare blend that places it among the most desirable parcels in the islands.
Perfectly positioned between Kahala and Waikiki, two of O‘ahu’s most distinguished neighborhoods, Ho‘oluana Estate captures the essence of island luxury—where natural beauty, privacy, and sophistication converge.
A Legacy of Location
Diamond Head Road has long been recognized as one of Honolulu’s most exclusive and scenic corridors. Stretching along the coastline at the foot of the iconic Diamond Head Crater, this area is home to some of Hawai‘i’s most celebrated residences and historic estates.
Ho‘oluana Estate stands proudly among them, offering unparalleled proximity to the vibrant heart of Waikiki while preserving the tranquility and prestige that define Diamond Head living. The property’s elevated setting provides breathtaking panoramic ocean views, framed by swaying palms and the rhythmic sound of waves breaking along the shore.
Just steps away, residents enjoy private, deeded access to the beach, ensuring that the sparkling Pacific Ocean remains an intimate part of daily life.
Exceptional Scale and Flexibility
Spanning nearly two acres (approx. 80,000 sq. ft.), this estate is zoned R-7.5, granting exceptional flexibility for development, expansion, or preservation. The existing residence anchors the property, complemented by several open lots that invite creative possibilities—from crafting a compound of multiple homes to preserving the grounds as an unparalleled private sanctuary.
Few properties in Honolulu offer such scale within minutes of the city’s finest amenities. Whether envisioned as a family legacy estate, luxury development opportunity, or private retreat, Ho‘oluana provides a canvas of unmatched potential.
A Setting of Natural Beauty
Every aspect of Ho‘oluana Estate celebrates the unique beauty of its island surroundings. The gentle slope of the land allows for expansive ocean vistas from nearly every vantage point, while the lush tropical vegetation ensures privacy and shade.
At sunrise, the horizon glows with soft pink and gold hues reflected on the ocean’s surface. By evening, the property is bathed in the warm light of the setting sun, offering an ever-changing natural spectacle that defines Hawaiian living.
The sound of the surf and the scent of plumeria fill the air, creating a sensory experience that feels both luxurious and deeply rooted in nature.
Seamless Access to Island Lifestyle
Located midway between Kahala and Waikiki, Ho‘oluana Estate sits at the crossroads of luxury and lifestyle. Within minutes, residents can enjoy:
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World-class surfing at Diamond Head and Waikiki Beach
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Luxury shopping and fine dining at Ala Moana and Kahala Mall
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Championship golf at Waialae Country Club
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Scenic hiking along the Diamond Head Crater trail
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Cultural attractions including the Honolulu Zoo, Kapi‘olani Park, and Waikiki Aquarium
Despite its proximity to these vibrant destinations, the estate itself remains peaceful and secluded—a retreat where the world slows down and the rhythm of the ocean becomes the soundtrack to daily life.
A Rare Opportunity
Properties of this magnitude and location seldom come to market. Ho‘oluana Estate represents one of the last large, contiguous estate parcels available along Diamond Head Road—making it an opportunity not just to own real estate, but to preserve a piece of Honolulu’s coastal heritage.
The adjacent property, located at 3735 Diamond Head Road A, is also available for purchase. Together, these parcels offer the unprecedented possibility of creating a landmark estate compound, establishing a family legacy in one of the world’s most prestigious and picturesque settings.
Architectural Potential
The property’s zoning and lot configuration provide numerous possibilities for architectural expression. A visionary buyer could design a modern coastal masterpiece that maximizes the ocean views and natural light, or restore and enhance the existing structures to blend traditional Hawaiian design with contemporary luxury.
Large open spaces invite outdoor living—expansive lanais, infinity-edge pools, gardens, and pavilions can all be imagined within this extraordinary footprint. The combination of space, privacy, and direct beach access makes this property one of the most flexible and desirable estates in Honolulu’s luxury market.
The Spirit of Ho‘oluana
The Hawaiian name Ho‘oluana evokes feelings of relaxation, renewal, and joyful living—sentiments perfectly reflected in this estate’s setting. Here, every sunrise invites serenity, every ocean breeze carries tranquility, and every evening offers a front-row seat to one of the most beautiful coastlines in the Pacific.
The property’s natural topography and mature landscaping frame views that seem to stretch endlessly toward the horizon. Whether envisioned as a quiet personal retreat or a grand multi-generational estate, Ho‘oluana embodies the timeless spirit of Hawai‘i—luxurious yet grounded, private yet connected.
Investment and Legacy
Beyond its architectural and lifestyle appeal, Ho‘oluana Estate presents a compelling investment opportunity. Honolulu’s coastal properties continue to appreciate in value, particularly in rare legacy locations like Diamond Head.
With limited available land and increasing demand for exclusive oceanfront properties, this estate offers enduring value—not just as a residence, but as an heirloom asset that can be cherished and passed down through generations.
Its zoning and development potential ensure flexibility, allowing future owners to adapt the property to evolving needs without compromising its beauty or character.
A Place Like No Other
Few places in the world combine natural splendor, urban accessibility, and timeless prestige the way Diamond Head does. From this privileged vantage point, the Pacific Ocean becomes an ever-present companion—its rhythm marking the passage of time and its vastness inspiring a sense of peace and perspective.
Whether as a permanent residence, a seasonal retreat, or a visionary development, Ho‘oluana Estate offers something truly irreplaceable: a rare balance between nature and refinement, tradition and possibility, serenity and sophistication.
Property Overview
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Location: Diamond Head Road, Honolulu, Hawai‘i
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Zoning: R-7.5
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Land Area: Approximately 80,000 sq. ft. (~1.83 acres)
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Beach Access: Private/deeded beachfront access
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Views: Expansive ocean vistas, Diamond Head coastline
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Features: Existing residence, several open lots, flexible development potential
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Proximity: Between Kahala and Waikiki; near golf, surfing, shopping, and dining
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Neighboring Property: 3735 Diamond Head Road A (available separately)
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Note: Property details may vary from tax records.
A True Diamond on Diamond Head
The Ho‘oluana Estate is more than real estate—it is a piece of Hawai‘i’s legacy. With its breathtaking oceanfront setting, rare scale, and infinite potential, it stands as one of the most significant opportunities in Honolulu’s luxury property market.
For discerning buyers who value heritage, beauty, and the essence of island living, this estate offers an unmatched invitation to create something extraordinary—an enduring landmark at the edge of paradise.
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