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$560,000

Rarely available pet friendly 2-bedroom residence nestled on the coveted slopes of Diamond Head, where up to two pets are welcome. Efficiently designed for comfortable island living, this home captures cooling tradewinds and expansive views from the Honolulu skyline to the lush Ko'olau Mountains Ideally situated with proximity to Waikiki and Gold Coast neighborhoods and just moments from the vibrant cafés, restaurants, and boutiques of Monsarrat Avenue. The convenience abounds with effortless access to Waikiki Elementary, Kapiolani Park, Waikiki Beach, Kapiolani Community College, Diamond Head Theatre, and some of Oahu's best dining, recreation, and outdoor pursuits. A wonderful opportunity to own in one of Honolulu's most sought-after neighborhoods.

2 Beds ⋅ 1 Baths ⋅ 202614519 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM ⋅ Diamond Head Hillside BLDG.

Rarely available pet friendly 2-bedroom residence nestled on the coveted slopes of Diamond Head, where up to two pets are welcome. Efficiently designed for comfortable island living, this home captures cooling tradewinds and expansive views from the Honolulu skyline to the lush Ko'olau Mountains Ideally situated with proximity to Waikiki and Gold Coast neighborhoods and just moments from the vibrant cafés, restaurants, and boutiques of Monsarrat Avenue. The convenience abounds with effortless access to Waikiki Elementary, Kapiolani Park, Waikiki Beach, Kapiolani Community College, Diamond Head Theatre, and some of Oahu's best dining, recreation, and outdoor pursuits. A wonderful opportunity to own in one of Honolulu's most sought-after neighborhoods.

3151 Monsarrat Avenue Unit 502, Honolulu

$4,800,000

Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

4 Beds ⋅ 3 Baths ⋅ 202614040 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM

Nestled on the prestigious Diamond Head neighborhood, offers a large 15,000 sqft lot overlooking Kahala with ocean views. Bring your architect and contractor to design your home. Conveniently located near Kapiolani Park, Diamond Head, Kahala Mall, beaches, and Waikiki, making it an exceptional place to enjoy both tranquility and island living at its best.

633 Hakaka Place, Honolulu

$5,560,000

This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

4 Beds ⋅ 4 Baths ⋅ 202604939 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM

This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

3063 Diamond Head Road, Honolulu

$525,000

Available again! THE BEST VALUE IN PUALEI CIRCLE!!! Get in before he rents it out! Now at a COMPELLING new price of $525,000, this is your opportunity to own a great place in a coveted area at an unbeatable value. Welcome to Diamond Head Surf—where midcentury charm meets modern coastal living in the heart of an iconic neighborhood. This is the hands down best layout in the building. The only 2-bedroom unit featuring a bonus extra office room, it has rare versatility today's lifestyle demands. The interior strikes a perfect balance: a lovely kitchen and custom bedroom built-ins honor the building's nostalgic roots, while the open, airy flow provides a fresh canvas for your personal updates. Prime for the ultimate active lifestyle: Surf & Sand: World-class breaks and Gold Coast beaches are just moments away. Green Space: Expansive Kapiolani Park and Diamond Head is your backyard. Local Flavor: Towns top-rated restaurants and boutiques within a short distance. Attractively priced below market, this is an ideal long-term investment or a dream first-time primary residence. Experience the true essence of Honolulu—schedule a showing today! Some photos are digitally enhanced.

2 Beds ⋅ 1 Baths ⋅ 202604045 MLS ⋅ FS - Fee Simple Tenure ⋅ 180 DOM ⋅ Diamond Head Surf BLDG.

Available again! THE BEST VALUE IN PUALEI CIRCLE!!! Get in before he rents it out! Now at a COMPELLING new price of $525,000, this is your opportunity to own a great place in a coveted area at an unbeatable value. Welcome to Diamond Head Surf—where midcentury charm meets modern coastal living in the heart of an iconic neighborhood. This is the hands down best layout in the building. The only 2-bedroom unit featuring a bonus extra office room, it has rare versatility today's lifestyle demands. The interior strikes a perfect balance: a lovely kitchen and custom bedroom built-ins honor the building's nostalgic roots, while the open, airy flow provides a fresh canvas for your personal updates. Prime for the ultimate active lifestyle: Surf & Sand: World-class breaks and Gold Coast beaches are just moments away. Green Space: Expansive Kapiolani Park and Diamond Head is your backyard. Local Flavor: Towns top-rated restaurants and boutiques within a short distance. Attractively priced below market, this is an ideal long-term investment or a dream first-time primary residence. Experience the true essence of Honolulu—schedule a showing today! Some photos are digitally enhanced.

3824 Leahi Avenue Unit 215, Honolulu

$7,680,000

Perched on the scenic slopes of world-renowned Diamond Head, this landmark estate-once home to legendary musician John McVie of Fleetwood Mac-presents a rare opportunity to own a piece of Hawaii’s history in one of Oahu’s most sought after neighborhoods. Now offered at $1M below previous pricing, this home invites discerning buyers the freedom to personalize & update, creating a truly bespoke retreat while enjoying luxury & scale. Commanding an expansive 18,784 sq ft lot w/ocean, city & coastline views, the residence spans approx 7,953sq ft of thoughtfully designed space. Seamlessly integrating indoor/outdoor living, the home features wide lanais and a dramatic pool courtyard framed by lush, mature tropical landscaping—offering complete privacy. The gourmet kitchen is appointed w/ top-tier professional appliances, oversized gas range &generous cabinet. The grand primary suite is a sanctuary of comfort, complete w its own view lanai a soaking tub& walk-in closet. Addtl suites offer en suite baths & walk-in closets, along w flexible-use home offices spaces to suit your lifestyle. With its architectural presence, this is a home of rare distinction—now priced to empower your vision.

5 Beds ⋅ 7 Baths ⋅ 202514016 MLS ⋅ FS - Fee Simple Tenure ⋅ 428 DOM

Perched on the scenic slopes of world-renowned Diamond Head, this landmark estate-once home to legendary musician John McVie of Fleetwood Mac-presents a rare opportunity to own a piece of Hawaii’s history in one of Oahu’s most sought after neighborhoods. Now offered at $1M below previous pricing, this home invites discerning buyers the freedom to personalize & update, creating a truly bespoke retreat while enjoying luxury & scale. Commanding an expansive 18,784 sq ft lot w/ocean, city & coastline views, the residence spans approx 7,953sq ft of thoughtfully designed space. Seamlessly integrating indoor/outdoor living, the home features wide lanais and a dramatic pool courtyard framed by lush, mature tropical landscaping—offering complete privacy. The gourmet kitchen is appointed w/ top-tier professional appliances, oversized gas range &generous cabinet. The grand primary suite is a sanctuary of comfort, complete w its own view lanai a soaking tub& walk-in closet. Addtl suites offer en suite baths & walk-in closets, along w flexible-use home offices spaces to suit your lifestyle. With its architectural presence, this is a home of rare distinction—now priced to empower your vision.

3124 Noela Drive, Honolulu

$8,000,000

It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet spaces including ground floor suite w/wet bar& separate zoned AC. Heated spa & infinity pool - a masterful design w/its edge seamlessly blending into the horizon as if it flows directly into the ocean below. Easy access to incredible surf breaks and stunning Association's saltwater pool carved in the lava cliff that defines Black Point's charm. Gated and secured community for privacy. This site carries a legacy of ingenuity and distinction, once home to George Hemmeter, renowned inventor whose visionary spirit is echoed in its unique character and reflects the extraordinary essence of his contributions. Once-in-a-lifetime opportunity to own a piece of a prestigious storied history and experience the luxury and serenity that only this exceptional residence can offer.

5 Beds ⋅ 6 Baths ⋅ 202507863 MLS ⋅ FS - Fee Simple Tenure ⋅ 510 DOM

It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet spaces including ground floor suite w/wet bar& separate zoned AC. Heated spa & infinity pool - a masterful design w/its edge seamlessly blending into the horizon as if it flows directly into the ocean below. Easy access to incredible surf breaks and stunning Association's saltwater pool carved in the lava cliff that defines Black Point's charm. Gated and secured community for privacy. This site carries a legacy of ingenuity and distinction, once home to George Hemmeter, renowned inventor whose visionary spirit is echoed in its unique character and reflects the extraordinary essence of his contributions. Once-in-a-lifetime opportunity to own a piece of a prestigious storied history and experience the luxury and serenity that only this exceptional residence can offer.

4125 Black Point Road, Honolulu