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$37,500,000
5 Beds 9 Baths 202528159 MLS FS - Fee Simple Tenure
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases exceptional craftsmanship throughout. Set on 35,870 sq ft of land, the estate offers approximately 21,266 sq ft of interior living, complemented by extensive covered and open lanais ideal for entertaining. Highlights include cast-bronze entry doors, coffered Venetian-inspired ceilings, Italian perlato marble staircases and flooring, carved and finished on-site, a two-story oceanfront living room, and refined Art Deco bronze detailing. Amenities include a private theater, library, entertaining lounge, and grotto pool. The expansive primary suite spans nearly 5,000 sq ft and features dual dressing rooms, a fitness area, and sweeping coastline views. The Hemmeter Estate is an irreplaceable oceanfront estate distinguished by scale, privacy, and architectural significance.

4324 Kaikoo Place, Honolulu

Listing courtesy of Compass.

$8,875,000
5 Beds 6 Baths 202525308 MLS FS - Fee Simple Tenure
RARE OCEAN ADJACENT ESTATE ON ROYAL PLACE. Between Royal Place and Kahala Avenue lies an extraordinary estate offering privacy, space & refined coastal living just moments from the ocean. Set on a generous 14,809 sq ft parcel, this remarkable residence features 5 generously sized bedrooms & 5.5 baths, highlighted by a dramatic primary suite with open air lanai, dual walk-in closets & spa-inspired bath. Expansive interiors showcase multiple lounge & living areas designed for entertaining, all overlooking stunning landscaped grounds. A versatile studio apartment w/full bath & kitchenette sits above the 4-car garage, connected through a spacious gym complete w/ climbing wall. Outdoors, an array of inviting spaces includes a sizable poolside covered lanai with dedicated dining & entertaining areas, a free-form swimming pool w/ adjacent spa & cold plunge, dramatic water features & lush tropical landscaping filled w/ flowering trees & stately palms. Blending artistry & discretion, this home captures the essence of modern luxury & timeless sophistication. Conveniently located near multiple beaches, golfing, The Kahala Hotel & premier shopping and dining. Truly a very special property.

4366 Royal Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$4,750,000
202527707 MLS FS - Fee Simple Tenure
A rare opportunity to create a legacy estate in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 20,021-square-foot parcel along coveted Kahala Avenue, this exceptional homesite offers nearly half an acre of level land—providing the scale and flexibility to design a truly remarkable private residence. Envision resort-style outdoor living, lush tropical gardens, expansive entertaining spaces, and a one-of-a-kind island home tailored to your vision. Ideally positioned moments from the beach, Waialae Beach Park, Waialae Country Club, The Kahala Hotel & Resort, and Kahala Mall, this premier address combines privacy, prestige, and convenience. Estate-sized parcels in Kahala’s coveted beachside enclave are exceptionally rare.

4744 Kahala Avenue, Honolulu

Listing courtesy of Real Broker.

$10,700,000
3 Beds 3 Baths 202525708 MLS FS - Fee Simple Tenure Kuu Makana@ Diamond Hd BLDG.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

$10,700,000
3 Beds 3 Baths 202525685 MLS FS - Fee Simple Tenure Kuu Makana@ Diamond Hd BLDG.
This turnkey luxury residence is a rare offering, now enhanced with further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the exclusive oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors, and the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location, and impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

$1,000,000
2 Beds 1 Baths 202525423 MLS FS - Fee Simple Tenure Kainalu BLDG.
Come and experience breathtaking ocean views from this rare beachfront 2 bedroom, located directly on a sandy beach at the base of Diamond Head. Situated on the private, tranquil end of Oahu’s prestigious Gold Coast, Kainalu is one of the most desirable boutique buildings in the area. This spacious Co-op unit welcomes your personal touches and offers an open layout with generous living and dining areas. Enjoy the soothing sound of waves and cool tradewinds drifting through your windows, creating the ultimate island retreat. Step outside to your own private sandy beach—swim, surf at Tonggs, or unwind in the oceanfront lounge area. The unit includes a covered parking stall and in-unit washer and dryer for your convenience. The secure building features easy walk-up or elevator access and a peaceful, quiet environment. Located just minutes from Waikiki, Kapiolani Park, Diamond Head Lookout, and the Outrigger Canoe Club, Kainalu offers the perfect balance of serenity and island lifestyle. Live the Gold Coast lifestyle — where every day feels like a vacation.

2801 Coconut Avenue Unit 3E, Honolulu

Listing courtesy of Executives Properties, Inc..

$1,999,999
202523925 MLS FS - Fee Simple Tenure
A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre, residentially zoned parcel presents an unparalleled opportunity for those seeking privacy, scale, and possibility in one of Oahu's most coveted neighborhoods! This land is currently structured as a four unit CPR, and is being sold as a package with TMKs: 0001–0004 combined. Whether envisioned as a private estate retreat, multi-generational compound , the opportunity for multiple homes through the existing CPR , or legacy property to hold for future generations, this extraordinary parcel is a rare offering not to be missed. Buyer to conduct their own due diligence with the City and County of Honolulu / Department of Planning and Permitting (DPP) for building options. Also listed as Vacant Land MLS 202523921. Do not enter without an appointment. All parties must sign liability waiver prior to access.

5404 Poola Street, Honolulu

Listing courtesy of Engel & Volkers Honolulu.

$1,999,999
202523921 MLS FS - Fee Simple Tenure
A RARE canvas for a custom vision with gorgeous views and a stunning natural backdrop! This extraordinary 3.3 acre residentially zoned parcel presents an unparalleled opportunity for those seeking privacy, scale, and possibility in one of Oahu's most coveted neighborhoods! This land is currently structured as a four unit CPR, and is being sold as a package with TMKs: 0001–0004 combined. Whether envisioned as a private estate retreat, multi-generational compound , the opportunity for multiple homes through the existing CPR, or legacy property to hold for future generations, this extraordinary parcel is a rare offering not to be missed. Do not walk the property without appointment and signed waiver. Buyer to conduct their own due diligence with the City and County of Honolulu on desired build out.

5404 Poola Street, Honolulu

Listing courtesy of Engel & Volkers Honolulu.

$530,000
2 Beds 2 Baths 202524022 MLS FS - Fee Simple Tenure Regency Park BLDG.
Rarely-available upper floor unit in beautiful Regency Park Condominium.This spacious 2bed 2bath unit has 2 large lanais with sweeping views of the city and coastline.The well-designed floor plan offers a large living room and laundry room, while the primary bedroom has a walk-in closet and ensuite bathroom.Regency Park is located in a tranquil community with a soothing babbling brook beneath the 2 lanais.The property is well-maintained and provides excellent amenities, such as 24hour security,swimming pool,BBQ,tennis courts,a private 2acre park. Just minutes from the vibrant Kaimuki area, enjoy hip cafes, restaurants, boutique shops, and the convenience of being right next to a grocery store, pharmacy, and hardware store. Plus, you're a short walk to the University of Hawaii, Manoa. Kapiolani Community College is also a stone’s throw away, while freeway access and public transport are at your doorstep.Regency Park is a cozy, quiet, and private community whose lofty entryways make you think of a cathedral.A true gem and rare combination of aesthetics and convenience.This unique living space is frequently sought after but rarely available, especially on the exquisite upper floors.

3138 Waialae Avenue Unit 916, Honolulu

Listing courtesy of FAMILY Hawaii Realty.

$43,000,000
5 Beds 7 Baths 202520630 MLS FS - Fee Simple Tenure
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded 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. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records.

3735- Diamond Head Road, Honolulu

Listing courtesy of Hawaii Life.

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure
Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean activities. This turnkey home is a true Kama'aina re-treat, offering a balance of comfort and coastal beauty. The property boasts a meticulously manicured lawn, lush tropical landscaping, and an elevated private yard that ensures both serenity and seclusion. Gated entryways provide ultimate privacy and security, making this an ideal retreat. This rare opportunity is exclusively available for purchase either in conjunction with the neighboring property at 3735 Diamond Head Road OR after the larger estate has sold.

3735 Diamond Head Road Unit A, Honolulu

Listing courtesy of Hawaii Life.

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure
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 Hawaii Life.

$175,000
1 Baths 202518765 MLS LH - Leasehold Tenure Diamond Head Bch Hotel BLDG.
OCEAN FRONT ~ GOLD COAST Diamond Head Beach Hotel & Residence is the only building on the Gold Coast that offers legal vacation rentals. Great rental income potential and enjoy the condo amenities at your leisure. Currently owner-managed on vacation rental platforms with the option to use the on-site Hotel Management with front desk operations. Enjoy the beautiful ocean front tropical landscaped grassy lawn. Direct access to the ocean for swimming and sporting. Sans Souci is near-by for beach activities with life-guard. Kapiolani park offers community tennis/pickle ball courts and events. Elk's and Outrigger Canoe Club are next-door along with the Waikiki Aquarium and fine dining. Diamond Head is close enough to enjoy all of Waikiki yet is more of a serene neighborhood embraced with the spirit of Aloha. Plenty of street parking free/metered is available and also gated garage parking (fee). Security guard on-site nightly, FOB gated access, security cameras and fire sprinklers. Showings by appointment subject to bookings. This is a Lease-Hold property, contact Listing Agent for more information. ~Mahalo

2947 Kalakaua Avenue Unit 302, Honolulu

Listing courtesy of Hawaii Americana Realty.

$5,999,000
2 Beds 2 Baths 202519099 MLS FS - Fee Simple Tenure 3003 Kalakaua BLDG.
Experience luxurious coastal living in this beautifully renovated oceanfront unit with breathtaking ocean views and the soothing sound of waves. Enjoy sunsets each evening and Honolulu’s city lights by night—all from home. The open layout enhances airflow, bringing the ocean breeze into every room. Each space offers an ocean or Diamond Head view. Two mountain-facing bedrooms provide peaceful Diamond Head vistas. A spacious middle den has a closet, adding flexibility. Newly installed sliding glass doors offer seamless indoor-outdoor living and quiet when closed. The kitchen features a pantry and ample storage. The spa-style bath includes a deep soaking tub with an ocean view and a separate shower. This elegant home blends comfort, thoughtful design, and a prime oceanfront location for exceptional island living.

3003 Kalakaua Avenue Unit 5A, Honolulu

Listing courtesy of Axio Properties.

$8,000,000
5 Beds 6 Baths 202507863 MLS FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker 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.