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$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure ACTIVE Status
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.

$43,000,000
5 Beds 7 Baths 202520630 MLS FS - Fee Simple Tenure ACTIVE Status
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.

$37,500,000
5 Beds 9 Baths 202528159 MLS FS - Fee Simple Tenure ACTIVE Status
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.

$26,500,000
5 Beds 8 Baths 202603726 MLS FS - Fee Simple Tenure ACTIVE Status
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.

213 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$19,800,000
202604171 MLS FS - Fee Simple Tenure ACTIVE Status
Discover a rare and extraordinary offering—over 45,000 square feet of prime buildable land along prestigious Kahala Avenue. This expansive oceanfront property, comprised of two parcels (TMKs: 1-3-5-006-014 & 1-3-5-006-009), boasts 126 linear feet of direct beachfront access, inviting you to experience breathtaking, sunsets, and over a mile of direct serene sandy shoreline. Recently improved with grading and new perimeter walls, this R-5-zoned property is an exceptional canvas for a grand estate, private compound, or luxury family residence. Short distance to the Kahala Hotel or Waialae Country Club, embrace the ultimate island lifestyle in one of Oahu’s most prestigious neighborhoods. Nestled down a private lane, this exclusive setting offers privacy, gorgeous ocean views, and an opportunity to craft an oceanfront legacy in one of Hawaii’s most coveted locations. Don’t miss this chance to build your dream home in Kahala.

4767 Kahala Avenue Unit B&D, Honolulu

Listing courtesy of Hawaii Life.

$17,500,000
5 Beds 7 Baths 202609193 MLS FS - Fee Simple Tenure ACTIVE Status
This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$13,800,000
5 Beds 7 Baths 202611456 MLS FS - Fee Simple Tenure ACTIVE Status
The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$12,500,000
5 Beds 4 Baths 202613905 MLS FS - Fee Simple Tenure ACTIVE Status
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure ACTIVE Status
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.

$11,250,000
202613400 MLS FS - Fee Simple Tenure ACTIVE Status Kapahulu Vista Apts BLDG.
$11,250,000 or Best Offer! 567 Kapahulu is prominently located in the heart of the Kapahulu Corridor, at the corner of Kapahulu and Campbell Avenue. It is amongst a high concentration of neighborhood amenities, restaurants, grocery stores, and residences. Minutes away from Waikiki and less than one mile from the H1 freeway, this property is easily accessible for both locals and tourists. 567 Kapahulu had a comprehensive makeover in 2019 with a new section that was rebuilt. It's very well maintained and has the potential to add more SF on the 2nd floor and a possible addition of sidewalk seating fronting Kapahulu Avenue. Currently, 567 Kapahulu is 100% occupied with a majority of tenants on long-term leases and holds a solid NOI. In addition to the on-site & street parking, a 55-stall public parking lot directly across the street ensures plenty of convenience for customers. Don't let this investment slip by! Contact us today for further details!!

567 Kapahulu Avenue, Honolulu

Listing courtesy of Bratton Realty Advisors Ltd.

$10,700,000
3 Beds 3 Baths 202525708 MLS FS - Fee Simple Tenure ACTIVE Status 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 ACTIVE Status 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.

$10,500,000
5 Beds 7 Baths 202608794 MLS FS - Fee Simple Tenure ACTIVE Status
Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$8,875,000
5 Beds 6 Baths 202525308 MLS FS - Fee Simple Tenure ACTIVE Status
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.

$8,580,000
5 Beds 8 Baths 202612088 MLS FS - Fee Simple Tenure ACTIVE Status
New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Compass.

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

$7,895,000
3 Beds 4 Baths 202609948 MLS FS - Fee Simple Tenure ACTIVE Status
TIMELESS BLACK POINT OCEANFRONT LIVING WITH SPELLBINDING SUNRISES. Beautifully reimagined oceanfront residence in the seaside community of Black Point offers 3 BD + den/4th BD option, 4 BA and over 4,000 sq ft of interior living on a sprawling 23,214 sq ft parcel. Thoughtfully designed w/a linear floor plan paralleling the coastline, every room captures breathtaking oceanfront vistas overlooking rolling waves, the palm lined shores of Kahala Beach & iconic Koko Head beyond. Expansive open living spaces feature vaulted shiplap ceilings, exposed natural wood trusses, walls of glass & a dramatic lava rock fireplace w/koa wood mantel. The sunken oceanfront lounge area is ideal for relaxing while taking in the soothing sounds of the sea & mesmerizing coastline views. The spacious primary suite enjoys extraordinary ocean views & spa inspired bath w/walk in shower overlooking the Pacific. Seaside lanais, tropical gardens, palms & outdoor spaces create wonderful entertaining areas. Black Point residents enjoy private access to the community’s ocean fed saltwater pool. Exceptional privacy, dramatic views & timeless island living in one of Honolulu’s most treasured oceanfront neighborhoods.

4157 Black Point Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

$6,998,000
5 Beds 8 Baths 202607760 MLS FS - Fee Simple Tenure ACTIVE Status
This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original décor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings impeccably detailed; a sweeping staircase highlighted by walls of glass; & an extensive use of fine marble & granite throughout. Wide pocketing glass doors joins the interior to the outdoor spaces & pool for relaxing in this splendid residence. The first level includes a grand dining area with a reflective mirrored ceiling, a service bar with a spacious lounge for social gatherings, a library/media room & two bedroom ensuites. On the second level is a billiard area with a step down cozy seating area for spectators to relax. To the right & left of the billiard room are two additional bedroom ensuites. The home includes a 3-car garage & lots of storage areas. Located across the street from the former Weinberg Estate & a direct access to sandy beach for a stroll along the ocean.

4504 Kahala Avenue, Honolulu

Listing courtesy of Hawaii Life.

$6,900,000
7 Beds 8 Baths 202601735 MLS FS - Fee Simple Tenure ACTIVE Status
PRICE REDUCED! MOTIVATED SELLER. This luxury home was taken nearly to the studs and rebuilt a few years ago, and it shows. Unobstructed ocean views are framed by 30-foot windows and ceilings spanning the entire front of the house, opening to oversized decks. A rooftop deck adds sweeping views of the coastline, Diamond Head, and the ocean. Quiet, private setting two blocks from Diamond Head Road and a short distance to the beach. Seven bedrooms and six full baths plus two half baths. Includes a separate studio with its own private entrance — one bedroom, one bath, full kitchenette — ideal for multigenerational living, guests, or rental income. Owned 27-panel photovoltaic system keeps energy costs low. Seller financing may be available.

3849 Poka Street, Honolulu

Listing courtesy of Keller Williams Honolulu.

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure ACTIVE Status
BREATHTAKING OCEAN VIEWS take center stage from the moment you step through the front doors of this elevated Spanish-style retreat at the base of world-renowned Diamond Head. Perched above neighboring homes, the property offers rare privacy, open sightlines, and the feeling of a private villa. Inside, graceful arched doorways, soaring ceilings, rich ohia wood floors, and beautiful carpentry reflect the home's timeless character. The layout features multiple living areas, a commercial-style kitchen with stainless steel counters, and three ocean-view bedroom suites with vintage bathrooms, and cedar-lined closets- offering a wonderful opportunity to update and personalize while honoring the home's original charm. Originally built by the Magoon family as a gathering space, the lower level includes two one-bedroom units and a studio, each with separate entrances and access to a shared laundry area. These spaces open to a lush, enclosed garden with fruiting trees and greenery, adding flexibility, income potential, a serene outdoor setting in one of Honolulu's most iconic locations.

3647 Diamond Head Road, Honolulu

Listing courtesy of Marcus Realty.

$6,588,888
2 Beds 2 Baths 202610380 MLS FS - Fee Simple Tenure ACTIVE Status Diamond Head Apts Ltd BLDG.
Breathtaking ocean views await from every room of "Maluhia," a sanctuary of quiet luxury perched at the edge of Diamond Head. Located within the prestigious Diamond Head Apartments—a landmark oceanfront building masterfully designed by Hawaii’s renowned architect, Vladimir Ossipoff—this fabulous penthouse unit was completely reimagined in 2024. The stunning residence beautifully blends contemporary design with the soulful simplicity of wabi-sabi. The home boasts soaring ceilings, an expansive primary suite, and a spacious, spa-inspired bath. Elegant interiors feature warm Italian natural stones and tiles, custom seamless cabinetry, and a premium Chef's kitchen. Thoughtfully curated with the finest natural materials, the soft textures and clean architectural lines evoke a deeply peaceful atmosphere. Floor-to-ceiling glass frames the Pacific Ocean, effortlessly inviting the outside in. True to its name, Maluhia (Peace) embodies an elevated, restorative lifestyle—a rare retreat where sophistication whispers. Experience the ultimate in Gold Coast oceanfront living, where timeless mid-century architecture meets modern coastal perfection.

2969 Kalakaua Avenue Unit 1201, Honolulu

Listing courtesy of List Sotheby's Int'l Realty.

$6,480,000
3 Beds 2 Baths 202601839 MLS FS - Fee Simple Tenure ACTIVE Status 3003 Kalakaua BLDG.
Experience refined oceanfront living on Honolulu’s Gold Coast. This exceptional 3-bedroom, 2-bath residence was fully remodeled in 2020 and showcases unobstructed 180° panoramic views of the Pacific Ocean, perfectly framed by swaying coconut palms. This expansive home features 1,984 sq. ft. of interior living space and a spacious 320 sq. ft. lanai, featuring an open-concept layout designed for elevated living and effortless entertaining. The expansive living room’s lanai doors open wide to capture endless ocean views, while the spacious lanai provides a front-row setting for sunsets, surf, and seasonal whale watching. Two bedrooms are positioned to enjoy beautiful Diamond Head views, creating a rare balance of ocean and mountain scenery. This boutique Fee Simple Gold Coast building offers just two units per floor and features see-through glass railings, secured entry, covered garage parking, and 14 guest parking stalls. Ideally located near Waikiki, Kapiolani Park, and Diamond Head, offering a private oceanfront lifestyle moments away from world-class beaches and dining. 3003 doesn't allow public open houses so please attend a brokers open or schedule a private showing.

3003 Kalakaua Avenue Unit 6A, Honolulu

Listing courtesy of Coldwell Banker Realty.

$6,350,000
2 Beds 2 Baths 202519492 MLS FS - Fee Simple Tenure ACTIVE UNDER CONTRACT Status 3003 Kalakaua BLDG.
Direct oceanfront! Luxuriously upgraded corner apt., with 2 bedms, walk in closet, 2 baths, large media room plus a spacious home office. There are just 2 apts per floor in this highly sought-after boutique building on Honolulu’s Gold Coast. Interior design and renovation by Philpotts Interiors. Custom built-ins and quality finishes throughout. Ocean and sunset views from large lanai & living areas. Diamond Head views from bedrooms. Each apt. has its own semi-private elevator foyer. Two assigned covered parking in gated garage, and 14 guest parking spaces. Pet friendly building. Onsite Resident Manager. Secured Entrance with video call up. Beautifully appointed lobby area. Spacious and turnkey for the most discriminating buyers!

3003 Kalakaua Avenue Unit 5B, Honolulu

Listing courtesy of Coldwell Banker Realty.

$6,200,000
5 Beds 6 Baths 202611466 MLS FS - Fee Simple Tenure ACTIVE Status
Luxury Kahala Living at Its Finest! This stunning custom residence blends timeless elegance with modern island comfort in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 11,250 sq. ft. lot, this 5-bedroom, 5.5-bath home welcomes you with a dramatic skylit foyer, soaring ceilings, and beautifully crafted stone and hardwood finishes throughout. Designed for effortless indoor-outdoor living, the spacious floor plan flows seamlessly to a private tropical oasis featuring a resort-style pool, pool cabana, and lush landscaped grounds—perfect for entertaining or relaxing in paradise. Just minutes from Kahala Beach, Waialae Country Club, premier shopping, dining, and top schools, this exceptional residence offers the ultimate blend of luxury, privacy, and convenience. A rare opportunity to own a true Kahala gem.

950 Kealaolu Avenue, Honolulu

Listing courtesy of Starts International HI, Inc..

$6,200,000
3 Beds 4 Baths 202524260 MLS FS - Fee Simple Tenure ACTIVE Status
This three-story, fairy tale of a home, is your dream come true! Divinely placed on the slopes of Diamond Head, this luxurious, custom built, real life fantasy home, overflows with 3,200 square feet of gorgeous living space; with an additional 745 square feet of purposeful, covered lanai areas. The unforgettable finishes throughout the home, will have you living like royalty with the featured high ceilings to the heavens, and thoughtful layout on every floor. You won’t be able to ignore the newly installed engineered, wood flooring, the newly installed carpet, and you’ll be magnetized by the presentation of the newly painted, interior and exterior. Custom cabinetry made from mahogany wood, teak, and koa, partners perfectly with the home’s gourmet kitchen featuring top-of-the-line appliances, and ample counter space. You may feel the need to pinch yourself because of the options you’ll have to enjoy the majestic Pacific Ocean sunsets and views from your private office, or your panoramic outdoor terrace, or from your refreshing pool or hot tub. This is an extraordinary dwelling that redefines luxury, comfort, and convenience, in Honolulu's most exquisite neighborhood.

3210 Diamond Head Road Unit 4, Honolulu

Listing courtesy of eXp Realty.

$5,999,000
2 Beds 2 Baths 202519099 MLS FS - Fee Simple Tenure ACTIVE Status 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.

$5,990,000
4 Beds 6 Baths 202604465 MLS FS - Fee Simple Tenure ACTIVE Status
Experience refined island luxury living in this executive-style 4-bedroom, 5.5-bath residence ideally positioned on the slopes of iconic Diamond Head. Encompassing nearly 5,900 sq ft of interior space on an 11,752 sq ft lot, this impressive home captures beautiful ocean and sunset views while offering exceptional indoor-outdoor living. Expansive lanai areas, complemented by a heated pool and spa, create a private retreat designed for effortless entertaining. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. The chef’s kitchen anchors the main living spaces, while separate guest quarters with a private entrance provide flexibility and privacy. Remodeled by Jeff Long in 1995, this distinguished property blends timeless design with a premier location just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and renowned shopping and dining of Waikiki. A rare offering in one of Honolulu’s most prestigious neighborhoods.

2999 Makalei Place, Honolulu

Listing courtesy of REMAX Hawaii.

$5,795,000
5 Beds 6 Baths 202612065 MLS FS - Fee Simple Tenure ACTIVE Status
Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

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.