Refine Search
Sort by
$5,750,000
6 Beds 6 Baths 202614908 MLS FS - Fee Simple Tenure 16 DOM
TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimagined island beach house features a 3-bdrm, 3-bath main residence, a 3-bdrm, 2-bath guest house & detached pool house w/indoor swimming pool & full bath. Coconut palms, mature tropical landscaping, expansive lawns & outdoor gathering areas lead to the sandy shoreline. The main home features French windows, spacious open living & lounge areas w/seamless indoor/outdoor living. Wraparound decks overlook tropical gardens & ocean vistas. The kitchen features rich coastal blue-green cabinetry, abundant counter space, dine-in seating & ocean views. Three en-suite bdrms each offer a private bath w/updated vanities, while a separate seaside den serves as a home office w/lovely views. The detached guest house is situated above two separate 2-car garages w/ generous storage, laundry facilities & ample driveway parking. Enjoy surfing, paddleboarding, kayaking, swimming & beach walks just beyond your backyard. Conveniently located between Kahala & Aina Haina w/easy access to shopping, dining, banking & everyday conveniences.

4929 Kalanianaole Highway, Honolulu

$7,000,000
5 Beds 7 Baths 202614361 MLS FS - Fee Simple Tenure 16 DOM
Affectionately, known as 'Hotel Aloha,' a masterpiece of opulence, grace, and authentic Hawaiian design. This elegant 2-story private residence features 5 spacious en-suite bedrooms, each offering a private luxury bathroom, generous closet space & breathtaking views. Located on a white sandy beach in East Honolulu The upstairs primary suite opens to a sprawling lanai overlooking the saltwater pool, spa, & the vast Pacific Ocean—perfect for watching the surf & magenta sunsets. For added convenience, a gracious bedroom with an easy-access walk-in shower is located on the main level. The home showcases exquisite craftsmanship, featuring imported marble flooring and a matching fireplace. The gourmet kitchen includes gas cooking, while the media room offers a surround sound system. Exterior highlights include a newly painted automatic gated entry, lushly landscaped grounds & ample parking w/a two-car garage, a tiled driveway for 4 vehicles and space for a boat. Located off a private, crescent-shaped road shared by only three homes, this property offers unmatched security and privacy. Additional features: dual washer/dryer sets, central AC and direct beach access. Heated saltwater pool.

5599 Kalanianaole Highway, Honolulu

$12,500,000
5 Beds 4 Baths 202613905 MLS FS - Fee Simple Tenure 30 DOM
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

$1,099,000
1 Beds 1 Baths 202611458 MLS FS - Fee Simple Tenure 56 DOM Tropic Seas Inc BLDG.
Perched on the 7th floor of the Tropic Seas Inc., this corner residence offers an elevated coastal retreat with gorgeous ocean vistas & treetop mountain views. Renovated in 2014, the unit blends modern comfort with timeless beachside elegance, featuring smooth ceilings, natural stone flooring, and floor-to-ceiling windows and sliding glass doors that invite abundant natural light and steady tradewinds from the mauka to makai exposure. A generous ocean facing lanai extends the living space outdoors—an ideal perch to watch surfers, paddlers, and sailboats glide by, along with the occasional honu or monk seal in the turquoise water below. The open layout includes a kitchen with newer cabinetry, granite countertops, stainless appliances, and thoughtful storage. The bedroom offers 2 closets, including a custom wall closet with sliding glass doors and built-in organization.Two dedicated storage spaces, including 1 on the same floor, plus surfboard and bike storage all add exceptional convenience. Residents enjoy private ocean access, a rare oceanfront BBQ and lounge area, gated entry, and an on-site manager. Enjoy Gold Coast living in one of Honolulu’s most coveted oceanfront enclaves!

2943 Kalakaua Avenue Unit 707, Honolulu

$13,800,000
5 Beds 7 Baths 202611456 MLS FS - Fee Simple Tenure 64 DOM
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

$2,198,000
202611507 MLS FS - Fee Simple Tenure 68 DOM
The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available UNDER $15,000,000. Paiko Beach consists of only 22 residences that are beach front. Priced $1,024,500 BELOW TAX ASSESSED VALUE! Endless water activities are made possible by the barrier reef creating a calm and protected sandy beach front. Seller has obtained APPROVED SHORELINE CERTIFICATION (see listing supplements) 21 feet forward (towards the ocean) of the property line. With all setbacks considered, this property still has a buildable footprint area of more than 4,290 square feet for a single level home! More if you build a second story. Seller has attached and completed the K2 Standard Survey, Shoreline Certification Survey and Topo Map. No Easements or Encroachments. Also listed in MLS under Land Listing MLS #202611508

240 Paiko Drive, Honolulu

$2,198,000
202611508 MLS FS - Fee Simple Tenure 68 DOM
The only BEACH FRONT VACANT LAND, in EAST HONOLULU, OAHU with more than 65 linear feet of sandy beach fronting famous surfing spots Toes and Secrets currently available UNDER $15,000,000. Paiko Beach consists of only 22 residences that are beach front. Priced $1,024,500 BELOW TAX ASSESSED VALUE! Endless water activities are made possible by the barrier reef creating a calm and protected sandy beach front. Seller has obtained APPROVED SHORELINE CERTIFICATION (see listing supplements) 21 feet forward (towards the ocean) of the property line. With all setbacks considered, this property still has a buildable footprint area of more than 4,290 square feet for a single level home! More if you build a second story. Seller has attached and completed the K2 Standard Survey, Shoreline Certification Survey and Topo Map. No Easements or Encroachments. Also listed in MLS under Residential Listing MLS #202611507

240 Paiko Drive, Honolulu

$2,175,000
2 Beds 1 Baths 202610368 MLS FS - Fee Simple Tenure 79 DOM Tahitienne Inc BLDG.
Wake up to the sound of the surf and enjoy golden sunsets from this direct oceanfront two-bedroom residence at the iconic Tahitienne on Diamond Head’s coveted Gold Coast. Framed by swaying palms and endless blue water views, this rare retreat captures the essence of Hawaii coastal living. A spacious lanai invites morning coffee overlooking the surf, whale watching in season, and evenings spent watching the sun melt into the Pacific. Inside, hand-crafted custom woodwork brings warmth, artistry, and timeless island character to the home, creating a refined yet relaxed atmosphere. Expansive ocean views fill the living spaces, while the intimate boutique setting offers privacy and tranquility just moments from Waikiki. Ideally positioned at the base of Diamond Head, the Gold Coast lifestyle is unlike anywhere else on Oahu — surf and paddle boarding out front, ocean swims at Kaimana Beach, sunset walks through Kapiolani Park, and nearby dining and nightlife all within minutes. A rare opportunity to enjoy front-row oceanfront living in one of Honolulu’s most treasured neighborhoods.

2999 Kalakaua Avenue Unit 404, Honolulu

$7,895,000
3 Beds 4 Baths 202609948 MLS FS - Fee Simple Tenure 85 DOM
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

$5,000,000
2 Beds 3 Baths 202609461 MLS FS - Fee Simple Tenure 93 DOM Kainalu BLDG.
Awesome direct oceanfront double unit (combined 5B & 5C) at Kainalu offering panoramic views of crystal-clear waters where fish and coral are visible from your living room. From this 5th floor, enjoy front-row seats to multiple surf breaks filled with traditional longboarders and foil surfers, along with sailboats gliding across the horizon. Open the expansive wall of windows to welcome cooling trade winds and sweeping vistas stretching from Diamond Head to Waikiki and beyond. Whether dining or relaxing, breathtaking sunsets become part of everyday living in this spacious coastal retreat. The exceptional trophy residence features 2 bedrooms (could be three), 3 bathrooms, and 73 feet of beach/ocean frontage with access to a small private beach. Located in a quiet residential area just below DH on the Goldcoast with close proximity to Waikiki, Kapiolani Park, beaches, fine dining, shops & so much more! Additional highlights include air conditioning, elegant limestone flooring, a resident manager, and two covered secured parking stalls. Experience the best of oceanfront luxury island living.

2801 Coconut Avenue Unit 5 B/C, Honolulu

$17,500,000
5 Beds 7 Baths 202609193 MLS FS - Fee Simple Tenure 103 DOM
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

$80,000
2 Beds 2 Baths 202607653 MLS LH - Leasehold Tenure 111 DOM Kahala Beach BLDG.
Lease rent paid through September 2026! Perched on the 2nd floor with stunning views of Kahala Beach and the Pacific Ocean, this move-in-ready corner-end condo has been thoughtfully maintained and features upgrades such as updated kitchen and bathrooms, vinyl plank flooring, stainless steel appliances, quartz counters, upgraded cabinets, tiled lanai, plantation shutters and central AC. The covered lanai, framed by floor-to-ceiling glass doors, invite in gentle trade winds and sweeping views of the beach and ocean—an ideal setting for outdoor dining under the stars and moonlight. Bright and inviting, the unit reflects true pride of ownership. This is a leasehold property with a lease expiration date of July 15, 2027, and no option to purchase the fee. Property currently unfurnished; photos taken when previously occupied.

4999 Kahala Avenue Unit 252, Honolulu

$849,000
1 Baths 202608523 MLS FS - Fee Simple Tenure 111 DOM Colony Surf Ltd BLDG.
Welcome to Colony Surf 206, an iconic beachfront residence nestled on the slopes of Diamond Head. This charming studio condo captures the essence of classic Hawai‘i living with sweeping ocean views, majestic Diamond Head as your backdrop, and refreshing tradewinds flowing through the open layout. Designed with timeless island style, the unit offers easy, breezy living on one of Waikiki's best sandy beaches. Enjoy morning swims, surfing, paddling, sunset strolls, and dining at the nearby Kaimana Beach Hotel or Michel’s restaurant downstairs. Easy living with a low monthly fee that includes electricity, internet, and more. Located in a coveted Gold Coast setting, Colony Surf is where vintage charm meets relaxed elegance— this residence is an ideal retreat or pied-à-terre in paradise.

2895 Kalakaua Avenue Unit 206, Honolulu

$925,000
1 Beds 1 Baths 202607412 MLS FS - Fee Simple Tenure 113 DOM Colony Surf Ltd BLDG.
Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic Colony Surf, an oceanfront landmark at the edge of Waikiki and Diamond Head. This light and bright unit features a separate bedroom, in-unit washer/dryer, and an open layout with refreshing trade winds. While it does not have a direct ocean view, it is just steps from the beach. Enjoy morning swims, surfing, and sunset strolls, with Kapiolani Park, shopping, and dining at Michel’s and the Kaimana Beach Hotel nearby. Low monthly fee includes electricity, internet, front desk service, parking stall, and more. A rare opportunity to own in one of Honolulu’s most sought-after Gold Coast buildings.

2895 Kalakaua Avenue Unit 207, Honolulu

$999,000
2 Beds 2 Baths 202607527 MLS FS - Fee Simple Tenure 127 DOM Kainalu BLDG.
Experience timeless oceanfront living in this rare, spacious condo at the iconic Kainalu on Honolulu’s coveted Gold Coast. Located directly on a sandy beach at the base of Diamond Head, this light-filled residence offers peekaboo ocean views, cool tradewinds, and the soothing sound of waves just outside your window. The open layout features generous living and dining areas perfect for relaxing or entertaining. The second bedroom has been opened up to create an extra-large living area. The primary suite has an ensuite bath, while a second full bathroom provides added convenience. Enjoy exclusive access to a private sandy beach, surf at Tonggs, or unwind on the oceanfront lounge area. This secure, boutique building includes a coveted covered parking stall, easy walk up or elevator access, and a peaceful, quiet environment. Just minutes from Waikiki, Kapiolani Park, and the Outrigger Canoe Club, Kainalu offers the perfect blend of serenity and island lifestyle. A rare opportunity to own a spacious beachfront retreat in one of O'ahu’s most prestigious neighborhoods. Currently lived in as a one-bedroom but this residence is a 2/2 per county records.

2801 Coconut Avenue Unit 2D, Honolulu

$4,250,000
2 Beds 2 Baths 202607496 MLS FS - Fee Simple Tenure 127 DOM Colony Surf Ltd BLDG.
Double the Views, Double the Space, Simply Fabulous. A rare offering at Colony Surf, this double-unit residence (Units 1404 & 1405) combines comfort, flexibility and oceanfront luxury on one of Oahu’s most iconic sandy beachfront settings. Perched high with side, corner, and ocean-facing orientation, the units capture sweeping views of the Pacific, Diamond Head & Waikiki’s coastline. Trade winds and rolling surf create a breezy, beachside ambiance throughout. Spacious interiors allow use as one grand residence or separate units. Upgraded with lovely kitchens & baths, built-in oceanfront seating, and expansive windows to take in those spellbinding sunset views. Enjoy daily beach walks or paddle sessions just outside your door. Explore nearby Kapiolani Park, the Zoo, and Aquarium. Dine downstairs at Michel’s or stroll to the Hau Tree Restaurant next door or one of Waikiki’s shops and cafés. Whether for beachfront living or investment potential, this is a rare opportunity in one of Honolulu’s most treasured coastal settings. Sales include TMK (1)3-1-032-010-0112 (Apt. 1404) and TMK (1)3-1-032-010-0113 (Apt. 1405).

2895 Kalakaua Avenue Unit 1404 & #1405, Honolulu

$2,300,000
1 Beds 1 Baths 202605934 MLS FS - Fee Simple Tenure 153 DOM Colony Surf Ltd BLDG.
Rare and highly desirable high-floor “02” stack at Colony Surf—offering true direct oceanfront living along the prestigious Gold Coast. Enjoy sweeping views of the Pacific Ocean, golden sandy beaches, and breathtaking sunsets. From the comfort of your living room, watch canoes glide by and sailboats drift across the horizon. This 1-bedroom, 1-bath residence features an open, airy layout and the convenience of an in-unit washer and dryer. Colony Surf provides secure and elegant beachfront living and is home to the renowned Michel’s restaurant. Step directly onto one of the Gold Coast’s premier sandy beaches, ideal for swimming and surfing, with the prestigious Outrigger Canoe Club (private club) and Kaimana Beach just moments away. Across the street, Kapiolani Park offers expansive green space, walking paths, and a variety of outdoor activities.Pet-friendly, this property also features a comprehensive maintenance fee that includes electricity, gas, water, sewer, cable, internet, and more. A rare opportunity to own a high-floor oceanfront residence in one of Oahu’s most sought-after locations. Truly a must-see.

2895 Kalakaua Avenue Unit 1202, Honolulu

$1,150,000
1 Baths 202605791 MLS FS - Fee Simple Tenure 155 DOM Colony Surf Ltd BLDG.
At the pinnacle of Honolulu’s Gold Coast, Colony Surf stands as the premier building along this coveted coastline offering an exceptional island setting where Diamond Head, Kapiolani Park & the Pacific Ocean converge. This bright home embraces breezy, open-air comfort. Oversized windows invite natural light & cooling trade winds, creating the indoor-outdoor feel that defines island living. With an on suite bath, dynamic ocean views, & the shoreline at your front door, this residence captures the essence of a Hawaii retreat. Step outside to direct beach access for a morning snorkel swim, paddle out for surf or canoeing, or enjoy the walking paths that wrap around Diamond Head & through Kapiolani Park. Waikiki’s beaches, restaurants, & shopping are just minutes away, while the conveniences of Honolulu remain close at hand. Overlooking the most iconic waterman club in the world & with one of Hawai‘i’s best French restaurants just downstairs, this location is truly one of a kind. Colony Surf is more than a home it is an unparalleled Gold Coast lifestyle; where waves crash beneath your windows & Diamond Head rises on the horizon. The best of Honolulu always is right at your fingertips.

2895 Kalakaua Avenue Unit 506, Honolulu

$19,800,000
202604171 MLS FS - Fee Simple Tenure 174 DOM
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

$26,500,000
5 Beds 8 Baths 202603726 MLS FS - Fee Simple Tenure 189 DOM
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

$1,075,000
1 Beds 1 Baths 202600448 MLS FS - Fee Simple Tenure 201 DOM Diamond Head Ambassador C BLDG.
Experience classic Diamond Head living in this rare oceanfront residence at Diamond Head Ambassador - one of Honolulu's most beloved boutique communities on this iconic Gold Coast. Positioned on the premium 5th floor, this home enjoys a superior view plane with a strong ocean presence and privacy. High ceilings unique to the 5th-floor residences enhance the openness, light, and sense of space. A signature feature of this home is the generous lanai that wraps from the entry side of the residence all the way to the oceanfront-creating seamless indoor-outdoor living and multiple vantage points to enjoy the blue water, sunsets, and natural breezes. Blue-water views frame daily life, complemented by excellent airflow and thoughtful updates that respect the building's timeless character. The functional kitchen offers good storage, the bedroom feels peaceful with an ocean connection, and the layout flows comfortably on a single level. Life here unfolds at the edge of the Pacific. Enjoy the ocean-side saltwater pool, direct ocean access, and the iconic Gold Coast lifestyle!

2957 Kalakaua Avenue Unit 518, Honolulu

$275,000
3 Beds 2 Baths 202601168 MLS LH - Leasehold Tenure 210 DOM Kahala Beach BLDG.
Kahala luxury living in this highly upgraded, single-level ground floor residence with over 2,000sf. This renovated 3 bedroom, 2 bath home is located in sought after oceanfront Kahala Beach condominium just steps from The Kahala Hotel & Resort and Waialae Country Club. Spacious interiors and mountain views. Features include hardwood flooring, a large galley kitchen with granite countertops and custom cabinetry, and elegant baths with backlit onyx countertops, travertine flooring, Toto toilets and premium fixtures. Wine enthusiasts will love the 6 integrated wine vaults with 400-500 bottle capacity. Additional highlights include custom built-in Chinese elm panels for storage, custom window coverings, and Baldwin hardware, reflecting thoughtful design and exceptional craftsmanship. A beautiful sandy beach fronts the building; amenities include a heated pool, exercise room and security. This is a leasehold property. Your opportunity for an unparalleled lifestyle!

4999 Kahala Avenue Unit 101, Honolulu

$2,325,000
2 Beds 2 Baths 202601109 MLS FS - Fee Simple Tenure 213 DOM Diamond Head Apts Ltd BLDG.
Located in the heart of Diamond Head’s Gold Coast, this unique 2 bed/2bath floorplan in the treasured Diamond Head Apartments Ltd., designed by renowned Hawaii architect Vladimir Ossipoff, includes both a beachside surf level lanai and a Kapiolani Park/Diamond Head view enclosed lanai! Relax on your private vista overlooking the Pacific Ocean with breathtaking sunsets as sailboats, surfers, and canoes play offshore. This 4th floor spacious unit has ideal positioning for amazing views of the surfing waves and coconut trees dancing right in front. Enjoy Kapiolani Park activities, a daily swim just out front, or walk to the Outrigger Canoe Club and Waikiki Elk’s Club. A leisurely stroll past the Aquarium takes you to famous Waikiki beaches into the heart of Waikiki entertainment with award-winning dining options. You are also minutes to Kahala and Ala Moana Shopping Malls. This 3rd generation Kama’aina residence is now offered for the first time and ready to enjoy island style, or prime for your unique interior remodel. Secured parking has outlet ready for an EV. Building amenities enhance that charming beachfront lifestyle where your new life awaits on the prestigious Gold Coast!

2969 Kalakaua Avenue Unit 401, Honolulu

$4,999,000
3 Beds 3 Baths 202523545 MLS FS - Fee Simple Tenure 308 DOM
RARE, VINTAGE, MINT, BEACHFRONT OSSIPOFF GEM! Experience timeless Hawaii luxury in this exquisite 3-bedroom, 2.5-bathroom single-level home, meticulously crafted by renowned architect Vladimir Ossipoff. Nestled on a pristine, sandy, slight beachfront bluff, this architectural gem harmoniously blends indoor and outdoor living, with breathtaking ocean views+uninterrupted tranquility. Step inside this spacious, airy open floor plan, highlighted by classic mid-century design elements and artistry. The gourmet kitchen, equipped with top-line appliances, flows into the dining+living areas, perfect for entertaining guests or enjoying family evenings. Relax+unwind in the new hot tub, watching the stars above+the cool tradewinds, or stay cool inside, with central air conditioning. The enclosed garage and subtle lighting offer convenience+security. Embrace a lifestyle of elegance and a quiet, timeless luxury this special home beholds, while just minutes to world-class dining, shopping, schools, hospitals, and the best of Honolulu, or Waimanalo, Kailua, Northshore, & West Oahu! Every detail of this dream home embodies thoughtful ambiance, privacy, and the expansive beauty of Ossipoff.

5543 Kalanianaole Highway, Honolulu

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure 321 DOM
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

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure 321 DOM
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

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.