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$6,500,000
5 Beds 6 Baths 202528543 MLS FS - Fee Simple Tenure 207 DOM
Tucked behind a private gate in prestigious Portlock, this extensively rebuilt residence offers rare privacy and peacefulness. Thirty-foot sliding glass doors and ceilings open to a large covered lanai and backyard featuring a 50-foot saltwater pool and spa. Mature palms along the property line create a natural privacy buffer. Step through the front door into expansive open living spaces with marble-like Italian porcelain flooring and soaring ceilings. The layout includes five bedrooms with two primary suites — each with a private lanai — plus a versatile bonus room with private entrance and an in-home sauna. Designed by award-winning architect James McPeak and reimagined in recent years, the home features dramatic floor-to-ceiling windows and spa-inspired bathrooms. Set on a 13,000+ sq ft lot with ¼ shared ownership in a nearby beach access walkway. Recent improvements include a new custom roof (2021), updated windows (2022, excluding select doors), and a solar system subject to a power purchase agreement. Just minutes to Costco, Hawaii Kai shopping centers, and dining. A rare offering in one of O?ahu's most established coastal neighborhoods.

235 Portlock Road, Honolulu

$6,995,000
5 Beds 6 Baths 202528401 MLS FS - Fee Simple Tenure 213 DOM
A rare opportunity to own one of Diamond Head's most captivating oceanfront estates at a newly reduced rate; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii's indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves. This five-bedroom sanctuary showcases bespoke finishes, natural textures, and an architectural flow that evokes both serenity and grandeur. The primary suite offers breathtaking ocean views and a spa-like en-suite retreat, while a private guest apartment-complete with its own entrance-provides stunning views of Diamond Head and total privacy for family or guests. Outdoors, a private tropical oasis awaits. Surrounded by lush landscaping, the grounds feature a resort-style pool, elevated spa, fire pit, and tranquil koi pond, creating an atmosphere of peaceful indulgence. Gated and secure, yet minutes from Waikiki Beach and Diamond Head State Monument, this rare offering perfectly balances luxury, seclusion and convenience. it is the premier value in Diamond Head's pristine oceanfront enclave.

4240 Kaikoo Place, Honolulu

$4,800,000
5 Beds 7 Baths 202528272 MLS FS - Fee Simple Tenure 219 DOM
Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

$37,500,000
5 Beds 9 Baths 202528159 MLS FS - Fee Simple Tenure 222 DOM
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

$8,875,000
5 Beds 6 Baths 202525308 MLS FS - Fee Simple Tenure 226 DOM
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

$1,100,000
3 Beds 2 Baths 202527488 MLS FS - Fee Simple Tenure 237 DOM
Nestled in the sought-after Kapahulu area, this well-maintained split-level home featuring 3-bedrooms and 2-bathrooms is tucked in from the main road (Wela Street) being one lot in from the corner. Partially updated since 2019 with new perimeter fencing, vinyl floors, kitchen cabinetry, slider windows (facing the street), ceiling lights/fans, plumbing fixtures and water heater. On-site parking available in a single car carport with room for a second car on the paved driveway fronting the home. Conveniently located near Diamond Head, Kapiolani Community College, and dining/retail establishments in the surrounding Kaimuki and Kahala neighborhoods. Current improvements do not match tax records; Buyer to verify and conduct own due diligence. A rare opportunity to also consider the adjacent property for sale now at 3451 Wela Street (MLS# 202527487).

3451 Wela Street Unit A, Honolulu

$835,000
202526025 MLS FS - Fee Simple Tenure 247 DOM
Discover an exceptional opportunity in the highly desirable Manoa with this rare R-5 zoned vacant lot. Set back from the street for added privacy, this 4,673 sq ft (approximate) parcel offers a peaceful setting surrounded by lush greenery and cool valley breezes. With the flexibility to design and build your own custom home, the property provides excellent development potential—whether you envision a modern two-story residence, a single-level charming/landscaped home, or a home with an accessory dwelling unit (ADU), subject to DPP approval. Conveniently located just minutes from the University of Hawaii, top-rated schools, neighborhood parks, coffee shops, and Manoa Marketplace, this central location combines tranquility with everyday convenience. A unique chance to create your dream home in one of Honolulu’s most cherished communities—don’t miss it.

2002 Hunnewell Street Unit L, Honolulu

$10,700,000
3 Beds 3 Baths 202525708 MLS FS - Fee Simple Tenure 253 DOM 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

$1,200,000
5 Beds 3 Baths 202524992 MLS FS - Fee Simple Tenure 254 DOM
Big Price Adjustment! Motivated Seller! Spacious Home perfect for large families or multi-generational living! Upstairs consist of 4 bedrooms, 1.5 baths, two living rooms, big open kitchen perfect for gourmet chefs, and downstairs there’s 1 bedroom, living room, bathroom, laundry room & 3 storage areas! Located in private lane with 21 PV Panels, Tesla Batteries, with sweeping views of Waikiki (watch the fabulous fire work displays) and Diamond Head, walking distance from Kapiolani Community College and Diamond Head Theater, minutes away from Waikiki, Kaimuki, Kahala with easy access to shopping, dining, beaches, entertainment and many private and public schools! Fantastic Location! Seller wants to downsize. This home offers the ideal blend of Island Living and Urban Accessibility.

3455A Wela Street, Honolulu

$1,450,000
3 Beds 2 Baths 202524687 MLS FS - Fee Simple Tenure 259 DOM
Enjoy sweeping skyline and harbor views with a single level floorplan, a rare combination! The private forest in your backyard with conservation land next door provides privacy and shade from majestic trees. Don't miss this luxurious home with no pesky neighboring houses blocking your views or staring into your windows. 3 Bed 2 Bath house with optional 4th Bedroom or home office. Huge porch for outdoor dining, home gym, hot tub socials, BBQs... you decide! Peaceful living with views from Alewa Heights, yet close to Kaka'ako dining, Downtown offices, Ala Moana Mall/Beach, Costco, military bases, and top schools. AC in every bedroom and the living room. Previously rented by doctors, military officers, and corporate renters. 2 reserved parking + 4 bonus parking. Built brand-new in 2021 without any HOA fees, the real deal! The preferred choice for corporate housing, traveling clinicians, film crew, military housing, insurance relocation housing, and families with children attending top schools nearby. Close to Liliha Bakery, Natsunoya Tea House, scenic lookouts and famous hiking trails—giving residents the rare advantage of urban convenience with quick escapes into nature.

654 N Judd Street Unit 658, Honolulu

$955,000
3 Beds 3 Baths 202524626 MLS FS - Fee Simple Tenure 271 DOM
Modern Single-Level Home Built in 2020 with Versatile Layout! This beautifully designed and move-in ready single-level home, built in 2020, offers a smart, flexible layout perfect for modern living. The residence features a 2-bedroom, 1-bath main living area with a full kitchen and spacious, light-filled living room — ideal for everyday comfort and entertaining. Additionally, two flexible-style spaces within the home, each with a private full bathroom, offer flexible options for multi-generational living, home offices, guest areas, or creative use. Enjoy contemporary finishes throughout, including recessed lighting, split A/C units in every room, and elegant tile walk-in showers for a sleek, modern touch. The bright, open interior enhances the home’s warm and welcoming atmosphere. Tucked away on a quiet lane just off the main road, this property offers both privacy and convenience — just minutes from Liliha Square, Downtown Honolulu, Chinatown, and Dole Cannery.

642 N Vineyard Boulevard Unit E, Honolulu

$1,999,999
202523925 MLS FS - Fee Simple Tenure 280 DOM
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

$4,999,000
3 Beds 3 Baths 202523545 MLS FS - Fee Simple Tenure 287 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

$2,058,000
3 Beds 2 Baths 202517514 MLS FS - Fee Simple Tenure 287 DOM
BEAUTIFUL, SOPHISTICATED AND EXTENSIVELY REMODELED!!! Impeccable single level 3 bed/2 bath home in the highly coveted gated community of Queen’s Gate. This home features a completely remodeled kitchen with custom cabinets, quartz countertops, high-end stainless-steel appliances and an island. The primary suite is well-appointed with a sitting area, walk-in closet and a completely remodeled spa-like bath with double vanities, walk-in shower and a free-standing soaking tub. New windows and doors. Vaulted ceilings. Freshly painted interior. Split AC and 24 owned photovoltaic panels keep this home cool and energy efficient. Relax and entertain indoors/outdoors surrounded by a spacious tropical landscaped yard and mountain views. Clubhouse/Recreation Center amenities include a custom kitchen, lounge area with large TV, game table, ping pong, racquetball court and tennis/pickleball courts (soon to be upgraded). A fitness center is in the planning stages to include free weights, multi-gym, recumbent bicycle, treadmill and golf simulator. Experience island living near Sandy Beach, golf course, hiking, restaurants, shopping and baccalaureate schools. This is your DREAM HOME!

1016 Laukupu Way, Honolulu

$43,000,000
5 Beds 7 Baths 202520630 MLS FS - Fee Simple Tenure 300 DOM
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

$55,000,000
11 Beds 11 Baths 202520629 MLS FS - Fee Simple Tenure 300 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

$6,200,000
4 Beds 5 Baths 202519797 MLS FS - Fee Simple Tenure 323 DOM
Classic island elegance harmonizes with contemporary luxury at this distinguished Nu'uanu estate. Thoughtfully designed, this residence offers four bedrooms (including 2 expansive primary suites & 2 private guest suites), along with 4.5 bathrooms & a spacious three-car garage, providing generous accommodations for both family & visitors. A custom architectural layout effortlessly blends indoor & outdoor living, creating seamless spaces for everyday comfort & stylish entertaining amidst lush natural surroundings. The gourmet kitchen is appointed with a striking curved Labradorite granite bar, professional-grade appliances & refined cabinetry, making it both beautiful & functional for culinary endeavors. Meticulously landscaped grounds foster a serene ambiance, anchored by an inviting pool & jacuzzi complemented by a custom-built gazebo for leisure & privacy. A newly constructed meditation deck overlooks Niniko Stream & its tranquil waterfall, adding to the home's sense of retreat. Upon arrival, guests are greeted by a resort-style porte-cochère & leading to a private sanctuary in the heart of Nu'uanu Valley. A TRULY UNIQUE ESTATE THAT MUST BE EXPERIENCED TO BE FULLY​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ APPRECIATED!

18 Homelani Place, Honolulu

$1,599,000
5 Beds 3 Baths 202517371 MLS FS - Fee Simple Tenure 342 DOM
Experience modern living at its finest in this newly constructed home at Villas at Keeaumoku. With its sleek architecture and contemporary design, this property stands out for its clean lines and attention to detail. The main floor offers 3 bedrooms and 2 baths, with an open-concept kitchen, dining, and living area that’s perfect for gathering and entertaining. Large windows invite plenty of natural light, and the layout is designed to take full advantage of cooling trade winds. Downstairs, the flexible 2-bedroom, 1-bath space provides additional living options, ideal for extended family or guests. The fully enclosed yard offers privacy and a serene space for outdoor activities, pets, or unwinding at the end of the day. Centrally located in Honolulu, this home is close to Downtown, Ala Moana, and excellent schools, providing both convenience and a sense of community.

1729 Keeaumoku Street Unit B, Honolulu

$3,290,000
4 Beds 4 Baths 202517580 MLS FS - Fee Simple Tenure 355 DOM
Discover breathtaking ocean and mountain views from this distinguished residence, ideally positioned on the 14th green of the prestigious Hawaii Kai Golf Course. This elegant and spacious home has over 3,000 sqft. living area that offers a refined lifestyle with thoughtfully designed spaces including a formal living room, dining room, family room, private office, and a sunlit eat-in-kitchen. Crafted with attention to detail, the home features soaring 10-foot ceilings, granite countertops, stainless steel appliances, travertine flooring, plantation shutters, custom drapery, split air conditioning, a security system, and 26 owned photovoltaic panels for energy efficiency. Step outside to your private oasis - an inviting heated in-ground pool with a tranquil waterfall, surrounded by lush tropical landscaping. Located just minutes from iconic destinations such as Hanauma Bay, Sandy Beach, Koko Head, and Makapu'u, as well as premier dining, shopping, and outdoor adventures at Koko Marina Center. This island home offers the perfect balance of luxury, comfort, and convenience. Make this exceptional property your new home!

1043 Koko Kai Place, Honolulu

$975,000
2 Beds 1 Baths 202516610 MLS FS - Fee Simple Tenure 372 DOM
Charming vintage 2-bedroom home (with potential to be converted into a 3-bedroom home). , 1-bath home featuring high ceilings, original wooden floors, and built-in cabinets that exude timeless character and warmth. The recently remodeled bathroom boasts a new freestanding clawfoot bathtub, updated light fixture, shower head, stylish tiled shower, and new flooring. A spacious parking area accommodates up to four cars, and the separate garage includes a laundry area, workbench, and additional storage. There’s even more storage space underneath the home. Fully fenced for privacy and perfect for pets, the property also includes a newer washer, only 7 months old. Ideally located just steps from the pedestrian overpass to Waialae Avenue, with convenient access to Waialae and Kapahulu Avenues and nearby freeway entrances. A rare opportunity to live, work, and play in one of Honolulu’s most desirable neighborhoods.

1017 2nd Avenue, 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.