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$4,400,000
4 Beds 5 Baths 202607374 MLS FS - Fee Simple Tenure 111 DOM
Portlock—one of Oahu’s most sought-after residential enclaves. Situated just 1300 feet to the ocean on a sprawling 20,000-sqft estate, your day begins as you gaze upon the sunset sinking beyond Diamond Head. This is a place where Hawaii's nature and urban convenience coexist in a miraculous balance. From Hanauma Bay and Koko Head to golf courses and the shoreline of Sandy Beach, you can enjoy the luxury of ocean and mountain activities as if they were your own backyard.Commercial facilities such as Koko Marina and Town Center are also nearby, so daily shopping and dining are a breeze. Renovate this Mid-Century 4-bedroom house into your own modern-vintage style and enjoy a vibrant Hawaiian lifestyle, island life with views of Maunalua Bay, the Kona winds from the Pacific Ocean, and barbecues while watching the sunset. Why not enjoy both the tranquility of a Hawaiian home and the peaceful respite from the hustle and bustle of city life? [Activities] Surfing, SUP, Fishing, Kayaking, Hiking and China Wall are all within 2600 feet. [Investment Potential] With R10 zoning and the construction of a new ADU (annex) on the property, rental income is also possible.

532 Portlock Road, Honolulu

$1,020,000
202606097 MLS FS - Fee Simple Tenure 111 DOM
Discover an exceptional opportunity to own 33,712 sq. ft. of land in Palolo! Expansive property offers a rare blend of privacy & convenience—nestled in a natural setting while still just minutes from town. Plans for a single-level, 3-bdrm, 2-bath home are pending approval w/ the Department of Planning & Permitting, giving you a valuable head start in building your dream residence. (Enhanced rendering shown reflects the planned home.) Utilities are already in progress, w/ applications submitted. The property also features a mature avocado tree along with other fruit trees & tropical plants, offering the potential for a lush, self-sustaining lifestyle. Generous space for gardening and growing your own produce. The possibilities are wide open. Existing improvements include a driveway, retaining rock wall, & partial leveling—saving you time & cost as you move forward with development. Whether you envision a private retreat, family homestead, or a custom-designed sanctuary, this property presents endless potential. Private showings only. Please do not enter the property without an appointment & a guide present. Property sold As Is. Buyer/Buyer’s Agent to perform their own due diligence.

2640 Lai Road Unit E, Honolulu

$1,425,000
202607989 MLS FS - Fee Simple Tenure 112 DOM
Well located in town apartment building featuring a desirable mix of two 2 bedroom units and one 4 bedroom unit, offering flexible rental options and strong income potential. All units are generously sized with functional layouts, washer/dryer hook ups, separate electrical meters, good natural light, and on site parking, making them easy to lease and simple to manage. Tenants enjoy quick access to shopping, bus lines, schools, and major commuter routes, supporting stable demand and low vacancy in this central location. Ideal for an investor seeking steady cash flow or an owner occupant looking to live in one unit and rent the others to offset the mortgage. Plumbing was upgraded and building painted prior to listing.

2221 Fern Street, Honolulu

$6,998,000
5 Beds 8 Baths 202607760 MLS FS - Fee Simple Tenure 113 DOM
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

$7,950,000
4 Beds 4 Baths 202604645 MLS FS - Fee Simple Tenure 118 DOM
Welcome to an oceanfront jewel on Portlock Road. This meticulously maintained, single-level residence presents four bedrooms and four bathrooms across more than 3,800 square feet of thoughtfully designed living space, where comfort and elegance blend seamlessly with the beauty of the Pacific. From the moment you open the front door, your gaze is drawn straight through the home to sweeping ocean views, with Diamond Head framed perfectly against radiant sunset skies beyond. The privately positioned primary suite serves as a tranquil retreat, capturing expansive ocean vistas and gentle trade winds. Designed for effortless entertaining, the well-appointed kitchen features marble countertops, two stoves, and two refrigerators-ideal for gatherings both intimate and grand. The spacious great room flows seamlessly to a covered lanai, extending to the pool and exquisitely landscaped grounds. Private, quiet, and serene, this exceptional residence is a true oasis-an inviting sanctuary to relax and savor refined oceanfront living.

365 Portlock Road, Honolulu

$2,042,250
9 Beds 6 Baths 202607482 MLS FS - Fee Simple Tenure 119 DOM
Rare Kakaako live-work opportunity in the centrally located Kakaako Community Development District. Situated on approximately 6,000 sq. ft. of level land, this versatile property features three separate living areas offering exceptional flexibility for owner-occupants, remote professionals, shared living arrangements, guest accommodations, or supplemental rental income. The spacious floor plans and generously sized rooms are ideal for home offices, consulting spaces, creative studios, study areas, wellness rooms, or other personal workspaces while maintaining comfortable residential living. Three distinct living areas create privacy and separation, making it easy to balance living, working, and hosting on one property: Upstairs: 3-bedroom, 2-bath residence (~1,241 sq. ft.); Downstairs: a move-in ready 3-bedroom, 2-bath unit (~1,201 sq. ft.); above the carport: 3-bedroom, 2-bath ADU built in 1997 (~1,128 sq. ft.).A rare urban convenience, this property also offers a 6-car tandem carport and long driveway. Thre is the opportunity to combine with the neighboring duplex (additional 6,000 sq. ft. lot) for future redevelopment potential or a larger multigenerational compound.

1128 Alohi Way, Honolulu

$22,000,000
6 Beds 10 Baths 202606611 MLS FS - Fee Simple Tenure 126 DOM
When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been completely restored and is offered following a meticulous renovation by Welch & Weeks, a museum-quality restoration for modern living. Gracious volumes, natural light, and a refined material palette, including ohia hardwood, old-growth redwood, plaster, bronze windows, and limestone, create spaces that feel both expansive yet intimate. The four-bedroom, seven-bathroom main residence is complemented by two guest homes. The grounds unfold as a private sanctuary with a natural auwai, flowing stream, dramatic waterfall, and heated saltwater pool and spa. Set within Nuuanu Valley, this is a composition of historic pedigree, quiet luxury, and natural beauty. A legacy estate, now coming to market.

51 Kepola Place, Honolulu

$5,990,000
4 Beds 6 Baths 202604465 MLS FS - Fee Simple Tenure 130 DOM
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

$3,980,000
202605996 MLS FS - Fee Simple Tenure 141 DOM
A rare opportunity to build your custom oceanfront estate in Honolulu's coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece. Renderings and plans are conceptual only. No structures currently exist on the property.

3 Poipu Drive, Honolulu

$3,980,000
202605729 MLS FS - Fee Simple Tenure 147 DOM
Rare 0.807 acres south-facing waterfront lot ready to build your exclusively private Hawaiian dream home. A rare opportunity to build your custom oceanfront estate in Honolulu’s coveted Portlock neighborhood. This expansive, south-facing 35,155 sq ft rim lot offers exceptional privacy and security, with breathtaking panoramic views of Maunalua Bay. Enjoy seasonal sightings of turtles, dolphins, and whales right from your future home. Preliminary architectural plans are available for a stunning 11,000+ sq ft multi-level modern residence, thoughtfully designed to maximize the natural beauty, topography, and integrity of the land. SMA permits approved. Build as designed or bring your own vision, the possibilities are endless. This is more than land, it is a rare and prestigious opportunity to create a true oceanfront masterpiece.

3 Poipu Drive, Honolulu

$2,999,000
4 Beds 2 Baths 202601613 MLS FS - Fee Simple Tenure 148 DOM
Step back in time and experience the enduring elegance of this Historic Registry residence. Nestled against lush valley greenery, this classic Manoa home showcases timeless architecture, expansive living spaces, and abundant natural light throughout. Original details, warm hardwood floors, and oversized picture windows create an inviting atmosphere that reflects the craftsmanship of a bygone era. Gracious living and dining areas flow seamlessly for both everyday living and refined entertaining, while multiple sitting areas and built-in features add depth and character. Enjoy stunning Diamond Head, city, and sunrise views alongside tranquil valley vistas. The flexible layout offers ideal spaces for work, relaxation, or hosting guests. Charming courtyards and garden settings are surrounded by Manoa’s signature tropical landscape—perfect for quiet mornings or evening gatherings. With its stately presence, storybook curb appeal, and coveted Manoa location, this is a rare opportunity to own a distinguished piece of Honolulu history.

2618 Ferdinand Avenue, Honolulu

$1,334,000
202605252 MLS FS - Fee Simple Tenure 155 DOM
A rare investment opportunity awaits in Kapalama with this well-maintained four-unit apartment building. The property features four units, each offering two bedrooms, one bathroom, and one assigned parking stall. All units are equipped with washer connections and are individually metered for electricity allowing tenants to cover this utility cost and helping reduce owner expenses. Located in a strong rental market, the property is 100% occupied and produces strong income with an estimated net cap rate of above 5%!! Whether you are entering the investment market for the first time or expanding an existing portfolio, this property offers solid long-term potential. Conveniently situated near everyday essentials including shopping, dining, gas stations, convenience stores, and major bus routes, the location provides excellent accessibility for tenants. Please respect privacy and do not disturb tenants or enter the property without a confirmed appointment.

910 Kopke Street, Honolulu

$5,500,000
5 Beds 6 Baths 202604792 MLS FS - Fee Simple Tenure 163 DOM
Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

$1,399,999
4 Beds 3 Baths 202604463 MLS FS - Fee Simple Tenure 162 DOM
Absolutely Stunning 4-Bedroom Home in Desirable Kainui Court - Hawaii Kai Living at Its Best! Welcome to your dream home in the highly sought-after Kainui Court subdivision of beautiful Hawaii Kai! This spacious and thoughtfully designed 4-bedroom, 2.5-bath residence offers approximately 1,543 square feet of comfortable living space - perfect for families, entertaining, and everyday island lifestyle. Step inside to discover a light-filled, open floor plan that blends effortless indoor/outdoor living with modern convenience. The inviting living area flows seamlessly into the dining space and well-appointed kitchen - ideal for gatherings large and small. A convenient half bath rounds out the main level. Upstairs, you'll find four generous bedrooms, including a serene primary suite with its own private bath, plus additional full bath for family and guests. Each room offers ample closet space and opportunities for personalization. Don't miss out on this exceptional opportunity to own a piece of paradise in one of Oahu's most desirable communities. Schedule your private showing today.

321 Ainahou Street Unit J, Honolulu

$4,900,000
202603620 MLS FS - Fee Simple Tenure 162 DOM
Rarely available apartment building in Waikiki, offering strong income potential and long-term value in one of Honolulu’s most desirable rental markets. Current rents are below market, creating excellent upside potential. This well-maintained solid hollow-tile structure features a classic tiled exterior and covered parking. Each unit is individually metered for electricity with a shared water meter. All residences offer generous interior space with private lanais or patios. The property consists of one expansive 3-bedroom, 2-bath penthouse and fourteen 1-bedroom units. Interior upgrades have been completed throughout, including durable high-quality tile flooring, updated kitchens, modernized bathrooms, and newly refurbished railings. Additional monthly revenue is generated from leased coin-operated laundry machines and parking income. Pro forma rental income analysis is available. In 2025, the entire property underwent a plumbing inspection and repair process.

254 Kaiulani Avenue, Honolulu

$14,250,000
6 Beds 8 Baths 202604666 MLS FS - Fee Simple Tenure 165 DOM
Spectacular beachfront estate ..two separate parcels seamlessly combined.Stroll through immaculately landscaped grounds with soothing waterfalls throughout and a separate guest studio.Fully walled for privacy.Step into this architectural masterpiece designed by well known architect Jeff Long with grand foyer directly looking out to breathtaking beach, ocean, and Diamond Head Views!! Three primary suite-sized bedrooms..one suite on the main level...all enjoying Diamond Head and ocean views. Two other primary suites on the upper level with "Romeo and Juliet" balconies looking down to the foyer.Open floor plan with soaring ceilings ... finished with the finest materials..hardwood floors,wood trim in bedroom ceilings,etched glass touches,floor to ceiling sliding glass doors..close to island themed restaurants by the marina, shopping, Hanauma Bay, Sandy Beach..Your own Private Hawaiian Paradise..Simply STUNNING!! Both TMK's are being sold together for a total purchase price of $14,250,000. This spectacular dream retreat is also a Celebrity Home ... having been featured in multiple episodes of Hawaii Five-O. Your chance to own a piece of Hollywood and paradise all in one !!

255 & 257 Portlock 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.