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$26,500,000
5 Beds 8 Baths 202603726 MLS FS - Fee Simple Tenure 181 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

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure 187 DOM
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

$2,495,000
5 Beds 7 Baths 202602181 MLS FS - Fee Simple Tenure 190 DOM
Positioned on a prime rim lot in the highly sought-after Wilhelmina Rise neighborhood, this expansive residence enjoys sweeping panoramic views from the mountains, across the city and Pacific Ocean, to iconic Diamond Head. Situated on a 10,015 square foot lot, the property offers 5,162 square feet of interior living space with a flexible 5 bedroom, 6.5 bath configuration ideal for multi-generational living, guest accommodations, or future income potential. The upper level main residence features 3 bedrooms and 3.5 baths, with a spacious kitchen with handcrafted cabinetry and living areas designed to capture the views. The lower level, with a separate entrance, includes 1 bedroom, a spacious den, and2 full baths, offering excellent separation. A detached cottage adds further versatility. With its elevated setting and substantial square footage, this Wilhelmina Rise home presents a rare opportunity to reimagine a distinctive island residence. Some areas are in average condition, while others would benefit from renovation and repairs. Please do not visit the property without a confirmed appointment, and refrain from trespassing. Please watch the video for more photos!

1732-A Mikahala Way, Honolulu

$5,493,000
4 Beds 4 Baths 202601273 MLS FS - Fee Simple Tenure 202 DOM
Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

$6,200,000
3 Beds 4 Baths 202524260 MLS FS - Fee Simple Tenure 205 DOM
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

$6,900,000
3 Beds 4 Baths 202528103 MLS FS - Fee Simple Tenure 216 DOM
Rarely will you find a home that evokes quintessential Hawaii living at its finest. This SINGLE LEVEL oceanfront home is located on a LARGE 15,000+lot on prestigious Portlock Rd. It has everything: a beautifully designed Ossipoff home, off-shore breezes, & rare double WIDTH private lane entrance. The local property Owner is the founder of the surf company, Local Motion. He says the area PORTLOCK has the BEST WEATHER IN THE WORLD, the location has direct West exposure w-off-shore breezes, slower living away from the hustle-bustle. Raised in Kailua, the seller has also lived in different areas of Hawaii & chose this area. ONLY a few homes on Portlock Rd. have private land in front, this is one of them. This home sits on the ocean but has NO SAND that attracts people, no music, trash or hanging around. Hawaii Kai has everything needed: 5 surfing areas in front (beginners-advanced), ranked schools, public golf, recreation pools & shopping conveniences. Private & separate entry for Guest room for family or care giving. Hawaii living at its finest; unpretentious, you deserve to live the dream. Rob is a Hawaiian Local & raised in Hawaii all his life & will provide his BIO if asked.

469 A Portlock Road, Honolulu

$4,500,000
8 Beds 3 Baths 202600153 MLS FS - Fee Simple Tenure 218 DOM
Fabulous opportunity to own a large lot property in Manoa! Keep as is or let your imagination go! Nestled in a peaceful and private setting at the end of a quiet, traffic-free dead end street, this exceptional property offers a rare blend of space, potential, and classic charm on over half an acre of land. This unique compound features three distinct dwellings, providing ultimate flexibility for multi-generational living, rental income, or a private home with ample space for guests and offices. Built in 1950, the homes carry the enduring character of the era, waiting for your personal touch to restore and modernize. The true standout is the unparalleled outdoor space and practical convenience, tons of open space—a dream for owners with multiple vehicles, hobbyists, or hosting gatherings. Adjacent lots 1-2-9-023-013-0000 and 1-2-9-023-003-0000 available to expand to over 3 acres. Property tax reflective of tax exempt status of renter. Actual square footage and bed/bath count may differ from tax records. Buyer to verify all.

2727 Hipawai Place Unit B, Honolulu

$3,900,000
202527826 MLS FS - Fee Simple Tenure 219 DOM
Each House for less than $1.0M! TRY COOPERATIVE ownership-buy w/friend. Each owner has their own house + rent income from other 2 houses! DIAMOND HEAD COTTAGES terrific Rental Invest-quality property4 legal full size 2 story individual homes! Flexibility, privacy, comfort & easy living. Views of Kapiolani Park/Waikiki. Loc base Diamond Head 3-6 min.to beach, Kahala Mall; Kaimuki "Foodie" neighborhood; Culinary Inst; Farmer's Market; Kapiolani Park; Zoo; Beach; freeway & bus access etc. Loc boasts the BEST weather on Oahu-sunny blue skies & cooling trade winds. Prime high demand living area. Hayden has City improved sidewalks & underground utilities. EX rental rates & cash flow.3 Homes w/6 bedrooms 2.5+ baths & 4th home has 5 bedrooms 2.5+ baths. Front #1 Liv Area 1,992; Unit "A" (2nd from St) Liv Area 1,792; Unit "B" (3rd from St) Liv Area 1,664;& Unit "C"(end)Liv Area 1,792. A great BUY! Income & Exp. figures short as of Dec 2025 due to vacancy in "B"; now rented for $5,000. "C" now rented $4,850/$5,000.Updated Income & Exp. figures will be provided when available. DREAM property for COOPERATIVE OWNERHSHIP-EACH HOUSE LESS THAN $1M- NOT A CPR. Get Creative! See MLS#202603761.

3331 Hayden Street Unit FRONT,A,B,C, Honolulu

$7,300,000
202528027 MLS FS - Fee Simple Tenure 225 DOM
FIRST COMPLETED BILL 7 APARTMENT BUILDING FOR SALE! 311 Puuhue Place is a newly constructed five-story walk-up completed in 2022 under Honolulu's Bill 7 program, consisting of twenty-five one-bedroom units on 5,110 square feet of fee simple A-1 zoned land. The property includes nine parking stalls, bicycle and moped parking, and electricity and water submetering monitored by Ikehu Utility Solutions. Each unit features in-unit waster/dryer, water heater, refrigerator, and stove/oven. Income and expenses stated are proforma. Bill 7 exemptions include real property tax and general excise tax through 2032. Please contact Listor for additional details. PLEASE DO NOT DISTURB TENANTS OR WALK ON THE PEROPERTY WITHOUT PERMISSION. Note: One or more photos may have been enhanced.

311 Puuhue Place, Honolulu

$4,750,000
202527707 MLS FS - Fee Simple Tenure 246 DOM
A rare opportunity to create a legacy estate in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 20,021-square-foot parcel along coveted Kahala Avenue, this exceptional homesite offers nearly half an acre of level land—providing the scale and flexibility to design a truly remarkable private residence. Envision resort-style outdoor living, lush tropical gardens, expansive entertaining spaces, and a one-of-a-kind island home tailored to your vision. Ideally positioned moments from the beach, Waialae Beach Park, Waialae Country Club, The Kahala Hotel & Resort, and Kahala Mall, this premier address combines privacy, prestige, and convenience. Estate-sized parcels in Kahala’s coveted beachside enclave are exceptionally rare.

4744 Kahala Avenue, Honolulu

$1,200,000
5 Beds 3 Baths 202524992 MLS FS - Fee Simple Tenure 267 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

$1,999,999
202523925 MLS FS - Fee Simple Tenure 293 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

$1,999,999
202523921 MLS FS - Fee Simple Tenure 293 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. Do not walk the property without appointment and signed waiver. Buyer to conduct their own due diligence with the City and County of Honolulu on desired build out.

5404 Poola Street, Honolulu

$43,000,000
5 Beds 7 Baths 202520630 MLS FS - Fee Simple Tenure 313 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

$12,000,000
6 Beds 4 Baths 202520628 MLS FS - Fee Simple Tenure 313 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 313 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

$1,150,000
202521378 MLS FS - Fee Simple Tenure 316 DOM
Priced to sell way below tax assessed value! Great for owner-user to redevelop property. Sale includes TMKs: 1-1-5-4: parcels 8, 24, and 27 (10,509 SF land in total). IMX-1 (Industrial Mixed-Use) zoning. Four 2-bedroom/1 bath house all around 100 years old. Small open shed in rear of property. Price based on land value only. Showings subject to accepted offer. Some improvements non-permitted. Being sold in As-Is, Where-Is condition. Buyer to perform their own due diligence. All units rented on month-to-month tenancy. Flood Zone X. DO NOT DISTURB TENANTS OR WALK ON PROEPRTY WITHOUT PROPER NOTICE. Showings based on accepted offer only. Call listor for more details. Note: One or more photos may have been enhanced.

915/915C/916C Eu Lane, Honolulu

$6,200,000
4 Beds 5 Baths 202519797 MLS FS - Fee Simple Tenure 336 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 355 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

$8,980,000
202510911 MLS FS - Fee Simple Tenure 469 DOM
One of a kind. Owning the entire 27th floor at the Ritz-Carlton Residences Waikiki Beach, specifically in the Diamond Head Tower, represents a pinnacle of luxury retreat to Hawaii. With sweeping views of the Pacific Ocean, Diamond Head Crater, and the Waikiki Skyline, the residence is perfectly positioned to offer both sunrise and sunset vistas. This high-ceiling full-floor residence provides unmatched privacy and exclusivity, consisting of 10 separate units of studios,1 bedrooms & 2 bedrooms. Many of these homes are available fully furnished, making it effortless to move in, generate income through the hotel pool, or begin hosting guests. Beyond the residence, ownership comes with access to the Ritz-Carlton’s signature five-star service. This includes in-residence dining, daily housekeeping (in hotel pool), concierge services, valet parking, and access to world-class amenities like infinity pools, a fitness center, a full-service spa, and top-tier dining. The sale includes 10 units (CPR) 2701 (1BR 1BA), 2702 (0BR 1BA), 2703 (0BR 1BA), 2705 (1BR 2BA), 2706 (1BR 1BA), 2707 (0BR 1BA), 2708 (0BR 1BA), 2709 (0BR 1BA), 2710 (2BR 2BA), & 2711 (0BR 1BA).

2139 Kuhio Avenue Unit 27th Floor, Honolulu

$8,000,000
5 Beds 6 Baths 202507863 MLS FS - Fee Simple Tenure 503 DOM
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

$3,950,000
202421166 MLS FS - Fee Simple Tenure 694 DOM
Approximately 4% pro forma cap rate with currently renting as 6 units rental in one of Honolulu's most desirable investment corridors.. Built in 2015 this newer- construction properties offer the low-maintenance ownership Investors seek while providing strong income potential and futures flexibility under AMX-2 zoning . This sales including TMK 123-034-019-0001, 123-034-018-0002, 123-034-019-0003. Three detached CPR houses .Front & middle houses have Five bedroom/3baths(3/2 up 2/1 down) and the back house has three bedroom three bath(2/1 up 1/1 down), Stucco exteriors and two cars garages. Newer constructions help minimize future maintenance expenses. Lease PV system has been fully paid off by the seller. Each home features a spacious interior with a separated entrance. Situated on Kapiolani Boulevard directly across from McCully Shopping Center with all the eatery, and just minutes from world famous Ala Moana Center, Ala Moana Beach Park, yacht club and conveniently close to Waikiki, with easy access to multiple bus stops, and the convention center, These properties can be sold individually or as a package. All interior photos were taken before tenants moved in.

1867 Kapiolani Boulevard Unit Mainhouse, A & B, Honolulu

$1,350,000
5 Beds 3 Baths 202419133 MLS FS - Fee Simple Tenure 694 DOM
Exceptional Value,AMX-2 zoning with many possibilities .Prime location on Kapiolani Blvd: One of the three detached houses CPR houses (Condominium Property Regime), Five bedroom/3 baths built in 2015 with stucco exteriors and garages. Low maintenance building & current rents are under market rent. Each home features a spacious interior with a separate entrance. Walking distance to the world-famous Ala Moana Shopping Center, Beach Park, and yacht club. Conveniently close to Waikiki, with easy access to restaurants, bus stops, and the convention center. These properties can be sold individually or as a package. All interior photos were taken before tenants moved in.. Seller paid off all lease PV. Current rental upstairs $3000/downstairs $1900. Below market rent.

1867 Kapiolani Boulevard Unit A, 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.