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$2,395,000
9 Beds 7 Baths 202608473 MLS FS - Fee Simple Tenure 104 DOM
Two homes on one lot. Live in one, rent the other, and let the income work for you every month. The front home offers six bedrooms, four bathrooms, 4-car parking, and 32 solar panels, spacious enough to attract serious tenants and keep them. The back home tucks in quietly behind with three bedrooms, two bathrooms, a 2-car garage, and 23 solar panels, a comfortable and private place to call your own. Whichever you choose to live in, the other is ready to generate rental income from day one.Centrally located with easy access to downtown Honolulu, this is a property that makes sense on paper and feels right in person. Short commutes, high rental demand, and two well-appointed homes make 2134 Kanealii St the kind of opportunity that rarely comes available in this market. Own your home. Offset your costs. Build toward something real. 2134 Kanealii St isn't just a place to live. It's a smarter way to own in Hawaii.

2134 Kanealii Avenue, Honolulu

$4,485,000
3 Beds 6 Baths 202605472 MLS FS - Fee Simple Tenure 106 DOM
Situated on one of Oahu’s most treasured streets in one of the most private, yet convenient neighborhoods, this mid-century contemporary home combines architectural integrity, character and functionality all dressed in a palate of solid and evocative materials. Thin mullioned French windows, brick and custom tile conspire to create a home that is warm, timeless and very much aligned with today’s living. 12 Lumahai St. is a landmark 1975 custom estate representing a compelling renovation opportunity. Set on 15,577 sq. ft. of land, this home offers 3,881 sq. ft. of interior living space and includes a thoughtfully designed main home as well as a separate guest cottage — offering flexibility for multi-generational living, guest accommodation or home gym or office. The home’s terraced architecture cascades toward a stunning pool and deck, framing breathtaking, unobstructed ocean views. Original brick archways, soaring ceilings and bold contemporary lines speak to the craftsmanship of its era and remain ready to anchor a world-class modern renovation. The property invites transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

$4,980,000
5 Beds 7 Baths 202528395 MLS FS - Fee Simple Tenure 137 DOM
Perfectly situated on one of the prettiest tree-lined drives in Honolulu, known for its refined estates, this gorgeous classic treats you to panoramic Diamond Head, ocean, and mountain views. From the luxurious porte-cochere, a lovely hall opens to elegant living and dining rooms with high ceilings. The generous covered lanai and spacious pool overlook the landscaped lawn and magnificent views. You’ll be proud to entertain guests in museum-quality spaces or simply enjoy your serene, indoor-outdoor lifestyle. A desirable ground floor bedroom suite, family room, breakfast room, kitchen and plentiful storage complete the expansive main level. Upstairs are three more large bedroom suites, each with its own bath. A separate cottage provides flexible options for guests or extended living. Attributed to architect C. W. Dickey, who designed the original Halekulani Hotel and other island-style treasures, this home is on the Hawaii Register of Historic Places with property taxes of only $25/month. Lovingly maintained and upgraded with PV and more, the residence offers masterful design, privacy, and views in a stellar location.

2475 Makiki Hts Drive, Honolulu

$1,500,000
5 Beds 4 Baths 202604150 MLS FS - Fee Simple Tenure 155 DOM
Rare opportunity to own two separate homes on one lot. Two Electrical meters The front home offers 3 bedrooms and 2 bathrooms, remodeled in 2015 and well maintained over the years. Comfortable layout, move-in ready, and easy for everyday living. The detached rear home features 2 bedrooms and 2 bathrooms with 1 bedroom and 1 bath upstairs and 1 bedroom and 1 bath downstairs. There is also an open patio with extra space for outdoor use. Parking for up to 5 vehicles on the property provides good separation and privacy between the two homes. Great option for extended family or rental income while living in the main home. Plenty of parking on the property plus easy street parking nearby. Flexible layout suitable for multi-generational living or investment. Convenient location close to hospitals, markets, and bus routes with easy access to daily necessities. Must see to appreciate.

709 Twin View Drive, 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

$3,900,000
23 Beds 16 Baths 202603761 MLS FS - Fee Simple Tenure 219 DOM
$975,000 per house! TRY COOPERATIVE ownership-buy w/friends . Each owner gets their own house + rent income from 2 other rentals! DIAMOND HEAD COTTAGES terrific Property Invest-quality property/4 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 of lane )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# 202527826

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

$2,650,000
14 Beds 8 Baths 202603820 MLS FS - Fee Simple Tenure 180 DOM
Rarely available multiple dwelling property located in desirable Keeaumoku St. Units are separated as follows: one 3-bedroom with 2 bathrooms, four 1-bedrooms with 1 bathroom each, and 7 bedrooms that share 2 bathrooms without a kitchen. In total 8 bathrooms and 7 parking spots. Currently occupied by multiple tenants that come out to a monthly gross income of $10,245. Annual yearly gross income comes out to around $113,000. The 3-bedroom has a washer/dryer in dwelling. There are 2 coin-operated washers shared by tenants outside. The property was originally built in 1918 but was completely remodeled in 1948 and the second floor was added then. During ownership the current owner repainted, made many repairs, and replaced the roof about 4 years ago. Good investment opportunity and a chance to own land in a residential Makiki neighborhood. To be sold as is.

1542 Keeaumoku Street, 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

$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

$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

$1,900,000
5 Beds 3 Baths 202417895 MLS FS - Fee Simple Tenure 726 DOM
Property like this rarely comes on the market, with over 20,000 sqft of usable land zoned R-5 in the center of Honolulu! This gently-downsloped, nicely-shaped parcel has plenty of parking and is convenient to transportation. From its sweeping lawns, the mountain and valley views are spectacular. The owners have a topo map plus schematic designs for development of five homes, with sewer connections approved at that time, subject to re-applying--or buyers may build their own dreams! The two houses on the property have some solid qualities and are occupied by tenants, but the property is being sold well below the Assessed Value of even just the land. Don’t miss this amazing opportunity! Also listed on MLS under Multi-Family MLS #202417894.

322 Auwaiolimu Street, 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.