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$14,250,000
6 Beds 8 Baths 202604666 MLS
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

Listing courtesy of Listing Agent: Dolores P Bediones (dolores.bediones@cbrealty.com) from Listing Office: Coldwell Banker Realty.

$2,398,000
7 Beds 5 Baths 202601630 MLS
Back on market! Now is your opportunity to own this multigenerational/flexible-living opportunity in Kuliouou! Main house plus ADU on separate level with separate entrance & driveway! Discover this elegant turn-key residence with breathtaking ocean & mountain view, thoughtfully redesigned with quality craftsmanship & modern comfort throughout. A brand-new 2BD/2BA ADU on the lower level offers exceptional privacy with its own driveway, separate electric meter, full kitchen, laundry & water heater—ideal for extended family / flexible living arrangements. The main home offers 5BD/3BA with oversized lanais, remodeled and expanded in 2026, and features a bright & spacious open-concept kitchen & living area with beautiful lighting. The new kitchen is appointed with granite countertops, soft-close cabinetry, and quality finishes, blending style with functionality. A luxurious primary suite with a walk-in closet, freestanding soaking tub, separate shower, and a serene, spa-like ambiance on the main level. The upper level offers 4BD/2BA, enhanced by ocean & mountain views. Near Kuliouou Trail, community park, basketball & tennis courts, shopping center, dining &water activities

597 Papahehi Place, Honolulu

Listing courtesy of Listing Agent: Marina Wang (marina.wang@cbrealty.com) from Listing Office: Coldwell Banker Realty.

$1,830,000
6 Beds 2 Baths 202603780 MLS
Located in the highly desirable Kaka‘ako Development District, this unique property presents outstanding upside with future income potential. Zoning allows for select commercial uses—please refer to the MLS Land Use attachment for permitted development options. Currently configured as a 6-bedroom, 2-bath single- or multi-family home, the residence features a durable tiled lower level and a flexible two-story layout with independent entrances, just one block from Kapi‘olani Boulevard.The upper level offers three bedrooms and a full bath, highlighted by classic plantation-style windows. The lower level includes an additional three bedrooms and full bath, ideal for extended family living or separate occupancy. Both levels include full kitchens, with the upstairs kitchen recently updated with new countertops and upgraded cabinetry. Bathrooms on each floor feature refreshed porcelain tile showers and flooring.A generously sized backyard provides an excellent space for gatherings or outdoor enjoyment. Additional features include a covered carport and on-site coin-operated washer and dryer. Conveniently situated near Ala Moana, Ward Village theaters, shop.

1142 Kamaile Street, Honolulu

Listing courtesy of Listing Agent: Cannie Chum (canniechum@gmail.com) from Listing Office: Locations LLC.

$3,900,000
23 Beds 16 Baths 202603761 MLS
$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

Listing courtesy of Listing Agent: Aleta E Klein (aleta2135@gmail.com) from Listing Office: KleinCo, LLC.

$2,650,000
14 Beds 8 Baths 202603820 MLS
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

Listing courtesy of Listing Agent: Mickey Hyun (mikihyun@gmail.com) from Listing Office: New Star Hawaii Top Realty.

$2,350,000
6 Beds 6 Baths 202603819 MLS
Totally remodeled and built brand new first floor two story single family house in Kapahulu neighborhood. Perfect for three families to live together. Second floor has its own entrance, new kitchen, 3 bedrooms, 2 bathrooms, and living room. Also features a large covered back porch as well as an open front deck. The first floor is separated into two units, 1 bedroom with a new kitchen, new bathroom, and its own separate entrance. The other unit features a new kitchen, 1 living room, 1 large family room, 2 bedrooms and 3 full bathrooms. In total there are 7 split AC units (3 on the 2nd floor, 4 on the 1st floor). The property also features a large carport area where you can fit about 6 compact cars as well as parking on the street. The renovations and additions have been completed with an approved ADU permit. Buyer is to do their due diligence. To be sold as is.

3233 Francis Street, Honolulu

Listing courtesy of Listing Agent: Mickey Hyun (mikihyun@gmail.com) from Listing Office: New Star Hawaii Top Realty.

$1,895,000
12 Beds 8 Baths 202601575 MLS
Located in desirable Palolo Valley, this four-plex offers an excellent investment opportunity with four separately metered units, each featuring 3 bedrooms and 2 bathrooms, for a total of 12 bedrooms and 8 bathrooms. Each unit includes a private entrance, tile flooring throughout, abundant natural light, granite countertops, and stainless steel appliances. Conveniently situated near schools, public transportation, shopping, dining, and other neighborhood amenities, with easy access to Downtown Honolulu, Waikiki, and major thoroughfares. Property is tenant-occupied. Showings are by appointment only; please allow a minimum of 48 hours' notice. Motivated seller. One or more photos have been virtually enhanced to protect tenant privacy.

1628 9th Avenue, Honolulu

Listing courtesy of Listing Agent: Maria Kawananakoa (mk@mkluxuryproperties.com) from Listing Office: Coldwell Banker Realty.

$6,888,000
6 Beds 7 Baths 202603331 MLS
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

Listing courtesy of Listing Agent: Pam Maeda (pamm@marcushawaii.com) from Listing Office: Marcus Realty.

$4,500,000
8 Beds 3 Baths 202600153 MLS
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

Listing courtesy of Listing Agent: Patrick P Chandler (Patrick@AlohaPatrick.com) from Listing Office: eXp Realty.

$12,000,000
6 Beds 4 Baths 202520628 MLS
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

Listing courtesy of Listing Agent: Noel Pietsch Shaw (noelshaw@hawaiilife.com) from Listing Office: Hawaii Life.

$55,000,000
11 Beds 11 Baths 202520629 MLS
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

Listing courtesy of Listing Agent: Noel Pietsch Shaw (noelshaw@hawaiilife.com) from Listing Office: Hawaii Life.

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.