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$1,188,000
2 Beds ⋅ 1 Baths ⋅ 202603557 MLS
Perched in Maunalani Heights, this cozy home captures the Honolulu lifestyle in its purest form—cool mauka breezes, a peaceful hillside setting, and a front-row seat to sweeping views of Diamond Head, Waikiki, Kahala, and the ocean beyond. Imagine winding down each evening as the sky melts into color and the city lights begin to sparkle below—your daily sunset routine, right at home. Inside, it’s comfortable and inviting—perfect for those who value charm, simplicity, and an incredible backdrop. Outside, the expansive backyard offers exciting room to create: garden, play space, outdoor entertaining, or future possibilities. A bonus basement area adds flexible space for storage, a workshop, or your own creative retreat. A special opportunity to own a view home in one of Honolulu’s most beloved hillside neighborhoods.

3925 Nioi Place, Honolulu

Listing courtesy of Listing Agent: Kay M Mukaigawa (Kay.Mukaigawa@evrealestate.com) from Listing Office: Engel & Volkers Honolulu.
$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.
$2,495,000
5 Beds ⋅ 7 Baths ⋅ 202602181 MLS
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

Listing courtesy of Listing Agent: Gloria C Brasuel (gloriab@cbpacific.com) from Listing Office: Coldwell Banker Realty.
$759,000
4 Beds ⋅ 4 Baths ⋅ 202601203 MLS
Great location near stores, shopping, markets, parks, and so much more. Perfect opportunity to bring your contractor to renovate or rebuild on this Level A-1 zoned lot. Please do not enter the property without authorization. There will be no showings of the interior of the structure. Seller has building plans that will be included, but Buyer will need to verify all details. Sold “as-is,” and Buyers to do their own due diligence.

1819 Waiola Street Unit C, Honolulu

Listing courtesy of Listing Agent: Jourdan K Okada (jourdan_okada@yahoo.com) from Listing Office: Kometani, Inc..
$5,493,000
4 Beds ⋅ 4 Baths ⋅ 202601273 MLS
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

Listing courtesy of Listing Agent: Susan Borochov (susan@susanborochov.com) from Listing Office: Coldwell Banker Island Prop.
$2,895,000
4 Beds ⋅ 2 Baths ⋅ 202601051 MLS
The unobstructed, panoramic, breathtaking ocean and Diamond Head views combined with stunning sunsets make this 4-bedroom, 2-bath single family residence truly exceptional. Nestled in the highly sought-after Koko Kai/Portlock neighborhood on a generous 14,754 sq ft lot, this 2,297 sq ft home features a covered lanai perfect for soaking in idyllic views of Maunalua Bay. Rare opportunity to update and personalize this home to your taste while enjoying one of Oahu’s most desired locations. Energy-efficient with 28 owned photovoltaic panels and a net metering agreement. A one-of-a-kind setting with views you’ll never tire of. A few photos have been virtually staged(enhanced).

47 Poipu Drive, Honolulu

Listing courtesy of Listing Agent: Myron N Kiriu (Myron.Kiriu@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$6,200,000
3 Beds ⋅ 4 Baths ⋅ 202524260 MLS
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

Listing courtesy of Listing Agent: Joe Extra Ordinario (joe@oteamhawaii.com) from Listing Office: eXp Realty.
$1,099,000
5 Beds ⋅ 2 Baths ⋅ 202600101 MLS
BIG PRICE CHANGE~A "DO NOT MISS" CHANCE! For Solid, mid-century custom designed Home in the "Carlos Long" subdivision of Palolo! Property emanates a tropical Country-like feel while remaining close to the amenities & urban life of Kaimuki, Honolulu, Oahu. Only one (1) Owner, lovingly built a spacious layout containing total 5 Bdrms, 2 Baths, 2-Carport parking. Includes special features like a tatami-like area w/ Shoji-style sliding doors that can double as a workout, office/den? - you decide! Well-place Skylights enhance the LARGE living area showcasing solid Lumber, open Wood beams and high vaulted Ceilings. Foundation is a combination of Hollow Tile/Concrete, Wood "Post & Pier" style, and ample crawlspace. Lots of Built-In Cabinets, Shelves, and Closet spaces throughout plus in Master, a "Furo" style tub, His & Her Vanity/Sink spaces. Inside, natural lighting helps promote a constant, tranquil feeling with surrounding Lush green Views of Trees and Mountains that are so peaceful, one can often hear birds and nothing else! Easily can be customized for Home + Work from Home needs, Multi-Generational housing, with room to expand, futher develop. Showings by Appointment only. MAHALO!

2550 Ipulei Way, Honolulu

Listing courtesy of Listing Agent: Robert Michael Berris (rmberris@live.com) from Listing Office: Rainbow Realty International.
$6,900,000
3 Beds ⋅ 4 Baths ⋅ 202528103 MLS
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

Listing courtesy of Listing Agent: Rob Burns (robburnshawaii@icloud.com) from Listing Office: eXp 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.
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 202600138 MLS
Brand new! Beautiful house completed in 2022. 4-bedrooms and 4-bathrooms PLUS 2 extra-large rooms (one of therooms has a big walk-in closet and plumbing ready to hook up - can be used as ensuite). Bright and breezy home!Easy to maintain. Pretty garden views from bedrooms. Flexible floorplan. Designed for one large family or multi-family/generation living with 3 separate entrances. Spacious 3 car garage with storage. Large driveway can park3+additional cars. Second-floor lanai offers incredible ocean, mountain, and valley views. Large lot of 22,510 squarefeet (and no back neighbors). Located at the end of a quiet street, situated in a wonderful neighborhood nearshopping, beaches, schools, and scenic spots like Kuliouou Beach Park, Kuliouou Neighborhood Park, and the RidgeTrail. Peaceful and convenient location, short drive to Koko Marina, world famous Sandy Beach, Hawaii Kai TowneCenter, and Costco!

466 Lani Street, Honolulu

Listing courtesy of Listing Agent: Stephanie L Chan (stephanie.chan@locationshawaii.com) from Listing Office: Locations LLC.
$6,500,000
5 Beds ⋅ 6 Baths ⋅ 202528543 MLS
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

Listing courtesy of Listing Agent: Daniel Ulu (daniel@uluteam.com) from Listing Office: Keller Williams Honolulu.
$4,800,000
5 Beds ⋅ 7 Baths ⋅ 202528272 MLS
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

Listing courtesy of Listing Agent: Derek Kamm (kammtm@islandproperties.com) from Listing Office: Coldwell Banker Island Prop.
$37,500,000
5 Beds ⋅ 9 Baths ⋅ 202528159 MLS
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

Listing courtesy of Listing Agent: Anne Hogan Perry (anneperry@compass.com) from Listing Office: Compass.
$8,875,000
5 Beds ⋅ 6 Baths ⋅ 202525308 MLS
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

Listing courtesy of Listing Agent: Tracy Allen (Tracy@TracyAllenHawaii.com) from Listing Office: Coldwell Banker Realty.
$835,000
202526025 MLS
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

Listing courtesy of Listing Agent: Andrew J Leitheiser (andrew.leitheiser@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$1,800,000
8 Beds ⋅ 4 Baths ⋅ 202525618 MLS
Excellent opportunity to restore large 2-story home(approx. 2,352 sq. ft.)plus 1-bedroom cottage (approx. 560 sq. ft.): or rebuild your dream home or income property on a 9,175 sq. ft. lot in the highly desirable Nuuanu neighborhood with A-1 zoning. Bring your architect and contractor and envision the great potential this property offers. Copper plumbing in front (main) house, updated electrical in back cottage. Roofing for main house replaced approximately 7 years ago. Minutes to downtown Honolulu, freeway accesses and many conveniences. Actual number of bedrooms, bathrooms, and square footage do not match tax records.

1727 Nuuanu Avenue, Honolulu

Listing courtesy of Listing Agent: Karen E Lau (karen.lau@locationshawaii.com) from Listing Office: Locations LLC.
$10,700,000
3 Beds ⋅ 3 Baths ⋅ 202525708 MLS ⋅ 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

Listing courtesy of Listing Agent: Caron B Davis (caron@caronb.com) from Listing Office: Caron B Realty.
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 202524992 MLS
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

Listing courtesy of Listing Agent: Philia K Lau (philial@cbpacific.com) from Listing Office: Coldwell Banker Realty.
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 202524687 MLS
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

Listing courtesy of Listing Agent: Arlon J Louie (louiearlon@gmail.com) from Listing Office: eXp Realty.
$955,000
3 Beds ⋅ 3 Baths ⋅ 202524626 MLS
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

Listing courtesy of Listing Agent: Theresia M Wolff (theresiamwolff@gmail.com) from Listing Office: Real Broker.
$1,175,000
4 Beds ⋅ 2 Baths ⋅ 202524204 MLS
This 4 bedroom exudes the peaceful and serene energy of the beloved Palolo valley! The main suite is a standout with its impressive walk-in closet and luxurious Jacuzzi, complemented by a shower for added convenience. Enjoy the elegance of traditional hardwood floors alongside plush carpeting throughout the home. Energy efficient windows and just a few minutes walk from the park! A beautiful ulu tree graces the property, providing shade and the opportunity to capture priceless moments to play ukulele and sing songs. The refreshing trade-winds flow swiftly through the valley and embraces this home, it truly is a perfect blend of comfort and style.

1541 Palolo Avenue Unit A, Honolulu

Listing courtesy of Listing Agent: Tai K Gibson (oli.nainoa@gmail.com) from Listing Office: LUVA Real Estate.
$1,999,999
202523925 MLS
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

Listing courtesy of Listing Agent: Jessica Hoyt (Jessica.Hoyt@evrealestate.com) from Listing Office: Engel & Volkers Honolulu.
$4,999,000
3 Beds ⋅ 3 Baths ⋅ 202523545 MLS
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

Listing courtesy of Listing Agent: V Elise Lee (elise808@gmail.com) from Listing Office: Deep Blue HI.
$2,028,000
3 Beds ⋅ 2 Baths ⋅ 202517514 MLS
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

Listing courtesy of Listing Agent: Renee R Oyama Evans (Renee.OyamaEvans@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 202523436 MLS
Two properties to be sold together. 1944 10th Ave Apt A, TMK: 3-4-001-041 (Lot - 8,136 sf) with 1-DWELLING, 1944 10th Ave, TMK: 3-4-001-126 (Lot - 4,988 sf), with 1-DWELLING, The two lots total approximately 13,124 sf on R-5 zoning. All improvements to be sold in "As Is" condition. Listing Agent to be On Site for all showings. Please do not disturb tenants. Adjoining 1935 9th Avenue, TMK; 3-4-001-009 (Lot - 15,644 sf) recently sold.

1944 10th Avenue Unit A, Honolulu

Listing courtesy of Listing Agent: Rex H Mau (rex_hawaii@yahoo.com) from Listing Office: Takasaki R. E. Services, Inc..
$1,850,000
3 Beds ⋅ 2 Baths ⋅ 202523428 MLS
Two properties to be sold together. 1944 10th Ave, TMK: 3-4-001-126 (Lot - 4,988 sf), with 1-DWELLING 1944 10th Ave Apt A, TMK: 3-4-001-041 (Lot - 8,136 sf) with 1-DWELLING. The two lots total approximately 13,124 sf on R-5 zoning. All improvements to be sold in "As Is" condition. Listing Agent to be On Site for all showings. Please do not disturb tenants. Adjoining 1935 9th Avenue, TMK; 3-4-001-009 (Lot - 15,644 sf) recently sold.

1944 10th Avenue, Honolulu

Listing courtesy of Listing Agent: Rex H Mau (rex_hawaii@yahoo.com) from Listing Office: Takasaki R. E. Services, Inc..
$1,905,000
4 Beds ⋅ 4 Baths ⋅ 202518402 MLS
Tucked away in LUSH Manoa Valley, this serene 3BD/2.5BA home + SEPARATE 1BD/1BA cottage offers a peaceful retreat w/a spacious entertaining area & enclosed lanai surrounded by greenery! The SEPARATE 1BD/1BA cottage sits above the GENEROUS sized carport providing views of MAJESTIC Manoa valley. A SPACIOUS storage room, off the carport is ideal for tools or hobbies. Set on 16,000+ sq ft of land w/mature fruit trees—avocado, white & strawberry guava, lychee, mango, ulu, banana, longan & lemon. Perfect for multi-generational living, investors, or anyone seeking tranquil living minutes from town!

3541 Woodlawn Drive, Honolulu

Listing courtesy of Listing Agent: Margie Medalle (Margie.Medalle@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$43,000,000
5 Beds ⋅ 7 Baths ⋅ 202520630 MLS
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

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.

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