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$7,895,000
3 Beds 4 Baths 202609948 MLS FS - Fee Simple Tenure 108 DOM
TIMELESS BLACK POINT OCEANFRONT LIVING WITH SPELLBINDING SUNRISES. Beautifully reimagined oceanfront residence in the seaside community of Black Point offers 3 BD + den/4th BD option, 4 BA and over 4,000 sq ft of interior living on a sprawling 23,214 sq ft parcel. Thoughtfully designed w/a linear floor plan paralleling the coastline, every room captures breathtaking oceanfront vistas overlooking rolling waves, the palm lined shores of Kahala Beach & iconic Koko Head beyond. Expansive open living spaces feature vaulted shiplap ceilings, exposed natural wood trusses, walls of glass & a dramatic lava rock fireplace w/koa wood mantel. The sunken oceanfront lounge area is ideal for relaxing while taking in the soothing sounds of the sea & mesmerizing coastline views. The spacious primary suite enjoys extraordinary ocean views & spa inspired bath w/walk in shower overlooking the Pacific. Seaside lanais, tropical gardens, palms & outdoor spaces create wonderful entertaining areas. Black Point residents enjoy private access to the community’s ocean fed saltwater pool. Exceptional privacy, dramatic views & timeless island living in one of Honolulu’s most treasured oceanfront neighborhoods.

4157 Black Point Road, Honolulu

$6,888,000
6 Beds 7 Baths 202603331 MLS FS - Fee Simple Tenure 218 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

$5,800,000
4 Beds 6 Baths 202604465 MLS FS - Fee Simple Tenure 161 DOM
“House of Blue Heaven” — an extraordinary Diamond Head estate where architectural heritage meets timeless luxury. Originally designed in 1931 by renowned Hawaii architect Hart Wood, a pioneer of Hawaiian Regional architecture, this distinguished residence reflects his signature fusion of tropical indoor-outdoor living with Japanese and Asian-inspired design. Thoughtfully remodeled by celebrated architect Jeff Long in 1995, the home preserves its historic character while offering refined modern living. This 4-bedroom, 5.5-bath residence encompasses nearly 5,900 sq. ft. of interior living space on an 11,752 sq. ft. lot, with beautiful ocean and sunset views. Soaring ceilings enhance the home’s grand scale and invite abundant natural light throughout. Expansive lanais, a heated pool and spa, and sophisticated indoor-outdoor spaces create an exceptional setting for entertaining and relaxing. Separate guest quarters with private entrance provide flexibility and privacy. Just moments from Kapiolani Park, the Gold Coast, world-famous beaches, and Waikiki’s renowned dining and shopping, this is a remarkable expression of Hawaii architectural history and elevated island living.

2999 Makalei Place, Honolulu

$5,560,000
4 Beds 4 Baths 202604939 MLS FS - Fee Simple Tenure 101 DOM
This is not just a rare landmark home standing proudly between the slopes of Diamond head and the turquoise warm waters of Honolulu’s Gold Coast. It is a lifestyle. Urban living rivaling the great international cities, in the most beautiful place on earth with an idyllic climate, a walkable neighborhood and the ocean just steps away. Within a gorgeous mile walk through Kapiolani Park you’ll find yourself amongst the flagship showrooms of the greatest luxury brands, the finest hotels and the most discerning chefs’ restaurants. Within a one minute walk, and without crossing a street, you are lying on the warm coral sands of Makalei beach. After a swim or surf, you return to your two story 4 bedroom home, walled and gated. Serene and secure. Cool and shaded with vistas of coconut palms, towering Diamond Head and the blue pacific ocean to the horizon. Your surroundings provide visual drama, the sound of the ocean, a sky filled with stars and even a hint of the Milky Way to the southeast, and always, the sweet aroma of plumeria. Your home provides sanctuary. Your secure tropical urban paradise surrounded by the air and the water in one of the most desirable neighborhoods on O'ahu.

3063 Diamond Head Road, Honolulu

$3,650,000
8 Beds 6 Baths 202612081 MLS FS - Fee Simple Tenure 81 DOM
Nestled in the prestigious hillside community of Maunalani Heights, this exceptional residence offers an ideal blend of contemporary luxury, expansive living spaces, and breathtaking views of Diamond Head and the Pacific Ocean. Situated on a generous sized lot, the home provides over 5,500 square feet of interior living space designed for both grand entertaining and comfortable island living. The kitchen is a chef's delight, equipped with Sub-Zero and Wolf appliances. The thoughtfully designed floor plan features multiple living areas, spacious bedrooms, and a flexible lower-level suite with a separate entrance, ideal for extended family, or guests. Just moments from Kaimuki's vibrant dining scene, Waikiki’s renowned beaches, Downtown Honolulu’s business district, and some of Oahu’s most highly regarded schools, the property provides the perfect balance of scenic beauty and everyday convenience.

4556 Sierra Drive, Honolulu

$2,395,000
5 Beds 2 Baths 202610744 MLS FS - Fee Simple Tenure 50 DOM
Discover a rare Kaimuki find — two separate homes on one expansive 10,000 sq ft lot, zoned R-5. This is the multi-generational or income-producing property you've been waiting for! The front home offers 3 bedrooms, 1 bath, while the second home features 2 bedrooms, 1 bath — perfect for extended family living, house hacking, or growing your investment portfolio with two rentable units. Set on one of the largest lots in the neighborhood, there's plenty of room to spread out, garden, park multiple vehicles, or explore future potential (buyer to verify). Enjoy the classic Kaimuki lifestyle — walkable to Waialae Avenue's boutique shops, coffee spots, and local eateries, with easy access to Schools, Kapiolani Community College, Diamond Head, and Kahala Mall. Opportunities like this — two homes, one large lot, prime Kaimuki location — don't come around often. Whether you're planning for family, hedging your investment, or seeking rental income potential, this property checks every box.

820 10th Avenue, Honolulu

$2,299,000
5 Beds 3 Baths 202614462 MLS FS - Fee Simple Tenure 36 DOM
Open House, SUNDAY, September 13th, from 2-5pm. Experience elevated East Oahu living from this distinctive Kuli’ou’ou hillside retreat, showcasing sweeping ocean, coastline, and mountain views. Set on an expansive 18,598-square-foot lot, this 5-bedroom, 3-bath, 3,380-square-foot residence offers flexibility for multi-generational living, guests, or income potential. Thoughtful improvements include a new roof, sewer restoration, owned 24-panel PV system, engineered retaining wall, foundation stabilization, a $100k+ engineered drainage system, renovated baths, and reconstructed driveway. Vaulted ceilings, split A/C, and expansive sliding doors open to a generous view deck, while a separate lower unit adds privacy, versatility, multi-generational living, or income potential. Enjoy a private in-ground pool, mature landscaping, workshop, sprinkler system, and parking for 3+ vehicles. Moments from ocean access, parks, and shopping complete this East Oahu sanctuary. See Supplement Section for improvements.

5926 Kalanianaole Highway, Honolulu

$1,748,880
5 Beds 3 Baths 202610098 MLS FS - Fee Simple Tenure 98 DOM
Rare opportunity to own three separate homes on one lot! Live in one and rent out the others for added income potential. Situated on a 7,500 sq. ft. lot and zoned R-5, this unique property offers flexibility for homeowners and investors alike. The front home features 992 sq. ft. with 2 bedrooms and 1 bathroom. The middle home offers 300 sq. ft. with 1 bedroom and 1 bathroom, while the back home includes 535 sq. ft. with 2 bedrooms and 1 bathroom. All homes have been freshly painted and are ready for move-in this summer. Ample on-site parking accommodates all residents, and the property enjoys convenient access from multiple directions within the desirable Kaimuki neighborhood. Just minutes from Kaimuki Shopping Center, Kahala Mall, and H-1 freeway access eastbound or westbound, the location offers exceptional convenience to local eateries and markets. Whether you're looking for a multi-generational living arrangement, rental income, or future development potential, the possibilities are endless. Bring your vision and make this property your own. Invest today! Homes have separate electric meters. Please note:Bedrooms do not match tax office records. Showings by appointment only.

1030 16th Avenue, Honolulu

$1,675,000
5 Beds 5 Baths 202612360 MLS FS - Fee Simple Tenure 70 DOM
PRICE IMPROVEMENT! Where else in St. Louis Heights will you find potential for three separate living areas, two separate driveways, and an ocean view? Multigenerational living, rental income, or both this home has the flexibility for it all. A 2-car garage plus two separate driveways keeps parking handled no matter how you configure it. This gently sloped lot has no stairs to the front door, and out back, a usable yard opens up for evening gatherings as the sky turns gold over the horizon. Major upgrades already done: full electrical rewire, structural foundation reinforcement, renovated sewer line & an owned 8-panel PV solar system. Both kitchens and one upstairs bathroom have been renovated for true move-in-ready living, and each level comes with its own washer and dryer, so nothing has to be shared. Enjoy panoramic ocean, city, and sunset views from the primary living room, kitchen, and lanai. Multiple serene outdoor spaces surrounded by mature fruit trees create a tropical retreat perfect for relaxing or entertaining. Set on a 7,854 sq. ft. R-5 corner lot in St. Louis Heights, with easy freeway access & minutes from UH Manoa, Kahala Mall, and some of Kaimuki's best restaurants.

1766 St Louis Drive, Honolulu

$1,625,000
3 Beds 3 Baths 202614187 MLS FS - Fee Simple Tenure 46 DOM
Commanding panoramic, unobstructed city and ocean views protected by the Board of Water Supply property below. Extensively remodeled over the years (1997, 2015, and 2019. Effective Year Built 1970). At the heart of the home is a beautifully renovated island kitchen that opens seamlessly to the house-wide deck and main living areas where panoramic vistas are the backdrop for everyday living and memorable gatherings. Desirable floor plan features a primary suite on the main living level w/private office & TV/den/reading room and separate entry to side yard. Lower level includes two bedrooms, spacious living area, wet bar, Wine Cellar, separate entry - ideal for extended family, guests, multigenerational or assisted living. Rare parking includes a two-car carport, driveway parking for two additional vehicles, plus coveted street parking. Just minutes from UH, freeway access, shopping, dining, and beaches. Experience the perfect blend of breathtaking views, versatile living, and exceptional convenience.

1516 Alencastre Street, Honolulu

$1,495,000
3 Beds 2 Baths 202609978 MLS FS - Fee Simple Tenure 113 DOM
TWO HOMES. ONE LOT. $6,300/MONTH IN RENTAL INCOME. A rare turnkey income property in one of Honolulu's most sought-after neighborhoods. Set on a quiet, private street minutes from Kahala Mall, KCC, Diamond Head, Waikiki, Dog Parks, and Kaimuki! Just minutes away from amazing boutique restaurants and shops: what makes living in Kaimuki so special! If you enjoy Farmers Markets, this home is just minutes away from the weekly KCC market, so you can enjoy fresh produce, food, and all the fun that it brings. This home offers two fully detached, separately metered homes on a 5,000 sf lot, fully updated in 2023 and PRICED UNDER TAX ASSESSED VALUE! Both units are renovated, move-in ready, and in strong rental demand, over $75,000 in annual gross income with tenants already in place. About as plug-and-play as Honolulu investing gets. For owner-occupants: live in one home and let the other offset your mortgage. A true house-hack in a neighborhood people choose to stay in. Investor, house-hacker, or multi-gen buyer, this home checks every box. Schedule your private showing today. **driveway is owned by 3622a Maunalei Ave, subject property has easement to use driveway**

3622 Maunalei Avenue, Honolulu

$1,448,000
3 Beds 2 Baths 202615153 MLS FS - Fee Simple Tenure 28 DOM
A Timeless and Classic Home … Perched above Center Street in sought-after Wilhelmina, this beautifully updated vintage home blends timeless character with thoughtful modern enhancements. Originally built in 1928 and extensively renovated in 2015, the residence retains its distinctive charm while offering comfortable contemporary living. High ceilings, abundant windows, and beautiful wood flooring create a warm, inviting atmosphere filled with natural light. The flexible lower-level 3rd bedroom/studio space is a feature incorporating natural boulders into its design and offering its own wetbar and beautifully finished on-suite bath all add an elevated touch. On the main level, step outside to an expansive deck ideal for morning coffee, sunset gatherings, and entertaining which you’ll enjoy while taking in views from Palolo Valley, the city and ocean all adding to its appeal. Conveniently located near the entertainment of Kaimuki's dining, shopping and easy access to the freeway.

1439 Center Street, Honolulu

$1,395,000
2 Beds 2 Baths 202608318 MLS FS - Fee Simple Tenure 137 DOM
Nestled in the vibrant Kapahulu neighborhood of Honolulu, 3252 Esther Street is a charming single-family home that seamlessly blends modern updates with classic Hawaiiana character. Built in 1930, this residence has been thoughtfully renovated to offer contemporary comforts while preserving its original appeal. 2 spacious bedrooms, including a newly added primary suite featuring a walk-in shower and walk-in closets. 2 full bathrooms, both updated with modern fixtures. Equipped with new cabinets, countertops and appliances, including a gas range. Tankless gas water heater split air conditioning units and updated lighting fixtures throughout. Electronic gate and fencing for added privacy and security. This home offers unparalleled access to Honolulu's best attractions. Experience the best of Honolulu living, combining modern comforts with a prime location!

3252 Esther Street, Honolulu

$1,298,000
2 Beds 3 Baths 202604749 MLS FS - Fee Simple Tenure 193 DOM
Dwelling is of no value; listing price is less than actual land value. Welcome to an exceptional opportunity in one of Honolulu’s most desirable hillside neighborhoods Maunalani Heights, off Wilhemina Rise. Tucked away on a quiet, peaceful cul-de-sac, this property offers breathtaking panoramic views stretching from east of iconic Diamond Head, over Waikiki, and the Pacific Ocean- capturing stunning sunsets to the west, and sweeping coastal scenery that simply cannot be duplicated. Create your dream home! Needing a complete re-build, the existing home is of no value. Yard has various mature fruit trees. The upside is in the land, location, and view plane. Bring your contractor, architect, and your dreams. Reimagine, and rebuild, with a rare chance to create something special in an unbeatable setting. Priced less than land value, opportunities like this are few and far between. Listing description doesn’t match tax records. Do not step onto lanai; do not visit property without an appointment. Open house 2-5 PM, 8/9/26

3655 Nihipali Place, Honolulu

$1,275,000
3 Beds 2 Baths 202609335 MLS FS - Fee Simple Tenure 30 DOM
Vintage 1940's bungalow located in the super convenient Kapahulu area at the base of Diamond Head Crater. This charming home with many original features, that made it so cute, are intact and has been meticulously maintained throughout the years. Kitchen and bathrooms have been remodeled to todays standards... New fixtures, new appliances - including a gas range, AC's and ceiling fans in each room, new cabinetry, LVP flooring, fresh paint, lighting etc. makes this a perfect move-in ready home. Nicely landscaped exterior with full grassy areas, large mango tree for cool shade, fully fenced and gated yard, multiple tandem car parking with a laundry / storage room behind the carport are all features that make this a great property! There is a large concrete patio off the laundry room... possible extension for a future home office or additional bedroom? Definitely a classically adorable, move-in ready property on the outskirts of Waikiki!

3327 Catherine Street, Honolulu

$1,150,000
7 Beds 2 Baths 202616546 MLS FS - Fee Simple Tenure 10 DOM
Welcome to 3131 Mokihana Street, a spacious 7-bedroom, 2-bath home offering approximately 1,565 sq. ft. of interior living space, plus a 400 sq. ft. carport, all situated on a 5,000 sq. ft. lot. Well cared for and in great condition for its age, this home is ready to enjoy while offering the opportunity to make cosmetic updates that reflect your personal style. Located in the highly convenient Kapahulu neighborhood, you’ll be close to the best of Honolulu living. Kapahulu is known for its local character, diverse dining, neighborhood shops, and easy access to Waikiki, Diamond Head, Kapiolani Park, and nearby beaches. Everyday conveniences are nearby, including Safeway, Kapahulu Shopping Center, and an incredible selection of local restaurants. Enjoy the convenience of city living while coming home to an established residential neighborhood. A rare opportunity for space, location, and possibilities in the heart of Honolulu!

3131 Mokihana Street, Honolulu

$1,050,000
3 Beds 2 Baths 202614650 MLS FS - Fee Simple Tenure 35 DOM
Welcome to this hidden gem, 1878A Mahana Street. Tucked away down a flag lot in the heart of Palolo Valley, this well-maintained, single level, 3-bed, 2-bath home is ready for its next chapter. Whether you're looking to move right in or bring your vision to life, the possibilities are endless. The property enjoys a quiet retreat from the street allowing you to curate your own private oasis while still remaining conveniently close to everything Honolulu has to offer. Inside, the thoughtfully designed 1,445 sq. ft. floor plan features 2 living spaces, perfect for entertaining and hosting your favorite people. A natural cross breeze and tons of natural light move through the home, creating a comfortable living environment year-round. The flexible indoor-outdoor space is great for gardening, grilling, or simply relaxing after a long day. With 2 carports and a driveway, this home can hold up to 4 cars with additional parking on the street. Opportunities like this are becoming increasingly rare, especially in a desirable & convenient area like Palolo.

1878-A Mahana Street, Honolulu

$950,000
4 Beds 4 Baths 202614937 MLS FS - Fee Simple Tenure 11 DOM
2 homes on 1 lot in Kaimuki for under $1M, priced below tax assessed value! Both homes rented out on month to month at $4600 total and tenant pays all utilities. Great tenant to take over as an investor, or can submit notice to vacate for an owner occupant. Live in one and rent out the other, use both for multi-generational living, or rent out both for maximum income, the possibilities are endless. Front home is a 3-bedroom 1.5-bath home with a nice outdoor patio perfect for entertaining. Back home is a two story 1-bedroom 1.5-bath home with some nice backyard space and under home storage. Both homes are separately metered for water and electricity and were recently renovated with new vinyl flooring, remodeled bathroom, fresh paint, upgraded kitchen cabinets, and more. Centrally located walking distance to many shopping and dining options at Market City, Kapahulu Ave, Waialae Ave, near UH Manoa, with easy access to freeways. Don't miss out on this rare opportunity to own a multi family home in town at an affordable price. Schedule your showing today before it's too late!

3032 Harding Avenue, Honolulu

$850,000
2 Beds 1 Baths 202608898 MLS FS - Fee Simple Tenure 127 DOM
Classic island charm meets unbeatable convenience in this inviting 2-bedroom, 1-bath Kapahulu home. Tucked into one of Honolulu’s most desirable neighborhoods, this kama`aina residence offers a cozy and comfortable layout filled with warmth and character. Enjoy the convenience of being just minutes from Waikiki, Diamond Head, Kahala, parks, beaches, eateries, cafes, shopping, and freeway access. Whether you’re looking for your first home, an investment opportunity, or a chance to create your own island retreat, this property offers exceptional potential in a highly sought-after location. Experience the best of Honolulu living in the heart of Kapahulu, where neighborhood charm and urban convenience come together seamlessly.

3311 Herbert 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.