Waikiki Beach Real Estate | Waikiki Beach 6+ Bathrooms Properties for Sale

15 Beds ⋅ 6 Baths ⋅ 202612022 MLS ⋅ FS - Fee Simple Tenure

Great investment property. Four houses on over 1/2 acre lot. Five rental units. Convenient location. Next to public park and elementary school. Walking distance to shops, restaurants etc. Live on one unit and rent the other 4 units. Rental income should pay your mortgage. Potential for development. Recently remodeled. New electrical wiring on the main front house.

85-824 Lihue Street, Waianae

Listing courtesy of Fogarty Realty, Inc..

$13,800,000

5 Beds ⋅ 7 Baths ⋅ 202611456 MLS ⋅ FS - Fee Simple Tenure

The Paiko Retreat stands as a true Architectural Masterpiece after a comprehensive restoration. Sitting on over an acre of mature landscaping, Kanewai Spring, waterfalls, and koi ponds, there’s no place quite like this home. A unique estate designed by John Hara in 1983, Hara brings an intentional, open-air feeling to this home like he built at the Honolulu Museum of Art, UH West Oahu, and Punahou School. Spanning 9,295 square feet, the interior is vast, yet warm and deliberate. A dedicated primary wing and private sitting room tucked away from the main entertaining areas, plus four guest bedrooms, each with its own ensuite bath and connected by a custom glass elevator. A media room, family room, and private offices provide space for everyone. The transition to the sweeping lanais is seamless. The grounds carry the calm of a private Japanese resort, with gardens and water features weaving through the property. You have direct frontage on Kanewai Spring feeding into Historic Paiko Lagoon. Because it’s a state wildlife sanctuary, the view is strictly nature—quiet and serene. Evenings here are best spent on the lanai watching shorebirds wade through the shallow waters.

6015 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$3,750,000

6 Beds ⋅ 6 Baths ⋅ 202611620 MLS ⋅ FS - Fee Simple Tenure

Rarely available 1-acre ocean-view property on Oahu's North Shore, offers a unique blend of privacy, flexibility, and the ease of country living. The beautifully remodeled and thoughtfully styled main home features five rooms, designer finishes, and expansive ocean views. Below the home, you'll find abundant storage and a versatile flex space currently used as an art studio, ideal for creative pursuits, a home office, gym, or additional living area. Designed for flexibility, the property includes a detached 1-bedroom, 1.5-bath ADU and offers the potential to build an additional detached Ohana unit as a third structure. Endless possibilities for multi-generational living, guests, or future income potential. The lush grounds are a tropical sanctuary with mature avocado, mango, ulu, macadamia nut, papaya, banana, citrus trees, and more, plus a chicken coop. Enjoy easy access to the beach and bike path without needing to get in your car, all while enjoying the privacy and space of this rarely available North Shore acre. Actual bedroom and bathroom count may differ from tax records. First OPEN HOUSE Sunday June 21, 2026.

59-65 Kumupali Road, Haleiwa

Listing courtesy of Real Broker.

$6,200,000

5 Beds ⋅ 6 Baths ⋅ 202611466 MLS ⋅ FS - Fee Simple Tenure

Luxury Kahala Living at Its Finest! This stunning custom residence blends timeless elegance with modern island comfort in one of Honolulu’s most prestigious neighborhoods. Set on an expansive 11,250 sq. ft. lot, this 5-bedroom, 5.5-bath home welcomes you with a dramatic skylit foyer, soaring ceilings, and beautifully crafted stone and hardwood finishes throughout. Designed for effortless indoor-outdoor living, the spacious floor plan flows seamlessly to a private tropical oasis featuring a resort-style pool, pool cabana, and lush landscaped grounds—perfect for entertaining or relaxing in paradise. Just minutes from Kahala Beach, Waialae Country Club, premier shopping, dining, and top schools, this exceptional residence offers the ultimate blend of luxury, privacy, and convenience. A rare opportunity to own a true Kahala gem.

950 Kealaolu Avenue, Honolulu

Listing courtesy of Starts International HI, Inc..

$6,750,000

5 Beds ⋅ 6 Baths ⋅ 409921 MLS ⋅ Fee Simple Tenure

Sunlight and ocean breezes flow through 21 feet of bi-folding floor-to-ceiling glass doors, complemented by soaring 14-foot ceilings that blur the boundaries between home and horizon. Step into this South Maui beachfront estate, where elegant stone columns welcome you to a true masterpiece. The open-concept spaces unfold effortlessly, anchored by a chef's kitchen featuring custom white oak cabinetry with an interior finish that adds warmth and depth, quartzite countertops, tumbled Belgian limestone tile accents, hand-scraped French oak flooring, professional-grade appliances, and a generous breakfast bar— the perfect hub for shared meals, laughter, and connection. A floating staircase leads upstairs to the bedrooms, where the primary suite awaits as a serene sanctuary for the soul. It includes a spa-inspired soaking tub, dual vanities, a spacious walk-in closet, and a private ocean-view lanai ideal for morning reflections. Each additional guest suite has been thoughtfully designed to soothe the senses, with layouts and features that prioritize comfort, including ensuite bathrooms for ultimate privacy. Outside, your personal coastal retreat beckons. Lounge poolside in the saltwater pool, host gatherings under a canopy of stars, or savor a cocktail as the sky blazes with sunset hues. A detached guesthouse with a full bathroom and a two-car garage offer flexible additional space, while integrated smart home technology blends modern convenience into this tranquil, soul-nourishing haven. The adjacent lot is also for sale by the same seller. (MLS #409920, 892 S Kihei Rd) and can be purchased together.

860 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$2,350,000

7 Beds ⋅ 7 Baths ⋅ 202611143 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity! Expansive 7BD/7BA home on a 7,500 SF R-5 zoned lot with legal duplex potential and stunning Diamond Head views. Designed for flexible living, the property can function as three separate living areas: 2BD/1BA, 1BD/2BA, and 4BD/4BA, making it ideal for multigenerational living, rental income, or extended family use. Features include two primary suites, split A/C throughout, a dumbwaiter elevator, enclosed 4-car garage, and durable hollow tile construction for low-maintenance ownership. Recent upgrades include a new roof (2025), two new water heaters, remodeled downstairs 2BD/1BA unit (2023), and appliances less than 3 years old. Energy-efficient with solar water heating and 46 PV panels. Enjoy beautiful outdoor spaces featuring copper gutters, a koi pond, and a charming tea house. Exceptional versatility, income potential, and location with iconic Diamond Head views.

648 10th Avenue, Honolulu

Listing courtesy of Sanford R. Ujimori Realty, Inc.

$2,895,000

5 Beds ⋅ 6 Baths ⋅ 202611278 MLS ⋅ FS - Fee Simple Tenure

Nestled on a beautiful mountain range in one of Oahu’s most sought-after locations is this tastefully renovated Waialae Iki home. The property boasts a flexible layout while being surrounded by lush landscaping and gorgeous ocean views. Step inside to discover an open living space combined with multiple layouts which allows for a desired way of living alongside passive incomes. Abundant natural light fills every room to showcase the thoughtfully updated contemporary finishes, while blending island-inspired elegance with modern comforts. Attention to detail and pride in this home is refreshing. New roof, gutters, split AC’s, appliances, 12 micropyles, tie backs, steel stringers, beams and much more. You don’t want to miss this unique and beautiful opportunity.

5436 Poola Street, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$1,328,000

16 Beds ⋅ 7 Baths ⋅ 202611235 MLS ⋅ FS - Fee Simple Tenure

A rare chance to acquire a large-scale property with significant upside potential in one of Honolulu's most convenient locations. Situated on a large 9,262 sq. ft lot in R-5 zoned lot, this expansive property offers over 5000+ sq. ft. of living area that is currently configured with 6 separate units: 4br/2ba, 3br/1ba, 3br/1ba, 2br/1ba, 2br/1ba, 2br/1ba. Endless possibilities for investors, multi-generational living, care home possibilities, or owner-occupants seeking lucrative rental income, this home offers all the ways to maximize your investment. Property is conveyed as-is so bring your handy people/and or contractor to imagine the possibilities and transform this special property into something lucrative. Conveniently located near shopping centers, restaurants, schools, freeway access, airport, and the Kalihi main rail stations just down Middle street. Home is on backside of Fort Shafter gate. This centrally located property has great long-term value. What is your vision? Sold As-Is. Bedrooms/bath does not meet tax records. Bring your contractor, designer, or development team sooner than later!

1524 Meyers Street, Honolulu

Listing courtesy of eXp Realty.

$10,500,000

5 Beds ⋅ 7 Baths ⋅ 202608794 MLS ⋅ FS - Fee Simple Tenure

Introducing a rare new luxury construction in the heart of Kahala, where no detail has been overlooked. This stunning estate features a primary residence and guest cottage/gym, both crafted with the finest materials, including custom cedar ceilings, copper gutters, high-quality composite roofing, and lava rock accents throughout. Designed for the discerning buyer, the property boasts a resort-style pool, whirlpool, koi pond, custom cedar gazebo, and expansive lava tile patios and walkways. Inside, you will find a marble primary bath tub, custom wood ceilings, lava tile feature walls, acoustic wall paneling, vanities, and interior tiling of the highest caliber. A true one-of-a-kind opportunity to own a brand new, thoughtfully designed luxury home.

4561 Aukai Avenue, Honolulu

Listing courtesy of Compass.

$45,000,000

8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure

An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged**

4640 & 4650 Makena Rd, Kihei

Listing courtesy of Hawaii Life (W).

$6,350,000

5 Beds ⋅ 6 Baths ⋅ 202611061 MLS ⋅ FS - Fee Simple Tenure

This remarkable Estate on 21,832 sq ft lot. 4,577 sq ft of living space all on one level, including swimming pool. This 5 bedroom 5.5 bath has sweeping panoramic views of Diamond Head, Ocean, Mountains and the seasonal Whales, December thru March. Architectural elegance and exceptional craftsmanship throughout. Property to be conveyed "as is".

28 Moloaa Street, Honolulu

Listing courtesy of Tomoko Realty.

$1,895,000

15 Beds ⋅ 8 Baths ⋅ 202610829 MLS ⋅ FS - Fee Simple Tenure

PRICE ADJUSTMENT! RARE 4-PERMITTED-UNIT INVESTMENT OPPORTUNITY IN MAKAHA! Situated on approximately 1 acre, this unique income-producing property features 4 permitted residential units, all extensively renovated, offering a turnkey opportunity for investors, multi-generational living, or an owner-occupant seeking rental income. Approximately 4,384 SQ FT, 15 bedrooms, 7.5 bathrooms, and parking for approximately 14+ vehicles. Currently generating approximately $9,900/month, with projected gross rental income of approximately $13,500/month ($162,000/year) when fully occupied. Four permitted units + 1 acre + extensive renovations + strong income potential - a rare combination on Oahu. Must see to appreciate the value and possibilities this property offers!

84-290 Makaha Valley Road, Waianae

Listing courtesy of SC Realty, LLC.

$1,880,000

8 Beds ⋅ 8 Baths ⋅ 202610511 MLS ⋅ FS - Fee Simple Tenure

Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income. The home features approximately 2,960 square feet of living area on a level 5,000-square-foot lot, with split air conditioning throughout for year-round comfort. Modern finishes, and a functional floor plan create an inviting environment for both everyday living and entertaining. Outside, the paved frontage provides ample parking. Ideally located just minutes from Kailua's world-famous beaches, shopping, dining, schools, parks, and recreation, this property offers the perfect combination of island lifestyle and investment potential. Pictures uploaded completed right after construction in 2022. (2) HECO Electric meters.

609 Olomana Street, Kailua

Listing courtesy of Island Life Homes.

$12,400,000

5 Beds ⋅ 6 Baths ⋅ 409793 MLS ⋅ Fee Simple Tenure

In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

Listing courtesy of Island Sotheby's International Realty(M).

$26,500,000

6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure

THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$4,925,000

7 Beds ⋅ 7 Baths ⋅ 202610108 MLS ⋅ FS - Fee Simple Tenure

The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of eXp Realty.

$9,500,000

6 Beds ⋅ 6 Baths ⋅ 409677 MLS ⋅ Fee Simple Tenure

Welcome to 1949 W Kuiaha Rd: a rare opportunity to acquire a one of a kind, legacy Maui country estate within one of the most beautiful microclimates of all the Hawaiian islands. On 39 acres of pristine land, two skillfully crafted homes look out onto expansive, gently sloping green pastures with full panoramic ocean views. Enjoy tranquil ocean, garden & mountain views from the entire downstairs great room as well as from the 818 sq ft covered lanai of the 4 bed 3.5 bath main home. Notable features are massive beam construction, Venetian plaster walls, a 1050 sq ft Primary suite with a fireplace, clawfoot tub & its own 756 sq ft private Ipe deck with incredible ocean views, a 659 sq ft multipurpose room with its own stairwell entrance, a 200 sq ft office, a 1933 sq ft garage, 531 sq ft of storage & an owned PV system. Just beyond the bamboo grove is a quaint 2 bed/2.5 bath, 1495 sq ft cottage which features a stunning 586 sq ft covered lanai & Ipe deck offering prime ocean views, Monkeypod slab counters in the kitchen & living room, a fireplace, 2 offices, semi outdoor shower & a gorgeous vaulted cupola roof. In addition, there are 4 fenced pastures, 2 partially enclosed sheds totaling 782 sq ft, 1 garden shed, 3 additional loafing sheds & a hitching post. The impressive array of fruit & ornamental trees, Rainbow Eucalyptus & Cook Pine forests, 2 acre garden, a seasonal stream, 3 property entrances, inspiring Haleakala, Giggle Hill, West Maui mountain & Pacific ocean views, incredible privacy, immersion in nature, general potential & future value that this property offers is unlike any other. There is much to explore, enjoy & create. This property is an equestrian’s and rancher's dream. 1949 W Kuiaha Rd is well-positioned in Haiku Pauwela with close proximity to Haiku, Makawao & Paia towns, Baldwin beach, Twin falls, exceptional schools, the best farmer’s markets on the island, private & international airports. This property is a gem & must be seen in person to appreciate. Seller is open to selling all or part of the property: A four unit CPR is in progress. Once completed, individual lots will be available to purchase separately at an elevated value. Seller may be open to trades. Contact Listing agent for more information. Listing agent is related to Seller.

1949 W Kuiaha Rd, Haiku

Listing courtesy of Hawaii Life (MA).

$30,000,000

5 Beds ⋅ 6 Baths ⋅ 202609850 MLS ⋅ FS - Fee Simple Tenure ⋅ Park Lane BLDG.

A Rare Grand Penthouse Residence—An Exclusive Privilege Reserved for the Select Few. It is your own private sanctuary, undisturbed by the outside world. Here, a unique vista and living space unfold—a setting found nowhere else on earth. The yacht harbor and Waikiki skyline, bathed in the glow of the morning sun. Ahead lies the lush greenery of Ala Moana Beach Park, stretching toward an endless expanse of blue sky and ocean. As day turns to dusk, the sea begins to shimmer, shifting to hues of crimson and gold—ushering in that magical, radiant moment just before the sun dips below the horizon. A breathtaking vista, framed as if it were your own personal work of art. Spanning an expansive 5,700 sqft living space , this residence is a true masterpiece—a harmonious fusion of residential grandeur and cutting-edge luxury. Situated in the heart of Honolulu, it offers absolute privacy, allowing you to savor the profound serenity and liberation typically found only in a private villa.

1388 Ala Moana Boulevard Unit 6800, Honolulu

Listing courtesy of Shimizu Gateways Inc.

$3,600,000

6 Beds ⋅ 6 Baths ⋅ 202609253 MLS ⋅ FS - Fee Simple Tenure

Get ready for Old Pali living in the modern era! Feast your eyes on this 2022 remodel on a massive 20,000+ squarefoot lot gated for privacy. The main home features 4 bedrooms, 4.5 bathrooms, and offers luxury living. Each bedroom has its own en suite bathroom, walk in closet and all but one are on the main floor, which features luxury vinyl plank flooring. Gourmets will adore the expansive kitchen featuring an 8-burner gas stove, Viking appliances and an island for extra prep space. There's also an adjacent bonus pantry space off the laundry/mud room. This home is perfect for entertaining as there's tons of parking, a great room, a sunken living area with a fireplace and a gigantic outdoor covered lanai. Enjoy indoor outdoor living in Nuuanu with ample yard space. Although it's typically cooler, you can also close everything up and run the split AC and dehumidifiers were cleverly built into the remodel. The property also contains a separate 2-bedroom, 1-bathroom cottage, perfect for visitors or multi-generational living. With its fenced yard, this home is a perfect sanctuary for your furry friends. Must see to appreciate and shown to qualified buyers upon request.

14 Hakumele Place, Honolulu

Listing courtesy of Harcourts Island Real Estate.

$1,100,000

9 Beds ⋅ 7 Baths ⋅ 202609159 MLS ⋅ FS - Fee Simple Tenure

Discover a RARE and VERSATILE investment opportunity in Waianae! This UNIQUE multi-unit property features FOUR SEPARATE UNITS, offering incredible flexibility for investors or multi-generational living. Two units are currently VACANT, providing immediate potential for rental income or owner-occupancy, while the other two units have tenants in place for BUILT-IN CASH FLOW. Each unit offers functional living spaces with the opportunity to enhance and maximize value. Enjoy a LARGE LOT with room for outdoor living, entertaining, or future improvements. Conveniently located near BEAUTIFUL WEST SIDE BEACHES, shopping, dining, and schools, this property blends lifestyle and income potential. Whether you're looking to HOUSE HACK, expand your portfolio, or create the perfect OHANA compound, this is a SMART and SPACIOUS opportunity you don’t want to miss! Actual number of rooms and tax records do not match.

87-876 Ehu Street, Waianae

Listing courtesy of Coldwell Banker Realty.

$1,680,000

14 Beds ⋅ 6 Baths ⋅ 202609226 MLS ⋅ FS - Fee Simple Tenure

RARE redevelopment opportunity in Waianae. Large R-5 zoned parcel of approximately 40,266 sqft. List price is for 85-720 Farrington Hwy only; adjoining parcel 85-718 Farrington Hwy is listed separately under MLS #202609228 and is intended to be sold together with this property. Existing improvements are in major repair condition, and the property is being sold strictly As Is. Sewer capacity was previously approved for 8 units for the combined parcels, and seller has explored a possible multi-home development concept. Buyer to conduct own due diligence regarding zoning, sewer, permitting, development potential, and all property conditions. Please do not enter or walk onto the property without permission. **Showings are contingent upon an accepted offer.

85-720 Farrington Highway, Waianae

Listing courtesy of Central Pacific Properties Inc.

$17,500,000

5 Beds ⋅ 7 Baths ⋅ 202609193 MLS ⋅ FS - Fee Simple Tenure

This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.

218 Kaalawai Place, Honolulu

Listing courtesy of Coldwell Banker Realty.

$2,800,000

10 Beds ⋅ 6 Baths ⋅ 202609043 MLS ⋅ FS - Fee Simple Tenure

This exceptional beachfront property offers over 25,000 square feet of sandy beachfront land with over 100 linear feet of ocean frontage. Two TMKs, 91-373 & 91-373A, on Ewa Beach Road are being sold together, creating a versatile, long-term beachfront parcel. The property currently has six existing structures, including a cottage, two 2-bedroom/1-bath dwellings, one 3-bedroom/1 full and 1 half-bath dwelling, a detached carport, and a beachfront pavilion. Located near well-known fishing, swimming, and surf areas, this property captures island living and offers possibilities for its next owner. Whether envisioned as a private seaside retreat, a multigenerational family compound, or a long-term beachfront investment, this offering stands out as a rare opportunity to secure a prized stretch of Oahu shoreline with enduring value and exceptional potential.

Ewa Beach

Listing courtesy of The Agency-Oahu.

$4,895,000

4 Beds ⋅ 6 Baths ⋅ 409534 MLS ⋅ Fee Simple Tenure

Located within the coveted acreage community of Wailuku Country Estates, 2150 Kamaile Street offers a rare combination of privacy, scale, and resort-style living across approximately 2.78 acres. The main residence spans approximately 3,175 square feet and is designed to capture the essence of indoor-outdoor island living. Generous living spaces flow effortlessly to the surrounding grounds, creating an inviting setting for both everyday comfort and elevated entertaining. A detached two-bedroom, two-bathroom Ohana of approximately 1,000 square feet enhances the compound feel of the property. Complete with an oversized garage, this separate residence offers privacy and versatility while remaining integrated into the overall estate design. Recent enhancements have transformed the outdoor experience into a private retreat. A newly constructed resort-style pool and spa anchor the property’s recreational amenities, complemented by an expanded pool deck ideal for gatherings. A tranquil water feature and private putting green further elevate the grounds, creating a curated setting designed for relaxation and enjoyment. The detached barn structure has been thoughtfully upgraded and finished, adding substantial flexibility to the estate. Whether utilized as a studio, gym, office, creative space, or extended entertaining area, it contributes meaningful utility and enhances the property’s overall functionality. With nearly three acres of usable land, multiple structures, and newly added resort-level amenities, 2150 Kamaile Street presents a compelling opportunity to own a private lifestyle compound in one of Central Maui’s most desirable estate communities. This is a property designed not only as a residence — but as a destination.

2150 Kamaile St, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,790,000

11 Beds ⋅ 8 Baths ⋅ 202608921 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus 1-story Ohana unit, 1893sf. This gated & spacious property offers 11 bedrooms, 8 full bathrooms, idyllic office space. Stunning, unobstructed Ko’olaumountain views. Total of 2 kitchens, 2 wet bars and plus. Huge sizes for all living rooms, kitchens, bedrooms, etc. 11ft tall ceiling for main living room; 9ft tall for other areas. Tons of upgrades: lanai, auto metal gate, natural stones, metal roof, solid wood cabinets & double-door entries, hardwood floor, granite & quartz countertops, Quartz staircase, etc. If for rental, since so close to beach, high rental demands paying good price to generate good incomes.

41-51 Hinalea Street, Waimanalo

Listing courtesy of eXp Realty.

$15,950,000

6 Beds ⋅ 7 Baths ⋅ 202606829 MLS ⋅ FS - Fee Simple Tenure ⋅ North Shore Club Residences BLDG.

North Shore Club | Penthouse Residence | Now Previewing. The final direct beachfront Penthouse in Phase I offers a rare opportunity to acquire a signature legacy residence at the North Shore Club. This premier 6 bedroom, 6.5 bath residence offers over 7,820 livable square feet with 6,029 interior and 1,791 panoramic lanai space, a private pool, and sweeping ocean views. Designed for effortless island living, the residence showcases a grand-scale great room, bespoke finishes, and a seamless indoor-outdoor flow. Floor-to-ceiling openings frame uninterrupted Pacific vistas, while curated materials and architectural detailing create a timeless modern coastal aesthetic. Pre-construction design selections remain available, allowing for personalized interior finishes. Members enjoy world-class amenities including championship golf, resort pools, spa and wellness experiences, state-of-the-art fitness facilities, and curated dining. A truly irreplaceable beachfront legacy offering in one of Hawaii’s most coveted coastal settings, located walking distance to the Ritz-Carlton, O'ahu Turtle Bay Resort.

57-275 Kamehameha Highway Unit 1/5, Kahuku

Listing courtesy of Compass.

$1,450,000

7 Beds ⋅ 7 Baths ⋅ 202608719 MLS ⋅ FS - Fee Simple Tenure

Great multi-generational and investment opportunity with this spacious 7-bedroom, 6.5-bath home designed for flexibility and privacy. Thoughtfully configured across multiple living areas, the property offers three distinct spaces with separate entrances, ideal for extended family living or rental income potential. Also well-suited for home care arrangements. The ground level features 3 bedrooms, 2.5 baths, and a dedicated laundry area with private access. The second level offers 3 bedrooms and 3 full bathrooms, enhanced by a pass-through connection to a studio with kitchenette, full bath, private entrance, and its own laundry area. The property is equipped with leased photovoltaic panels and three Tesla Powerwall batteries, providing energy efficiency and long-term utility savings. A private shared driveway leads to a 2-car garage and additional carport parking, offering convenience and functionality. A versatile layout allows for owner-occupancy with supplemental income, or comfortable accommodation for extended household living.

2802 Numana Road, Honolulu

Listing courtesy of Century 21 Island Homes.

$3,330,000

6 Beds ⋅ 6 Baths ⋅ 202608303 MLS ⋅ FS - Fee Simple Tenure

| Seller Financing Available | Offering over 5,000 square feet of interior living space on more than an acre of land, this expansive estate delivers space, privacy, and potential rarely found on Oahu. Enjoy the best of both worlds with sweeping ocean and mountain views, all from the comfort of your own private compound. Surrounded by lush landscaping and enclosed by a full rock wall, the property offers a true sense of retreat and seclusion. Designed for both everyday living and entertaining, the home features multiple living areas, a chef’s kitchen equipped with high-end commercial-grade appliances, and a separate guest quarters with its own entrance. The grounds include a private tennis court and expansive open space, offering endless possibilities to create your ideal outdoor setting.

84-940 Moaelehua Street, Waianae

Listing courtesy of Compass.

$2,295,000

9 Beds ⋅ 7 Baths ⋅ 202608473 MLS ⋅ FS - Fee Simple Tenure

Two homes, one lot, endless flexibility. Live in one, rent the other, and let the income work for you every month. The front home is built for space: six bedrooms, four bathrooms, and 4-car parking, with 32 solar panels keeping utility costs low. It's the kind of layout that draws serious, long-term tenants. Tucked behind it, the back home offers a quieter footprint: three bedrooms, two and a half bathrooms, a 2-car garage, and 23 solar panels of its own. Private, comfortable, and easy to fill. Live in either one and the other starts generating income from day one. Minutes from downtown Honolulu, with strong rental demand and short commutes in every direction, 2134 Kanealii St offers two well-appointed homes and a rare kind of flexibility in this market.

2134 Kanealii Avenue, Honolulu

Listing courtesy of Agora Hawaii.

$2,788,000

15 Beds ⋅ 10 Baths ⋅ 202608364 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity to own two newer homes on a spacious lot, ideal for investors, multigenerational living, or potential daycare use. This versatile property features 2 dwellings with separate kitchens, offering excellent flexibility for extended families or generating strong rental income. Constructed with solid materials and quality craftsmanship, these homes reflect pride of ownership and are built for long-term durability. The property also offers ample front yard space, perfect for additional parking or outdoor entertaining. Located in Halawa with convenient access to all parts of the island, this property is well-suited for both owner-occupants and tenants. Close proximity to Tripler, Fort Shafter, Pearl Harbor, Hickam, Camp Smith, and major freeways enhances its appeal, supporting strong rental demand and easy commuting. Whether you’re looking to accommodate multiple generations under one roof or secure a high-potential investment property with abundant living space, this is a unique opportunity you won’t want to miss.

99-438 Ulune Street, Aiea

Listing courtesy of Soldier To Soldier HI Realty.

$8,740,000

5 Beds ⋅ 6 Baths ⋅ 409447 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 802 & 804, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$2,300,000

4 Beds ⋅ 6 Baths ⋅ 202604724 MLS ⋅ FS - Fee Simple Tenure

Open House on 07/19 2-5pm! Perched in the gated community of Kumulani at Makakilo, this expansive 4-bedroom, 4.5-bath residence offers over 3,600 sq ft of interior living space. Tucked away on a quiet, low-traffic street, the home enjoys added privacy and a peaceful neighborhood setting. Enjoy cool breezes and sweeping panoramic views of the ocean, coastline, and Diamond Head from the upper level, creating a serene retreat above it all. The thoughtfully designed floor plan features a bedroom and full bath on the main level—ideal for multi-generational living or guests—along with generous living and dining areas. Upstairs, a spacious family room provides the perfect setting for gatherings, entertaining, or a secondary living space. Extensively upgraded with nearly $300,000 in improvements, this home features 22 owned solar panels with 2 batteries (installed July 2022), a remodeled kitchen and bathrooms, and a leveled backyard with a retaining wall—enhancing both functionality and outdoor enjoyment. Kumulani stands out for its larger interior layouts, gated privacy, and well-planned design—offering a rare combination of space, comfort, and convenience in Upper Makakilo.

92-243 Hoalii Place, Kapolei

Listing courtesy of Keller Williams Honolulu.

$3,985,000

3 Beds ⋅ 6 Baths ⋅ 202605472 MLS ⋅ FS - Fee Simple Tenure

Price Reduction! 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 int. 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. Inviting transformation as few properties on O'ahu offer this combination of scale, privacy, location, views and opportunity.

12 Lumahai Street, Honolulu

Listing courtesy of Compass.

$12,900,000

5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure

Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$8,980,000

11 Beds ⋅ 12 Baths ⋅ 202607845 MLS ⋅ FS - Fee Simple Tenure ⋅ The Ritz-Carlton Residences Twr 2 - 383 Kalaimoku BLDG.

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 2701-2711, Honolulu

Listing courtesy of Coldwell Banker Realty.

$6,998,000

5 Beds ⋅ 8 Baths ⋅ 202607760 MLS ⋅ FS - Fee Simple Tenure

This home is an exceptional buy for the Kahala market. Priced below replacement cost for this INCREDIBLE & RARE to see craftsmanship! Completed in 1993 & built from quality materials & impeccably detailed carpentry. The original décor & finishes of each room was created as a series of elaborate fantasies from Shakespeare to the travels of Napoleon. A dramatic entry boasts soaring ceilings impeccably detailed; a sweeping staircase highlighted by walls of glass; & an extensive use of fine marble & granite throughout. Wide pocketing glass doors joins the interior to the outdoor spaces & pool for relaxing in this splendid residence. The first level includes a grand dining area with a reflective mirrored ceiling, a service bar with a spacious lounge for social gatherings, a library/media room & two bedroom ensuites. On the second level is a billiard area with a step down cozy seating area for spectators to relax. To the right & left of the billiard room are two additional bedroom ensuites. The home includes a 3-car garage & lots of storage areas. Located across the street from the former Weinberg Estate & a direct access to sandy beach for a stroll along the ocean.

4504 Kahala Avenue, Honolulu

Listing courtesy of Hawaii Life.

$1,650,000

12 Beds ⋅ 6 Baths ⋅ 202607808 MLS ⋅ FS - Fee Simple Tenure

Welcome to "Hale Waiwai" The house of prosperity - a rare four-unit property nestled at the base of the majestic Koolau mountains. This is the Windward lifestyle at its purest: vibrant green winters, dramatic cliffs that feel close enough to touch, and summers filled with days out on Kaneohe Bay. Enjoy sandbar picnics, paddling adventures, and the kind of natural beauty most people only dream of experiencing. This property has a level of flexibility that is extremely hard to find on Oahu. Whether you envision living in one unit and renting the others, bringing your whole Ohana together, or adding a Class A + powerful income-producing asset to your portfolio, this home gives you options for every chapter of life. Financially, it’s already a standout: strong cash-flow potential from day one, with rental configurations that appeal to both long-term tenants and multi-family living. Even better, there is still room to enhance the property over time, giving you a rare double advantage - immediate monthly income plus value-add opportunities. This is more than a home; it’s a legacy property and a wealth-building opportunity that can impact your family for generations.

47-325 Ahuimanu Road, Kaneohe

Listing courtesy of Real Broker.

$2,042,250

9 Beds ⋅ 6 Baths ⋅ 202607482 MLS ⋅ FS - Fee Simple Tenure

Rare Kakaako live-work opportunity in the centrally located Kakaako Community Development District. Situated on approximately 6,000 sq. ft. of level land, this versatile property features three separate living areas offering exceptional flexibility for owner-occupants, remote professionals, shared living arrangements, guest accommodations, or supplemental rental income. The spacious floor plans and generously sized rooms are ideal for home offices, consulting spaces, creative studios, study areas, wellness rooms, or other personal workspaces while maintaining comfortable residential living. Three distinct living areas create privacy and separation, making it easy to balance living, working, and hosting on one property: Upstairs: 3-bedroom, 2-bath residence (~1,241 sq. ft.); Downstairs: a move-in ready 3-bedroom, 2-bath unit (~1,201 sq. ft.); above the carport: 3-bedroom, 2-bath ADU built in 1997 (~1,128 sq. ft.).A rare urban convenience, this property also offers a 6-car tandem carport and long driveway. Thre is the opportunity to combine with the neighboring duplex (additional 6,000 sq. ft. lot) for future redevelopment potential or a larger multigenerational compound.

1128 Alohi Way, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$3,999,000

5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ Fee Simple Tenure

Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$4,100,000

10 Beds ⋅ 6 Baths ⋅ 202607262 MLS ⋅ FS - Fee Simple Tenure

Live your Hawaii dream in this gated oceanfront compound, perfectly situated on the serene Naupaka Peninsula of Laie Point. This sale includes 2 OCEANFRONT HOMES (10 bedrooms, 6 bathrooms) on a large 16,875 sq ft lot. With approximately 100 linear feet of unobstructed ocean frontage, enjoy stunning panoramic views of clear blue ocean, Laie Bay, and the majestic Ko'olau Mountains. Both homes were recently renovated. 55-060 Naupaka Street includes an approximately 1,478 sq ft 3 bedroom 2 bath home + a 1 bedroom 1 bath ohana unit. The larger 55-064 Naupaka Street includes an approximately 3,258 sq ft 7 bedroom 4 bath home & a 2 car garage. Both homes have their own separate individual Tax Map Key (TMK). Rare opportunity to own two adjacent oceanfront homes on the very desirable Laie Point. Very close to BYU, the Polynesian Cultural Center, North Shore beaches, Waimea Bay, Pipeline, & the 5-Star Turtle Bay Resort, farm-to-table restaurants, world class golf, oceanfront horseback riding, walking trails, and helicopter tours. Approximately an hour drive to Honolulu by car or 15 minutes by helicopter from Turtle Bay's Heliport. Very easy to view on short notice! Welcome home to paradise!

55-060 & 55-064 Naupaka Street, Laie

Listing courtesy of HomeSmart Island Homes.

$22,000,000

6 Beds ⋅ 10 Baths ⋅ 202606611 MLS ⋅ FS - Fee Simple Tenure

When a residence transcends architecture, it becomes a work of art. Set across 1.81 acres in the misted beauty of Nuuanu, LIHIWAI is one of Hawaii’s most iconic historic estates, a rare convergence of land, design, and legacy in a truly cinematic setting. Originally built between 1927 and 1929 for Territorial Governor George R. Carter and designed by Bertram Grosvenor Goodhue, the home has been completely restored and is offered following a meticulous renovation by Welch & Weeks, a museum-quality restoration for modern living. Gracious volumes, natural light, and a refined material palette, including ohia hardwood, old-growth redwood, plaster, bronze windows, and limestone, create spaces that feel both expansive yet intimate. The four-bedroom, seven-bathroom main residence is complemented by two guest homes. The grounds unfold as a private sanctuary with a natural auwai, flowing stream, dramatic waterfall, and heated saltwater pool and spa. Set within Nuuanu Valley, this is a composition of historic pedigree, quiet luxury, and natural beauty. A legacy estate, now coming to market.

51 Kepola Place, Honolulu

Listing courtesy of Hawaii Life.

$1,988,000

10 Beds ⋅ 6 Baths ⋅ 202606795 MLS ⋅ FS - Fee Simple Tenure

Cash Flow 6-Unit Investment Property on massive 10,498sq.ft. lot in Central Kahului minutes from the Airport, Mall & Hotels! Investor Mega Landlord or House Hacker Opportunity. Multi-family Real Estate like this Rarely Exists & also a Great Option for Multi-Generational Living or Care Home. Outside, the partly fenced yard offers ample room for gardening and outdoor activities, providing a serene retreat in a bustling neighborhood. Located near Maui’s excellent dining options, grocery stores, schools, offices, and shopping centers, convenience meets potential in this versatile property. Don't miss out on the chance to own a property with both immediate appeal & long-term potential in one of Maui's most desirable locations. Inquire for Current Leased Active Rental Income & be Amazed at the ROI for this Turn-key Opportunity!

145 W Kane Street, Kahului

Listing courtesy of eXp Realty.

$1,988,000

10 Beds ⋅ 6 Baths ⋅ 409192 MLS ⋅ Fee Simple Tenure

Cash Flow 6-Unit Investment Property on massive 10,498sq.ft. lot in Central Kahului minutes from the Airport, Mall & Hotels! Investor Mega Landlord or House Hacker Opportunity. Multi-family Real Estate like this Rarely Exists & also a Great Option for Multi-Generational Living or Care Home. Outside, the partly fenced yard offers ample room for gardening and outdoor activities, providing a serene retreat in a bustling neighborhood. Located near Maui’s excellent dining options, grocery stores, schools, offices, and shopping centers, convenience meets potential in this versatile property. Don't miss out on the chance to own a property with both immediate appeal & long-term potential in one of Maui's most desirable locations. Inquire for Current Leased Active Rental Income & be Amazed at the ROI for this Turn-key Opportunity!

145 Kane St, Kahului

Listing courtesy of eXp Realty.

$5,800,000

4 Beds ⋅ 6 Baths ⋅ 202604465 MLS ⋅ FS - Fee Simple Tenure

“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

Listing courtesy of REMAX Hawaii.

$5,985,000

7 Beds ⋅ 6 Baths ⋅ 202605720 MLS ⋅ FS - Fee Simple Tenure

Rare R-5 zoned North Shore beachfront lot housing 3 dwellings on 45,346 sqft with panoramic ocean and mountain views. The beach house is a custom elevated 3-bed, 3 bath Pole House Of Hawaii (1974) classic structure, featuring a covered wrap around lanai with hard wood interior floors, skylights and direct access to 100 linear feet of sandy beach. A great spot to swim, kayak, dive, surf or just be! A split driveway provides separate access to the two additional mountain side dwellings. Both units are 2bed/1bath with one offering an extra half bath. Built in 1955 & 1961, these 2 homes were designed by noted mid-centruy architect, Frank Slavsky & maintain his original concepts such as redwood tongue & groove walls & ceilings plus "living lanais"! This estate is surrounded by mature tropical landscaping and offers exceptional potential to restore, renovate or re-imagine. Close proximity to historic Haleiwa town & Waialua market place - a short ride on the bike bath to the library, convenience store, school or post office. Very unusual to have this much land and so much privacy in a beachfront setting. Seller 1031 Exchange Contingency. TMK has one less bathroom.

67-421 Waialua Beach Road, Waialua

Listing courtesy of Portfolio.

$6,900,000

7 Beds ⋅ 8 Baths ⋅ 202601735 MLS ⋅ FS - Fee Simple Tenure

PRICE REDUCED! MOTIVATED SELLER. This luxury home was taken nearly to the studs and rebuilt a few years ago, and it shows. Unobstructed ocean views are framed by 30-foot windows and ceilings spanning the entire front of the house, opening to oversized decks. A rooftop deck adds sweeping views of the coastline, Diamond Head, and the ocean. Quiet, private setting two blocks from Diamond Head Road and a short distance to the beach. Seven bedrooms and six full baths plus two half baths. Includes a separate studio with its own private entrance — one bedroom, one bath, full kitchenette — ideal for multigenerational living, guests, or rental income. Owned 27-panel photovoltaic system keeps energy costs low. Seller financing may be available.

3849 Poka Street, Honolulu

Listing courtesy of Keller Williams Honolulu.

$4,980,000

5 Beds ⋅ 7 Baths ⋅ 202528395 MLS ⋅ FS - Fee Simple Tenure

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

Listing courtesy of Coldwell Banker Realty.

$5,500,000

5 Beds ⋅ 6 Baths ⋅ 202604792 MLS ⋅ FS - Fee Simple Tenure

Hawaii Loa Ridge is one of Oahu’s most prestigious residential enclaves. Privately positioned within the secluded gated community of The Pointe, this remarkable estate captures commanding ocean vistas and sweeping panoramas stretching toward Koko Head Crater. Designed by architect Mark Lively, the five-bedroom, five-and-a-half-bath Mediterranean masterpiece reflects timeless architectural elegance and exceptional craftsmanship throughout. The main level unfolds with a gracious formal dining room, an expansive family room, and a sumptuous primary suite retreat. A grand living room opens seamlessly to the resort-style pool terrace, where shimmering ocean views create an unforgettable backdrop. Upstairs, an additional en-suite bedroom, a secondary lounge, and two adjoining bedrooms provide both comfort and flexibility. A private maid’s quarters is discreetly integrated for added convenience. An extraordinary offering in one of Honolulu’s most coveted neighborhoods, this residence epitomizes elevated island living — where scale, privacy, and breathtaking horizons converge in effortless sophistication. Property to be conveyed "As Is".

525 Moaniala Street, Honolulu

Listing courtesy of ECentury Homes Hawaii LLC.

$14,250,000

6 Beds ⋅ 8 Baths ⋅ 202604666 MLS ⋅ FS - Fee Simple Tenure

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 Coldwell Banker Realty.

$3,699,000

5 Beds ⋅ 6 Baths ⋅ 202603574 MLS ⋅ FS - Fee Simple Tenure

Experience coastal luxury in this expansive new construction single-family home offering over 4,100 square feet of thoughtfully designed living space. The Naupaka (Lot 97- 75.30 BR) floorplan features 5 bedrooms, 5.5 baths, a loft, private retreat, covered lanai, and a 2 car plus 1 car garage—ideal for relaxed living and elevated entertaining. Enjoy panoramic ocean views and upscale features including central AC, a 120 gallon solar water heater, and accommodations for a PV solar electric system and EV charger. The gourmet kitchen is equipped with Sub Zero and Wolf appliances, a 42” built in refrigerator, 36" frameless induction cooktop, built in convection oven, drop down microwave oven, and a Bosch Energy Star dishwasher. Professionally landscaped front and rear yards with automatic irrigation complete the seamless indoor-outdoor lifestyle. Kekainani at Hoakalei | One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1299 Halili Street, Ewa Beach

Listing courtesy of Haseko Realty (Hawaii), Inc..

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