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

5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure

Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore.

5050 Makena Rd, Kihei

Listing courtesy of Discovery Makena Realty LLC.

$2,349,000

6 Beds ⋅ 9 Baths ⋅ 410318 MLS ⋅ Fee Simple Tenure

Market Rental income $20,000/mo. Main home is a rectangle with courtyard in the middle. Studio units surround the courtyard with covered egress. All units were remodeled in 2019. New Roof, Laminate floors, All Hard Wood Cabinets and Granite counter tops. Please DO NOT DISTURB Tenants and DO NOT WALK property without listing agent present. Some aspects of property are non-conforming.

50 Hoonani St, Kihei

Listing courtesy of Pacific Shores Realty.

$3,670,000

5 Beds ⋅ 6 Baths ⋅ 202613802 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. This home 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 Lot 89 - Naupaka 75.30 B | One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1335 Halili Street, Ewa Beach

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

$3,770,000

5 Beds ⋅ 6 Baths ⋅ 202613794 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. This home 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 Lot 87- Naupaka 75.30 AR | One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1345 Halili Street, Ewa Beach

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

$2,895,000

8 Beds ⋅ 8 Baths ⋅ 202613857 MLS ⋅ FS - Fee Simple Tenure

Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai’s most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai’s West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker’s quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, and stargazing. Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2946 Kalua Koi Road, Maunaloa

Listing courtesy of Coldwell Banker Island Prop..

$3,888,000

5 Beds ⋅ 6 Baths ⋅ 202613701 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. This home 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 Lot 84 - Naupaka 75.30 B| One of the final 32 luxury residences in the prestigious Kuapapa neighborhood.

91-1359 Halili Street, Ewa Beach

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

$900,000

8 Beds ⋅ 6 Baths ⋅ 202613498 MLS ⋅ FS - Fee Simple Tenure

Unlock the potential of this spacious fee simple Waianae home! Offering approximately 2,888 sq. ft. with 8 bedrooms, 4 full baths, and 2 half baths, this property is ideal for multigenerational living, extended-family households, or buyers seeking a value-add investment. The flexible floor plan features multiple entrances and spacious living areas, providing versatility for a variety of living arrangements and income-producing possibilities. Bring your contractor and design ideas to renovate, modernize, and build equity while creating a home tailored to your vision. Conveniently located near Pokai Bay, Waianae Small Boat Harbor, shopping, schools, parks, restaurants, and beautiful West O'ahu beaches. World-class beaches, hiking, fishing, surfing, and Ko Olina’s resort amenities are all just a short drive away. Rarely available with this much living space and flexibility—don’t miss the opportunity to renovate, add value, and make this property your own.

87-209 Mikana Street, Waianae

Listing courtesy of Coldwell Banker Island Prop.

$1,230,000

11 Beds ⋅ 6 Baths ⋅ 202613482 MLS ⋅ FS - Fee Simple Tenure

Excellent opportunity for owner-occupants or investors! Live in one area while generating rental income from the remaining living areas. This spacious home offers approximately 2,704 sq.ft. of living area on a 4,879 sq.ft. lot, featuring 11 bedrooms and 6 bathrooms. Flexible layout offers multigenerational living or investment potential. Enjoy a large rooftop lanai, owned photovoltaic system, and a convenient location near schools, shopping, restaurants, bus lines, and freeway access. Located on a quiet cul-de-sac. Property to be sold As Is. Buyer to conduct their own due diligence regarding permits, legality, use, and improvements. Photos have been enhanced.

1015 Noble Lane, Honolulu

Listing courtesy of Five Star Realty, Inc..

$4,498,000

6 Beds ⋅ 8 Baths ⋅ 202613193 MLS ⋅ FS - Fee Simple Tenure

Experience refined island living in this expansive 6 bdrm, 7.5 ba Kahala residence! Set on a level 11,193 sq. ft. lot with an impressive 7,866 sq. ft. of interior living space, this home is designed for grand entertaining and exceptional comfort. Soaring high ceilings and elegant marble flooring anchor the grand living space, seamlessly flowing from the formal living room to the privately situated swimming pool and whirlpool spa—perfect for indoor-outdoor entertaining. Every bedroom features its own en-suite bathroom, offering privacy for family and guests alike. Additionally, the home is thoughtfully appointed with a private sauna and entertainment room—perfect for lounging and gathering. A rare opportunity to own a luxury estate in one of Honolulu’s most prestigious neighborhoods just moments from the shopping and eateries at Kahala Mall!

4327 Kilauea Avenue, Honolulu

Listing courtesy of REMAX Hawaii.

$1,579,000

10 Beds ⋅ 10 Baths ⋅ 202613260 MLS ⋅ FS - Fee Simple Tenure

5+ acres of Ocean View land with a barn that can be used for a multiple of uses. View of Turtle Bay Golf Course, Ritz Carlton Hotel with ocean and horizon views. Accessible via a driveway. Private association well water for irrigation of your farm or livestock. Rights under the law to put well on project property and rights to water from existing well off the project property. Chance of a lifetime to own a private ranch on the North Shore of Oahu, Hawaii.

56-1080 Kamehameha Highway Unit 4, Kahuku

Listing courtesy of Engel & Volkers Honolulu.

$16,500,000

6 Beds ⋅ 8 Baths ⋅ 202611158 MLS ⋅ FS - Fee Simple Tenure

Sophisticated, Modern, Unlimited Ocean Views...Designed to relish in the beauty of magnificent indoor spaces coupled w/ a seamless integration to expansive outdoor living this stunning ultra-luxury residence designed by renowned HI Architect Jim McPeak offers uninterrupted Diamond HD, ocean & coastline views, and the best direct sunset vistas on the island. Situated on Oahu’s Southeastern shoreline overlooking Maunalua Bay this breathtaking 6-BD, 7.5-BA residence offers exceptional appointments & a true private luxury resort experience. The Great Rm welcomes you w/its awe-inspiring panoramic landscapes, soaring custom wood inlaid ceilings, pocketing walls of glass & assortment of natural stone textures. The chef’s kitchen w/prof appliances provides a wonderful connection to both the dining alcove & lounge areas. The Primary Suite w/ secluded sitting nook, seaside lanai and dream spa like bath is stunning, Each BD suite provides a sensory experience & soothing sounds of the ocean waves. This modern-day masterpiece is complete w/ a gated, dual access driveway providing ample onsite parking + garage parking for 3-cars. For those in search of a stunning island villa, welcome home.

176 Hanapepe Loop, Honolulu

Listing courtesy of Coldwell Banker Realty.

$3,000,000

11 Beds ⋅ 6 Baths ⋅ 202613188 MLS ⋅ FS - Fee Simple Tenure

Located in the heart of Kaimuki, 3513 Harding Ave. presents a rare opportunity to acquire a multi-cottageinvestment property on a 15,000 SF lot. The property consists of five separate cottages totaling approximately3,828 SF, offering flexible use potential for investors, owner-users, or future redevelopment considerations.Cottages need improvements, previous commercial use. Improvements needed to restore residential use.

3513 Harding Avenue, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

$1,488,000

14 Beds ⋅ 6 Baths ⋅ 202613187 MLS ⋅ FS - Fee Simple Tenure

The property features five separate residential units, in beautiful Palolo Valley, providing immediate income and a compelling value-add investment opportunity. Priced to reflect its current condition, including existing water intrusion and significant repair needs, this offering provides investors the opportunity to acquire a multi-unit asset at a substantial discount. With renovation and repositioning, the property offers meaningful upside through increased rental income and long-term appreciation.

2001 10th Avenue, Honolulu

Listing courtesy of CBI Residential Advisory Svcs..

$2,895,000

6 Beds ⋅ 6 Baths ⋅ 410172 MLS ⋅ Fee Simple Tenure

Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai's most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai's West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker's quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Beyond the property, Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, stargazing, and wide-open natural beauty. From morning walks on the sand to sunset gatherings by the ocean, Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2944 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

$8,495,000

6 Beds ⋅ 6 Baths ⋅ 202612637 MLS ⋅ FS - Fee Simple Tenure

Experience the ultimate Portlock lifestyle from this exceptional estate featuring deeded ocean access, resort-caliber outdoor living, and over 7,000 square feet under roof on a private 1/3- acre lot. Designed for those who love to entertain, the property offers a heated 12-foot-deep pool, dramatic waterfall, spa, poolside bar, grilling station, fire table lounge, tiki torches, and lush tropical landscaping that transforms the backyard into a private island resort. The main residence features 5 bedrooms, 4.5 baths, living and dining rooms, a family room, recreation area, bonus/media room, and an impressive Iron Chef-inspired stadium kitchen. The private primary wing serves as a luxurious retreat with a library, lounge, oversized walk-in closet and spa-inspired bath featuring a steam shower with body jets and a jetted tub. Exceptional craftsmanship is showcased throughout with premium natural stone and hardwood finishes, along with custom metalwork by renowned artisan Frederic Zimmer. A separate permitted studio with full kitchen and bath provides flexible accommodations for guests, extended family, or a private office. A rare offering on Oahu.

443 Portlock Road, Honolulu

Listing courtesy of Compass.

$8,580,000

5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure

New construction on .41 acres along Kahala Avenue, this 7,741 sq ft residence was designed around light, water and the art of entertaining. Walls of glass rise to soaring ceilings, and three living areas open to one another and to the outdoors in a single continuous flow. At the heart of the home, an interior garden and koi pond bring a stillness felt in every room. Five en-suite bedrooms offer privacy for family and guests. and an attached ADU/guest residence extends the home for visitors or multigenerational living. Studio Becker cabinetry, Miele and Bosch appliances, Italian porcelain tile, and hardwood floors throughout. Minutes from the beach and the Kahala Hotel, where some of Honolulu's best dining is right around the corner.

4758 Kahala Avenue, Honolulu

Listing courtesy of Compass.

$1,680,000

10 Beds ⋅ 8 Baths ⋅ 202612731 MLS ⋅ FS - Fee Simple Tenure

Exceptional Multi-Generational Home & Investment Opportunity! This spacious two-story home offers the perfect blend of comfortable living and strong income potential. Built with a durable hollow block first floor and wood-frame second floor with stucco finish, this property features approximately 3,600 sq. ft. of living space. Each level includes 5 bedrooms and 4 bathrooms, providing incredible flexibility for multi-generational families. The first floor features a wet bar and three separate entrances, making it ideal for extended family living or maximizing rental opportunities. The second floor offers a full kitchen, creating a completely independent living area. For year-round comfort, the second-floor living room and all bedrooms are equipped with split A/C units. The property is gated and provides parking for 3+ vehicles in front of the home. Currently tenant-occupied, this property generates approximately $8,000/mo. in rental income, making it an outstanding opportunity for investors seeking immediate cash flow or homeowners looking to offset their mortgage with rental income.

1460 Sing Loy Lane, Honolulu

Listing courtesy of Yan's Properties.

$2,750,000

11 Beds ⋅ 9 Baths ⋅ 202612725 MLS ⋅ FS - Fee Simple Tenure

RARE INVESTMENT OPPORTUNITY! At the base of the cool and breezy Ko'olau Mountains, this magnificent home with 72 OWNED PV PANELS has HUGE VALUE. Renovation just completed, move in ready. 11 bedrooms and 8.5 bathrooms. Currently potential for 5 separate living spaces with an upstairs recreation space of roughly 2900 Square feet, make more rooms and expand the home. Be creative on how you use this expansive space. Invest and cash flow while living on site. Two Hot water heaters with Yolink water leak prevention to help lower homeowners insurance, 'My Q' Wi-Fi activated garage door openers, Gas Stove, Beautiful Stained-Glass features, brand new appliances, two car garage with additional parking in front, space to park a boat on the side of the home, new toilets, vanities, quartz and granite countertops, custom tile work in the bathrooms, Jet tub, luxury shower with massaging jets, brand new waterproof vinyl plank flooring, new fan/light combos throughout. Seller has invested over $400k into the upgrades for this home and its new owner. With immaculate landscaping off the first floor and a built-in stone BBQ, there is limited maintenance needed for the outdoor space.

47-544 Hakuhale Street, Kaneohe

Listing courtesy of Hawaii Life.

$13,898,000

7 Beds ⋅ 10 Baths ⋅ 202611234 MLS ⋅ FS - Fee Simple Tenure

Positioned waterside of the iconic Koko Kai cliffs, the Koko Kai Compound presents a once-in-a-generation opportunity to own one of East O?ahu’s most extraordinary legacy estates. Comprising 120 & 128 Hanapepe Loop, each on its own separate TMK, this rare offering blends privacy, flexibility, and an unmatched island lifestyle. Together, the residences offer 7 bedrooms, 6 full baths, 4 half baths, approximately 195 feet of ocean frontage, 2 pools, beach access, a detached surf shack/art studio, a versatile entertainment flex room, expansive indoor-outdoor living, and breathtaking views of Maunalua Bay, lush mountains, and unforgettable sunsets. Oversized glass sliding doors flood both homes with natural light while embracing Hawai?i’s indoor-outdoor lifestyle. Perfect for multigenerational living, fractional ownership, a corporate retreat, or the ultimate surfers’ and water sports enthusiasts’ dream. Ideally located in prestigious Portlock, just moments from Koko Marina, shopping, dining, golf, world-class beaches, and endless ocean adventures. The Koko Kai Compound is an exceptionally rare opportunity to own one of Hawai?i’s most iconic private compounds. More photos to come

120/128 Hanapepe Loop, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$9,450,000

4 Beds ⋅ 7 Baths ⋅ 202612618 MLS ⋅ FS - Fee Simple Tenure

TIMELESS LANIKAI RESORT LIVING. Exceptional custom residence in coveted Lanikai w/beach access across the street. Offering 4-BD, 6.5-BA, a private studio apartment suite, detached pool house, separate BBQ pavilion, & 3-car garage, this remarkable property lives like a private resort. A striking torii gate welcomes you into lush tropical grounds w/expansive lawns, mature landscaping & a beautiful swimming pool w/spa. The chef’s kitchen features abundant counter space, dine-in seating, dual sinks, gas & electric cooktops, dual ovens, oversized refrigerator/freezer, beverage drawers, wine captain, ice maker, and a large center island. Rich hardwood floors, natural stone accents, custom cabinetry, floating display shelves & wood-framed glass doors enhance the interiors. Covered indoor-outdoor hallways lead to 3 private bedroom suites w/garden & pool views. The upstairs primary retreat enjoys a private balcony, mountain vistas, home office, custom built-ins & a spa-inspired bath w/ dual vanities, walk-in shower & soaking tub. Fully walled & gated w/ a spacious motor court, this is a rare opportunity to enjoy true resort-style living in one of Oahu’s most desirable beachside communities.

1011 Mokulua Drive, Kailua

Listing courtesy of Coldwell Banker Realty.

$16,950,000

5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure

Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$3,800,000

7 Beds ⋅ 6 Baths ⋅ 202612237 MLS ⋅ FS - Fee Simple Tenure

Lower Old Pali Road Estate on approx.½ acre of lush tropical grounds. This beautifully remodeled 6,700+ sq. ft. residence features stunning mountain views, soaring wood ceilings, expansive picture windows, rich wood details, and newer aluminum roof. The main house welcomes you with a covered porch and tranquil water feature. The gourmet kitchen, pantry, dining room overlooking the mountains, spacious great room for entertaining or family gatherings. The expansive primary suite offers room for a sitting area or home office. The living room features dramatic ceilings, breathtaking views, and fireplace. Enjoy the soothing sound of a stream, mature landscaping, and numerous fruit trees. Three separate rental units generate approximately $9,000 per month, offering income potential or multigenerational living.Additional features include 72 PV panels, two Tesla batteries, 3 car garage, carport for 3 cars, + 7 more cars. Owned by an experienced builder, quality craftsmanship and imported materials.A rare opportunity minutes from downtown, Oahu Country Club, and Honolulu’s premier private schools. A true legacy property combining privacy, character, craftsmanship, and income potential.

3702 Old Pali Road, Honolulu

Listing courtesy of Corcoran Pacific Properties.

$6,088,888

6 Beds ⋅ 6 Baths ⋅ 202611993 MLS ⋅ FS - Fee Simple Tenure

NEW LISTING!! This truly exceptional waterfront estate on Kaneohe Bay offers rare wide oceanfront frontage, deep-water channel, and a private boat dock with direct access to the bay, sandbar, and open ocean. Sweeping panoramic views of Kaneohe Bay and the Koolau Mountains define this remarkable property. Just moments from Kaneohe Yacht Club, it delivers an unmatched boating lifestyle and a rare opportunity for multigenerational living or a private family compound on a 62,315 sq. ft. (nearly 1.5-acre) R-10 zoned parcel. The estate includes two dwellings. The main residence is a 3-bedroom, 3-bath home with vaulted ceilings, hardwood floors, and renovation potential PLUS an attached 1-bedroom, 1-bath unit offering its own entry, open floor plan, vinyl plank flooring, and covered lanai. A separate 2-bedroom, 2-bath guest residence features soaring vaulted ceilings and a wraparound deck, ideal for entertaining and relaxing. With expansive grounds, ample parking, and exceptional boating access suitable for larger vessels, this is a rare waterfront offering for those seeking space, privacy, and ocean recreation in one of Oahu’s most coveted settings.

44-519 Kaneohe Bay Drive, Kaneohe

Listing courtesy of REMAX Hawaii.

$12,990,000

4 Beds ⋅ 7 Baths ⋅ 202612282 MLS ⋅ FS - Fee Simple Tenure

68-1007 Ke Kailani Drive, Kamuela

Listing courtesy of Hawaii Luxury Real Estate.

$2,395,000

11 Beds ⋅ 8 Baths ⋅ 409725 MLS ⋅ Fee Simple Tenure

This unique multi-structure, multi-unit property offers a rare opportunity for investors seeking strong cash flow and long-term upside. There are 5 one bedroom units, and 3 two bedroom units. Situated on just over half an acre, the property features 4 separate structures with a total of 8 tenant-occupied units, creating an income-producing compound in one of Upcountry Maui’s most desirable locations. Tenants enjoy dedicated parking, on-site laundry, and the convenience of being moments from Makawao’s shops, restaurants, galleries, and local charm. Numerous improvements have already been completed, making this an attractive opportunity for an investor looking to step into an established rental property with immediate income potential. The property also has 3 water meters. Listing includes photos of one of the 8 units. A truly one-of-a-kind Upcountry investment property.

15 Olinda Rd, Makawao

Listing courtesy of eXp Realty.

$4,250,000

8 Beds ⋅ 8 Baths ⋅ 202608906 MLS ⋅ FS - Fee Simple Tenure

Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREHENSIVE RENOVATION, blending essential modern upgrades with high-end aesthetics. From the new 200-amp electrical and copper plumbing to the solid quartz surfaces and Toto fixtures, every detail ensures an elevated, worry-free move-in experience. Overlooking the storied paddocks of Maunawili Farms, the estate offers a front-row seat to O‘ahu’s equestrian heritage. Relax by the pristine pool, watch the horses through the tropical canopy. From sought-after Kaimana lychee and Soursop to White peach and Apple bananas, this property is a fruit lover’s paradise. Enjoy papayas for breakfast, fresh tangerines and lemons for a refreshing drink, or gather avocados, coconuts, and mangoes for an evening meal. With multiple living wings and expansive land, it is perfectly suited for customized multi-generational living, diverse income-generating ventures, or a private estate tailored to your specific lifestyle. The main floor has 3 bedrooms and 2.5 bathrooms. The first level is accessed by an outside staircase, 3 beds, 2 baths.

969 Auloa Road, Kailua

Listing courtesy of Compass.

$3,264,000

6 Beds ⋅ 6 Baths ⋅ 202612077 MLS ⋅ FS - Fee Simple Tenure

RUN! Don't walk! Built 2019, this spectacular OFF-GRID oasis features breathtaking panoramic Koolau Mountain and canal views! Featuring tailored indoor-outdoor living, and thoughtfully crafted resort-style amenities, this 12,000+sq.ft. land offers privacy and solace to weary souls highlights a custom 5-bed/4.5 bath retreat plus Bonus 1-bed/1-bath ADU designed with owned PV system, 65KW battery backup, on-site generator AND HECO connectivity. It also boasts a truly generous 33ft salt pool with 9ft depths overflowing to a terraced deck of green expanse! Three of the bedrooms have ensuite accommodations along with lanais off every bedroom with lookouts that prove Hawaii's unparalleled bounty. Beautiful custom floor to ceiling glass doors allow for live-in/out harmony. Spacious 3 car attached garage and ample 5 vehicle carport and driveway, provide comfort and leisure in the completely fenced and walled in security of this private residence. Only minutes to beaches, hiking trails, shopping, and dining. This is your chance to own a rare fully sustainable, flexible, secure multigenerational home or income producing asset.

47-079 Lihikai Drive, Kaneohe

Listing courtesy of H2O Watermark Pacific Prop LLC.

$3,750,000

8 Beds ⋅ 6 Baths ⋅ 202612081 MLS ⋅ FS - Fee Simple Tenure

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

Listing courtesy of Coldwell Banker Island Prop.

$5,795,000

5 Beds ⋅ 6 Baths ⋅ 202612065 MLS ⋅ FS - Fee Simple Tenure

Privately gated and offered fully furnished, this exceptional Mediterranean-inspired estate evokes the ambiance of a private resort. Crowned by a striking turquoise tile roof and surrounded by lush tropical landscaping, the residence blends timeless architecture with Kahala's coveted indoor-outdoor lifestyle. Designed by Pyramid Premier Properties, the home features 5 bedrooms, a den, and 5.5 baths, including dual primary suites—one on the main level and another upstairs. Thoughtfully designed for both everyday living and gracious entertaining, the chef's kitchen is appointed with a Sub-Zero refrigerator, 60-inch Viking gas range, walk-in pantry, and abundant storage. Outside, a private oasis unfolds with a sparkling heated pool, spa, cascading waterfall, and Badu swim jet system for exercise. A whimsical bridge and separate pool cabana with full bath complete the resort-like setting. With an oversized garage, gated entry, and beautifully curated living spaces throughout, this remarkable Kahala retreat offers a rare blend of elegance, comfort, and escape.

917 Iiwi Street, Honolulu

Listing courtesy of Hawaii Life.

$1,675,000

8 Beds ⋅ 6 Baths ⋅ 202612042 MLS ⋅ FS - Fee Simple Tenure

Are you looking for a Multi-Family and/or an Income Property? One Lot with Two Updated Homes each includes Upper-Level Main Living areas and Lower-Level Guest Quarters with private entrances. Located above the airport at an ideal elevation w/panoramic Ocean&Sunset views in a quiet neighborhood w/convenient access to Kailua-Kona town & the Kohala Gold Coast.Both areas offer a variety of restaurants, shopping & beaches. North located home: The open-beam ceilings in the Great Room divide the two-bedroom suites, each w/a walk-in closet, four-piece bathroom,sliding doors to private covered tiled lanais. Kitchen has bright white cabinets & appliances.Guest quarters have 2bedrooms/1 full bath, wet-bar, cabinets, vinyl & tile flooring.West side windows w/ garden views. Separate entrances to the Storage Room & Laundry.Two storage buildings for yard tools & beach toys are towards the back of the property. South located home: Two car carport & laundry closet, new roof, open-beam ceilings, 3 bedroom & 1¾ bath.Updated Kitchen, bathrooms & tile floors.Covered Lanai the full length of the house on both levels.Guest quarters 1 bedroom/1bath, updated bathroom,wet bar,cabinets,vinyl & tile flooring.

73-1153 Ahikawa Street, Kailua Kona

Listing courtesy of Nathalie Mullinix R. U., Inc..

$1,690,000

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..

$4,950,000

5 Beds ⋅ 6 Baths ⋅ 202607007 MLS ⋅ FS - Fee Simple Tenure

2026 PERMITS soon. NEWLY CONSTRUCTED from the ground up. Never Lived In! Luxury living, stunning 5-bedroom, 5.5-bath custom-built estate in Na Pali Haweo. Steel frames, beams, and columns; this home offers breathtaking panoramic views of the ocean, Koko Crater, and vibrant sunsets. The expansive open floor plan showcases soaring ceilings & designer Thermador appliances, including a magnificent Calacatta Italian marble island. LED lights are embedded in the walls and in the custom European kitchen cabinets, which have soft-close drawers. Infinity smart, self-cleaning saltwater pool and spa feature a sophisticated glass finish. Each bedroom has an ensuite bath; the primary has a golden bathtub, and one room is flooded with natural light from seamless corner windows. Enjoy stylish porcelain floors from Spain and sky-high crystal chandeliers. Throughout, white and gold slab quartz & marble, along with elegant wainscoting, enhance the luxurious ambiance, complemented by golden vanity sinks and a gold bathtub in the primary bath. The home embodies modern island living, offering tranquility and relaxation through an indoor-outdoor lifestyle featuring a serene Zen retreat. Photos enhanced

123 Waihili Place, Honolulu

Listing courtesy of Sandra Sagisi HI Realty Serv..

$6,950,000

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).

$2,500,000

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.

$1,750,000

7 Beds ⋅ 6 Baths ⋅ 409892 MLS ⋅ Fee Simple Tenure

One of the biggest well-built houses in Kahului/Wailuku districts. A custom-designed home of a home builder who recently passed away. Flexible floor plan allows potential and possibilities. Spacious bedrooms, 2 large living rooms upstairs and downstairs, and another family room downstairs. Plenty of views of the ocean, Haleakala mountain, the airport, the harbor, and the West Maui mountains, even in the bedrooms. The house has thicker Presidential roof shingles. Spacious covered lanai for regular or weekly family gatherings. This corner lot property may accommodate 9 cars to be parked inside the premises. Ideal for extended families. Cottage rental income may help pay for the mortgage payments.

80 Nano St, Kahului

Listing courtesy of Realty 1st 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.

$1,798,000

8 Beds ⋅ 6 Baths ⋅ 202610787 MLS ⋅ FS - Fee Simple Tenure

Location, location, location! Close to Diamond Head and priced below city assessed value. This motivated seller offers a rare opportunity in desirable Kapahulu. Built in 2018, this 3-story, 8-bedroom, 6-bath home is ideal for multi-generational living or large extended families. The property also includes a 1-bedroom/1-bath ADU, perfect for guest quarters or potential rental income. Conveniently located within walking distance to Ala Wai Golf Course, restaurants, and shops along trendy Kapahulu Avenue, and just minutes from Kapiolani Park, Waikiki Shell, Honolulu Zoo, Queen’s Beach, and Waikiki. Sold “As Is.”

3214 Esther Street, Honolulu

Listing courtesy of eXp Realty.

$1,999,000

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

Great investment opportunity to own a beautiful 1-acre, fully permitted multi-unit, income-producing property located in the peaceful Makaha Valley! Property has 3 legal structures that were fully remodeled in 2024 & 2026: 1) 4 bed/ 2.5 bath main house with window A/C in the bedrooms 2) two-story concrete building - 5 bed/ 2 bath upstairs unit & 5 bed/ 2 bath downstairs unit 3) one-bedroom cottage with a detached single bedroom. This property currently generates $9,900 per month in rental income from three occupied units, with one additional vacant unit projected at $3,600 per month based on current market rent. Upon full occupancy, the projected gross rental income is $13,500 per month, or $162,000 annually. Because all units are legally permitted, the property should be evaluated not only by comparable residential sales, but also by its income-producing capability using an income approach. Lots of parking. Large deck to relax and entertain in the spacious backyard with mango trees and other fruit trees. Property is on cesspool. Near beaches, gas stations, bus lines. Tax records may not match, some unpermitted areas but original structures legal. Property to be sold AS IS.

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).

Waikiki Beach 6+ Bathrooms for Sale

Newest Waikiki Beach 6+ Bathrooms Properties for Sale

Rainbows and Homes, Inc.