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

1030 16th Avenue, Honolulu

Listing courtesy of Island Pacific Real Estate LLC.

$2,590,000
5 Beds 5 Baths 202607536 MLS FS - Fee Simple Tenure
Commanding a premier position in prestigious Na Pali Haweo, this expansive 5BD/4.5BA residence captures sweeping ocean, coastline, Diamond Head, marina, mountain and city-light views. Enjoy SUNRISE and SUNSET, with clear-day views to Molokai, Maui and the Big Island. Offering 3,782 sqft on a 10,500 sqft R-10 lot, the elevated design places the kitchen, dining and living areas, wet bar and primary suite upstairs to maximize the views. Three tiled lanais invite morning coffee, sunset gatherings and year-round indoor-outdoor living. Five generously sized bedrooms with walk-in closets offer exceptional flexibility; downstairs includes two en suite bedrooms plus two connected by a full bath—ideal for extended family, guests, offices or multigenerational living. Two family rooms, laundry room, workshop, covered porch and attached 3-car garage complete this versatile home. Enjoy 24-hour security patrol and a private neighborhood park for only $142/mo HOA. Minutes to Sandy Beach, Hanauma Bay, Koko Marina and Hawaii Kai Town Center. A rare opportunity for exceptional space, flexibility and panoramic views in one of East Honolulu’s premier custom-home communities.

1025 Hanohano Way, Honolulu

Listing courtesy of REMAX Hawaii.

$5,090,000
5 Beds 4 Baths 202610282 MLS FS - Fee Simple Tenure
Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$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).

$789,000
5 Beds 3 Baths 202610346 MLS FS - Fee Simple Tenure
Just minutes from the coastline, this fully renovated 5-bedroom, 3-bath home offers a rare combination of space, flexibility, and value. The versatile floor plan is ideal for multigenerational living, extended family, guests, or flexible occupancy needs. Move-in ready with stylish modern upgrades throughout, this home blends contemporary finishes with functional living spaces for comfortable island living. Enjoy easy access to beaches, fishing, hiking, and year-round outdoor recreation. A standout feature is the expansive side yard, with the property line extending to the mango tree. Extend the existing fence to create a large, secure area with ample parking for multiple vehicles, a boat, trailer, or other recreational toys. Offering exceptional space, versatility, modern upgrades, and parking potential, this turnkey property is one you must see in person to truly appreciate.

84-1001 Lahaina Street Unit 1, Waianae

Listing courtesy of Real Broker.

$2,650,000
5 Beds 4 Baths 202609866 MLS FS - Fee Simple Tenure
BRAND NEW HOME – RARE OPPORTUNITY in Highly Desirable St. Louis Heights! Enjoy breathtaking panoramic views of Diamond Head, the ocean, and the city skyline—this is truly a one-of-a-kind property. Thoughtfully designed for flexibility and modern living, this home features a spacious multi-generational layout ideal for extended family or potential rental income. The upper level offers 2 bedrooms , 2 full bath, an open and airy living space with a large covered balcony, perfect for relaxing or entertaining while taking in the incredible views. This level includes a primary suite and a junior bedroom, both positioned for comfort and privacy. The lower level features 2 bedrooms, 1 full bathroom, a full kitchen, and a separate laundry area, making it ideal for extended family living or as a private living space. In addition, the property includes a permitted ADU (1 bedroom with full kitchen), providing excellent potential for rental income or guest accommodations. Landscaped yard with space for outdoor living for up to 4 cars plus ample street parking Split A/C units on every floor Convenient location just minutes from town, schools, shopping, supermarkets, and freeway access

2505 Saul Place, Honolulu

Listing courtesy of Locations LLC.

$1,800,000
5 Beds 3 Baths 202610148 MLS FS - Fee Simple Tenure
Back on Market at incredible new price! Resort-style living for your exclusive use. Enjoy an outdoor oasis...all to yourself. This 5 bedroom executive home features a large pool with wading-area and waterfall, outdoor shower, hot-tub with trellis and outdoor TV. No expense was spared in upgrading this home. Spectacularly landscaped yard and terrace features fruiting plants, sprinkler systems, accent lighting and your own putting-green. Incredible outdoor kitchen with grills, griddle, burners, Big Green Egg and smoker plus a bar complete with self-pour tap wall. This property boasts a range of luxurious amenities including plantation shutters, 21 owned PV panels, top-of-the-line KitchenAid suite, split AC throughout, LVP flooring and stain blocking carpeting. Covered lanai just outside of the dining room adds to your indoor/outdoor enjoyment as does the wrap around 2nd floor lanai. Primary bedroom features a massive walk-in closet and an incredible bathroom with deep soaking jetted tub and multiple shower heads. All this just minutes away from fantastic dining, shopping and entertainment. This home is truly one of a kind.

92-1273 Pueonani Street, Kapolei

Listing courtesy of Corcoran Pacific Properties.

$1,200,000
5 Beds 3 Baths 409688 MLS Fee Simple Tenure
Situated in a desirable North Kihei neighborhood, 295 Kaihoi St offers the space, comfort, and convenience today’s families are looking for. This well-appointed 5-bedroom, 3-bath home features a spacious layout with multiple living areas, providing flexibility for everyday living, entertaining, or working from home. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout the home. Step outside to enjoy the fully fenced yard, perfect for children, pets, backyard gatherings, or relaxing in your own private outdoor space. The home is also equipped with leased solar panels, helping to enhance energy efficiency and support Maui’s indoor-outdoor lifestyle. Ideally located in North Kihei, this property offers convenient access to all parts of the island, with nearby beaches, parks, schools, shopping, dining, and an easy commute to Central Maui, Wailea, and Lahaina. Combining comfort, functionality, and an excellent location, this home is a wonderful opportunity to enjoy the best of island living.

295 Kaihoi St, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$1,195,000
5 Beds 4 Baths 409681 MLS Fee Simple Tenure
5 bedroom / 4 bath with 2693 sf living area, R-2 Zoned Single Family | Convenient North Kihei Location | Flexibility & Portfolio Opportunity — Rare opportunity to acquire an expansive property on a 7,885 sf R-2 lot with panoramic ocean views from the observation deck! The home features three individual living spaces with a versatile layout that naturally lends itself to extended family living, house-hacking, or a variety of owner-user/income hybrid strategies. R-2 zoning provides a meaningful long-term optionality layer, consistent with future redevelopment or lot utilization strategies as the market evolves. Located in a supply-constrained coastal submarket with limited new residential development, 255 Kaiolohia St delivers a highly desirable North Kihei address, strong tenant appeal, and the adaptability to serve multiple housing strategies over time. A scarce chance to secure a flexible, well-located R-2 asset with easy highway access to all major town centers and world famous beaches.

255 Kaiolohia St, Kihei

Listing courtesy of Kokua Realty LLC.

$1,846,000
5 Beds 4 Baths 202609959 MLS FS - Fee Simple Tenure
Rare Kakaako live-work opportunity in the Kakaako Community Development District. Situated on approximately 6,000 sq. ft. of level land, this versatile duplex offers exceptional flexibility for owner-occupants, remote professionals, shared living arrangements, guest accommodations, or supplemental rental income. Configured with two separate living areas and private entrances, the property provides opportunities to live in one residence while utilizing the other for rental income, extended occupancy, a home office, consulting space, creative studio, or other personal workspace. The spacious floor plans and generously sized rooms offer flexibility to adapt to a variety of needs. It is conveniently located near Kakaako, Ala Moana Center, Ward Village, Soto Academy, Waikiki, Whole Foods, Safeway, Kaiser, Queen’s and Straub, the Downtown financial district, beaches, dining, shopping, schools, and freeway access. Potential opportunity to combine with the neighboring property for future redevelopment potential (Buyer to verify all development possibilities, zoning requirements, and permitted uses). Sold As-Is; improvements may not match tax records.

1134 Alohi Way, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$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.

$1,395,000
5 Beds 4 Baths 409651 MLS Fee Simple Tenure
Also listed as Single Family with Detached Ohana or Cottage - MLS 407568 - Situated on nearly one acre, the 3-bedroom, 3-bath main home and detached 2-bedroom, 1-bath cottage enjoy sweeping ocean views, sunrise and moonrise vistas, and the tranquility of indoor/outdoor living from the expansive wraparound covered lanai — the ideal spot to watch whales breach and ships sail by. Set against a lush backdrop of tropical landscaping, yet just a short drive from town, this beautifully renovated property offers the perfect blend of island luxury, comfort, and versatility. The main residence was thoughtfully renovated in 2018, showcasing vaulted open-beam ceilings, upgraded lighting fixtures, Australian eucalyptus wood and travertine flooring, and abundant windows that bathe the interiors in natural light. The gourmet kitchen is a chef’s dream, featuring granite countertops, soft-close cherry wood cabinetry, and top-of-the-line Viking stainless steel appliances, including a custom panel side-by-side refrigerator, gas stove with hood, built-in microwave, convection oven, and a separate pantry. The spa-inspired bathrooms offer marble countertops, river rock and mosaic tile shower floors, and a soaking tub in the primary suite — perfect for unwinding after a day in paradise. Additional upgrades include a new roof, windows, and doors (2018), and updated electrical and plumbing systems and interior and exterior paint (2020). Downstairs, a bonus finished basement adds versatility with a full bath, wet bar, and concrete-stained flooring— ideal as a media room, game room or home office. The main home has hot water on demand from its propane tankless water heater. The detached cottage, renovated in 2022, features 2 bedrooms, 1 bath, a 1-car carport, vinyl plank flooring, updated kitchen cabinets, countertops, and appliances. Thoughtfully positioned to allow for privacy, it’s a perfect income opportunity, guest space, or multigenerational living option. The property has two county water meters and two electric meters. Don’t miss the chance to own this unique island retreat — a rare opportunity to enjoy serene tropical living with modern upgrades, flexible living spaces, and unforgettable ocean views.

2609 Kahekili Hwy, Wailuku

Listing courtesy of Carol Ball & Assocs.

$1,280,000
5 Beds 3 Baths 202609753 MLS FS - Fee Simple Tenure
Conveniently located with easy access to the highway and freeway, this spacious two-story home offers flexible living arrangements and ample front yard space. The second level features an extra-large primary room, a second bedroom with a full bath, and a third room ideal for guest, storage or office use. Enjoy the open and spacious living and dining area, along with a second kitchen area that opens to a lanai overlooking the city and beautiful views of Pearl Harbor. The 2nd level can be accessed through two separate entrances -one from the inside the home and one from the exterior. The first level offers 2 bedrooms, 1 full bath, two spacious living areas, and a full kitchen — perfect for extended family living, guests, or multi-generational use. This home provides plenty of space and versatility in a highly convenient location.

98-1285 Hoohuali Place, Pearl City

Listing courtesy of Locations LLC.

$748,000
5 Beds 2 Baths 202609507 MLS FS - Fee Simple Tenure
Welcome to this beautifully renovated multi-dwelling property featuring a 3-bedroom, 1-bath main home plus a 2-bedroom, 1-bath ADU—perfect for owner-occupants or savvy investors. Each unit has separate electric and water meters, offering flexibility and convenience. Ideal for living in one unit while renting the other for additional income, this property has been thoughtfully updated throughout. Recent improvements include a brand-new kitchen, new appliances, new flooring, fresh interior and exterior paint, new bathroom showers, and a brand-new roof. Enjoy ample parking with plenty of space for multiple vehicles. Located in Nanakuli, this versatile property is a great opportunity for first-time homebuyers, extended family living, or investors seeking strong rental potential. Don’t miss this move-in-ready, income-producing gem!

87-1777 Mohihi Street, Waianae

Listing courtesy of New Homes Realty LLC.

$1,799,000
5 Beds 3 Baths 202609504 MLS FS - Fee Simple Tenure
Great New Price. Reduced Bring in offer!!! Kai Nui Rare Large 5 bedrooms all upstairs 2 baths upstairs with mountain views located in Marina West. Main room has a walk-in closet. Bathroom has double sinks. All rooms have Window Blinds. Half bath downstairs for guests. Shows like a model home. Open floor plan high ceilings, central AC replaced 2 years ago cost $35K. Open Kitchen with a large island, Corian counters and a bay window. Separate Laundry room. 2 Car garage finished floors and with built in storage above. Room to park a boat or 5 cars. 42 owned panels cost $65K. Close to Costco, Safeway, restaurants, and beaches. Enclosed back yard with covered area for entertaining. Tile Roof. Appraisal was 1.9M

379 Ainahou Street, Honolulu

Listing courtesy of Help-U-Sell Honolulu Prop..

$1,150,000
5 Beds 2 Baths 202608315 MLS FS - Fee Simple Tenure
Breathtaking Ko'olau Mountain views welcome you home to this well-maintained 5 bedroom, 2 bathroom residence tucked away in a private cul-de-sac. Flexible floor plan offers potential for multigenerational living with 3 bedrooms and 1 bathroom on the main level, plus 2 additional bedrooms and 1 bathroom downstairs with separate entrances. Spacious kitchen features tiled countertops and stainless steel appliances. Enjoy energy savings with 15 PV panels on a prepaid power purchase agreement paid through 2033, with an average electric bill of just $50.41 over the past year. Large backyard is perfect for entertaining, relaxing, or accommodating your furry friends. Conveniently located near H-3 with easy access to the Pali Highway and Likelike Highway, plus close proximity to Marine Corps Base Hawaii, world-famous Kailua beaches, shopping, and dining. A must-see opportunity! One or more photos have been enhanced.

45-822 Paleka Place, Kaneohe

Listing courtesy of Redfin Corporation.

$1,598,000
5 Beds 3 Baths 202608565 MLS FS - Fee Simple Tenure
Spacious and versatile, this exceptional property features a 2,358 sq. ft. main residence with 3 bedrooms, 2 bathrooms, and a bright open-concept great room that flows seamlessly onto two expansive lanais—perfect for indoor-outdoor living and entertaining. A standout feature is the permitted 1,480 sq. ft. walkout basement with impressive 11-foot ceilings and multiple private entrances. Designed to live like a separate residence, this lower level offers 2 bedrooms, 1 full bathroom, a full kitchen with dining area, and an expansive 30' x 15' living room, along with abundant storage throughout. Ideal for multi-generational living, extended family, guests, or potential rental income, this flexible floor plan offers endless possibilities. Additional highlights include a 5-year ground termite warranty for added peace of mind. With versatile living spaces, exceptional functionality, and strong income potential, this property presents a rare opportunity to accommodate a variety of lifestyles and needs. Furniture and furnishings are negotiable.

95-173 Waikalani Drive, Mililani

Listing courtesy of Jeffrey Samuels 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..

$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.

$1,200,000
5 Beds 5 Baths 202608149 MLS FS - Fee Simple Tenure
Located in the sought-after White Sands neighborhood, this one's got location, flexibility, and built-in cash flow. Just a short walk to Magic Sands Beach, this beautifully maintained home offers the perfect blend of residential comfort and income-generating potential. Featuring a flexible layout with a full upstairs residence and three studio suites downstairs, this property is ideal for those seeking a live-in investment or multi-generational living. Upstairs features a bright 2-bedroom, 2-bath layout with vaulted ceilings, large windows, and an open-concept design. The primary suite includes an ensuite bath, while the second bedroom is ideal for guests, family, or a home office. Downstairs are three private, separately accessed suites with their own lanais. Lots of potential with this home!

77-113 Kaiupoho Place, Kailua Kona

Listing courtesy of Coldwell Banker Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.