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$1,499,000
6 Beds ⋅ 4 Baths ⋅ 202611175 MLS ⋅ FS - Fee Simple Tenure
Welcome home to the incredibly beautiful town of Kaaawa! This is your opportunity to own this special expansive two-story 3,004 sq ft home offering 6 bedrooms & 4 full bathrooms! The main living area features vaulted ceilings, abundant natural light & an open-concept layout connecting the living & dining room w/ a spacious kitchen. Oversized windows capture ocean & mountain views. Main kitchen plus 2 kitchenettes & another kitchen in the apartment, offering flexibility for guests or separate living arrangements. Brand new roof! Opportunity for 3 separate rental units for lucrative rental income or multi-generational living. Located near many amazing beach parks, campgrounds, hiking trails, Kualoa Ranch & the iconic Crouching Lion Restaurant! Nearby you can enjoy your favorite activities like surfing, kayaking & paddleboarding! Snorkel with tropical fish & turtles or just relax & sip delicious local coffee while looking at the amazing sunrises! Located just outside the flood zone, the home benefits from lower insurance costs compared to oceanfront properties, while still offering shared neighborhood beach and ocean access. See you at the beach! Check out the virtual tour!

51-015 Lau Place, Kaaawa

Listing courtesy of Equity Hawaii Real Estate, LLC.

$1,895,000
8 Beds ⋅ 3 Baths ⋅ 202611219 MLS ⋅ FS - Fee Simple Tenure
This is a really great property in the heart of Laie, large lot of 14,161 square feet with 2 renovated like new homes. One 3 bedroom 1 bath, rent is $4100 per month, second 3 bedroom 1 bath, rent is $3500 per month, and one 2 bedroom 1 bath unit, rent is $2350 per month, for a total of $9950 per month in rental income which includes utilities. Walking distance to Brigham Young University, Laie Elementary, Laie Shopping Center, Hukilau Beach and more.

55-547 Moana Street, Laie

Listing courtesy of Marlene's Realty, Inc..

$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).

$1,200,000
10 Beds ⋅ 5 Baths ⋅ 202610605 MLS ⋅ FS - Fee Simple Tenure
Spacious and versatile single-family home in the heart of Waipahu featuring 10 bedrooms and 5 bathrooms—perfect for multi-generational living or investment opportunities. This well-maintained property offers ample living space, flexible layouts, and is equipped with solar panels to help reduce electricity costs. Ideal for foster care or care home use, this home is care home ready with room to comfortably support residents and caregivers. Conveniently located near shopping, schools, dining, and freeway access. A rare opportunity to own a large home with incredible functionality and income potential!

94-544 Hiahia Loop, Waipahu

Listing courtesy of BHGRE Refined.

$1,398,000
6 Beds ⋅ 4 Baths ⋅ 202610891 MLS ⋅ FS - Fee Simple Tenure
Welcome to your new 2-story, fully functional home. The property is in excellent condition. Built in 2017 and upgraded through 2024 and 2025. The home has been thoughtfully designed for separate living. You could live on one level and rent out the other, as there are separate entrances to upstairs and downstairs. On each level, you'll find 3 bedrooms, 2 full baths, an open concept living area, and a washer and dryer. Each room and living room is also equipped with a split AC unit to keep you cool no matter where you are in the home. Outside, you'll see that the property has been fully enclosed with new metal gates for added privacy and security. In the gates, you'll find 2 storage units, one for each level. The property can fit up to 4 parked cars; 2 tandem parking areas in the front and the back of the property. Call your realtor and schedule your showing!

1768 Palolo Avenue Unit A, Honolulu

Listing courtesy of OahuRE.com.

$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.

$899,000
6 Beds ⋅ 3 Baths ⋅ 202610838 MLS ⋅ FS - Fee Simple Tenure
BACK ON MARKET! Offers due July 21, at 9:00pm. We originally received 11 offers. A price this aggressive in a location this coveted is the kind of opportunity buyers wait years for. The upside here is rare and the opportunity is real: incredible potential wrapped in one of Honolulu's most sought-after neighborhoods. Perched high in prized Alewa Heights, this single-family home commands unobstructed city and coastline views that stop you in your tracks. The lot is framed by lush, mature landscaping and a sprawling grassy yard, offering space to breathe, garden, entertain, and room to dream. Inside, two completely separate living areas, each with its own private entry, unlock exceptional flexibility, multigenerational living, room for extended family, hosting guests, or a dedicated home office. Six bedrooms, two baths, generous storage, and a covered carport (plus driveway) complete the picture. Yes, it's largely original, and that's exactly the point. This is a rare blank canvas in a location that almost never trades, ready for the buyer with the vision to make it truly extraordinary. A home inspection report is available...ask your agent.

1328 Mamalu Street Unit A, Honolulu

Listing courtesy of eXp Realty.

$2,000,000
6 Beds ⋅ 4 Baths ⋅ 202610450 MLS ⋅ FS - Fee Simple Tenure
Discover a truly unique Windward Oahu retreat offering over 3,600 sq. ft. of flexible living space and breathtaking views of Kaneohe Bay & the Ko'olau Mountains. Designed across four distinct levels, each with its own private entrance, lanai & vaulted ceilings, this exceptional property offers endless possibilities for multigenerational living, rental income, guest accommodations, home offices, or a customized island lifestyle. The upper level features a modern kitchen with stainless steel appliances, functional attic space, a landscaped yard, and a wraparound lanai perfectly positioned to capture spectacular sunrises, cooling trade winds, and panoramic bay views. Large picture windows fill the home with natural light and showcase the stunning scenery from multiple living areas. Thoughtfully designed to maximize privacy, flexibility, and indoor-outdoor living, this property offers inviting spaces for entertaining, relaxing, and enjoying the beauty of Hawaii. Conveniently located just minutes from fwy, Kailua, beaches, hiking trails, shopping, dining, and Marine Corps Base Hawaii, this rare offering combines versatility, privacy, and unforgettable views in one exceptional location.

45-55 Lilipuna Road Unit B, Kaneohe

Listing courtesy of eXp Realty.

$2,850,000
6 Beds ⋅ 4 Baths ⋅ 202610601 MLS ⋅ FS - Fee Simple Tenure
LOOKING for a truly life-changing home? This beautiful marina-front property at 6601 Hawaii Kai Drive is available for to make your own and live your NEW best life! Imagine the joy of untying from your floating private dock for a sunset cruise to dinner or boating over to Koko Marina for some local shopping. It is the perfect place to elevate your wellness routine and make every day feel wonderful. You can enjoy your own sauna, cold plunge, and Jacuzzi right by the water, with Koko Crater as your stunning backdrop. It is truly an unmatched lifestyle where functionality meets beauty. There is plenty of room to host those you love! This spacious home features: - 6 Bedrooms & 4 Baths, including a large first-floor primary suite with waterfront views. - Energy Independence: Feel great with owned solar panels and a Tesla Powerwall. - Pristine Condition: Freshly painted with a lovely, updated interior and premium finishes. - Outdoor Sanctuary: A large deck and lanai tucked under mature mango and plumeria trees—perfect for relaxing. This is such a rare opportunity to connect your daily life with the water. We can’t wait for you to see it!

6601 Hawaii Kai Drive, Honolulu

Listing courtesy of Compass.

$1,888,000
6 Beds ⋅ 4 Baths ⋅ 202610687 MLS ⋅ FS - Fee Simple Tenure
Brand-new, custom-built 2-story single-family home in desirable Ahuimanu, Kaneohe! This residence was thoughtfully designed for flexibility & multi-generational living. The 1st flr features 3 bdrms & 2 full bathrooms, along with two wet bars and an adaptable layout that allows for separate living areas ideal for extended household arrangements or additional privacy, with potential configurations for a 1bdrm 1bath & 2bdrm 1bath setup. Upstairs, enjoy an open-concept living area - full kitchen & ample space for entertaining guests. 3 bdrns & 2 full bths, accented with quality finishes, including quartz countertops, custom cabinetry, stainless-steel appliances, washer/dryer, & 6 split air conditioning units, with ceiling fans throughout for comfort & efficiency. This property includes an oversized 2-car garage with EV outlets for future charging stations, parking for 4 additional cars, & guest parking alongside a private driveway. To complete the serenity of this beautiful home, take in the beautiful Koolau mountains from the convenience of the upper lanai, further creating a truly serene indoor-outdoor living experience.

47-376 Ahuimanu Road Unit D, Kaneohe

Listing courtesy of Coldwell Banker 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.

$749,999
6 Beds ⋅ 3 Baths ⋅ 202610781 MLS ⋅ FS - Fee Simple Tenure
PRICED $200K UNDER LAST APPRAISAL IN 2022. HIGHLY UPGRADED, custom-built home with one bedroom ohana, inground pool, spa, solar, security, tile flooring, large lanai, automatic gated entrance, fruit trees, and fully landscaped fenced yard. The main home has a 36-panel photovoltaic system (leased). The 1-acre yard features blood orange, jackfruit, avocado, coconuts, papaya, lilikoi, pineapples, and tangelo. The one-bedroom, one-bath ohana sits privately at the rear of the property and is permitted as a separate living space with a living area, bedroom, and bath, but the kitchen is not permitted. Updates include interior paint (2022), split AC units (2020), dishwasher (2020), washer/dryer (2020), and garage door (2018). Pool pumps were installed recently but pool is currently drained. Water catchment system needs new cover.

16-1873 34th Avenue, Keaau

Listing courtesy of Marco Polo Realty, LLC.

$1,389,000
6 Beds ⋅ 5 Baths ⋅ 202610324 MLS ⋅ FS - Fee Simple Tenure
LIVE in ONE, RENT out the OTHERS! Welcome home to this beautiful single family home offering exceptional flexibility, comfort, and investment potential! Perfect for multi-generational living or savvy buyers looking to live in one and rent out the others, this spacious property features a versatile floorplan with 3 BD/2 BA upstairs, 3 BD/2 BA downstairs, plus a studio that can serve as additional living space, guest quarters, or rental income opportunity. Conveniently located near the bus line, Downtown Honolulu, Pauoa Valley Park, Pali Highway, and freeway onramps, this low-maintenance home combines accessibility with everyday comfort. Recent 2024 renovations totaling approximately $80,000 add modern updates and refreshed appeal throughout the property. This property is a must-see opportunity!

1840 Lusitana Street Unit A, Honolulu

Listing courtesy of Luxury Homes International.

$1,785,000
7 Beds ⋅ 3 Baths ⋅ 202610502 MLS ⋅ FS - Fee Simple Tenure
MULTI-DWELLINGS: Front house is a 2-story-- 2 bedroom/1 bath down and 2 bedroom/1 bath up. Back house is a 1-story- 3 bedroom/1 bath. 3 electric meters and 3 gas meters. Renovated in 2022 includes new kitchen, bathroom, flooring and paint. Monthly property tax is based on 2025 Tax Assessed Values. Seller will close existing building permit prior closing.

3429 Wela Street, Honolulu

Listing courtesy of Realty Prime LLC.

$1,149,999
6 Beds ⋅ 4 Baths ⋅ 202609719 MLS ⋅ FS - Fee Simple Tenure
Welcome to your dream home! This breathtaking new construction features 6 spacious bedrooms, 4 full baths, and a versatile layout perfect for multi-generational living or rental income potential. Enjoy a seamless open-concept kitchen crafted for entertaining, pristine luxury vinyl plank flooring, and high-end stainless steel appliances. Unwind on the spectacular 900+ square foot deck while soaking in sweeping mountain views. Complete with a 2-car garage, extensive parking, and a massive unfinished basement awaiting your custom design. Don't miss this rare, move-in ready masterpiece! Owner is an active State of Hawaii real estate agent.

84-949 Hana Street, Waianae

Listing courtesy of Luxury Homes International.

$1,649,000
7 Beds ⋅ 4 Baths ⋅ 202610351 MLS ⋅ FS - Fee Simple Tenure
Built in 2026, this beautiful 7-bedroom, 4-bathroom (differs from tax record) single-family home is located in Ewa Beach. Featuring two spacious living rooms and a full wet bar on the second floor (which can be converted into a full kitchen), this home offers excellent flexibility for multi-generational living or entertaining. There are two primary bedrooms—one on each floor—providing added comfort and privacy. The modern kitchen boasts quartz countertops and custom floor-to-ceiling cabinets. Enjoy year-round comfort with A/C units serving all bedrooms and living areas. Additional features include luxury vinyl plank flooring throughout the second floor, a solar water heater, and a privacy fence. The large carport can be used for ample parking or as a generous outdoor entertaining space. Conveniently located near shops, a gas station, schools, and the ocean. The tax records haven't been updated to reflect the completed construction, despite the permit being closed.

91-949 Kuhina Street, Ewa Beach

Listing courtesy of Hawaii Military Realty, Inc..

$1,199,999
6 Beds ⋅ 4 Baths ⋅ 202609720 MLS ⋅ FS - Fee Simple Tenure
Welcome to your dream home! This breathtaking new construction features 6 spacious bedrooms, 4 full baths, and a versatile layout perfect for multi-generational living or rental income potential. Enjoy a seamless open-concept kitchen crafted for entertaining, pristine luxury vinyl plank flooring, and high-end stainless steel appliances. Unwind on the spectacular 900+ square foot deck while soaking in sweeping mountain views. Complete with a 2-car garage, extensive parking, and a massive unfinished basement awaiting your custom design. Don't miss this rare, move-in ready masterpiece! Owner is an active State of Hawaii real estate agent.

84-949 Hana Street Unit A, Waianae

Listing courtesy of Luxury Homes International.

$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.

$775,000
7 Beds ⋅ 4 Baths ⋅ 202610202 MLS ⋅ FS - Fee Simple Tenure
Tucked at the end of a little lane in Liliha, this is one of those “you’d never know it’s here” kind of properties. With multiple living spaces and separate entrances, this flexible property opens the door to multigenerational living, rental income potential, or the savvy investor looking for their next town opportunity. Previously remodeled with updated kitchen cabinetry and finishes, it blends convenience, charm, and versatility all in one hidden-in-plain-sight location. Minutes to Downtown, hospitals, freeway access, and local favorites, because in Honolulu, location still matters.

1843 Liliha Street Unit F, Honolulu

Listing courtesy of eXp Realty.

$2,249,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure
$200k PRICE REDUCTION! Now listed at $2,249,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started!

1031 Lunaai Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$2,215,000
7 Beds ⋅ 5 Baths ⋅ 202601989 MLS ⋅ FS - Fee Simple Tenure
Opportunity is knocking LOUD at 2308 Liloa Rise! Custom-built and thoughtfully designed, this exceptional property is ideally located at the corner of Liloa Rise and Kamehameha Ave in the prestigious 'College Hills' neighborhood in lower Manoa. An outstanding value offering the rare combination of SIZE & FLEXIBLE living. The split-level residence features 6 bedrooms and 4.5 baths + OHANA with 3,502 sf of living area. The lower level is configured as a 3-bdrm, 1-bath unit (950 sf w/wet bar) and offers interior access to the UPPER level featuring 3 bdrm, 2.5 bath (2,072 sf). Adding even more versatility, Ohana unit (480 sf) above the garage add multi-generational living and potential rental income. HIGHLIGHTS: 18 photovoltaic panels; NEW replacement asphalt shingle roof-April 2026; Tent fumigation-March 2026; Two laundry rooms (inside & outside); Long driveway-4 add'l cars. Note: Interior re-modeling will enhance the condition and value. Walking distance to University of Hawaii, Punahou School and Mid-Pacific Institute. See Good-to-Know Info (supplement).

2308 Liloa Rise Unit 2308-A (Ohana), Honolulu

Listing courtesy of Locations LLC.

$1,440,000
6 Beds ⋅ 4 Baths ⋅ 202610045 MLS ⋅ FS - Fee Simple Tenure
Location, Location, Location!! Conveniently situated within minutes to Downtown Honolulu, hospitals, schools, parks, restaurants and shopping. Perfect for multigenerational living with front area 3bed/1.5bath, and dividable back area 3bed/2bath. This well maintained home offers both convenience and unlimited options for those searching for economically smart multi living arrangements. Featuring newly painted exterior, purchased 40 panel PV system, split A/C & window units, newer flooring, appliances, and bathroom fixtures, separate laundry and workshop area, Tesla electric car charger, and ample off-street parking. Hurry, don't miss out on this incredible opportunity, it won't last long. First Broker's Open, 5/27, Wednesday, 9:30-11:30am. First Sunday Open, 5/31, Sunday, 2-5pm. Please use First American Title, Nicole Yasuda. OFFER DEADLINE: June 2nd, 12:00 noon.

2321 Booth Road, Honolulu

Listing courtesy of Honolulu Property Advisors LLC.

$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).

$1,899,000
13 Beds ⋅ 5 Baths ⋅ 202609795 MLS ⋅ FS - Fee Simple Tenure
A rare opportunity for multi-generational living in the heart of Waimanalo! This 1.1-acre property sits beneath the majestic Mount Olomana and features five single-family homes, each with its own cesspool, in varying conditions. With plenty of space and privacy, it’s perfect for extended families looking to create a shared retreat or for those wanting to renovate and make it their own. Enjoy the peaceful surroundings and the potential to build lasting memories in a truly special place. Just minutes from world-famous Waimanalo Beach and a short drive to Kailua Town, you’ll find the ideal mix of island seclusion and everyday convenience. Don’t miss this rare chance to own a legacy property in one of Oahu’s most scenic communities. Flood Zones: AEF + XS

41-1702 Kalanianaole Highway, Waimanalo

Listing courtesy of REMAX Hawaii.

$1,425,000
6 Beds ⋅ 4 Baths ⋅ 202607648 MLS ⋅ FS - Fee Simple Tenure
*MUST SEE VIRTUAL TOUR/VIDEO!* Welcome to a rare opportunity in magical Makaha—where breathtaking mountain views meet the tranquility of West Oahu living. Nestled on a spacious lot at 84-554 Upena Street, this property captures island living with lush surroundings, open skies, and a peaceful setting just moments from the ocean. A hidden beach access path nearby leads to a secluded stretch of sand beside Makaha Beach, offering added privacy and fewer crowds.The main residence features a generous 5-bedroom, 2-bath layout designed for flexibility—ideal for extended living, hosting, working from home, or creating dedicated spaces. A fully renovated, self-contained studio with modern finishes is perfect for guests, rental income, or a private retreat. Pride of ownership shines throughout, from well-maintained interiors to expansive outdoor areas. The oversized yard is ideal for entertaining or relaxing while enjoying the stunning Waianae mountain views and open skies. Additional highlights include solar power, a secure electric front gate, two street frontages, and a Ring security system. Experience comfort, versatility, and island serenity in one of West Oahu’s most scenic settings.

84-554 Upena Street, Waianae

Listing courtesy of Compass.

$2,788,000
6 Beds ⋅ 5 Baths ⋅ 202609320 MLS ⋅ FS - Fee Simple Tenure
A Rare Nuuanu Pali Retreat. With a backdrop of lush tropical surroundings, a gentle stream, and birdsong, this private sanctuary offers tranquility and effortless flow in one of Honolulu’s most sought-after neighborhoods—available for the first time in 36 years. Set on approximately 17,000 sq. ft. of land with approximately 4,800 sq. ft. of interior living space and high ceilings, this beautifully updated residence features 3 bedrooms and 2 bathrooms, along with a family room and a living room, creating an inviting open layout designed for comfort and flow. The upgrades include new vinyl plank flooring, new kitchen cabinetry and countertops, updated bathroom vanities, brand-new appliances, and fresh interior and exterior paint—it’s move-in ready. The property also includes a studio and two additional units, each with private entrances, offering ideal flexibility for extended ‘ohana living, guest accommodations, or rental income potential. Enjoy peaceful mornings on the spacious deck surrounded by lush nature and the soothing sounds of a gentle stream. A rare opportunity to experience privacy and serenity in an exceptional Nuuanu setting. 3 photos are virtually staged(enhanced).

3621 Nuuanu Pali Drive, Honolulu

Listing courtesy of REMAX Hawaii.

$1,305,000
9 Beds ⋅ 5 Baths ⋅ 202609731 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity for investors or multi-generational living in convenient Kalihi Valley! This versatile property provides income-producing potential and flexible living arrangements. With multiple kitchens, bathrooms, and private living spaces throughout, the property presents a unique opportunity for rental income, extended family occupancy, or a combination of both. Several areas feature updated flooring, refreshed interiors, and functional layouts with abundant natural light and cool cross breezes. The flexible floorplan allows the next owner to continue utilizing the existing setup or reimagine the property to fit their investment goals. Covered outdoor areas, yard space, and nearby street parking add to the property’s overall functionality and appeal for occupants. Conveniently located in a quiet cul-de-sac in Kalihi Valley with easy access to bus lines, freeway access, schools, shopping, and downtown Honolulu. A great opportunity for buyers looking to add value, generate rental income, or create a long-term multi-family living solution.

2223 Kalihi Street, Honolulu

Listing courtesy of Five Star Realty, Inc..

$1,250,000
8 Beds ⋅ 5 Baths ⋅ 202609584 MLS ⋅ FS - Fee Simple Tenure
Excellent for multi-family living, or for rental business or for home care business with 8 bedrooms and 4.5 baths. Two stories house with separate entrances. Two bedrooms on the first floor; three bedrooms plus a large den at the main house, two bedrooms in the back of the house and studio in the front house. The property comes with the purchase agreement of PV, 49 panels, installed in 2021 and situated on a big lot of 6,305 sq.ft. included 6 parking spaces.

94-124 Awaia Street, Waipahu

Listing courtesy of Granventure Realty.

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