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$1,295,000
5 Beds ⋅ 3 Baths ⋅ 202614648 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
“Own an original”: The original owner of these beautiful, classic homes in Palolo valley is ready for the next generation of owners, investors, or developers to call this place home. Nestled on the mauka (mountain) side of 10th Avenue, you feel like you are in a special retreat, away from the hustle and bustle of the urban core, yet only 1 mile from Wai’alae Ave in the vibrant neighborhood community of Kaimuki - close to locally owned restaurants, retail shops and bus lines. Two separately metered (water, sewer and electrical) single family homes with an enclosed 2 car garage on 10th Ave. Main home on 10th Ave is a 3 bd / 1.5 bath with an unfinished basement for extra storage or remodel potential and covered lanai. Upper home 2 bd / 1 ba with a spacious, terraced backyard of property with even more potential to extend or build; buyer to do their own due diligence regarding permitting and capacity to build. Conveniently located across from Palolo Elementary, two blocks from Honolulu Fire Dept Station and 4 blocks away from Palolo Community Center with swimming pool, basketball courts and baseball field.

2077 10th Avenue, Honolulu
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 202615269 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
Get away to the back of Ahuimanu, Kaneohe, Hawaii, at the base of the Koolau Mountains! This legal duplex consists of two stand alone dwellings on over an acre of land! Lots of privacy. Natural serenity awats the next owner. Total living area consists of 2,184 sq ft. Each duplex has 1,092 sq ft of living areas. The Fee Simple owned parcel totals 53,718 sq ft. To be sold "As Is". Rare to find a property like this in today's market. This one will go quick!

47-673 Melekula Road Unit A, Kaneohe
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 202614936 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
Rare Opportunity! This unique property features two separate dwellings on a spacious 4,500 sq. ft. lot, offering exceptional flexibility for extended family, guests, or rental income potential. The back residence (approx. 1,008 sq. ft.) includes a versatile 2-bed/2-bath layout, while the front residence (approx. 528 sq. ft.) includes 2-bed/1-bath. Adding further value is an owned photovoltaic system with 25 panels, offering energy efficiency and potential long-term utility savings. Ideally located in the desirable Kapahulu neighborhood, just minutes from Diamond Head, Waikiki and world-class shopping, dining, beaches, and more. Don't miss out on this exceptional opportunity!

3473 Winam Avenue, Honolulu
$2,299,000
5 Beds ⋅ 3 Baths ⋅ 202614462 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM
Broker’s Open: Thursday, 8/13 from 9:30 AM – 11:30 AM and Grand Open House: Sunday, 8/16 from 2:00 PM – 5:00 PM. Experience elevated East Oahu living from this distinctive Kuli’ou’ou hillside retreat, showcasing sweeping ocean, coastline, and mountain views. Set on an expansive 18,598-square-foot lot, this 5-bedroom, 3-bath, 3,380-square-foot residence offers flexibility for multi-generational living, guests, or income potential. Thoughtful improvements include a new roof, sewer restoration, owned 24-panel PV system, engineered retaining wall, foundation stabilization, a $100k+ engineered drainage system, renovated baths, and reconstructed driveway. Vaulted ceilings, split A/C, and expansive sliding doors open to a generous view deck, while a separate lower unit adds privacy, versatility, multi-generational living, or income potential. Enjoy a private in-ground pool, mature landscaping, workshop, sprinkler system, and parking for 3+ vehicles. Moments from ocean access, parks, and shopping complete this East Oahu sanctuary. See Supplement Section for improvements.

5926 Kalanianaole Highway, Honolulu
$2,198,000
6 Beds ⋅ 5 Baths ⋅ 202614634 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM
Ko'olau and ocean views, flexible multi-generational living, and strong rental income - all tucked away on a Kaneohe cul-de-sac. This exceptionally well-built 6-bedroom, 5-bath residence offers three separate living areas with no shared common spaces, providing outstanding flexibility for extended family, guests, or investment potential. The two lower-level units which include a 2/2 and a 1/1 currently generate $6,300 per month in rental income (renters are month-to-month), while the spacious 3-bedroom, 2-bath upper-level residence enjoys breathtaking Ko'olau mountain or ocean views from nearly every room. An expansive covered lanai and jacuzzi create the perfect place to unwind and take in the stunning scenery. Split AC throughout, quiet board double-wall construction, abundant storage, parking and quality finishes provide comfort for everyday living. The property features impeccable tropical landscaping, vegetable and herb gardens, multiple outdoor entertaining areas, and parking for up to six vehicles, including room for boats or oversized vehicles. Conveniently located just minutes from H-3, and Likelike Highways, shopping, dining, and Windward beaches. Must see!!!

45-593 Weleweka Place, Kaneohe
$1,788,000
6 Beds ⋅ 3 Baths ⋅ 202614868 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM
Welcome to this cozy and inviting home nestled in the highly desirable Lower Makiki neighborhood—a true kama?aina gem! This unique two-family dwelling offers flexibility for multi-generational living, extended family, or potential rental income. Surrounded by mature landscaping, the spacious backyard is filled with fruit trees including jabong, guava, papaya, avocado, and more, creating a peaceful island oasis. Relax and entertain family and friends in the expansive outdoor space. Conveniently located near schools, parks, shopping, dining, and Downtown Honolulu, this home offers the perfect blend of comfort and convenience. Tax records may not agree with the actual number of bedrooms, bathrooms, or under-roof square footage. Don't miss this wonderful opportunity to own a special property in one of Honolulu's most established neighborhoods. Contact me today to schedule your private showing!

1718 Lewalani Drive, Honolulu
$1,599,999
5 Beds ⋅ 3 Baths ⋅ 202614991 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM
**PRIVATE • NO HOA • 1.35 ACRES OF AGRICULTURAL LAND • TWO HOMES • A RARE HAWAIIAN RETREAT!** Opportunities like this are almost impossible to find on Oahu. Hidden within the breathtaking Makaha Valley, this secluded 1.35-acre agricultural estate offers the privacy, freedom, and lifestyle that so many buyers are searching for—but so few ever find. With **no HOA** telling you how to enjoy your property, you'll have the space and flexibility to create the island lifestyle you've always imagined. The grounds are a living tropical paradise, featuring majestic monkeypod trees and an incredible producing orchard with mango, Hass avocado, lychee, soursop, macadamia nut, noni, lemon, lime, and multiple varieties of oranges. As the mock orange hedges bloom several times a year, the entire property is filled with an unforgettable fragrance, complemented by vibrant gardenias, star jasmine, hibiscus, tea leaves, decorative palms, and beautiful plumeria trees that make every day feel like you're living at a private resort. The estate includes **two homes** plus a charming vintage Blue Bird bus with exciting possibilities for additional living.

84-425 Makaha Valley Road, Waianae
$1,475,000
10 Beds ⋅ 4 Baths ⋅ 202614927 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM
Rare investment opportunity featuring four detached single-family homes on an R-5 zoned lot. Ideal for investors, 1031 exchange buyers, or multi-generational living, this versatile property combines steady cash flow, privacy, and long-term value creation. The property includes two 3-bedroom and two 2-bedroom residences. Each home boasts its own private fenced yard and dedicated parking, providing tenants with single-family independence. Operating expenses remain exceptionally low as tenants pay all utilities—including water, sewer, gas, and electricity. Turnkey performance meets huge upside. Units A (3-bed) and B (2-bed) were renovated in 2025, commanding top-of-market rents. Currently operating at a 5.06% cap rate on $74,640 in annual income, bringing below-market units to prevailing rates unlocks an extra $15,600 annually, pushing the potential cap rate to 6.12%. Don't miss this well-maintained, high-yield asset!

84-916 Hanalei Street, Waianae
$5,750,000
6 Beds ⋅ 6 Baths ⋅ 202614908 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
TIMELESS ISLAND LIVING ON WAILUPE BEACH WITH SEPARATE GUEST HOUSE. Set on a 25,216 sq ft beachfront parcel w/approx 90 linear ft of sandy shoreline, this charming, reimagined island beach house features a 3-bdrm, 3-bath main residence, a 3-bdrm, 2-bath guest house & detached pool house w/indoor swimming pool & full bath. Coconut palms, mature tropical landscaping, expansive lawns & outdoor gathering areas lead to the sandy shoreline. The main home features French windows, spacious open living & lounge areas w/seamless indoor/outdoor living. Wraparound decks overlook tropical gardens & ocean vistas. The kitchen features rich coastal blue-green cabinetry, abundant counter space, dine-in seating & ocean views. Three en-suite bdrms each offer a private bath w/updated vanities, while a separate seaside den serves as a home office w/lovely views. The detached guest house is situated above two separate 2-car garages w/ generous storage, laundry facilities & ample driveway parking. Enjoy surfing, paddleboarding, kayaking, swimming & beach walks just beyond your backyard. Conveniently located between Kahala & Aina Haina w/easy access to shopping, dining, banking & everyday conveniences.

4929 Kalanianaole Highway, Honolulu
$2,995,000
14 Beds ⋅ 8 Baths ⋅ 202614553 MLS ⋅ FS - Fee Simple Tenure ⋅ 13 DOM
Rare Makiki Investment – Two Duplexes, One TMK, Four Units. Exceptional opportunity to acquire two well-maintained duplexes at 1550 & 1552 Davenport Place in highly desirable Makiki. Built in 2007 and meticulously maintained since, the property offers approximately 4,988 sq. ft. of living area across four units, each on a separate electric meter. Two upstairs 4-bedroom/2-bath units (1,321 sq. ft. each) feature hardwood floors, granite kitchen counters, and 2-car garages. Two downstairs 3-bedroom/2-bath units (1,167 sq. ft. each) offer laminate flooring, granite counters, and tandem uncovered parking. All units have individual washers and dryers. Quality construction throughout: concrete foundations, wood framing with stucco exteriors, composition shingle roofs, copper gutters, and heavy sound insulation between floors. Ideal for investors or owner-occupants — live in one unit and let the other three generate income. Minutes to freeway access, Ala Moana Center, shopping, dining, and schools. Excellent condition; sold "As Is." Building square feet does not match permit records.

1550 Davenport Place, Honolulu
$1,737,000
7 Beds ⋅ 3 Baths ⋅ 202614441 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
GREAT SCHOOL DISTRICTS! WAIKIKI ELEMENTARY/ KAIMUKI MIDDLE/KALANI HIGH! MULTI-DWELLING IN KAPAHULU! Front house is a 2 story-- 2/1 upper & 2/1 lower. Back house is a 3/1. It has 3 electric meters & 3 gas meters. All tenants occupied. Renovated in 2022 includes new kitchens, bathrooms, flooring and paint. Please don't walk on property or disturb tenants.

3429 Wela Street, Honolulu
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 202613843 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
Nestled along Oahu's iconic North Shore in the heart of Laie, this rare island home offers an exceptional opportunity to own a slice of Hawaii's coveted coastline. Situated on a generous 10,143-square-foot lot, this contemporary beach home blends privacy, simplicity, and the relaxed charm of oceanfront living. Designed for those who value lifestyle over excess, each home has the two-bedroom, two-bath residence. Front house is approx 862 sf with a finished basement approx 584 sf built 2009. Back house single level is approx 736 sf built in 1994. There are lots of parking for you and your friends! You will wake up to the sound of the waves, enjoy your morning coffee with ocean breezes, entertaining family and friends, or relaxing after a day at the beach, this property captures the essence of Hawaii living. Whether you're looking for a peaceful primary residence, a weekend escape, or an investment in one of Oahu's most desirable coastal communities, this property offers endless possibilities. Conveniently located near world-famous beaches, hiking trails, the Polynesian Cultural Center, Brigham Young University–Hawaii, and the amenities of Laie. Shown by appointment only. Sold AS IS.

55-385 Kamehameha Highway Unit A, Laie
$2,395,000
5 Beds ⋅ 2 Baths ⋅ 202610744 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
Discover a rare Kaimuki find — two separate homes on one expansive 10,000 sq ft lot, zoned R-5. This is the multi-generational or income-producing property you've been waiting for! The front home offers 3 bedrooms, 1 bath, while the second home features 2 bedrooms, 1 bath — perfect for extended family living, house hacking, or growing your investment portfolio with two rentable units. Set on one of the largest lots in the neighborhood, there's plenty of room to spread out, garden, park multiple vehicles, or explore future potential (buyer to verify). Enjoy the classic Kaimuki lifestyle — walkable to Waialae Avenue's boutique shops, coffee spots, and local eateries, with easy access to Schools, Kapiolani Community College, Diamond Head, and Kahala Mall. Opportunities like this — two homes, one large lot, prime Kaimuki location — don't come around often. Whether you're planning for family, hedging your investment, or seeking rental income potential, this property checks every box.

820 10th Avenue, Honolulu
$860,000
4 Beds ⋅ 3 Baths ⋅ 202614132 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Spacious and versatile single-family home in Ewa Beach offering over 2,000 sq ft of interior living space, with excellent multi-family/income potential. The main residence was freshly painted both inside and out, and features a flexible layout with 3 bedrooms and 2 bathrooms, which could easily be divided into 2 sections, the front having 2 bedrooms, 1 bathroom, a kitchen and living room, and the back having 1 large bedroom, a full bath, wet bar, and living room. There is an interior door that allows for the separate living configurations. In addition, there's a separate studio in the back, and 2 sets of washer/dryers, providing added value—ideal for extended family, guests, home office, or rental. The home has been upgraded over the years, offering move-in-ready comfort while still allowing room for personalization. There are 30 PV panels + 2 Tesla batt (via loan that will transfer to buyer). Enjoy the benefits of no association/no HOA fees, keeping ownership simple. Conveniently located near the beach and Wai Kai Lagoon, with close proximity to dining, shopping, & outdoor recreation. A great opportunity for buyers seeking space, flexibility, great value, and investment potential.

91-1157 Hanaloa Street, Ewa Beach
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 202613991 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Spacious yard area. Dwelling is 3 bedroom 1.5 bath with a 1 bedroom 1bath built in the basement. Dwelling differs from tax accessors information. Property has been upgraded over the years for the comfort of the tenants. Owner installed good drainage infrastructure protecting the improvements against weather. Two car carport with more parking in driveway. Living room of main until has view of the ocean. New carpet installed 7/18/2026 in upstairs unit. Newly painted by owner with lots of small repairs. Bus stop in front on next door neighbors lot.

45-9 Kaneohe Bay Drive, Kaneohe
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 202613475 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Rare opportunity for investors and multifamily in a safe and quiet cul-de-sac neighborhood in the desirable Alewa Heights! Enjoy the beautiful city & Mountain Views. Easy access to H-1, Pali Highway, Downtown Honolulu, Chinatown, hospitals and schools. This property features a spacious 3-bedroom, 2-bath living area upstairs and two separate 1-bedroom, 1-bath living spaces downstairs, offering excellent options for multi-generational living, or rental income. New high efficiency roof done in 2021. Separated storage bunker. Mature mango tree produces excellent fruit, and the lower garden area of approximately 200 sq. ft. offers space for gardening, urban farming, or a future private deck/gazebo retreat. The property’s layout, multiple living spaces, yard potential, and central location make it especially appealing for you looking for flexibility, income potential, or a long-term Honolulu property with room to customize.

2145 Malino Place, Honolulu
$1,985,000
4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure ⋅ 23 DOM
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua
$2,900,000
7 Beds ⋅ 5 Baths ⋅ 202613633 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
RARE OPPORTUNITY! Discover the endless possibilities with this over 12-acre level agricultural-zoned property featuring two well-built single-family homes, perfect for multi-generational living, rental income, farming, or creating your own private estate. The first residence offers 4 bdrms/2 baths with 1,875 sq. ft. of interior living space and a spacious open-concept kitchen—ready for your personal touches. The second home features 3 bdrms/3 baths with 2,164 sq. ft. of tastefully renovated int. living space. Enjoy its bright open floor plan, luxury vinyl plank flooring, and high vaulted ceilings that create an inviting and modern living experience. With AG zoning, you gain added flexibility—grow crops, raise livestock, expand agricultural operations, or explore other permitted uses that offer potential income generation. The expansive acreage provides privacy, open space, and the opportunity to design the lifestyle you’ve always dreamed of. Don’t miss this unique chance to own a truly exceptional property with room to live, grow, and thrive!

87-1087 Apuupuu Road, Waianae
$1,475,000
5 Beds ⋅ 3 Baths ⋅ 202613544 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM
55 FEET OF LINEAR OCEAN FRONTAGE WITH APPROVED SEA WALL! Enjoy panoramic ocean vistas and breathtaking clear day views of Diamond Head right from your backyard. Whether you want to build your dream ocean front home, or create a multi-family compound, or research the investment opportunities that this R-5 zoned, 13,750 square foot property provides, this is a special property with unmatched possibilities. This property includes three separate, permitted structures - the front home has 2-bedrooms and 1-bath, the middle home is a spacious 3-bedroom and 1-bath with a detached, covered outdoor gazebo for entertaining, relaxing and view enjoyment, and there is an ocean-side studio and 1-bath that is steps from the beach. The sandy beach directly in front of this home is seasonal and depending on the season and weather conditions, your backyard serves as your private launchpad for fishing, surfing, paddle boarding and other water activities. When you want to step away from the ocean, you are only minutes away from the vibrant shopping, championship golf courses, and diverse dining options of 'Ewa Town and Kapolei.

91-507 Ewa Beach Road, Ewa Beach
$1,495,000
7 Beds ⋅ 4 Baths ⋅ 202612323 MLS ⋅ FS - Fee Simple Tenure ⋅ 33 DOM
EXCELLENT CONDITION!!! PRICE BELOW APPRAISAL REPORT at 1.6M. BEAUTIFUL, PEACEFUL MOUNTAIN VIEW!!!! COOL and BREEZY. BIG PROPERTY. Front 3/2 and 4/2 the NEW EXTENSION, which was completed in 2019, STRONG BUILT, NEW PAINT. (29 SOLAR PV.) AKUA FIRST FIRE Systems were installed. NO HOUSE in the back, with storage and some fruit trees, perfect for Multi-generation or Investor. The bedrooms and square feet may not agree with the tax office records. (MUST SEE!) NOTE: Sold in "As-Is" condition.

1939 Iwaho Place, Honolulu
$1,299,000
5 Beds ⋅ 2 Baths ⋅ 202613266 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM
Discover a fantastic opportunity in the desirable Puunui neighborhood with this move-in-ready property featuring two separate homes on one lot. The front home offers 3 bedrooms and 1 bathroom, while the detached rear home features 2 bedrooms and 1 bathroom—ideal for multigenerational living, or generate rental income by living in one home and renting the other, or rent both! The front home features an open-concept kitchen and living area, creating a bright and functional living space. The homes are separately metered for electricity, while water and sewer are shared. Enjoy parking for up to three vehicles and a centrally located setting with convenient access to bus routes, schools, shopping, dining, and downtown Honolulu. Whether you're an owner-occupant or investor, this versatile property offers flexibility, comfort, and excellent potential in a highly convenient location. The exterior of the homes has been repainted.

2701 Liliha Street, Honolulu
$1,385,000
3 Beds ⋅ 2 Baths ⋅ 202613124 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
Most listings give you a house with a garage. This one gives you a shop with a house. The shop is 1,283 SF of permitted, finished space on load-bearing CMU — post-free, no columns, clear span end to end. It has its own 200-amp meter, a permitted full bath, a permitted wet bar, and a roll-up door for direct drive-in. Rack it, mat it, lift it, cage it. The span doesn't care what you run in it. The home is separate: 846SF, 3 bed / 1 bath, its own 100-amp meter, recently renovated kitchen and bath, covered storage underneath. The garage and shop are currently under review with DPP for re-designation as a single-family home. This CMU-style, load-bearing, post-free construction would be extremely difficult to reproduce economically in today's inflated construction market — at current build costs of roughly $500 per square foot, replacing the 1,283 sq ft structure alone would run north of $600,000. This is a rare chance to own a versatile, income-, or multi-generational-ready compound in the heart of Kalihi Valley. Both sit on 10,065 SF at the end of a dead-end street in Kalihi Valley. Parking for eight. CPR potential. Two structures. Two meters.

2308 Kalihi Street Unit E, Honolulu
$3,000,000
11 Beds ⋅ 6 Baths ⋅ 202613188 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
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
$1,488,000
14 Beds ⋅ 6 Baths ⋅ 202613187 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
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
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM
Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa.  Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.”  The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool.  Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua
$3,000,000
10 Beds ⋅ 4 Baths ⋅ 202612525 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
The Machado Estate offers a rare opportunity to own three historic homes configured into four separate living spaces on a prominent corner lot in Honolulu's Punchbowl neighborhood. Originally established in 1922, the estate was thoughtfully expanded over generations of family ownership and has remained in the care of just two families. Today, it offers exceptional flexibility for a private family compound, multigenerational living, guest accommodations, or rental income, with each living space featuring its own kitchen. Designated Historic Residential and rich in preserved Craftsman-era character, the properties showcases long-run fir flooring, original built-ins, custom millwork, lava rock foundations & retaining walls and numerous original architectural details. Separate electric meters, extensive system upgrades and favorable Historic Residential property tax treatment provide practical advantages rarely found in a property of this significance. Conveniently located minutes from Downtown, major medical centers, schools & freeway access, the Machado Estate is an irreplaceable legacy property where history, flexibility and architectural significance endure for future generations.

1775 Lusitana Street, Honolulu
$8,580,000
5 Beds ⋅ 8 Baths ⋅ 202612088 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
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
$1,200,000
5 Beds ⋅ 2 Baths ⋅ 202612612 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Fantastic opportunity for redevelopment of very desirable Haleiwa property that's been in the family for decades. Two original homes (top house built in 1958 is a raised 3BR/1BA; bottom house in back built in 1938 is a single story 2BR/1BA) sit on a huge 10,575 square foot lot that is zoned R-5! Create a multi-gen, multi-family compound in the country on this downward, but gently sloped terrain. Mature tropical plants include plumeria, hibiscus, crown flower, and more! Excellent proximity to Haleiwa Town restaurants, food trucks, shops, and services. Short drive to Paalaa Kai Market and Bakery and the Old Waialua Sugar Mill and Town offerings. Enjoy gardening, hiking, all manner of water sports, and sea life while savoring gorgeous sunsets along beautiful Haleiwa Beach Park and Kaiaka Bay. This could be a peaceful retreat or home base with easy access to world class surfing competitions and festivals. Call your Realtor today and make your North Shore dreams come true! Please do not enter property without appointment. Sold strictly AS IS. Buyers to do their own due diligence.

66-413 Paalaa Road, Haleiwa
$3,800,000
7 Beds ⋅ 6 Baths ⋅ 202612237 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
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
$6,300,000
3 Beds ⋅ 2 Baths ⋅ 202605681 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
A rare opportunity to acquire an incredible Honolulu estate. Built in 1908 by Alfred Castle, this remarkable 13+ acre Tantalus property has been held by just four distinguished families, Castle, McCandless-Marks, Dillingham lineages, and the estate of Juan Hamilton—renowned artist and protégé of Georgia O’Keeffe. A stately drive welcomes you with eucalyptus trees where expansive lawns evoke the elegance of a bygone era and invite grand outdoor gatherings. Panoramic views from Diamond Head to Haleiwa showcase striking sunsets over the Pacific. Fragrant puakenikeni, jasmine and white ginger bloom amid a landscape of moss rock walls, brick pathways, and wooded trails. The buildings are rich with historic details and distinctive architectural finishes. A 60,000-gallon water catchment system underscores the estate’s blend of heritage and stewardship. More than a residence, this is a landmark property awaiting its next chapter—a chance to reimagine one of Honolulu’s great estates. For those drawn to the intersection of history, nature and place, this extraordinary offering represents far more than real estate. It is a legacy to inherit, shape, and preserve for generations to come.

3330 Tantalus Drive, Honolulu

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