Refine Search
Map
Sort by
223 Lanipo Drive, Kailua
$4,150,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS ⋅ FS - Fee Simple Tenure ⋅ 357 DOM
Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just 2 blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and 1000+sf of open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or the large, level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and 1000+sf lanai above the 2-car garage offers versatility for guests or rental income—while preserving privacy for the main residence. This is a must-see property to truly appreciate the beauty and value.

223 Lanipo Drive, Kailua
1010 Koohoo Place, Kailua
$3,999,000
5 Beds ⋅ 4 Baths ⋅ 202612764 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vistas, yet easily accessible without a long climb, this home offers the best of both worlds. Whether you’re seeking a private retreat, a spacious single-family residence, or a unique investment opportunity, this versatile property offers endless possibilities. Continue generating excellent rental income with the current upper and lower living areas, or easily restore the home to a single-family residence by reopening the center staircase. Enjoy split ACs in every bedroom, along with beautiful hardwood flooring that adds character throughout portions of the home. Located on a quiet cul de sac with no through traffic and dual-street access, a generous lot with meandering lava rock walls extending from Koohoo Pl. to Aalapapa Dr. A prime location just moments from one of Lanikai’s beautiful sandy beach access points, Lanikai Park, Mid Pacific Country Club and Golf Course, and highly regarded Ka'ohao Elementary School, this is a rare opportunity to own an exceptional property in one of Hawaii's most coveted neighborhoods.

1010 Koohoo Place, Kailua
110 N Kalaheo Avenue Unit B, Kailua
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM
Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A private deeded lane leads directly to FlagPoles Beach, the widest stretch of sand on Kailua Bay, offering an exceptional setting for swimming, beach walks, paddling, surfing, kitesurfing, & relaxed days by the ocean. Perched on a hill & exposed to cooling sea breezes, the home stays naturally comfortable year-round. Bathed in beautiful natural light, the interior feels bright & welcoming. Freshly painted inside & out, it features new light fixtures, ceiling fans, & appliances for a clean, fresh, move-in-ready feel. The flexible floor plan offers options for separate living spaces, ideal for multi-generational living, guests, a home office, or added privacy. A spacious 2-car garage provides excellent parking & storage. The 10,000 sq ft lot is framed by lush landscaping & towering palm trees. Ask agent about the home potentially coming w/ approved permitted plans for an ADU, pool, & main-home expansion, bringing the total living area to more than 5,000 sq ft. A rare Kailua beachside opportunity you won’t want to miss!

110 N Kalaheo Avenue Unit B, Kailua
584 Kaimalino Street, Kailua
$3,795,000
3 Beds ⋅ 4 Baths ⋅ 202619912 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM
Thoughtfully positioned along Kailua's spectacular coastline, this Peter Vincent-designed residence embraces the Pacific with sweeping 180-degree views from Mokapu Peninsula to Lanikai. Walls of glass create a seamless connection with the ocean beyond. The upper level features an open kitchen and living area, full bath, and sheltered leeward lanai overlooking the pool—an ideal spot for morning coffee. Downstairs, three bedrooms, three full baths, and a second living area enjoy equally captivating views. An expansive oceanfront lanai with a hot tub and multiple seating areas offers an exceptional setting for relaxation and entertaining. Energy features include 68 owned PV panels, battery storage, and electric vehicle charging. Tucked within Kailua's distinctive Kaimalino neighborhood, this oceanfront retreat combines privacy, natural beauty, and convenience. Spectacular sunrises, moonlit seas, and the rhythmic sound of the Pacific provide an ever-changing backdrop. Known for spacious homesites, underground utilities, and a peaceful residential atmosphere, Kaimalino offers tranquility just minutes from Kailua's beaches, shops, and restaurants.

584 Kaimalino Street, Kailua
935 Mokulua Drive, Kailua
$3,650,000
3 Beds ⋅ 3 Baths ⋅ 202618976 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM
Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-and-batten details and inviting island character, 935 Mokulua Drive captures the nostalgia of barefoot days, salty breezes, and relaxed beachside living. Set on a spacious, level, gated lot enclosed by a privacy rock wall, this charming property offers a rare opportunity to create your own vision in one of Oahu's most beloved coastal communities. Just a short distance from beach access, enjoy morning swims, leisurely shoreline walks, and afternoons beneath the island sun. Cherish the home's original character and thoughtfully renovate to preserve its classic appeal, or explore the possibilities of rebuilding to create your own island retreat. Whether restoring the romance of a traditional Lanikai beach cottage or envisioning something entirely new, the generous grounds and sought-after setting offer wonderful possibilities. A special opportunity to embrace the enduring charm of old Hawaii and the timeless pleasures of Lanikai beachside living.

935 Mokulua Drive, Kailua
1342 Mokolea Drive, Kailua
$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua
161 Kuuhoa Place, Kailua
$3,250,000
3 Beds ⋅ 4 Baths ⋅ 202617433 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailua Beach. Thoughtfully rebuilt in 2004, this single-level residence offers 3,054 square feet of comfortable, open living designed around Hawaii’s indoor-outdoor lifestyle. At the heart of the home is a modern chef’s kitchen that opens seamlessly to generous living and entertaining spaces. Step outside and the property becomes a private tropical retreat. Lush landscaping surrounds a solar-heated pool and spa, complemented by a tranquil waterfall and covered outdoor living areas that invite year-round entertaining. Whether hosting a gathering after a day at the beach, enjoying dinner outdoors, or simply relaxing poolside, the home was designed to make the most of Kailua’s lifestyle. Features include 46 owned (net metered) photovoltaic panels, solar pool heating (separate from PV system), and propane gas for cooking and heating the spa. The large lot provides a sense of space and privacy that is increasingly difficult to find this close to Kailua Beach.

161 Kuuhoa Place, Kailua
118 Kaiolena Drive, Kailua
$3,200,000
202617896 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM
Rare Lanikai Opportunity | 16,125 SQ FT Cleared & Level Parcel Offered at $3,200,000 Embrace the ultimate coastal lifestyle in Oahu's premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-renowned Lanikai Beach, this extraordinary 16,125-square-foot level parcel presents an exceptional opportunity to construct a custom legacy estate. Significantly larger than the average lot size in the neighborhood, this cleared, buildable and surveyed property provides a pristine canvas for your architectural vision. Enjoy effortless ocean access just steps from your driveway—launch your paddleboard or kayak for an easy excursion to the iconic Mokulua Islands. Hike Ka'iwa Ridge to the WW II pillbox for sunrise and windward panoramic views. Enjoy the recreation, dining and social life that MidPacific Country Club offers in your own neighborhood. Comes complete with architect sketches for a gracious Kamaaina-style home (3050SF+950SF) designed for comfort and gracious island living. Recent Survey available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appear on the market.

118 Kaiolena Drive, Kailua
118 Kaiolena Drive, Kailua
$3,200,000
202617739 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Embrace the ultimate coastal lifestyle in Oahu’s premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-renowned Lanikai Beach, this extraordinary 16,125-square-foot level parcel presents an exceptional opportunity to construct a custom legacy estate. Significantly larger than the average lot size in the neighborhood, this cleared, buildable and surveyed property provides a pristine canvas for your architectural vision. Enjoy effortless ocean access just steps from your driveway—launch your paddleboard or kayak for an easy excursion to the iconic Mokulua Islands. Hike Ka'iwa Ridge to the WW II pillbox for sunrise and windward panoramic views. Enjoy the recreation, dining and social life that MidPacific Country Club offers in your own neighborhood. Comes complete with architect sketches for a gracious Kamaaina-style home designed for comfort and gracious island living. Recent Survey is available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appears on the market.

118 Kaiolena Drive, Kailua
138 Kailuana Place, Kailua
$2,999,999
3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 DOM
Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create the ultimate Hawaiian lifestyle. W/ deeded private beach access, this spacious residence invites you to start your mornings walking the white sands of Kailua Beach, enjoy an afternoon swim, & return home to your own private backyard oasis. Set on over 12,000 sqft of outdoor space, the fully fenced yard offers room to relax and entertain, w/ a private pool deck & outdoor sitting area. Inside, the generous floor plan provides plenty of space to live & gather, w/ new engineered hardwood floors throughout the main living area, updated bathroom w/ marble-top vanity, large laundry room, & a private office off one of the bedrooms. The home is ready for a fresh vision, offering the opportunity to renovate & create a residence uniquely your own while taking advantage of its exceptional size, layout, & location. W/ its corner lot, private pool, spacious floor plan, & unbeatable location in Kailua Beachside, this is a rare opportunity to create the beach home you’ve always dreamed of in one Oahu's most desirable communities.

138 Kailuana Place, Kailua
676 Mokapu Road, Kailua
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 202617659 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Live the Kailua lifestyle at 676 Mokapu—where beach days, poolside evenings & flexible island living come together in one exceptional 5BR/4BA home plus a bonus private-entry studio! The 3BR/2BA main residence offers two spacious living areas, a full kitchen & seamless access to a lush tropical yard with saltwater pool, jacuzzi, granite bar & built-in BBQ—an entertainer’s dream. The studio features its own yard, wet bar, full bath & massive walk-in closet. Upstairs, a separate-entry 2BR/1BA living space offers an open-concept kitchen/living area and picturesque wraparound lanai with views. Use the spaces together as one expansive home or enjoy private living areas for extended ohana, guests or potential rental income. 45 Owned PV, a 2-car garage with abundant storage & a large driveway add even more value. Near MCBH, Aikahi Shopping Center, Kailua Town, Castle Beach & Kailua Beach—enjoy morning walks, surf sessions, coffee runs, dining, boutiques & everyday conveniences. This is the Kailua lifestyle buyers dream about, with flexibility and income potential to create a legacy for generations. Don't Miss Out on this Legacy Home, Open Home Thursday 9:30 to 11:30am & Sunday 2 to 5pm!

676 Mokapu Road, Kailua
248 Pauahilani Place, Kailua
$2,998,000
5 Beds ⋅ 4 Baths ⋅ 202615511 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM
Act now! Final price improvement before Sellers continue renting this exceptional property. Property is being offered furnished! Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly coveted. With vaulted ceilings and lots of natural light, this home creates an airy and inviting atmosphere throughout. The dinning room sits off the kitchen with ceiling to floor windows. There is a separate studio space with a kitchenette, bathroom and side entrance with its own yard. creating opportunities for different living options. Outside, a private resort-style oasis awaits! The property is anchored by a massive wrap-around pool and a lush, manicured yard. Energy efficient with newly installed owned PV panels. The primary bedroom sits privately upstairs with a full bathroom, walk-in closet and a lanai that holds gorgeous Koolau Mountain views. This property is a must see! *Furniture can be included in the sale, some items have changed since photos, ask agent for details.

248 Pauahilani Place, Kailua
1411 Mokulua Drive, Kailua
$2,995,000
4 Beds ⋅ 3 Baths ⋅ 202619472 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
A TRUE LANIKAI BEACH HOUSE! Calling all water sports enthusiasts! Sandy feet, wet swim trunks & bikinis, surfboards, SUP boards, windsurfers & little groms are all welcome! Discover this sprawling, classic 1950s single-level beach house ideally located directly across the street from a prime ocean access lane in beautiful Lanikai! Designed for relaxed island living, the light-filled floor plan overlooks a spacious front lawn adorned w/ fragrant plumeria trees. Recently painted inside & out, the home features a generous living room with large picture window, an adjacent lounge area for gathering & entertaining, a charming dining alcove with built-in glass display cabinetry and a spacious galley kitchen with abundant counter & prep space. The primary suite enjoys lovely lawn views, an ensuite bath with walk-in shower & dual closets. Two additional bedrooms share a full bath, while the spacious fourth bedroom with interior connection also offers an exterior entrance, full bath & kitchenette, ideal for guests, a home office or gym. A wonderful opportunity to embrace the carefree charm of old Lanikai, where sun-filled days, ocean adventures and laid-back island living are a way of life!

1411 Mokulua Drive, Kailua
445 Kaimake Loop, Kailua
$2,995,000
6 Beds ⋅ 4 Baths ⋅ 202619508 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in sophisticated living. The main residence boasts a spacious 4 bedrooms, 3 bathrooms, highlighted by two en-suite bedrooms, an open-concept floor plan with high ceilings, a gourmet chef’s kitchen equipped with premium Thermador appliances, quartz countertops, contemporary cabinets, wine fridge, walk-in pantry, large laundry room, split AC, LVP flooring, solar water heater, sprinkler system, 220 outlet for your electric car, an expansive sliding glass doors that create a seamless indoor-outdoor transition. Step outside to a private, beautifully landscaped tropical oasis, complete with a sparkling swimming pool enhanced by the tranquil sound of a custom waterfall feature. Covered and open BBQ lanai, perfect for ultimate relaxation or elegant entertaining. ADU with 2 bedroom, 1 bath offers incredible versatility for guests, a home office, extended family or premium rental income with a separate electric meter. Enjoy ultimate living just minutes away from world-famous white sand beaches, boutique shopping, and dining.

445 Kaimake Loop, Kailua
50 Kalaka Place, Kailua
$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 DOM
See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Add your personal touches & create the lifestyle that suits you! Set on a private, fee simple level 10,002 sq ft. lot, this property offers mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. LAND….POOL….BEACH ACCESS….POTENTIAL! Four doors from beach access. Have fun in the sand...and take in the sunset!! Prestigious Kailua Beach...with miles of beautiful white sand!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua
41-37 Wailea Street, Waimanalo
$2,800,000
202612039 MLS ⋅ FS - Fee Simple Tenure ⋅ 136 DOM ⋅ Na BLDG.
Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incredible opportunity for investors and entrepreneurs alike. The property sports a three-bedroom residence, rented parking section leased by the post office and Business Zoned space for your imagination. With a vacant section on-site, this property invites various development possibilities. Situated just moments away from the popular Waimanalo Beach Park, this location attracts continuous pedestrian and vehicle traffic, ensuring a steady flow of potential customers. Whether you're looking to grow an established business, start a new venture, or take advantage of the property’s prime location, this versatile space has everything you need to make your vision a reality.

41-37 Wailea Street, Waimanalo
41-35 Wailea Street, Waimanalo
$2,800,000
3 Beds ⋅ 1 Baths ⋅ 202612038 MLS ⋅ FS - Fee Simple Tenure ⋅ 136 DOM
Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incredible opportunity for investors and entrepreneurs alike. The property sports a three-bedroom residence, rented parking section leased by the post office and Business Zoned space for your imagination. With a vacant section on-site, this property invites various development possibilities. Situated just moments away from the popular Waimanalo Beach Park, this location attracts continuous pedestrian and vehicle traffic, ensuring a steady flow of potential customers. Whether you're looking to grow an established business, start a new venture, or take advantage of the property’s prime location, this versatile space has everything you need to make your vision a reality.

41-35 Wailea Street, Waimanalo
45 Hoolai Street, Kailua
$2,800,000
202610761 MLS ⋅ FS - Fee Simple Tenure ⋅ 153 DOM
Rare opportunity to be the owner of a fee-simple, business zoned property in desirable Kailua. Centrally located in the heart of Kailua Town, with lots of foot traffic and drive-by traffic for high visibility. Perfect for the savvy investor, or do as the current owner and rent out 2 of the 3 units while you run your business out of the third. Current tenants on month-to-month and would like to stay. Owner's unit is vacant and easy to show. Great opportunity to get out from under the rising rents of Kailua and build equity while you build your business!

45 Hoolai Street, Kailua
41-51 Hinalea Street, Waimanalo
$2,790,000
202608942 MLS ⋅ FS - Fee Simple Tenure ⋅ 182 DOM
Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus 1-story Ohana unit, 1893sf. This gated & spacious property offers 11 bedrooms, 8 full bathrooms, idyllic office space. Stunning, unobstructed Ko’olaumountain views. Total of 2 kitchens, 2 wet bars and plus. Huge sizes for all living rooms, kitchens, bedrooms, etc. 11ft tall ceiling for main living room; 9ft tall for other areas. Tons of upgrades: lanai, auto metal gate, natural stones, metal roof, solid wood cabinets & double-door entries, hardwood floor, granite & quartz countertops, Quartz staircase, etc. If for rental, since so close to beach, high rental demands paying good price to generate good incomes.

41-51 Hinalea Street, Waimanalo
41-51 Hinalea Street, Waimanalo
$2,790,000
11 Beds ⋅ 8 Baths ⋅ 202608921 MLS ⋅ FS - Fee Simple Tenure ⋅ 182 DOM
Rare opportunity with great potentials, for either own family living or rental investment, easy to afford mortgage! Located only a few houses away from world-famous Waimanalo white sand beach! Ideal for own living to enjoy lots of space in highly desirable beach neighborhood. 5704sf living space, 6 private entrances on 11,250sf lot. This 2-story house, 3811sf was newly built in 2015. Plus 1-story Ohana unit, 1893sf. This gated & spacious property offers 11 bedrooms, 8 full bathrooms, idyllic office space. Stunning, unobstructed Ko’olaumountain views. Total of 2 kitchens, 2 wet bars and plus. Huge sizes for all living rooms, kitchens, bedrooms, etc. 11ft tall ceiling for main living room; 9ft tall for other areas. Tons of upgrades: lanai, auto metal gate, natural stones, metal roof, solid wood cabinets & double-door entries, hardwood floor, granite & quartz countertops, Quartz staircase, etc. If for rental, since so close to beach, high rental demands paying good price to generate good incomes.

41-51 Hinalea Street, Waimanalo
41-046 Hihimanu Street, Waimanalo
$2,650,000
5 Beds ⋅ 3 Baths ⋅ 202604504 MLS ⋅ FS - Fee Simple Tenure ⋅ 251 DOM
Welcome to the beach home of your dreams, where location and quality meet for Hawaiian-living perfection. Just a short stroll from the beach, this impeccable single-level residence offers the ultimate in relaxed seaside living. Imagine morning walks along the white sands of Waimanalo Beach, and afternoon swims in the calming blue waters. Step outside to your private backyard oasis, complete with saltwater pool, sauna, and covered entertaining areas. Adding exceptional value and versatility, a 1 bed/1bath unit with kitchenette, private outdoor space, and separate entrance is located at the rear of the home. Enjoy energy-efficiency with owned Photovoltaic panels and 3 Tesla batteries. With an ample amount of bedrooms and living spaces, you’ll have plenty of options for utilizing this home in any of the ways your heart desires. Whether you’re searching for a full-time home or a vacation getaway, this beachside gem checks every box. *Tax records differ from actual

41-046 Hihimanu Street, Waimanalo
151 Alala Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 DOM
Live that Kailua lifestyle! Single-level, classic Hawaii-style home, only steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the front yard of this oversized lot! Culdesac entry and plenty of parking, the home offers a sweeping open-concept layout, perfect for effortless indoor-outdoor living. Travertine flooring, open-beam wood ceilings, and windows galore welcome natural light and exquisite views, bringing nature in- a stunning backdrop. The expansive living area flows seamlessly to two covered lanais, both with ceiling fans and recessed lighting, perfect for entertaining or relaxing. The kitchen features wood cabinetry, a large island, bar seating, new appliances and warm finishes that complement the island aesthetic. New ceiling fans throughout too. Every feels like vacation, living in style and comfort amid landscaping that creates a peaceful, resort-like setting. Minutes from famous turquoise beaches, parks, dining, cafes, and charming Kailua shops, the spacious main home has 3 bedrooms, 2 baths and bonus room, plus an 800+sf garage conversion with private entry, used as 2 bedrooms, 1 bath, wet bar and second laundry.

151 Alala Road, Kailua
156C N Kalaheo Avenue, Kailua
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
WHAT WOULD IT TAKE TO MAKE THIS YOURS? Now offered at $2,550,000, this versatile Beachside property presents an exciting opportunity just three homes from Kailua Beach! Enjoy the flexibility of a four bedroom main residence plus a separate studio, ideal for extended living arrangements or potential rental income. With a history of approximately $10,000 per month in combined rental income, this property offers possibilities for both lifestyle and investment. Imagine living in one portion while generating income from the other, or enjoying the entire property as your own Beachside retreat. Do not just admire the photos or watch the video attached. Come experience the property firsthand. Morning walks on the sand, afternoon swims, and paddling before sunset. When the beach is this close, it becomes part of your everyday lifestyle!

156C N Kalaheo Avenue, Kailua
139 Hauoli Street, Kailua
$2,398,000
3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM

139 Hauoli Street, Kailua
409 Wanaao Road, Kailua
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 136 DOM
Now offered below tax assessed value — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms with a well designed kitchen and 2 living rooms. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for multi-family living, visitors or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage room, covered parking for a boat or large vehicle, outdoor shower & a fully fenced landscaped yard with and automatic gate for privacy. Wonderful location just minutes from world-famous Kailua Beach!

409 Wanaao Road, Kailua
1166 Akuila Place, Kailua
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 202617425 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Modern Kailua living meets a peaceful natural setting in Enchanted Lake! This beautifully renovated 3-bedroom, 2-bath home features soaring ceilings and an open layout that feels bright, spacious, and inviting. Enjoy new appliances, luxury vinyl flooring, an interior washer and dryer, and split air conditioning in every room. The centerpiece is the expansive 336-square-foot deck overlooking the Enchanted Lake wetlands, an exceptional space for entertaining, outdoor dining, or relaxing while taking in the tranquil surroundings. Move-in ready and designed for effortless indoor-outdoor living.

1166 Akuila Place, Kailua
1315 Kupau Street, Kailua
$2,228,000
6 Beds ⋅ 4 Baths ⋅ 202618361 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus room in the back. Featuring a heated built-in swimming pool, 45 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio on the 2nd floor with 680 square feet of living space! This is a large house with over 3,0000 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. Active cameras on property disclosure.

1315 Kupau Street, Kailua
445 Keolu Drive, Kailua
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 202615714 MLS ⋅ FS - Fee Simple Tenure ⋅ 78 DOM
Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open onto your huge covered deck surrounded by lush lakefront lawns, perfect for indoor/outdoor entertaining, or quiet rest. Contemporary, easy care plank ceramic tile flows throughout the home. The high performance kitchen design and quality appliances are a chef’s delight. Featuring a ground floor bedroom and full bath, a large upstairs primary suite with a huge walk-in closet and resort style bath with dual rain showers, split system and recessed ceiling ACs, an oversized garage with high ceilings and plenty of storage, an owned Photovoltaic system, and more! Fully fenced, attractively landscaped, and just a block to desirable Kaelepulu elementary school and park. Easy access to Kailua town’s vibrant fine dining, entertainment, and shopping district. Assumable VA loan at 2.25% interest with substitution of eligibility. A rare chance for waterfront living so call for your private showing today.

445 Keolu Drive, Kailua
1439 Akuleana Place, Kailua
$2,188,000
6 Beds ⋅ 4 Baths ⋅ 202605300 MLS ⋅ FS - Fee Simple Tenure ⋅ 232 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living or a savvy investment. Live in one, rent the other. The front home features luxury vinyl plank and tile flooring, with split AC units in the living room and primary bedroom. The back home is accessible via a private walkway and includes a usable lanai and a window AC. Both residences enjoy their own separate fenced yards and share a large swimming pool equipped with a removable Guardian Pool Fence, creating an ideal environment for entertaining. Designed for convenience and privacy, the homes feature separately metered electricity, and the water system is ready for sub-metering. Parking is plentiful, with a two-car garage, additional off-street parking for four cars, and ample street parking available. Located in a prime Kailua neighborhood, the property is just minutes from schools, parks, the Enchanted Lake Shopping Center, and downtown Kailua, with the beach only a short distance away.

1439 Akuleana Place, Kailua
1439 Akuleana Place, Kailua
$2,188,000
202605301 MLS ⋅ FS - Fee Simple Tenure ⋅ 232 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living or a savvy investment. The front home features luxury vinyl plank and tile flooring, with split AC units in the living room and primary bedroom. The back home is accessible via a private walkway and includes a usable lanai and a window AC. Both residences enjoy their own separate fenced yards and share a large swimming pool equipped with a removable Guardian Pool Fence, creating an ideal environment for entertaining. Designed for convenience and privacy, the homes feature separately metered electricity, and the water system is ready for sub-metering. Parking is plentiful, with a two-car garage, additional off-street parking for four cars, and ample street parking available. Located in a prime Kailua neighborhood, the property is just minutes from schools, parks, the Enchanted Lake Shopping Center, and downtown Kailua, with the beach only a short distance away.

1439 Akuleana Place, Kailua

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.

How much is your home worth?

Get instant property value now!