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$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 DOM
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua
$2,490,000
6 Beds ⋅ 4 Baths ⋅ 202608541 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM
Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 43 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/office on the 2nd floor. This is a large house with 3,536 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. MatterPort virtual walk through available in link under main picture.

1315 Kupau Street, Kailua
$2,700,000
5 Beds ⋅ 3 Baths ⋅ 202606811 MLS ⋅ FS - Fee Simple Tenure ⋅ 86 DOM
Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect balance of privacy and effortless indoor-outdoor living. High wood beam ceilings with rich detail and open-concept layout invites natural light and garden views throughout. Walls of windows perfectly frame a backdrop that is connected to nature. The spacious living area flows seamlessly to 2 covered lanais—perfect for entertaining or relaxing. The kitchen features wood cabinetry, large island, bar seating, new appliances, and warm finishes that complement the island aesthetic. It’s a retreat designed with both style and ease in mind, while the surrounding landscape creates a peaceful, resort-like setting. Minutes from famous beaches, parks, and charming shops and cafes of Kailua, this home delivers a lifestyle of morning beach walks, sunset paddles, and the quiet luxury of island living. The main home is spacious with 3 beds and 2 baths. Enjoy a separate, private entry, ample 800+sf rec area, with wet bar, bath, and second laundry, to be used for recreation, artist studio, exercise space, caretaker or guest area.

151 Alala Road, Kailua
$569,000
2 Beds ⋅ 2 Baths ⋅ 202608729 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM ⋅ Koolau Vista BLDG.
Koolau Vista - Move In Ready! Priced to sell! Great for First Time Buyer or Investor! Live in the Heart of Kailua Town! Minutes to Shopping, Dining, Beaches. Two Bedroom, 1.5 Bath Split Level Townhome. with One Covered Parking Stall. Vacant - Easy to Show! Being Sold As-Is.

350 Aoloa Street Unit C214, Kailua
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 202608250 MLS ⋅ FS - Fee Simple Tenure ⋅ 89 DOM ⋅ Bluestone BLDG.
Now priced under $1.5M! Welcome to Bluestone, one of Kailua’s most private and prestigious gated communities. Set on nearly 50 acres of lush grounds fronting Mid-Pacific Country Club and surrounded by preservation land, this 3-bedroom, 2.5-bath townhome offers rare privacy, sweeping golf course, Ko‘olau mountain, and sunset views, plus an attached full-size garage and driveway parking for two additional vehicles. Three covered lanais capture cooling trade winds and provide seamless indoor-outdoor living. Bluestone residents enjoy resort-style amenities including a pool, whirlpool, BBQ areas, recreation spaces, tennis/pickleball courts, sauna, and gated security with patrol. Ideally located in the hills of Kailua, just minutes from Lanikai Beach and the Pillbox hike, this is a rare opportunity to own a townhome style with attached garage in the prestigious community of Bluestone at $1,495,000 — one of the few under $1.5M. Come and see what the Bluestone community has to offer!

1150B Kamahele Street Unit #3002, Kailua
$4,098,000
5 Beds ⋅ 4 Baths ⋅ 202608270 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM
Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua
$1,798,000
5 Beds ⋅ 3 Baths ⋅ 202608144 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 DOM
With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned lighting and fixtures throughout. New HVAC system with whole-home AC, including a new split system addition. It's move-in ready and thoughtfully done. The layout is flexible — two bedrooms and a full bath on the main level for multi-generational living, guests, or a home office. Soaring ceilings and an open-concept living area flow to a spacious covered patio, making indoor-outdoor living effortless. Outside, a level, private backyard with mature pomelo, avocado, and bilimbi trees. Morning light, evening breeze, and the kind of view you don't get tired of. 49 owned solar panels with two large battery banks keep energy costs low. This is a rare opportunity in one of Kailua's most sought-after neighborhoods.

1614 Paukiki Street, Kailua
$1,498,000
3 Beds ⋅ 3 Baths ⋅ 202607772 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 DOM
Welcome home to this wonderful two story home that features 3 bedrooms and 2 1/2 bathrooms located in the highly desirable Kailua Bluffs neighborhood. Home features an open living area with soaring vaulted ceilings. Large covered patio located in back of home is perfect for BBQ with family and friends. Spacious primary bedroom with en suite bathroom. 2nd, 3rd bedrooms and 2nd bathroom is on the second floor. Half bathroom is located on the 1st floor. Just minutes away from world famous beaches, shops, dining and outdoor adventures. Don't miss this opportunity!

1479 Kanapuu Drive, Kailua
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 202607246 MLS ⋅ FS - Fee Simple Tenure ⋅ 99 DOM
Tucked back in the peaceful Keolu Hills neighborhood sits this charming single-story home. Located on a dead-end street, you’ll appreciate the minimal street noise and traffic. As you enter the property, you’re greeted by a large, covered lanai. The perfect place to welcome you home each day. As you open the front door, you’ll find the living room is open to the modern kitchen with an eat in dining area. One guest bedroom is off the dining area, perfect for an office or bedroom. While the second guest bedroom, full guest bath, and primary suite are on the opposite side of the home. The primary suite features an attached bathroom that’s been updated. And the guest bathroom has also been well maintained and renovated. Outside you’ll find another deck with built in seating that leads out to the terraced yard. You’ll love that the yard is fully fenced in. And the enclosed workshop serves as the perfect place to do your laundry while also offering extra storage in a secured area. This location is convenient to everything Kailua has to offer. World call beaches, restaurants, boutiques, grocery stores and more!

1342 Nanialii Street, Kailua
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 202606264 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM ⋅ Ka Malanai At Kailua BLDG.
MAJOR PRICE IMPROVEMENT! Here's your opportunity to secure a below-market VA loan at 2.25%! And the best part? It's open to both VA & non-VA buyers*!!! Approximate loan balance of $582K and monthly P&I of $2557, the interest savings and lower monthly payments offer a unique chance to live in one the most desired neighborhoods on O‘ahu in the heart of Kailua Town! Enjoy the island lifestyle without compromising modern conveniences - from world-class beaches to all your everyday needs i.e. shopping, dining, entertainment, and fitness centers - all while benefiting from the long-term cost savings! Price is what you pay upfront, cost is what you pay over time and this home arguably offers the greatest value! Move-in ready with fresh interior paint, NEW vinyl flooring in the bedrooms, and a NEW dishwasher and just awaiting your personal touches! Contact your agent to schedule a showing today! *Subject to lender & VA approval.

437 Kailua Road Unit 6102, Kailua
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202604866 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM ⋅ Ka Malanai At Kailua BLDG.
Newly priced - Light and bright - one of only 8 in the complex and offered for the first time since the original developer sale, this prime - front of the building - two-bedroom residence is located in the heart of Kailua and has a well-designed floor plan. The open living/dining/kitchen with big windows is a refreshing wonderful difference than other 2 bedroom layouts. The condo features triple pane front windows and double pane side windows for enhanced comfort and efficiency. A lanai off the primary bedroom is perfect for enjoying fresh island breezes. This floorplan is the largest two bedroom layout and has the wow factor. Laundry room is located off the kitchen. The bedrooms sit on either side of the living/kitchen/dining areas, giving more privacy. With brand new carpet and paint, central a/c and two parking stalls next to each other it sits ready for its new owner. Truly a special place.

471 Kailua Road Unit 3307, Kailua
$854,000
3 Beds ⋅ 2 Baths ⋅ 202607270 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM ⋅ Lakeview BLDG.
Welcome to one of the few 3-bedroom, 2-full bathroom homes available in the highly desirable Lakeview townhomes in Kailua’s Enchanted Lake. This well-maintained unit offers a functional layout with thoughtful updates throughout, including new window screens and blinds, updated bathroom sinks, refreshed kitchen cabinetry, and a new dishwasher. The split AC system has been improved with the condenser relocated below the home, creating additional usable lanai space ideal for relaxing or entertaining. The second floor unfolds into a private primary retreat, where the primary bedroom and bathroom are tucked away from the rest of the home with serene tree views. Enjoy one of the rare full lake view units in this community, with beautiful lake views and the added bonus of fireworks on the Fourth of July and New Year’s. Located just minutes from Kailua Town, beaches, and nearby schools, this home offers both convenience and a lifestyle that makes living on O'ahu truly special.

1237 Akipohe Street Unit 4C, Kailua
$3,495,000
3 Beds ⋅ 1 Baths ⋅ 202607560 MLS ⋅ FS - Fee Simple Tenure ⋅ 104 DOM
Prime Lanikai Location and Large, Level Land. This lot is 40% larger than a standard Lanikai lot and it’s just yards from the best of Lanikai’s sandy beach. New concrete block perimeter wall built by First Choice Concrete. Newly updated original 1930’s Cottage, currently tenant occupied. Collect rent while you finalize your building plans. This is the canvas to make your Lanikai dream a reality. (Property taxes can be significantly lower for owner-occupant)

119 Kuailima Drive, Kailua
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 202607472 MLS ⋅ FS - Fee Simple Tenure ⋅ 105 DOM ⋅ Bluestone BLDG.
Enjoy sweeping, unobstructed views of the golf course, majestic mountains, and a hint of ocean from the highly desirable Lanikai side of Bluestone. This well-maintained residence offers a kitchen with granite countertops, a stylish bathroom, and thoughtfully designed vinyl windows that bring in natural light and enhance overall comfort. A skylight further elevates the interior, filling the space with brightness and creating a warm, open atmosphere. Ideally situated near beautiful beaches, shopping, and dining, this home delivers both convenience and the best of island living. A strong investment opportunity with excellent rental appeal in a highly sought-after community.

319 Kaelepulu Drive Unit 202, Kailua
$12,995,000
3 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure ⋅ 107 DOM
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua
$2,195,000
5 Beds ⋅ 3 Baths ⋅ 202607327 MLS ⋅ FS - Fee Simple Tenure ⋅ 109 DOM
Recently reintroduced to the market, this spacious 5-bedroom, 3-bath single-family home sits on a large, level lot in the desirable Kailua neighborhood. Its thoughtful layout provides flexibility for multi-generational living, home offices, or extra space. Enjoy a seamless indoor-outdoor flow with a generous yard, ideal for entertaining or future expansion. Conveniently located near schools, shopping, and beaches, this is a rare chance to own a well-sized home with room to grow in one of Oahu’s most sought-after communities. Move-in ready and available for purchase "as is."

1091 Alahaki Street, Kailua
$1,055,000
2 Beds ⋅ 2 Baths ⋅ 202605748 MLS ⋅ FS - Fee Simple Tenure ⋅ 113 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience elevated island living in Kailua's newest condominium community Ka Malanai built in 2014. Perfectly positioned in the most desirable part of the complex, this home features central AC, a spacious open layout and a large kitchen with abundant counter space, perfect for cooking and entertaining. The primary suite offers a walk-in closet and ensuite bath with dual vanities, a soaking tub, and a walk-in shower. Step out onto the private lanai, accessible from both the living room and primary suite. Additional highlights include 2 covered parking stalls and storage for beach essentials such as surfboards, canoes, kayaks, and bikes. Freshly painted interiors and brand new bedroom carpeting make this residence truly move-in ready. Amazing Kailua town location just steps from the town center with shops, dining, Target, Whole Foods and more. Kailua District Park is right across the street, offering tennis, pickleball, basketball, and a swimming pool, while the world-renowned Kailua Beach is only moments away. This pet-friendly residence delivers the ultimate in modern island living, live the Kailua dream with everything you need just steps from your door. Also offered for rent!

471 Kailua Road Unit 3106, Kailua
$1,625,000
3 Beds ⋅ 2 Baths ⋅ 202606840 MLS ⋅ FS - Fee Simple Tenure ⋅ 116 DOM
ACCEPTING BACK-UP OFFERS! VA ASSUMABLE LOAN at 2.75% available for qualified buyers. Beach-close Kalama Tract home located less than two blocks from the beach and minutes to Kailua Town. This unique property showcases bold colors, artistic design elements, and a distinctive floor plan, offering a home with character and creative flair. Must see! The flexible layout features 2 bedrooms and 1 bath on the main level, plus a separate upstairs 1-bedroom, 1-bath unit with a kitchenette, for guests or extended living. Two flex spaces on the main level for an extra bedroom, office, or family room, plus a separate laundry area. Outdoor features include a saltwater pool and jacuzzi, perfect for enjoying Kailua’s relaxed lifestyle. Energy-efficient upgrades include PV panels with Tesla Powerwall, solar blankets for pool heating, and a 220V EV charging service. Approved plans and open permit already in place to build up and expand, offering a rare opportunity to add value while saving significant time and costs in the permitting process. A great opportunity to own a property with flexibility in one of Kailua’s most desirable neighborhoods. Enhanced Photos.

185 Ulupa Street, Kailua
$412,500
1 Beds ⋅ 1 Baths ⋅ 202606606 MLS ⋅ FS - Fee Simple Tenure ⋅ 119 DOM ⋅ 75 Kihapai BLDG.
Recently renovated, this one-bedroom single level unit on the ground floor features a covered lanai that is gated for privacy and includes one designated parking spot. In addition to a new split AC, flooring, kitchen countertops and cabinets, bathroom shower and shelving, during the renovation the water lines and vent/sewer stacks were upgraded. PLUS it has an exterior storage unit in the backyard along with a clothesline and washing machine.  Enjoy the trade wind breezes and natural lighting. Stay cool in the Saltwater pool on hot summer days. Furnishings included. Tenant would like to stay on.  VA Approved.

75 Kihapai Street Unit 3, Kailua
$649,000
2 Beds ⋅ 2 Baths ⋅ 202605842 MLS ⋅ FS - Fee Simple Tenure ⋅ 127 DOM ⋅ Windward Passage BLDG.
Enjoy island living in this beautifully situated 2-bedroom, 2-bath condo in the heart of Kailua. Offering 956 sq ft of interior space plus a generous 92 sq ft lanai, this residence features floor-to-ceiling windows that fill the home with natural light and capture an indoor-outdoor lifestyle. The well-maintained, pet-friendly building offers a full suite of amenities including a pool, fitness center, tennis courts, storage, bike and surf racks, on-site manager, security, and fire sprinklers. Added convenience with in-unit washer/dryer. Ideally located just minutes from shopping, dining, and world-famous beaches, this is an exceptional opportunity to enjoy the best of Kailua living.

322 Aoloa Street Unit 309, Kailua
$3,880,000
3 Beds ⋅ 3 Baths ⋅ 202605289 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior paint, vinyl plank flooring, new carpet, and an open chef’s kitchen featuring custom cabinetry, quartz countertops, and a spacious 10’ island. An expansive primary suite overlooks the pool deck with canal and majestic Ko’olau Mountain views. Designed for effortless indoor/outdoor living, there are multiple lanais along with a swimming pool—ideal for entertaining and everyday relaxation. Lush landscaping on the 14,866 sq ft lot enhances the already tranquil setting. The cul-de-sac location maximizes the already private location. An owned photovoltaic system with a net metering agreement adds energy efficiency. Just minutes from Kailua’s beaches, shopping, and dining, this home offers elevated island living in one of Oahu’s most desirable neighborhoods.

1110 Ilikala Place, Kailua
$2,188,000
6 Beds ⋅ 4 Baths ⋅ 202605300 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 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
$2,188,000
202605301 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 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
$2,495,000
9 Beds ⋅ 4 Baths ⋅ 202605514 MLS ⋅ FS - Fee Simple Tenure ⋅ 138 DOM
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with five years of strong rental history. Please do not disturb tenants.

451 Lanae Way, Kailua
$1,649,000
6 Beds ⋅ 3 Baths ⋅ 202605034 MLS ⋅ FS - Fee Simple Tenure ⋅ 141 DOM
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.

837 Oneawa Street, Kailua
$839,000
3 Beds ⋅ 2 Baths ⋅ 202603858 MLS ⋅ FS - Fee Simple Tenure ⋅ 141 DOM ⋅ Gardenia Manor BLDG.
VA assumable loan at 2.75%! Nestled in the heart of Kailua, this beautifully remodeled end-unit offers a prime location within the complex. Conveniently situated near the elevators and covered parking stalls, this single-level home features a highly sought-after floor plan with no stairs—perfect for easy living. Inside, you'll find modern upgrades including sleek granite countertops, durable vinyl flooring, and a built-in wine fridge, ideal for entertaining or relaxing in style. The spacious living room opens to a private lanai where you can enjoy morning coffee and gentle island breezes surrounded by peaceful treetop views. The primary bedroom also features its own lanai, creating a quiet retreat to unwind. Just minutes away are Kailua’s iconic beaches with soft white sand and turquoise water, along with boutique shops, trendy cafes, and local farmers’ markets. Whether paddleboarding at Kailua Beach, exploring nearby hiking trails, or enjoying the laid-back island lifestyle, this location truly offers it all. Don’t miss this rare opportunity to own a move-in-ready gem in one of Oahu’s most desirable communities.

333 Aoloa Street Unit 204, Kailua
$795,000
2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM ⋅ Windward Passage BLDG.
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.

322 Aoloa Street Unit 505, Kailua
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 202600852 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience the convenience and charm of life in the heart of Kailua with a rare feature that sets this home apart: THREE assigned parking stalls. A true rarity in Kailua, the additional stall offers flexibility for multiple vehicles, visiting guests, or even potential rental income by leasing the extra stall to another resident. Moments from world-famous beaches, popular dining, shopping, cafes, and everyday essentials, this beautifully maintained 2-bed/2-bath condo offers an exceptional opportunity to enjoy one of Oahu's most desirable communities. Built in 2017, this modern residence combines comfort and style with central AC, stainless steel appliances, and a bright open-concept layout that extends seamlessly to a spacious covered lanai. The generous primary suite serves as a private retreat, featuring a walk-in closet and a spa-inspired bath with a separate soaking tub. Ka Malanai offers beautifully landscaped courtyards, BBQ areas, gathering spaces, and secure bike, surfboard, and kayak storage. Conveniently located near Kailua Beach Park, Kailua District Park, Whole Foods, Target, and the many shops, restaurants, & services that make Kailua such a special place to call home.

409 Kailua Road Unit 7106, Kailua
$4,350,000
6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua
$650,000
2 Beds ⋅ 2 Baths ⋅ 202601936 MLS ⋅ FS - Fee Simple Tenure ⋅ 179 DOM ⋅ Meridian East BLDG.
Discover a premier opportunity to own one of the few condos in Kailua Town offering true 180-degree OCEAN VISTAS. This freshly painted unit features modern light fixtures, cool tile floors and an unbeatable location close to world-famous Kailua Beach The vibrant shops and restaurants of downtown Kailua are right out your door. Enjoy unmatched convenience with Kailua District Park—featuring tennis, pickleball, a skate park and an Olympic-sized pool—only one block away. Within the building, you'll find a welcoming community complete with a lush herb garden, saltwater pool, and a covered area for social gatherings on the recreation deck. Includes a premium parking spot located directly next to the elevator for effortless access and in the gated garage you'll find bike and surfboard storage for your convenience.

14 Aulike Street Unit 904, 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.