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821 Kainui Drive, Kailua
$2,400,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 101 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

539 N Kainalu Drive, Kailua
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 202514176 MLS ⋅ FS - Fee Simple Tenure ⋅ 259 DOM
Step into your own private Kailua oasis, just one block from the Kai One (89b) beach access and the beautiful and pristine white sands of Kailua Bay. This thoughtfully designed home offers a flexible open floor plan with three bedrooms in the main front section that for privacy can be separated from the rear portion of the home, which entails an entertainment room with wet bar along with a spacious upstairs living area, and an additional bedroom - all with their own private entrance. Mature tropical landscaping creates peaceful, secluded yard spaces, while the expansive level backyard offers a blank canvas for endless possibilities. Enjoy multiple serene outdoor living areas in both the front and backyards, enclosed by lava rock walls and privacy fencing. Additional highlights include a state-of-the-art EcoShade aluminum trellis, an outdoor shower, a dedicated storage room, and a covered breezeway storage locker—perfect for surfboards, bikes, and more.

539 N Kainalu Drive, Kailua

1182 Akuila Place, Kailua
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 202604990 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Welcome to your lakefront retreat in coveted Enchanted Lake. Tucked away on a quiet cul-de-sac, this fully renovated 4-bedroom, 3-bath home offers the perfect blend of privacy, flexibility, and modern island living. With direct lake frontage and breathtaking views of the Olomana peaks, the setting feels peaceful and picturesque from sunrise to sunset. The open-concept interior is designed for both everyday comfort and entertaining, featuring an oversized pivot entry door, split A/C in every room, and a beautifully updated kitchen with Bosch stainless steel appliances. An oversized patio and expansive bifold doors create seamless indoor-outdoor living, perfect for gatherings and relaxed island evenings. The flexible layout provides ideal separation for multigenerational living, guests, or extended family. Step outside to your private backyard oasis complete with a pool, jacuzzi, and sweeping lake views. A spacious 2-car garage adds convenience and storage. Rarely available, move-in ready, and set in one of Kailua’s most desirable neighborhoods. This is lakefront living at its best.

1182 Akuila Place, Kailua

725 Paopua Loop, Kailua
$2,385,000
3 Beds ⋅ 3 Baths ⋅ 202605891 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 DOM
Elegantly renovated single-story featuring 3 beds,2 baths, PLUS a 600 sq. ft. permitted ADU above the garage with separate entrance, full kitchen capability, a third bath and is ideal for family, guests, or rental. The main home showcases a thoughtfully designed layout with luxury vinyl and marble tile flooring, recessed lighting, & upscale finishes. The living area is enhanced by a striking high beamed ceiling, creating an airy, sophisticated ambiance and is complemented by a sleek, designer-style console and mounted TV that anchor the space with a refined, modern aesthetic. The chef’s kitchen is beautifully appointed with Caesarstone countertops, custom cabinetry with Blum soft-close and servo-drive motorized push-to-open hardware-opening with a light touch and closing at the press of a button, & a charming dining alcove, all flowing seamlessly. Enjoy indoor-outdoor living with covered lanais on two sides and a private, fenced yard. The hot tub and outdoor shower are perfect after a day at Kailua Beach. Additional highlights include a spacious garage with a storage/laundry room. Although no gas appliances in the home at this time- the street does have propane connection

725 Paopua Loop, Kailua

157 Makawao Street, Kailua
$2,375,000
5 Beds ⋅ 3 Baths ⋅ 202523832 MLS ⋅ FS - Fee Simple Tenure ⋅ 74 DOM
Experience the best of both worlds with this exceptional property, offering a sprawling yard and quick access to the beach. This home has been elegantly upgraded with premium materials, and you'll stay comfortable year-round with the outstanding split AC systems throughout. Featuring 5 bedrooms and 3 full bathrooms, this residence provides an ideal blend of ample living and outdoor space, set on a generous 12,716 sq ft lot. Enjoy the vast expanse of lush, flat green grass, perfect for play, alongside an outdoor open lanai for entertaining friends and family. Plus, delight in picking fresh citrus for your beverages from the yard's fruit trees. Just a short walk to the stunning Kailua Beach, this incredible home makes sunrise views, swimming, kiteboarding, surfing, and paddling effortlessly accessible!

157 Makawao Street, Kailua

1461 Aunauna Street, Kailua
$2,362,500
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 109 DOM
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

1185 Kahili Street, Kailua
$2,350,000
4 Beds ⋅ 2 Baths ⋅ 202525046 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 DOM
Welcome to this stunning 4-bedroom, 2-bath waterfront residence. Grand sliding doors open to an expansive covered lanai with vaulted ceilings overlooking a sparkling pool, relaxing hot tub and a panoramic view of the tranquil lake. This freshly painted home offers a bright and open concept floor plan seamlessly merging indoor and outdoor living spaces, perfect for entertaining or simply enjoying quiet moments. The spacious primary suite is thoughtfully separated from the other bedrooms for added privacy. Enjoy modern comforts throughout, including a gourmet kitchen, laminate flooring, upgraded vinyl windows and doors and energy savings from owned PV panels. Included with this home is a party barge, a great place to sit, relax and sip on your favorite beverage. Whether you’re hosting gatherings with friends or enjoying peaceful evenings by the lake, this home is sure to impress.

1185 Kahili Street, Kailua

445 Iliwahi Loop, Kailua
$2,310,000
4 Beds ⋅ 3 Baths ⋅ 202611972 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.

445 Iliwahi Loop, Kailua

580 Papalani Street, Kailua
$2,310,000
4 Beds ⋅ 4 Baths ⋅ 202610584 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM
Embrace premier Kailua waterfront living at 580 Papalani St. Extensively renovated in 2022, this beautiful canal-front home blends modern comfort with seamless indoor-outdoor island living. The light-filled, open-concept layout flows to a spacious covered patio, a landscaped yard, a tropical waterfall pool, and a private boat dock with direct ocean access for kayaking or paddleboarding. The versatile 4-bedroom, 4-bath floor plan features generous ensuite bedrooms, a large den, and a new 2-bed, 1-bath second-floor addition. Designed for efficiency, the home is equipped with thirty-seven owned PV panels, two Tesla batteries, six Mitsubishi split A/C systems, and two tankless water heaters. Complete with parking for up to three vehicles plus recreational gear, and conveniently situated just moments from Kailua Town’s schools, beaches, shopping, and dining, this property is priced to sell. Act now to personalize and complete the updates. Don’t miss this incredible opportunity.

580 Papalani Street, Kailua

925 Aalapapa Drive, Kailua
$2,300,000
4 Beds ⋅ 2 Baths ⋅ 202601462 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM
Rare opportunity to own a prime Lanikai property held by the same family for over 50 years. Situated on a generous 12,032 sq. ft. lot, this 4-bedroom, 2-bath home w/ 2 car enclosed garage offers abundant parking and potential to expand, renovate, or create a custom island retreat Located just one block from one of the widest sandy stretches of world-famous Lanikai Beach, the home features a spacious covered balcony ideal for enjoying sunrise views and cooling trade winds. Recent improvements include a rebuilt front staircase in 2025, a replaced roof in 2023, and a freshly painted interior (2025).This desirable location provides a convenient exit from Lanikai for commuters, is close to Mid-Pacific Golf & Country Club, and is in the coveted Ka?ohao Public Charter School district. Lanikai is known for its close-knit community and annual events such as canoe races, an 8K run, and the Lanikai Holiday Craft Fair. Enjoy exceptional island living with swimming, snorkeling, paddling, kayaking, or simply relaxing on the white sandy shores of one of the world’s most celebrated beaches. Experience the timeless beauty and unmatched lifestyle that Lanikai has to offer. Sold as is.

925 Aalapapa Drive, Kailua

1269 Maleko Street, Kailua
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 202608893 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Nestled along side the beautiful Ko'olau mountain range in one of Oahu's most sought-after locations is this tastefully renovated Maunawili Estates home. The property boasts an open layout with 20+ foot ceiling heights while being surrounded by lush landscaping, fully fenced custom tile lap pool, newly painted house, 39 wondered PV panels and gorgeous Ko'olau mountain views. Enjoy the tranquil experience of watching and listening to the Oma'O Stream flow down the mountain just outside of your backyard. Step inside to discover the spacious, newly tiled home where abundant natural light fills every room to showcase the thoughtfully updated contemporary finishes, while blending island-inspired elegance with modern comforts. Attention to detail and pride in this home is refreshing. You don't want to miss out on this beautiful property.

1269 Maleko Street, Kailua

325 Hamakua Drive, Kailua
$2,239,500
3 Beds ⋅ 3 Baths ⋅ 202605416 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM
LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and features a LARGE 14,756sf lot, open floorplan, high ceilings, quiet cul-de-sac, ample storage, natural lighting, multiple fruit trees, cool trade winds, very private, beautiful pool, split AC’s, large yard, & large open lanai space perfect for children, pets, and entertaining family & friends. This home is conveniently located near, Kailua Town, Kaneohe Bay, H3/Pali/Likelike, Kaneohe Marine Base, world famous Kailua Beach, Lanikai, restaurants, schools, grocery stores, parks, bus stops, beaches & more...Don’t miss this opportunity!!

325 Hamakua Drive, Kailua

1142 Mokapu Boulevard, Kailua
$2,229,100
4 Beds ⋅ 4 Baths ⋅ 202606138 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Island luxury abounds in this newer-built single-family residence in Kailua. Very privately situated, and tucked behind a gated driveway, the CPR home welcomes you with expansive parking and 2+ car garage. Soaring ceilings and open entry foyer set the tone for a light-filled, spacious interior. The open-concept living area features built-in entertainment center and flows seamlessly to a covered lanai, where tranquil canal views and sunrise hues create a serene daily backdrop over the lush landscaping. A chef’s kitchen is appointed with quartz, high end appliances, gas, and a decked out indoor butler pantry/laundry area, perfect for entertaining and everyday living. Upstairs, the primary suite is a peaceful retreat with huge walk-in closet and a glass-enclosed shower, dual vanities. Two additional bedrooms, and hallway bath with tub. A separate downstairs bedroom suite with exterior access, full bath, and walk-in closet provides flexibility for guests, multigenerational living, or a private workspace. LVP flooring, quality craftsmanship and thoughtful design complete this exceptional opportunity to enjoy modern Kailua living indoor and out, your personal paradise.

1142 Mokapu Boulevard, Kailua

976 Kalawai Place, Kailua
$2,215,000
6 Beds ⋅ 4 Baths ⋅ 202522102 MLS ⋅ FS - Fee Simple Tenure ⋅ 119 DOM
Experience island living with this turn-key 6-bedroom, 4-bath Kailua retreat! Located on a private cul-de-sac, this home offers a resort-style lifestyle with a pool, waterfall feature, and lush tropical landscaping — creating a private oasis perfect for relaxing or entertaining. The spacious floor plan connects open living and dining spaces to outdoor lounging areas, including a pool deck, garden sanctuary with mango trees, and gazebo with sweeping views of the majestic Ko Olau mountain range. Both levels offer a primary suite, two additional bedrooms (three per floor), a washer and dryer, and generous living areas — ideal for multi-generational living or hosting with ease. The upper level features a wet bar and flexible lounge space, perfect for a media room, game room, or private guest retreat. Throughout the home, there is rich hardwood and bamboo flooring while the chef-inspired kitchen boasts stainless steel appliances and wrap-around countertops. Energy efficiency with an owned photovoltaic system featuring 32 net-metered panels. All of this is set in Enchanted Lake close to dining and shopping, premier golf courses, and some of Oahu’s most beautiful beaches.

976 Kalawai Place, Kailua

340 Ilimano Street, Kailua
$2,200,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM
Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, chef’s kitchen with gas range, pantry, indoor laundry room, & screened in bonus room, perfect for outdoor dining, or flex space. The primary suite is separated from the other 3 bedrooms with a custom closet and lg bathroom w/walk-in shower and freestanding tub. Step out to a sparkling pool, mature landscaping and multiple lanais. The vaulted breezeway leads to the additional bedrooms with a new custom Murphy bed in the middle bedroom. Spacious enough for a built in bar plus a home office. Louvered shutters throughout, solar shades in the kitchen, new fans and designer paint. A 24-panel owned photovoltaic system with battery storage on a new ’24 roof. All new windows and doors framing mountain and mature garden views. Split AC system throughout plus a gas range and two large propane tanks for a VERY energy efficient home! Plans to enclose the carport into a 2 car garage are in the permitting process! Minutes to military base, the beach, H-3, Pali and Likelike and a short stroll to great local schools.

340 Ilimano Street, Kailua

427 Akoakoa Place, Kailua
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 202606616 MLS ⋅ FS - Fee Simple Tenure ⋅ 114 DOM
This elegant, fully remodeled & equipped, single level home on a cul-de-sac, is an oasis and is ready for you to move in now. Mango Tree! Two Lanais!! Open kitchen w/ large, center island includes Cambria Quartz Counter Tops, pop-up outlets & self-closing drawers. This home has fine Miele appliances, including a steam convection oven. In addition, a Wolf Gas Cooktop Range & Zephyr Hood. Dining room opens to Lanai. Fully hidden sliding glass doors open LR onto private lanai w/ cedar ceiling, fire feature and wet bar. The MBR has a tray ceiling & walnut closet features, rain shower head & “floating cabinets” in main bath. Large, Spa Hot Tub with Pergola & outside heated shower! Insulated walls & Photovoltaic Solar, On Grid Electrical, Three Battery Back-Up Power Panels & Gas provide unparalleled energy benefits. Separate laundry room. Upgrades include: Three Instant Hot Water Heaters, Coastal Storm Windows, Cathedral Ceiling & Skylights, Minka-Aire Ceiling Fans, Bamboo Floors, 240 Volt Car Charger, Enhanced gutter & yard drainage, Extra storage & tool shed. Access to the Beach, Kailua Town shops & Castle Adventist Hospital.

427 Akoakoa Place, Kailua

403 Lokelau Place, Kailua
$2,200,000
6 Beds ⋅ 4 Baths ⋅ 202520876 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM
BRAND NEW CONSTRUCTION WITH ADU, a few blocks to Kalama Beach Park. Opportunity to live in a brand new home, high quality construction with lovely finishes throughout. This expansive floor plan offers many possibilities and is ideal for multi-generational living and rental income potential. This beautiful brand new build boasts a total of 6 beds/4 baths, a wetbar, 2 kitchens, 2 laundry facilities and 2 separate electric meters. Other features include shaker cabinets, quartz countertops, stainless steel appliances, wine fridge, pantry, split AC, LVP flooring, solar water heater, sprinkler system and 220 outlet for your electric car. Main living room with high ceiling and sliding door opens out to a trellis with yard where you can spend time with family and friends, great for barbeque and entertainment. Enclosed 3 car garage with extra parking. Minutes away to Target, Whole Foods, Buzz’s steak house, Kalapawai Market, schools, parks, golf course, eateries and shops. Easy access to H-3, Likelike & Pali Hwy.

403 Lokelau Place, Kailua

211 Aikahi Loop, Kailua
$2,200,000
5 Beds ⋅ 2 Baths ⋅ 202518267 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM
This impeccably renovated, turnkey single-level home in Kailua's highly desirable Aikahi Park neighborhood blends comfort, elegance and island living at its finest. Featuring a spacious, open floor plan, the home is ideal for entertaining – welcoming you with a bright living room that flows seamlessly to a large eat-in kitchen. Custom sliding wood doors connect the kitchen to a sparkling 8-ft deep pool, perfect for sunset barbecues and evening relaxation. With five bedrooms, there’s ample space for family, guests or multiple home offices. Eye-catching details include rare coral tile flooring in the main living area and primary suite, and beautifully carved teak bathroom vanities, barn and pocket doors. Custom wood kitchen cabinetry and entry doors add to the warmth and charm. This double-wall construction home features new insulated board-and-batten siding, vinyl sliding windows, and 8-foot ceilings with recessed lighting. A 2-car garage offers additional storage and convenience. Located just minutes from Kailua Town’s restaurants, boutiques, coffee shops, farmers’ markets, H-3 access, world-famous Kailua Beach and the turquoise waters of Kailua Bay. Don’t miss the video tour!

211 Aikahi Loop, Kailua

361 Iliaina Street, Kailua
$2,190,000
4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

323 Iliaina Street, Kailua
$2,160,000
4 Beds ⋅ 3 Baths ⋅ 202520664 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM
Fall in love with Kailua living in this beautiful home with luxury upgrades in the highly desirable Kalaheo Hillside neighborhood. The open floor plan and spacious layout with vaulted ceilings invite light and connection, seamlessly flowing into the living and dining areas creating the perfect gathering space. Appreciate the modern kitchen with quartz countertops, white cabinetry, and stainless steel appliances with luxury vinyl plank flooring and split AC throughout, providing both luxury living and comfort. The spacious yard invites outdoor gatherings also offering the potential for a legal ohana unit with included architectural plans. Perfectly situated for ocean lovers, this home is just minutes from Kailua Beach, Kaneohe Bay, and Kaneohe Yacht Club perfect for surfing, paddling, sailing, or simply enjoying the turquoise waters. The prime location offers everyday convenience with Aikahi Shopping Center, Kaneohe Marine Base, and quick access to H-3. This home enjoys access to schools including Aikahi Elementary, Kailua Intermediate, and Kalaheo High. Experience the best of island living where comfort, convenience, and coastal lifestyle come together in one exceptional home.

323 Iliaina Street, Kailua

415 Iana Street, Kailua
$2,150,000
4 Beds ⋅ 4 Baths ⋅ 202609261 MLS ⋅ FS - Fee Simple Tenure ⋅ 153 DOM
At the end of a quiet, no-through-traffic cul-de-sac on Iana Street, this 4-bedroom, 4-bath home is surrounded by golf course and canal front homes and built around an open layout that connects the kitchen, dining, and living areas into one bright, easy-flowing space. The living room has vaulted ceilings and large Pella windows and doors that pull in natural light and tropical views. The kitchen and dining area feature double wall construction and bullnose corners, giving the space a clean, updated feel. The remodeled kitchen itself has granite counters, custom cabinetry, travertine floors, a gas cooktop, and dual sinks. A dedicated home office and a separate art studio add flexibility beyond the four bedrooms. The backyard has a saltwater pool with flagstone decking, a gazebo, and mature landscaping on a level 9,912 sq. ft. lot, with the 7th fairway of Mid-Pacific Country Club as a quiet, green backdrop. The home is equipped with 39 owned PV panels and six split A/C systems. A rare mix of open, updated living space and privacy on one of Kailua's most desirable streets.

415 Iana Street, Kailua

214 Kakahiaka Street, Kailua
$2,125,000
4 Beds ⋅ 2 Baths ⋅ 202605694 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
Nestled in one of Kailua’s most sought-after neighborhoods, this exceptional 4-bedroom, 2-bath residence sits on over 10,000 sq ft of land and offers the perfect blend of island elegance and everyday comfort—just moments from the beach. Thoughtfully updated, the home features a beautifully renovated kitchen with sleek quartz countertops and newly remodeled bathrooms designed with modern style in mind. Skylights throughout the home invite an abundance of natural light, creating a bright and airy ambiance. A separate living room offers a welcoming space for quiet relaxation, while the expansive family room opens seamlessly to a level, enclosed yard—ideal for entertaining, outdoor dining, and enjoying Kailua’s indoor-outdoor lifestyle. With generous space, tasteful upgrades, and an unbeatable location near the beach, this home is a rare opportunity to experience the very best of island​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ living.

214 Kakahiaka Street, Kailua

115 Aikahi Loop, Kailua
$2,125,000
6 Beds ⋅ 4 Baths ⋅ 202605313 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM
This could be just what you've been looking for! Ideal for two family living or great rental potential. The main house is 1,765 sq. ft. with 4 bedrooms and 2 full baths. In 2004 a large addition was added with 2 bedrooms, 1.5 baths and 1,266 sq. ft. of living area plus an upstairs deck lanai. This area can be opened to the main house or used as a separate living area. It even has its own laundry room. The Sellers had it rented for $3,050/month. The main house gives you a nice open floor plan with an addition off the dining area that can be a family room or home office space. There's also an extension off the primary bedroom that creates a primary suite that opens out to the pool. There are 38 owned PV Panels too. Located on the quiet end of Aikahi Loop with easy walking distance to Aikahi Shopping Center for dining and shopping. Kailua Beach is right around the corner. This one is a rare find! It's well worth coming by to take a look!

115 Aikahi Loop, Kailua

341-D Kihapai Street Unit D, Kailua
$2,125,000
5 Beds ⋅ 4 Baths ⋅ 202519048 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
A beautiful storied home where favorite mele of our island home were written & sung under a hula moon. Spectacular sunset & Koolau views are framed by coconut trees & the adjoining serene Kawainui Marsh, Hawai'i’s largest ancient freshwater fishpond & habitat for endangered waterbirds. The beautifully remodeled spacious main residence features a designer coastal palette highlighting the beachy vibe that makes Kailua a global favorite. Thoughtful designer touches for ease, comfort, and beauty. Easy island living. Private. Peaceful. The main home easily offers an option for two distinct living areas, ideal for flexibility or multigenerational use. A thoughtfully remodeled fully permitted 2-story cottage with full bath offers additional space for guests, a private office, home school, or simply more living space. This home is about our island lifestyle. It's about melodic treasures, kanikapila, & gorgeous views. The backyard has been featured in several sunset ad campaigns for well-known brands. Just minutes to vibrant Kailua Town and world-famous Kailua Beach, this property blends ease, cultural heritage, and the beach lifestyle ...all in one truly rare offering.

341-D Kihapai Street Unit D, Kailua

1340 Aupupu Street, Kailua
$2,107,000
4 Beds ⋅ 4 Baths ⋅ 202524504 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
Welcome to your Kailua dream home! This newly renovated 4-bedroom, 3.5-bath property is tucked away in the peaceful Hillcrest neighborhood, offering beautiful ocean and mountain views from nearly every angle. Step inside to a bright, open living space with modern finishes and plenty of natural light. The flexible floor plan includes a separate studio with a private entrance, great for guests, extended family, or potential rental income. With over 10,000 square feet of land and R-5 zoning, there’s lots of room to enjoy outdoor living — and even the possibility to expand. The blank landscaping canvas gives the buyer the opportunity to consider a pool or large flat yard with breathtaking views. Relax on the lanai, enjoy the cool trade winds, and take in the stunning Kailua scenery. You’ll love the convenient location just minutes from Kailua Town, shops, restaurants, and world-famous beaches. Buyer and Buyer’s Agent to do their own due diligence regarding any development opportunities.

1340 Aupupu Street, Kailua

565 Auwina Street, Kailua
$2,105,000
4 Beds ⋅ 2 Baths ⋅ 202613279 MLS ⋅ FS - Fee Simple Tenure ⋅ 29 DOM
A rare Kailua opportunity in a highly desirable location. Situated on a spacious 10,000+ sq. ft. lot, on a cul-de-sac, this beautifully updated single-level 4-bedroom, 2-bath home offers the perfect blend of island living, modern comfort, and convenience. Enjoy being just minutes from Kailua Town, world-famous Kailua Beach, restaurants, shopping, and everything this special community has to offer. Designed with a comfortable and functional layout, the home features an inviting flow between the living spaces, updated kitchen and bathrooms, and a covered lanai that extends your living area outdoors. The expansive yard provides space to gather, garden, play, or simply enjoy your own private retreat surrounded by island favorites including a mango tree and beautiful plumeria. Thoughtful improvements add tremendous value, including a new roof completed in 2024, 27 owned PV panels with battery storage, 5 split AC units, and updates throughout much of the home. Complete with a 2-car garage and a highly desired single-level floor plan, this special Kailua property offers the space, comfort, and lifestyle that make island living so unique.

565 Auwina Street, 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.

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