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472 A N Kainalu Drive, Kailua
$3,600,000
4 Beds ⋅ 6 Baths ⋅ 202517832 MLS ⋅ FS - Fee Simple Tenure ⋅ 85 DOM
Completed in 2022, this custom home blends high-end finishes with thoughtful design in a prime Kailua location. The main living area features vaulted ceilings and opens to the pool, spa, wet bar, and yard through expansive Fleetwood doors, creating a seamless indoor-outdoor flow. The home offers three en suite bedrooms, a full pool bath with direct access to the outdoor wet bar, a separate guest half bath, a large laundry room, and a walk-in pantry. A private-entry upstairs studio provides flexible space for guests or work. Quietly tucked down a gated flag lot, this property offers privacy, security, and a short walk to Kailua Beach—making it a rare opportunity for newer construction in one of Kailua’s most sought-after neighborhoods.

472 A N Kainalu Drive, Kailua

101 Kailuana Place, Kailua
$3,500,000
4 Beds ⋅ 3 Baths ⋅ 202519042 MLS ⋅ FS - Fee Simple Tenure ⋅ 176 DOM
NEWLY PRICED! Kailua Beachside Living at 101 Kailuana unlocks the Lifestyle you’ve been dreaming of! Rare Large Lot with Pristine Pool. Enjoy Beach Access by Fob to Surf & Stroll the White Sands of Kailua Beach! Spacious 4 Bedroom 3 bathroom home is a Mid Century Design with Massive Yard Spaces! Tiled Pool is surrounded by Lush TropicallyLandscaped Back Yard Oasis! Entertainment Lanai is covered and provides room to Dine & Host Parties with an Open Concept flow into the Kitchen & Living Room! Inside, enjoy Central & Split A/C, tile flooring & a Luxurious Custom Kitchen with granite countertops & stainless steel appliances. Primary Bedroom has large sliding door to the pool & a Spa-like En-Suite. You'll appreciate the 3 other Bedrooms are positioned near the 2 other Bathrooms. The Kailuana Community is highly desirable for its proximity to the Beach & just minutes from Aikahi Shopping Center & Kailua Town’s boutiques, dining, & outdoor adventures. Nearby are world-class beaches, Kaneohe Marine Corps Base, hiking trails, and easy access to Honolulu International Airport. Come Live, Work and Play in Kailua in this iconic community today!

101 Kailuana Place, Kailua

1247 Kahili Street, Kailua
$3,460,000
4 Beds ⋅ 3 Baths ⋅ 202613350 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Who's ready for NEW? Rarely available, fully renovated waterfront retreat on Enchanted Lake with panoramic 180-degree lake and mountain views. All permits are closed for peace of mind. Launch your kayak from your own backyard and experience the ultimate island lifestyle. Situated on a fully fenced 10,400 sq. ft. lot, this exceptional home offers 4 bedrooms and 3 bathrooms with a versatile floor plan that lives as a 3-bedroom, 2-bath main residence plus a separate 1-bedroom, 1-bath living space. Rebuilt from the studs with new electrical, copper plumbing, two new sewer lines, insulation, Level 5 drywall, windows, doors, vaulted ceilings, luxury wide-plank flooring, custom tile finishes in all baths, and Mitsubishi split A/C throughout. The chef's kitchen features custom KraftMaid cabinetry, a walk-in pantry, and premium Thermador appliances. Outside, enjoy a new pool with dual water features, a 60+ ft. covered stamped concrete lanai, bamboo outdoor shower, lush tropical landscaping, in-ground irrigation, 18 owned PV panels, and easy access to Kailua Town, world-famous beaches, shopping, dining, parks, and schools. Live, Love, Lake Life!

1247 Kahili Street, Kailua

32 Pilipu Place Unit A, Kailua
$3,400,000
4 Beds ⋅ 2 Baths ⋅ 202600924 MLS ⋅ FS - Fee Simple Tenure ⋅ 138 DOM
Welcome to your beachside paradise—just one lot from the ocean and directly next to the beach pathway on a quiet cul-de-sac. This lovingly maintained and upgraded 4-bedroom, 2-bath home offers 2,970 sq. ft. of living space on a 7,194 sq. ft. lot, blending comfort, space, and the ultimate island lifestyle. The open-concept design features a spacious great room, separate family room, and an expansive kitchen with island cooktop, granite countertops, gas stove, and double ovens—perfect for gathering with family and friends. A versatile loft adds flexible space for an office, media room, or guest retreat, with abundant storage throughout. Enjoy 918 sq. ft. Lanai that invites seamless indoor-outdoor living, overlooking a large backyard filled with lush tropical landscaping for a tranquil Hawaiian retreat. Rinse off after the beach in your outdoor shower, host with ease thanks to extra guest parking, and relax in comfort with Mitsubishi split A/C units and PV panels for energy efficiency. Moments from dining, shopping, and everyday conveniences—and seconds from your favorite beach activities—this is more than a home, it’s the Beachside Kailua Dream you’ve been waiting for.

32 Pilipu Place Unit A, Kailua

117 Kailuana Place, Kailua
$3,320,319
4 Beds ⋅ 3 Baths ⋅ 202615672 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
First time on the market in over 50 years! Discover the rare opportunity to own a 2,396 sq ft Kailua Beachside home in the highly desirable Kailuana Place neighborhood. Built in 1970, this 4-bedroom, 2.75-bath home sits on a generous 1/3-acre lot, just a short stroll to private beach access at the famous “Castles” surf break—close enough to hear when the surf is up! Three distinct yard areas, including two fully fenced spaces, create a sense of privacy and room to spread out. A uniquely shaped pool and surrounding yard offer the perfect setting for entertaining or cooling off on warm days. Inside, travertine floors complement a chef’s kitchen featuring granite countertops, Brazilian mahogany cabinetry, and abundant built-in storage. The spacious primary suite offers plenty of closet space. Multiple living areas include a comfortable family room with dining space, a formal dining room, and a spacious formal living room that can be converted into a home gym, office, or both! The oversized 20’ x 20’ two-car garage provides extra storage, while a separate 10’ x 10’ utility room offers additional workspace and storage. A rare Kailua Beachside opportunity priced to sell.

117 Kailuana Place, Kailua

742 Mokapu Road, Kailua
$3,300,000
6 Beds ⋅ 4 Baths ⋅ 202606241 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 DOM
Imagine over 19,000 square feet with access to Kailua Bay! This is the location people dream about....... There is direct access to the ocean. Have a boat? Explore this location! The large level lot is waiting for you to create a masterpiece. The property has been with the same family for over 60 years..... Come and create your family compound. The homes have been well lived in and need updating. The single level main house is a 3 bedroom 2 bath home with 2 large living areas. The cottage is a 2 story 3 bedroom 2 bath home with breathtaking ocean and mountain views. Completely update the current structures or start over and create your own vision of paradise. Imagine the possibilities. This size property in this location does not come available very often.....Opportunity is knocking.

742 Mokapu Road, Kailua

94 White Sands Place, Kailua
$3,265,000
4 Beds ⋅ 3 Baths ⋅ 202604660 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
Set along a quiet beachside lane with deeded beach access just steps from the white sands and turquoise waters of Kailua Beach, this beautifully updated island home captures the easygoing charm of Kailua living. Bright, light filled interiors and breezy indoor outdoor spaces flow effortlessly into lush tropical surroundings, creating inviting areas for morning coffee, beach days, and relaxed gatherings. This spacious 4 bedroom, 3 bathroom residence offers approximately 3,100 square feet of living space designed for island living. Brazilian hardwood flooring and split air conditioning throughout complement the home’s classic beach house style. Recent upgrades include renovated bathrooms, new kitchen appliances, upgraded air conditioning systems, an EV outlet in the garage, and a new outdoor shower with hot water. Additional improvements include refreshed landscaping and a net metered photovoltaic system with 20 panels, battery backup, and dual solar hot water heaters. A short bike ride to Kailua Town shops, cafés, and restaurants completes this exceptional beachside lifestyle.

94 White Sands Place, Kailua

435 N Kalaheo Avenue, Kailua
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 202525722 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM
Island Living at its best — Just One Block from Kailua Beach on the corner of Palapu Street. Step into this one-of-a-kind 4-bedroom, 3.5-bath contemporary island home featuring vaulted ceilings and 2,936 sq.ft. of bright, open living space, all enclosed on a 10,000 sq.ft. lot. Relax or entertain around your solar-heated pool with both covered and open lanais—perfect for seamless indoor/outdoor living. This property includes a 3-bedroom, 2.5 bath main home, with most living areas on the main level. The private upstairs primary suite offers a peaceful, ensuite retreat away from the main living spaces. In addition, there is an attached 1-bedroom, 1 bath with a kitchen that can be used as a rental or mother-in-law suite. Move-in ready with 30 owned PV panels (NET metering), split ACs in every room, luxury vinyl plank flooring, an upgraded kitchen, motorized blinds, updated lighting, and more. Additional highlights include two laundry areas, an attached workshop/storage room, a garage, and extra parking. Located in highly sought-after Kailua, close to dining, shopping, and endless watersports—this home delivers comfort, flexibility, and modern island style. Your Kailua oasis awaits!

435 N Kalaheo Avenue, Kailua

160 Ulupa Street, Kailua
$3,183,000
3 Beds ⋅ 4 Baths ⋅ 202524938 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Discover a truly distinctive Hawaiian residence that captures iconic charm and exceptional curb appeal. Surrounded by beautifully landscaped grounds and mature fruit trees, this well-known Kailua gem awaits its next chapter. The expansive front lanai invites relaxed island living and gathering—imagine watching 4th of July fireworks from the comfort of your own home. Inside, the lower level is thoughtfully designed for connection and comfort, featuring a family room that flows into the dining area and kitchen, a separate living room with built-in features offering flexible use. This level includes three bedrooms and three bathrooms, with one bedroom officially designated as a study in the plans. Upstairs, a legal Accessory Dwelling Unit (ADU) offers an open layout with a partitioned bedroom area, full bath, full kitchen, and its own private lanai—ideal for extended living flexibility. Minutes from Kalama Beach Park, enjoy easy access to Kailua’s shoreline. After a day at the beach, rinse off with the convenience of a solar-powered hot-water outdoor spigot. Complete with a three-car garage and PV this home offers a rare opportunity to own a special piece of island living.

160 Ulupa Street, Kailua

592 Kaimalino Street, Kailua
$3,125,000
4 Beds ⋅ 3 Baths ⋅ 202603483 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 DOM
Rarely available OCEANFRONT gem in the prestigious KAIMALINO neighborhood in Kailua offering captivating views spanning from Kailua Bay to the Mokulua Islands and all the way to the Mokapu'u Lighthouse, with the gorgeous Ko'olau Mountains as backdrop. Gaze at the ever-changing seascapes, sunrises and full moons, or whale watch, walk the shoreline, or go fishing! This uniquely positioned home was custom built in 1981 and has been well-maintained and owned by one family. The floor plan affords flexibility with a 2 bedroom/1.5 bath main house and a separate 2 bedroom/1 bath connected by a covered breezeway--perfect for multi-family living or house guests. Both living areas have mesmerizing ocean views with a lovely grassy side yard and sitting area perfect for relaxing and entertaining. The property is located on a quiet cul-de-sac with nearby access to Turtle Beach for launching a kayak or stand-up paddleboard. Kaimalino neighborhood has underground utilities and is located minutes to Kailua town, Kailua beaches, freeways, shopping, schools. Truly a unique island treasure retreat with timeless character and charm.

592 Kaimalino Street, Kailua

604 Kaimalino Street, Kailua
$3,100,000
4 Beds ⋅ 3 Baths ⋅ 202526138 MLS ⋅ FS - Fee Simple Tenure ⋅ 101 DOM
NEW IMPROVED LIST PRICE! Welcome to House Beautiful in the sought after Kaimalino neighborhood. Located in a great spot just a few doors down from the access point to Turtle Beach or AKA Baby Beach. The perfect location for launching your kayak or stand up paddle board! This two story home has been tastefully remodeled over the last several years with too many upgrades to list. See the supplements sheet in MLS. Gorgeous ocean views from the upstairs where you will find the main living room, outside deck, kitchen and dining room, primary bedroom, guest room and 2 bathrooms. Upstairs deck overlooks the professional landscaped backyard with a saltwater pool with waterfall. Downstairs has 2 bedrooms and one bath. Extra large bedroom that could be used as a family room or guest studio. Downstairs deck for outside living next to the pool. Extra large garage with attached spacious storage room. Newly remodeled laundry room is off of the lower deck. Hardi plank walls with foam insulation, steel framing. The Owned Sunpower PV system is an added bonus! This house is in move in condition and an excellent value for Kailua living at it's best!!!

604 Kaimalino Street, Kailua

145 Kaiolena Drive, Kailua
$3,000,000
5 Beds ⋅ 5 Baths ⋅ 202521930 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 DOM
Rare Lanikai Opportunity! Steps from the Beach! A rare chance in one of Oahu’s most coveted neighborhoods, just 5 houses from one of the world’s most beautiful beaches, on Kaiolena Drive. Situated on a spacious, level 14,062 sq.ft. lot, this property offers a large backyard with room to add a pool or create your dream outdoor oasis. The 3,955 sq.ft. home features a flexible layout with a central courtyard, perfect for indoor-outdoor living. The front portion offers 4 bedrooms and 2 baths, while a large addition and separate studio with kitchenette and private lanai, completed in 2002, provide versatility and extra space. The nearly 800 sq.ft. primary suite overlooks the backyard and mountain views and opens to a lanai with backyard access. Long driveway with 5+ parking, room for a boat, and a 2-car garage. While the home requires significant renovation, it offers tremendous upside for investors or buyers ready to restore and transform it into a luxury Lanikai retreat. With solid bones, spacious square footage, and an unbeatable location, this property is a rare opportunity to create your dream beach home just steps from turquoise waters and soft white sand.

145 Kaiolena Drive, Kailua

507 Kawailoa Road Unit B, Kailua
$2,945,000
8 Beds ⋅ 6 Baths ⋅ 202519459 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM
Steps from Kailua Beach, this craftsman style beach house has a separate duplex with strong rental income potential. Live in the vaulted ceiling, dutch door, gorgeous 1 bedroom 1 bath home and rent out the two 3 bed 2 bath units! One more bonus is the converted garage on the cottage which has been modified into a cute 1 bed 1 bath space. This self-contained space offers additional flexibility, whether you wish to host guests, create a private office, or rent it out for additional income. With separate lanai spaces for all 4 living areas, there is privacy for each one. If you would like your own beautiful beach house to call home and enjoy long term income from the other areas, this is what you have been waiting for. The location is unbeatable—just steps from Kailua Beach, where you can enjoy morning sunrises, pristine waters, wind surfing, canoe club, volleyball and year-round activities. In addition, you’re close to local favorites such as Buzz’s Steakhouse, Kalapawai Market, Bob's Pizza and more. Whether you plan to live in the cottage and rent out the duplex or make the entire property a part of your investment portfolio, this Kailua gem offers endless possibilities.

507 Kawailoa Road Unit B, Kailua

172 Alala Road, Kailua
$2,895,000
5 Beds ⋅ 4 Baths ⋅ 202525830 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
PRICE IMPROVEMENT! Coveted Country Club Knolls, just 8 houses from Kailua Beach Park. This beautifully updated home offers unmatched flexibility, modern upgrades, and an incredible beachside lifestyle. The main level features 4 bedrooms, 3 bathrooms, two generous living areas, and a refreshed chef’s-dream kitchen overlooking a spacious dining & living area. Oversized stacking doors open to a lush backyard, perfect for parties, play, or relaxation. Upstairs, a fully updated 1-bd/bth/liv/wet-bar w/ private entrance, wash/dryer - provides flexibility for multigenerational living, guests, or rental income. Designer touches, fresh paint, updated lighting, new flooring, and a bright, breezy layout create a peaceful, modern feel throughout. Vaulted ceilings, split ACs, & owned PV with Net Metering add long-term comfort and savings. Live the ultimate Kailua lifestyle: stroll to Kailua Beach Park, Lanikai, Buzz’s, and Kalapawai, or launch your boat at the nearby ramp. With Ka‘ohao Charter School moments away and Mid-Pac Country Club a quick golf cart ride from home, this rare home blends comfort, location, and coastal living in one of Kailua’s most sought-after neighborhoods.

172 Alala Road, Kailua

738 Kanaha Street, Kailua
$2,815,000
4 Beds ⋅ 4 Baths ⋅ 202600535 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 DOM
This spacious single-level home offers refined island living with exceptional indoor-outdoor flow. The main residence features 4 bedrooms and 3 bathrooms with light-filled living spaces, and tasteful finishes throughout. Designed for both everyday living and entertaining, the home opens to expansive covered quartzite lanais and a well-appointed outdoor kitchen area, ideal for hosting gatherings. The primary bedroom is a private retreat, featuring a full bath, wet bar, and its own patio with direct access to the outdoors. Set on a fully fenced lot of over 10,000 square feet, the property is complemented by lush tropical landscaping, a resort-style pool, and spa—creating a tranquil setting. A separate ADU above the garage adds versatility, offering a private entrance, kitchen, bathroom, outdoor lanai, and mountain views—well suited for extended family or guests. Additional highlights include an owned photovoltaic system, generous storage, and thoughtful indoor-outdoor connections. Located on a quiet street in desirable Kailua, just minutes from beaches, shopping, dining, and town amenities, this exceptional property blends comfort, flexibility, and island lifestyle.

738 Kanaha Street, Kailua

1295 Aulepe Street, Kailua
$2,795,000
4 Beds ⋅ 5 Baths ⋅ 202608378 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
This is your Dream home !!! Exceptional custom island-style luxury home in Kailua’s desirable Hillcrest community, built in 2005 — much newer than most area homes built in the 1980s. This one-of-a-kind residence features rare steel-frame construction, underground utilities, and breathtaking panoramic views of the Koolau Mountains, Kailua Bay, Enchanted Lake, Mid Pacific Country Club, and spectacular sunsets. The home offers 4 bedrooms, including 3 en-suites, 5 full bathrooms, soaring 12,9- and 8-foot ceilings, granite countertops, and an impressive 1,100 sq ft game room. Over 700 sq ft of lanais and patio create seamless indoor-outdoor island living and exceptional entertaining space. Recent upgrades include many new windows, elegant champagne bronze bathroom fixtures and accessories, newly installed patio tile, New fence, some new appliances, and a luxurious oversized 4-car garage featuring a sparkling showroom-quality floor coating with a lifetime warranty. The premium barrel tile roof adds timeless curb appeal, durability, and energy efficiency while complementing the home’s upscale tropical design. A rare opportunity to own one of Hillcrest’s finest newer luxury homes.

1295 Aulepe Street, Kailua

162 Kailuana Loop, Kailua
$2,790,000
4 Beds ⋅ 2 Baths ⋅ 202612669 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Buyer had a change of heart! Rare opportunity to own a Kailua Beachside home in the highly desirable Kailuana neighborhood w/private beach access! IDEAL location away from main road noise & beach-goer parking congestion, just around the bend from Kailua Beach & Castles surf spot. Enjoy island-style living in this spacious 4 bed/2 bath single-level home w/large bonus room ideal for family/dining, home office or extra bedroom. Situated on a generous 11,800 sqft lot, the backyard & covered lanai offer room to create a tropical retreat w/outdoor living & a pool. Updated in 1995, the home has been well cared for with many improvements over the years, most recently including a new roof (2017), house tenting w/5-yr warranty (2023), luxury vinyl flooring throughout (2022), overhead garage door (2022) & split A/C (2025). Don’t miss this opportunity to bring your own ideas, renovate & create a home that’s perfect for you, all while taking advantage of this highly sought-after location! Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants & shops. Vacant Photos taken in 2022 prior to tenants & have been Enhanced. Tenants have moved out & we are Priced to Sell!

162 Kailuana Loop, Kailua

673 N Kalaheo Avenue, Kailua
$2,665,000
8 Beds ⋅ 4 Baths ⋅ 202526071 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
Discover a blend of tranquil living and vibrant Kailua convenience at this exceptional property. Nestled in a sought-after neighborhood, the home is enveloped by mature landscaping and a canopy of tall trees, creating a private, park-like setting with a serene feel. Enjoy access to world-famous Kailua Beach, as well as the vibrant heart of Kailua Town with its diverse dining, boutique shopping, and popular weekly farmers' markets. The area is known for its strong sense of community and proximity to popular Kailua landmarks and local parks. This is a prime opportunity to own a home on a 1/3 acre lot in a neighborhood cherished for its leafy ambiance, established character, and unbeatable location. Tax records may differ.

673 N Kalaheo Avenue, Kailua

150 Kailua Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202506923 MLS ⋅ FS - Fee Simple Tenure ⋅ 275 DOM
PRICE IMPROVEMENT! Best value in Kailua. This rare offering showcases a prime location--steps to Kailua Beach Park, Kalapawai Market, Island Snow, and more. The area features a newly improved Kailua Road and sidewalk area. This home features a spacious single-level 5 bedroom, 3 bath home with an additional study. A generous 13,904 sq ft level-lot complete with a salt water pool and lychee tree. This is a mid-century home that has character and charm, including a wooden bar, fireplace, half-door to the kitchen, and built-ins. The primary bedroom overlooks the garden area and private patio space. Modern touches include a new vinyl fence and an automated gate at the front entrance of the property, lending privacy. Kitchen features koa wood veneer cabinets and breakfast nook that overlooks the back yard.

150 Kailua Road, Kailua

177 Kuuhoa Place, Kailua
$2,580,000
3 Beds ⋅ 2 Baths ⋅ 202612205 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM
Nestled on a peaceful cul-de-sac street in the the highly sought-after neighborhood of Kuulei Tract, this exceptionally well-maintained home offers the perfect beach community lifestyle within walking distance to the turquoise waters and white sand of Kailua Beach. Complete with recent upgrades such as 30 photovoltaic panels and two Tesla batteries, new split ACs in all three bedrooms, and a new covered back lanai with Ohia posts, this property offers the ideal balance of indoor comfort, outdoor living, and sustainable features. Lush tropical plants create a secluded oasis which accents the spacious backyard, shovel-ready for a resort inspired pool/lagoon. The updated kitchen features a gorgeous wraparound bar counter with ample space for cooking, dining, and entertaining. Inside, the home feels bright, spacious, and inviting, with luxury touches including marble flooring, new recessed lighting, and modern pendant fixtures. Enjoy scenic walks to Kailua Beach in one direction and the shops, cafés, and restaurants of Kailua Town in the other. The dream Hawaiian lifestyle is all at your fingertips at this incredible property.

177 Kuuhoa Place, Kailua

1310 Hele Street, Kailua
$2,570,000
7 Beds ⋅ 7 Baths ⋅ 202520337 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM
Welcome to this stunning custom-built modern luxury residence in the highly desirable Keolu Hills neighborhood of Kailua. Perfectly situated near shopping, dining, schools, freeway access, and just minutes to world-class beaches, this brand-new home offers the ultimate in convenience and island living. Featuring 7 bedrooms, 6.5 bathrooms, and over 4,800 sq. ft. of living space, this home is designed with comfort and versatility in mind. Spacious open-concept living areas flow seamlessly to covered lanais, creating ideal spaces for entertaining family and friends. The gourmet kitchen and bathrooms are outfitted with granite countertops, rich wood cabinetry, and carefully selected high-end appliances. Split AC systems throughout provide year-round comfort. This property is truly a must-see to appreciate the craftsmanship, space, and lifestyle it offers. Tax may not updated for this new development.

1310 Hele Street, Kailua

41-964 Kakaina Street, Waimanalo
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 202612052 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
This wonderfully warm home is turnkey and ready for immediate country living. 3 bedrooms with 2 full bathrooms, a fabulous kitchen with stone countertops, stainless steel appliances, a view of Mt. Olomana on one side and the cliffs of the Koolau on the other side. Primary bedroom is ensuite with a walk in closet. The second bedroom has fully built in shelves and can double as an office as the Murphy Bed lifts into the wall. Photovoltaic system is owned, not leased, with Tesla Powerwall batteries+EV Charger. John Deere Tractor Included! Bedroom 3 has entry into the double high screen room that brings the crevices of the Koolau range into zoom view. The view down to the well-maintained working Meyer Lemon and Lime orchard is breathtaking!. There is a fully permitted ADU studio with full bath adjoining the Citrus Grove. Numerous fruit trees, too many to mention, and a profusely flowering gardenia bush... This is a rare offering awaiting a buyer who dreams of a country lifestyle that is ready to walk into and call home. Please Use Old Republic Escrow Donna Uemura Kailua Include Appraisal Clause if Financing. So rare There Are No Comps!

41-964 Kakaina Street, Waimanalo

294 Awakea Road, Kailua
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 202609988 MLS ⋅ FS - Fee Simple Tenure ⋅ 134 DOM
Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulously designed for casual island entertaining and seamless indoor-outdoor living. A sparkling pool, a luxurious jacuzzi, & a verdant landscape of mature tropical vegetation create a serene and visually appealing ambiance. Nestled within the picturesque town of Kailua, this property offers unparalleled convenience, with all necessary amenities within a short bicycle ride. The tranquil neighborhood provides a peaceful retreat, while the presence of a thriving lime tree named Eileen adds a touch of local charm. Pau Hana or intimate gatherings with family and friends will create lasting memories. This is the home everyone wants to come to for every occasion! Boasting a spacious yard, expansive pool deck, and an open-floor plan that is aesthetically pleasing and easy to maintain. The apartment can be kept and collected for $2,500+ per month or used as a chic private primary suite…steps to the jacuzzi and pool for midnight swims. Masterful! Hurry over. Owned solar panels, split AC, Gas Cooking, Oversized Garage, Limes!

294 Awakea Road, Kailua

279 Kakahiaka Street, Kailua
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 202519934 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Welcome to your Kailua retreat! This rarely available canal-front property offers a perfect blend of comfort, privacy, and island lifestyle. Located along a wide section of Ka'elepulu Stream with the 5th hole of Mid-Pacific Country Club just across the canal, the setting is truly picturesque. Start your morning with welcoming sunrises and enjoy beautiful views throughout the day. The home is single-level and thoughtfully updated with new luxury vinyl plank flooring in three bedrooms and baths and fresh interior and exterior paint. Energy efficiency is enhanced by 21 PV panels (leased) with net metering and a solar water heater. A flag driveway provides quiet seclusion, opening to beautiful grassy yards and a private boat dock for water fun. Relax or entertain on the spacious covered lanai designed for year-round enjoyment. All of this just minutes from world-famous Kailua Beach and the shopping and dining of Kailua Town. Homes on the canal side are a rare find--don't miss this opportunity to make it yours!

279 Kakahiaka 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.