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$1,825,000
5 Beds ⋅ 3 Baths ⋅ 202617501 MLS ⋅ FS - Fee Simple Tenure
More Aloha, A Lot More Possibility! Welcome to this thoughtfully renovated 5-bedroom, 3-bath home offering approximately 2,100 SF of versatile living space. Currently arranged as a 3-bedroom main home, an attached 1-bedroom living space with bonus room, and a separate attached studio, this unique layout offers unique flexibility for multigenerational living, extended family, and guests. The additional living spaces may also be incorporated into the main home to create an even more expansive living arrangement. Buyer to conduct their own due diligence regarding permitted uses. Enjoy updated kitchens & baths, ceramic tile flooring, a tankless water heater, 8 split ACs, and 40 solar panels. The semi-enclosed carport lanai extends the living experience outdoors, offering a versatile space for entertaining, relaxing, storage, or additional parking. A fenced yard provides privacy and room to garden, play, or simply enjoy Kailua’s beautiful surroundings. Near world-famous Kailua Beach and the heart of Kailua town, this move-in-ready home offers comfort, flexibility, and the relaxed island lifestyle Kailua is known for. VA assumable loan option available for qualified buyers.

650 Oneawa Street, Kailua

Listing courtesy of Island Living Homes.

$3,999,000
5 Beds ⋅ 4 Baths ⋅ 202612764 MLS ⋅ FS - Fee Simple Tenure
Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vistas, yet easily accessible without a long climb, this home offers the best of both worlds. Whether you’re seeking a private island retreat, a spacious single-family residence, or a unique investment opportunity, this versatile property offers endless possibilities. Continue generating excellent rental income with the current upper and lower living areas, or easily restore the home to a single-family residence by reopening the center staircase. With dual-street access, a generous lot extending from Koohoo Place to Aalapapa Drive, and a prime location just moments from one of Lanikai’s beautiful sandy beach access points, Mid Pacific Country Club, and highly regarded Ka'ohao Elementary School, this is a rare opportunity to own an exceptional property in one of Hawaii's most coveted neighborhoods.

1010 Koohoo Place, Kailua

Listing courtesy of Compass.

$1,586,800
3 Beds ⋅ 3 Baths ⋅ 202617647 MLS ⋅ FS - Fee Simple Tenure ⋅ Bluestone BLDG.
Welcome to Bluestone – 53 beautiful acres of gated hillside overlooking Kailua! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across acres of green to sunsets dipping behind the Ko'olau Mountain Range. Or waking up to the sound of birds sing and perhaps a rainbow over the golf course. Maybe join a friend for a meal or round of golf at nearby Mid-Pacific Country Club. Enjoy a walk through the complex or the resort-like amenities that Bluestone has to offer such as tennis courts, pickle ball, salt-water pool, hot tub, sauna. Venture out to one-of-many other activities available to you nearby. It’s the Kailua lifestyle, beautiful Lanikai Beach, the open spaces and the scenic beauty that makes Bluestone a truly fabulous place to live. Add to that list a lovely townhome in a gated community with stunning views and cooling breezes. Spacious, scenic, and serene, Bluestone is a very special place to call home.

1320C Kamahele Street Unit 2302, Kailua

Listing courtesy of Coldwell Banker Realty.

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

676 Mokapu Road, Kailua

Listing courtesy of Real Broker.

$1,385,000
3 Beds ⋅ 2 Baths ⋅ 202617370 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Originally a 3 bedroom 2 bath residence, the third bedroom has been thoughtfully opened to create an inviting sitting room and bar area, giving the home a spacious, open feel. The beautifully remodeled kitchen is complemented by extensive built-ins and storage surrounding the dining area. Located on the quieter side of the building, enjoy refreshing breezes and peaceful island living while being just a stroll from Kailua Town’s Whole Foods, boutiques, restaurants and shops_and the famous 3 mile stretch of white sandy Kailua Beach. Unmatched windward-side amenities include a heated saltwater pool, spa, tennis, pickleball and squash courts, fitness center, dog park, recently remodeled clubhouse, and storage for bikes, surfboards and kayaks. Pets and parking. VA approved. An exceptional Kailua lifestyle with a view!! This has FIVE parking stalls!! Rent three out to subsidize your HOA fee! It’s like lowering your interest rate!!

322 Aoloa Street Unit 1601, Kailua

Listing courtesy of eXp Realty.

$1,875,000
4 Beds ⋅ 2 Baths ⋅ 202617566 MLS ⋅ FS - Fee Simple Tenure
Tucked into Keolu Hills, this highly upgraded home feels like a private retreat, positioned to capture cooling trade winds and beautiful mountain and ocean views. Offering 4 bedrooms plus a dedicated office that could serve as a 5th bedroom, 2 full baths, 2,196 sq. ft. of living space and an 8,956 sq. ft. lot. The open floor plan flows naturally outdoors to a flagstone patio, 6-person spa and lush tropical garden—an inviting setting for entertaining or simply enjoying the peaceful surroundings. A custom entry gate, moss rock walls and vinyl fencing enhance the privacy. The remodeled kitchen features quartz countertops, sea-blue subway tile and top-of-the-line Bosch appliances. Additional upgrades include new luxury vinyl plank flooring, new windows and sliding glass doors, remodeled baths with travertine floors, split A/C and custom closets. Enjoy an outdoor shower and abundant storage, plus 24 PV panels, 2 Tesla Powerwalls, Tesla charger and 2-car carport. Tropical plantings include mango, papaya, banana, fig, kaffir lime, plumeria and white ginger.

1447 Onioni Street, Kailua

Listing courtesy of Hawaii Modern Realty.

$4,859,999
6 Beds ⋅ 4 Baths ⋅ 202617181 MLS ⋅ FS - Fee Simple Tenure
This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living areas. A dining room and multiple bedrooms. The primary kitchen features rich cherry wood cabinetry, granite countertops, stainless steel wall ovens and hardwood flooring. A secondary kitchenette includes dark granite counters and a cozy dining nook. The main living areas showcases gleaming engineered floors, tropical-style ceiling fans, and large sliding glass doors that open directly to an outdoor pool and covered patios, ideal for seamless indoor-outdoor living. Bedrooms are generously sized, with three primary ensuite bedrooms. Plantation shutters, hardwood floors, ceiling fans, and split AC’s throughout the home. The upstairs ensuite bedroom features a walk in closet and separate office area. Bathrooms are well-appointed, green mosaic tile accents, and tropical-themed décor. The home carries a warm island-inspired character with vibrant natural materials. A gated, keyed, beach entrance is available exclusively for neighbors on this street.

56 Namala Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,769,000
4 Beds ⋅ 3 Baths ⋅ 202617440 MLS ⋅ FS - Fee Simple Tenure
Enjoy the Kailua lifestyle in Coconut Grove with a LEGAL Ohana unit w/ Separate Electrical Meter, 37 PV Solar Panels + 3 Batteries, and attractive Assumable Loan terms for VA eligible buyers. The main home features a spacious kitchen, vaulted ceilings, and an attached covered lanai of over 500 square feet, ideal for entertaining, outdoor dining, or relaxing in the trade winds. Above the three-car carport, the ohana studio has its own electrical meter and, full kitchen, bedroom, bathroom and can very easily be made to function as a 1/1. Use the added flexibility for guests, extended family, or long-term rental income. A wide driveway provides plenty of parking. The fully fenced, generous yard is planted with fruit trees, including banana, papaya, and a mature, productive avocado. The home is a short bike ride to the beach and all your favorite spots in Kailua.

426 Keaniani Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$4,900,000
202616097 MLS ⋅ FS - Fee Simple Tenure
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!

865 N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$4,900,000
11 Beds ⋅ 8 Baths ⋅ 202616094 MLS ⋅ FS - Fee Simple Tenure
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!

865 N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

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

1166 Akuila Place, Kailua

Listing courtesy of REMAX Hawaii.

$1,250,000
3 Beds ⋅ 1 Baths ⋅ 202616190 MLS ⋅ FS - Fee Simple Tenure
Welcome home to Coconut Grove, one of Kailua’s most beloved neighborhoods! This well-maintained 3-bedroom, 1-bath single-family home sits on a very spacious lot, no HOA, and a wonderful blend of comfort, thoughtful updates, and future potential. Inside, enjoy a refreshed kitchen featuring shaker-style cabinetry, stone countertops, and beach-friendly vinyl plank flooring that flows throughout the living spaces. The home also features a beautiful bathroom vanity and brand-new split A/C systems, providing efficient comfort throughout the home. Step outside to a generous yard with plenty of room to create your own island retreat. The property has been thoughtfully cared for and recently enhanced with newly planted avocado, lemon, and lime trees, along with additional native flowers that add to the lush outdoor setting. The carport can easily fit 2-3 vehicles comfortably. Located in the heart of Kailua, just minutes from world-famous Kailua Beach, local shops, restaurants, schools, and everything this vibrant beach community has to offer. Come experience the laid-back Kailua lifestyle and discover the possibilities at 320 Oneawa Street!

320 Oneawa Street, Kailua

Listing courtesy of eXp Realty.

$2,785,000
4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure
Just three homes from Kailua Beach. This is exactly the kind of location most people only dream about. Morning walks on the sand, an afternoon swim, paddle before sunset. When the beach is this close, it becomes part of your everyday life. Come back from a day at the beach and enter directly into the downstairs bath to rinse off the sand, then step outside to the private patio, where casual dinners and barbecues are a must. Upstairs features four bedrooms and one full bath, with the primary bedroom offering peek-a-boo ocean views. Off the main living room, a separate studio adds valuable flexibility for family, guests or rental income. The entire property has previously rented for more than $10,000 a month. Fresh exterior paint and newly installed split-air conditioning adds cool comfort throughout the year. This home offers, less yard to maintain and more of Kailua to enjoy! It is not just about living near to the beach. It’s about having Kailua Beach become part of the way you live. Watch the video to see for yourself just how close paradise really is. Aloha!

156C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$3,450,000
3 Beds ⋅ 4 Baths ⋅ 202617433 MLS ⋅ FS - Fee Simple Tenure
Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailua Beach. Thoughtfully rebuilt in 2004, this single-level residence offers 3,054 square feet of comfortable, open living designed around Hawaii’s indoor-outdoor lifestyle. At the heart of the home is a modern chef’s kitchen that opens seamlessly to generous living and entertaining spaces. Step outside and the property becomes a private tropical retreat. Lush landscaping surrounds a solar-heated pool and spa, complemented by a tranquil waterfall and covered outdoor living areas that invite year-round entertaining. Whether hosting a gathering after a day at the beach, enjoying dinner outdoors, or simply relaxing poolside, the home was designed to make the most of Kailua’s lifestyle. Features include 46 owned (net metered) photovoltaic panels, solar pool heating (separate from PV system), and propane gas for cooking and heating the spa. The large lot provides a sense of space and privacy that is increasingly difficult to find this close to Kailua Beach.

161 Kuuhoa Place, Kailua

Listing courtesy of Homequest LLC.

$1,825,000
6 Beds ⋅ 4 Baths ⋅ 202617417 MLS ⋅ FS - Fee Simple Tenure
Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY! Open home at 9/17/2026 from 9:30am to 11:30am.

1253 Nanawale Way, Kailua

Listing courtesy of Real Broker.

$369,375
202617222 MLS ⋅ FS - Fee Simple Tenure ⋅ Uluniu Urban BLDG.
Unique opportunity to own your own office space in central business and medical district of Kailua. This three-office suite has a storage area, workstation area and reception area. Currently occupied with long term, solid tenant. Common area restrooms, outdoor eating area and loading zone.

320 Uluniu Street Unit 204, Kailua

Listing courtesy of One Source Realty LLC.

$1,748,000
202617235 MLS ⋅ FS - Fee Simple Tenure
Discover the true essence of country living. Positioned along one of Waimanalo's most picturesque corridors, this lot invites you to build the island home you have long imagined. Wake up each morning to dramatic mountain ridges, cool trade winds, and the peaceful ambiance of Oahu's windward side. Whether you intend to plant organic fruit trees, build a spacious multi-generational home, or design an eco-retreat, or farm this lush vacant lot provides the space and versatility to make it happen. Properties in this tight-knit agricultural and residential community are highly sought after-don't miss your chance to claim a piece of paradise. Bring your architect, your builder, and your dreams.

41-812 Kakaina Street, Waimanalo

Listing courtesy of KLU Real Estate Inc..

$2,149,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of eXp Realty.

$799,500
3 Beds ⋅ 2 Baths ⋅ 202617186 MLS ⋅ FS - Fee Simple Tenure ⋅ Lakeview BLDG.
First time offered in 38 years! One of the largest Lakeview townhomes is finally available. This unit checks all the boxes for location, quiet, ease of access, new renovations, sunrise view, and great neighbor. Enjoy privacy, space, and trade winds in this 3-bed, 2-bath corner unit at Lakeview in Enchanted Lake. A wraparound lanai offers wonderful views and relaxation. The second floor enjoys views of Enchanted Lake. Updates within include fresh paint, new carpet, ceiling fans, washer/dryer, outlets and switches, interior doors and frames, closet doors, new windows and sliding glass doors. The kitchen features a farmer's sink, quality countertops, cabinetry, and generous storage. The bathrooms offer a great opportunity to create your own personal touch. The primary bedroom and bath are conveniently located on the first floor, and offer plenty of storage. A rare convenience at Lakeview, the primary parking stall is located directly in front of the unit, providing direct access to your home. Centrally located within this well-maintained, landscaped community, and close to Kailua Town, shopping, restaurants, schools, beaches, and conveniences. Pet friendly and VA approved.

1187 Akipohe Street Unit 8A, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,625,000
4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure
Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and appliances. The bathrooms have been designed in a luxurious manner that provides warmth and comfort. New split level air conditioning systems and ceiling fans have been installed. Conveniently located near the Pali Highway, Castle Hospital and downtown Kailua. neighborhood. The home has been freshly painted inside and out. A must see.

526 Ulumawao Street, Kailua

Listing courtesy of Hawaii Preferred Properties.

$1,498,000
3 Beds ⋅ 2 Baths ⋅ 202616698 MLS ⋅ FS - Fee Simple Tenure
Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, exposed beams, warm wood accents, and a new kitchen that flows seamlessly into the living and dining areas. Large windows and doors bring in natural light while capturing the stunning, unobstructed mountain views. The living area opens to a spacious lanai, creating an ideal setting for indoor-outdoor living and entertaining, with ample land to expand if desired. A prime location on desirable Kupau Street. First available viewing September 10th.

1375 Kupau Street, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$855,000
3 Beds ⋅ 3 Baths ⋅ 202613359 MLS ⋅ FS - Fee Simple Tenure ⋅ Gardenia Manor BLDG.
Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with natural light and creates an airy atmosphere. Well-designed floor plan places all bedrooms upstairs, along with the washer and dryer for added convenience, while a half bath on the main level is ideal for guests. Vinyl laminate flooring, lots of storage, a beautiful updated kitchen and two covered parking are just some of the items this condo offers. Ideally located just minutes from shopping, dining, and Kailua's beaches, you'll love having everything you need close to home. When you're not out exploring, enjoy the community pool, BBQ and recreation area - a perfect bonus to living in Gardenia Manor. Whether you're searching for your first home, a place to downsize, or an investment in one of Hawaii's most desirable locations, this inviting condo offers the perfect place to call home.

333 Aoloa Street Unit 318, Kailua

Listing courtesy of LUVA Real Estate.

$1,430,625
202616767 MLS ⋅ FS - Fee Simple Tenure ⋅ Uluniu Urban BLDG.
A rare opportunity to own your own commercial office space in the heart of Kailua’s central business and medical district. This fully improved business office offers approximately 1,638 square feet of ground-level space plus an additional 651 square feet of mezzanine office space. The distinctive cedar wood building features vaulted, open ceilings, creating a warm, inviting, and calming atmosphere. The current short-term lease provides an excellent opportunity for an owner-user business to transition into the space. The thoughtfully designed office includes a kitchen and breakroom, multiple private offices, a private restroom, a computer room, a storage room and an open work area with numerous cubicles. The property also features photovoltaic solar panels, helping to offset electrical expenses. Located in a high-visibility area with strong vehicle and pedestrian traffic. This unique property offers an exceptional combination of functionality and character in one of Kailua’s most desirable commercial districts.

320 Uluniu Street Unit 3, Kailua

Listing courtesy of One Source Realty LLC.

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

151 Alala Road, Kailua

Listing courtesy of Coldwell Banker Realty.

$825,000
3 Beds ⋅ 2 Baths ⋅ 202616227 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Harbour BLDG.
Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, and the world-renowned Kailua and Lanikai beaches, this spacious ground-floor 3-bedroom, 2-bath residence offers the ideal blend of comfort and convenience. The open-concept floor plan provides a welcoming space for living and entertaining, while newly refinished bamboo flooring and fresh interior paint create a bright, move-in-ready feel. The bedrooms feature built-in closets and the floor-to-ceiling windows fill the home with natural light while showcasing peaceful garden views from your private lanai. Windward Harbour is a secure, pet-friendly community featuring resort-style amenities, including a swimming pool, hot tub, sauna, tennis courts, ping-pong, BBQ areas, a recreation room, and a dog run. Enjoy the perfect balance of tranquil living and easy access to everything Kailua has to offer.

1030 Aoloa Place Unit 5105B, Kailua

Listing courtesy of Golden Pineapple Group.

$1,360,000
3 Beds ⋅ 1 Baths ⋅ 202616680 MLS ⋅ FS - Fee Simple Tenure
Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut Grove and a nice walk to the beach, this home features a spacious, updated kitchen with sleek finishes, a 13-panel owned PV system, and ample storage. The oversized + fully enclosed yard with automatic gate is the standout and a true blank canvas, providing endless potential to expand the home, build a sparkling pool, create a lush outdoor oasis, or all of the above. Perfectly situated to enjoy the best of Kailua, with Kailua beach and the endless shopping + dining options of Kailua town just a short walk away. This home serves as the ultimate base for a relaxed, active lifestyle and is a rare opportunity to secure your own piece of paradise.

324D Olomana Street, Kailua

Listing courtesy of Compass.

$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure
See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Set on a private, fee simple level 10,002 sq ft. lot, this property offers a serene oasis with mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. Upgraded flooring throughout. LAND….POOL….BEACHACCESS….POTENTIAL! Four doors from private beach access to prestigious Kailua Beach. Have fun in the sand and take in the sunset!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$755,000
3 Beds ⋅ 2 Baths ⋅ 202616240 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Harbour BLDG.
Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your own dream retreat just minutes from world-famous Kailua Beach. Surrounded by lush tropical landscaping, tranquil koi ponds, garden views, and a peaceful man-made pond, the property offers a serene setting enhanced by the soothing sound of a beautiful water feature. While the interior is ready for some updating, its blank-slate appeal allows you to bring your vision to life and create a home that truly reflects your style. Enjoy Windward Harbour amenities including a sparkling pool and tennis courts, all within a private gated community. Ideally located near Kailua Beach, grocery stores, Target, UFC Gym, restaurants, boutiques, and the charming local shops that make Kailua so desirable. Whether you’re looking for a full-time residence or tropical retreat, this is your opportunity to create your dream home in paradise!

1030 Aoloa Place Unit 212B, Kailua

Listing courtesy of Hawaii Modern Realty.

$4,250,000
202616607 MLS ⋅ FS - Fee Simple Tenure
MAUNAWILI AT ITS FINEST! One Acre+ lot in the heart of the Valley. Overlooking your very own Kailua estate and the horses of Maunawili Farms. Having just undergone a COMPREHENSIVE RENOVATON and appraised at over 5 million dollars, this estate offers quite a lifestyle right here in Kailua. Just a few miles from one of the world's most beautiful beaches, minutes to Le Jardin Academy and 20 minutes to Honolulu, our location is ideal. The main part of this home is stunning, featuring an open floor plan with a well planned kitchen right in the heart of the home. Floor-to-ceiling windows, large rooms, and tall ceilings frame the mountain views. The lower floor is separate from the main home but could be connected if desired. It features 3 bedrooms and two full baths, plus a large entertainment area that is ideal for MULTIGENRATIONAL living, teenagers in their own space or a rental. VERSATILITY is key here, offering many options with this AG Land. The unpermitted Yellow cottage has an additional 3 bedrooms, 2 baths and kitchen. Enjoy a refreshing swim in the pool, with a big bowl of home grown fruits. Lots of parking for cars, toys, and entertaining. Come see us today!

969 Auloa Road, Kailua

Listing courtesy of Compass.

$1,650,000
3 Beds ⋅ 2 Baths ⋅ 202616142 MLS ⋅ FS - Fee Simple Tenure
OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach! Located on a quiet street in the award winning Aikahi school district. Recently repainted interior & new luxury vinyl flooring in all bedrooms. This lovely home is single level with open floor plan, light and bright and plenty of privacy. Indoor/outdoor living with huge lanai area and pool perfect for social gatherings and Ohana get-togethers. Move right in or have a blank canvas ready for the most discerning buyer's upgrades, with plenty of room for expansion. Enclosed, private and large rear yard with swimming pool that is regularly serviced and cleaned. There is also a separate fenced area ideal for the pups. Close to all that Kailua has to offer. Home Sweet Home Hawaii. Love where you live!

453 Iliaina Street, Kailua

Listing courtesy of eXp Realty.

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