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1575 Ulupii Street, Kailua
$2,100,000
4 Beds ⋅ 3 Baths ⋅ 202618639 MLS ⋅ FS - Fee Simple Tenure ⋅ 28 DOM
Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spacious, flat, usable lot. With 4 bedrooms and 3 baths, the home is designed for easy living with a seamless connection between indoor and outdoor spaces. Glass sliders throughout invite abundant natural light and frame the lush surroundings, while thoughtful built-ins add warmth, function, and vintage appeal. The spacious living and dining areas flow naturally into the kitchen and outdoor spaces, creating an ideal setting for everyday living and entertaining. Automatic garage doors add everyday convenience and ease. This is a rare opportunity to enjoy the beauty, character, and indoor-outdoor lifestyle of a true Hawai'i home.

1575 Ulupii Street, Kailua
361 Kailua Road Unit 8108, Kailua
$1,135,000
2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ 120 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the heart of Kailua town - minutes from Kailua Beach, weekly farmers' markets, shops and restaurants yet set back on a peaceful courtyard. Inside, the kitchen offers generous counter space and abundant storage. It opens to the living and dining area, which flows to the spacious lanai overlooking the courtyard - an easy spot for morning coffee or dinner outdoors. The primary suite features double vanities, a step-in shower, luxurious deep soaking tub and a thoughtfully designed walk-in closet, while the second bedroom and full bath offer flexibility for guests or a home office. Don't miss the opportunity to own in one of Kailua's most desirable communities. Assumable 2.25% VA loan available to qualified buyers - inquire for details. Shown by private appointment.

361 Kailua Road Unit 8108, Kailua
1447 Onioni Street, Kailua
$1,825,000
4 Beds ⋅ 2 Baths ⋅ 202617566 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM
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
742-A Kaipii Street, Kailua
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 202611976 MLS ⋅ FS - Fee Simple Tenure ⋅ 128 DOM
Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back patio, and a private backyard pool (resurfaced and retiled in 2021)—perfect for relaxing and cooling off. Located at the end of a newly paved private lane, the property includes two split AC units, a solar water heater, and an owned PV system. Enjoy convenient access to H-3, Kailua beaches, parks, and shopping. The home was tented on April 9, 2026, and includes an Xtermco warranty through April 8, 2031. Sold "as is".

742-A Kaipii Street, Kailua
1076 Maunawili Road, Kailua
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 202615576 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 DOM
**Renovation Opportunities:** With a single-level layout, this home is perfect those seeking to customize their space. Whether you envision an open-concept living area, modern kitchen, or luxurious primary suite, the possibilities are endless. OR **New Construction:** For those looking to start fresh, the level lot provides an excellent foundation for a brand-new home. Think of creating a contemporary design that showcases panoramic views of the Ko'olau Mountains and integrates seamlessly with the natural surroundings. Located in the highly desirable Maunawili neighborhood, nestled at the base of the breathtaking Ko'olau Mountains, this property is surrounded by a tranquil, lush environment that boasts historical richness and scenic beauty. Enjoy direct access to tropical forests and the stunning Maunawili Falls hike, perfect for outdoor enthusiasts. Just a short drive from Kailua town, you’ll appreciate the convenience of nearby shopping, dining, and cultural attractions. With easy access to Kamehameha and Pali highways, commuting is a breeze. Seize the chance to create your ideal oasis in this idyllic setting!

1076 Maunawili Road, Kailua
1164 Lunahaneli Place, Kailua
$1,580,000
3 Beds ⋅ 2 Baths ⋅ 202617230 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Lovely home in Kailua.

1164 Lunahaneli Place, Kailua
315 Iliaina Street, Kailua
$1,565,000
3 Beds ⋅ 3 Baths ⋅ 202609716 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM
Nestled within one of Kailua’s favorite neighborhoods, Kalaheo Hillside, 315 Iliaina Street is filled with potential and island charm. The property includes two separate structures --- a cute, detached cottage studio with a full bath and kitchenette, plus a classic home offering 3 bedrooms, 2 full baths, a great open floor plan, and a separate dining area with large windows looking out to the backyard. Much of the home remains in its original condition, including beautiful koa kitchen cabinet doors that could shine again with restoration. The spacious yard features a large in-ground pool and plenty of room to reimagine the outdoor spaces! Just minutes from Aikahi Shopping Center, Aikahi Elementary School, Kailua’s beaches, shopping, dining opportunities, markets, and so much more! Also close to MCBH Kaneohe, H-3, and Likelike Highway access, this property combines location, flexibility, and opportunity in one of Kailua’s most convenient neighborhoods. Split ACs in each room. PV panels on net metering.

315 Iliaina Street, Kailua
1096 Liku Street, Kailua
$1,235,000
3 Beds ⋅ 1 Baths ⋅ 202615389 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM
Versatile and inviting, this property offers a spacious open floor plan, wet bar hookup, and a level, enclosed yard, ideal for everyday living and entertaining. The oversized storage building, complete with electricity, provides exceptional flexibility for storage, hobbies, or a workshop. Additional highlights include 200-amp meter service and the exterior was recently painted. Conveniently located just minutes from Enchanted Lake Shopping Center, theaters, and Kailua Town, you’ll enjoy easy access to shopping, dining, and everyday amenities. Please enjoy the attached walkthrough video for a closer look!

1096 Liku Street, 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
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
324D Olomana Street, Kailua
$1,370,000
3 Beds ⋅ 1 Baths ⋅ 202616680 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
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
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
85 Mahiloa Place, Kailua
$3,800,000
4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Open Sun 9/20, from 2-5pm. Beautifully renovated mid-century modern Kailua beach house with deeded beach access, high end finishes, and room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach house sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently renovated to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua
590 Keolu Drive, Kailua
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 202612018 MLS ⋅ FS - Fee Simple Tenure ⋅ 114 DOM
Diamond in the rough! Spacious single level home with over 1,700 sf of living area features lofty cathedral ceilings and gorgeous light filled spaces! Ideal floorplan is perfect for entertaining with open living, dining, living and a 200 sf covered lanai! Enclosed 2 car garage w/direct entry into home/laundry room! Split A/C, newer roof, completely walled/fenced low maintenance yard and maybe room for a boat? Already surveyed and tented! Sold as is. Must see!

590 Keolu Drive, Kailua
1308 Kuuna Street, Kailua
$1,870,000
4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure ⋅ 89 DOM
Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

1308 Kuuna Street, Kailua
524 Pauku Street, Kailua
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 202609924 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM
Land. Location. Opportunity. Rare 10,000+ sq ft corner lot in desirable Enchanted Lakes offered below recent appraised value. Whether you're looking to renovate, rebuild, develop, or create your dream Kailua property, opportunities like this are increasingly difficult to find. The property includes owned photovoltaic panels and potential future development possibilities, subject to buyer verification and due diligence. Ideally located near Kailua Town, beaches, schools, parks, shopping, and dining. A rare chance to secure a large parcel in one of Oahu's most sought-after neighborhoods.

524 Pauku 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
995 Akipohe Place Unit 3A, Kailua
$843,500
3 Beds ⋅ 2 Baths ⋅ 202610853 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM ⋅ Lakeview BLDG.
$5,000 Seller credit with an accepted offer in the first two weeks! Breezy Kailua living meets quality craftsmanship in this spacious corner townhome. Fresh remodel including upgraded lighting and smooth drywall create a bright, modern feel. The travertine-tiled kitchen with maple cabinets, granite counters, stainless appliances, and wine fridge opens to generous living and dining spaces ideal for everyday life and entertaining. A new wraparound Trex lanai extends your living area outdoors, capturing lush mountain and lake views and cool trade winds. Custom double-pane Low-E windows and oversized sliders throughout. First and second floor split AC, plus updated baths with travertine walk-in shower and deep tub. The two-level layout offers two bedrooms, laundry, and a full bath on the main level, with the primary suite upstairs boasting sweeping views of Enchanted Lake. Ample storage: multiple attic access points, under-stair closet, gated entry patio for bikes & boards, and exterior shed. Prepaid SunRun solar system minimizes electricity costs. Two reserved parking stalls plus guest parking make hosting effortless.

995 Akipohe Place Unit 3A, Kailua
559 Iana Street, Kailua
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 202613492 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM
Great value, located in one of Kailua's most desirable neighborhoods! No through traffic, and surrounded by Golf Course & Canal front homes. Spacious layout, with lots of potential to bring your creative touch to take it to the next level. This home features 4 bedrooms and 3 full bathes (one bedroom has separate entrance), enclosed garage, and lots of storage space. 25 owned PV panels with net metering to keep the electric bill down, and a beautiful tiled salt water pool to get you through heat of the summer! Side yard with garden beds, and an avocado & Pak Lan tree in the front yard. Don't miss this opportunity to get into this wonderful neighborhood!

559 Iana Street, Kailua
1567 Uluhaku Place, Kailua
$1,565,000
4 Beds ⋅ 2 Baths ⋅ 202615171 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,944 sq. ft. lot. Easy access to the Pali Highway and H-3 provides a quick commute to town, with Castle Medical Center and Maunawili Elementary nearby. The open, light-filled floor plan features a skylight, Saltillo tile, and luxury vinyl flooring. The kitchen has white cabinets and countertops, along with newer appliances. 24 PV panels with net metering, an energy-efficient heat pump, and upgraded 200-amp electrical service help keep utility costs down. Enclosed garage. The private backyard has no homes directly behind the property and features a well-manicured slope with mature papaya, avocado, lemon, and lime trees. A covered lanai with a remote-operated cover is ideal for entertaining, morning coffee, or evening drinks with friends. Set near the base of Mount Olomana in a quiet, established neighborhood with long-time neighbors, this is a home where you can picture holidays, birthdays, and quiet Sunday mornings. Come see how easily this inviting Olomana home could feel like your own.

1567 Uluhaku Place, Kailua
322 Aoloa Street Unit PH8, Kailua
$615,000
1 Beds ⋅ 1 Baths ⋅ 202614387 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM ⋅ Windward Passage BLDG.
Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic Koolau Mountain range. You can even enjoy the colors of the sunset as the sun sinks below the mountains in the evenings. The whole apartment opens to the view, and all that window space gives you a bright airy open feel that makes the unit seem even larger than it is. The kitchen & bathroom have been upgraded. The bathroom renovation included replacing the tub with a full-size shower & brand-new vinyl plank flooring was just installed throughout. Everything is ready for you to move in & enjoy! Add to this the resort style amenities that Windward Passage has to offer including tennis courts, pickleball, a racquetball court, swimming pool, whirlpool, BBQ areas, dog park, fitness center with saunas, storage areas for surfboards & bicycles & additional storage for each unit. Plus, a can't beat location right in Kailua Town with easy access to shopping, restaurants, the open markets and so much more with Kailua Beach just moments away. What more could you ask for? This is just what you've been waiting for!

322 Aoloa Street Unit PH8, Kailua
903 Alahaki Street, Kailua
$1,520,000
3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 DOM
NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer sits on a level 7,500-sqft lot and features a newly renovated kitchen, 25 owned PV panels, and a spacious flex room that's great for guests or entertaining. Bright-and-airy living room features new tile flooring that leads to a wide-open kitchen with a welcoming breakfast bar, luxurious African Canyon granite countertops, stainless steel appliances and farmhouse sink. The primary suite includes direct backyard access and a large walk-in closet. Enjoy indoor-outdoor living from the fully fenced yard with cool trade winds, natural shade, and a plumeria tree that adds to the relaxed island ambiance. Additional upgrades include high open-beam ceilings, multiple split ACs, fresh exterior paint and an EV outlet at the spacious carport. Located in a walkable neighborhood with ample street parking and easy access to Kailua Town, Kailua Beach, Lanikai Pillbox, Mid-Pacific Country Club, schools, shopping and freeways. Don’t miss this Windward gem!

903 Alahaki Street, Kailua
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
348-C Kaelepulu Drive Unit 603, Kailua
$1,500,000
2 Beds ⋅ 3 Baths ⋅ 202615337 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM ⋅ Bluestone BLDG.
Welcome to an exceptional residence in the prestigious gated community of Bluestone, where sophisticated design, privacy and the best of Kailua living come together. Completely gutted to the studs and reimagined in an upscale urban-modern style, this 2-bedroom, 2.5-bath residence with versatile flex room features polished concrete floors on the main level, white oak flooring upstairs, dramatic vaulted ceilings and split AC throughout. Both bedrooms are ensuite with beautifully appointed baths featuring specialty herringbone tile and generous walk-in closets. All-new windows and doors, a custom laundry room and thoughtful designer finishes elevate every space. Enjoy two expansive lanais, including one off the primary suite and an impressive main lanai with a tiled ceiling and recessed lighting. Exceptional privacy with no neighboring units looking in, plus sweeping views across Mid-Pacific Country Club to the Ko’olau Mountains and Pali Puka sunsets. Bluestone offers a pool, hot tub, tennis, walking paths and lush tropical landscaping, all just minutes from Lanikai Beach and Kailua Town.

348-C Kaelepulu Drive Unit 603, Kailua
1225 Ulupii Street, Kailua
$1,625,000
9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM
Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua
219 S Kalaheo Avenue, Kailua
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 202615759 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM
An incredible opportunity in one of Kailua’s most sought-after locations, just moments from Kailua Beach and minutes from Kailua Town. Set on an expansive 12,773 sq. ft. lot, this property is in need of extensive renovation but offers beautiful architectural bones, a striking roofline, a pool and tremendous potential. Bring your contractor, creativity and vision to reimagine this property into something truly special. A rare chance to create your own Kailua retreat in a phenomenal location.

219 S Kalaheo Avenue, Kailua
739 Kahoa Drive Unit A, Kailua
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 202614603 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM
Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second story primary bedroom ensuite with a View of the wetland completed in 2014! Freshly painted w/ updated kitchen, bathrooms, hardwood flooring, windows, two split a/c, aluminum roof & one car carport. Front property is also for sale. Don't miss a unique opportunity to purchase two properties for extended family. Or live in one property and rent out the other. Properties may be purchased separately as well. Endless possibilities!!

739 Kahoa Drive Unit A, Kailua
445 Kawailoa Road Unit 4, Kailua
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 125 DOM ⋅ Windsurfer BLDG.
Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, Kailua
1020 Aoloa Place Unit 404A, Kailua
$899,000
3 Beds ⋅ 2 Baths ⋅ 202615666 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM ⋅ Windward Cove BLDG.
Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscaping and tranquil water features. Inside, you’ll find a fully upgraded kitchen with waterfall quartz countertops and appliances, new primary bath vanity, new split AC’s, fresh interior paint and luxury vinyl floors throughout. Expansive floor-to-ceiling windows fill the unit with natural light and peaceful garden views, creating the feeling of living in your own private tropical retreat. This top floor unit also comes with a spacious private rooftop balcony with beautiful Koolau mountain and treetop views, perfect for relaxing and entertaining. Set on 3 acres of tropical grounds, Windward Cove offers resort-style amenities including a swimming pool, hot tub, sauna, tennis and pickleball courts, pool, barbeque areas, bike and surfboard racks and a private storage locker. Located minutes away from world-famous Kailua beach and popular restaurants, come see what makes this complex in Kailua so special. 2 photos are virtually staged(enhanced).

1020 Aoloa Place Unit 404A, Kailua
118 Kailuana Place, Kailua
$4,000,000
4 Beds ⋅ 3 Baths ⋅ 202614566 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM
Rare canal-front living with Kailua's coveted Kainalu Park, just moments from private gated access to world-famous Kailua Beach. Enjoy the best of island living with an open-concept floor plan, engineered hardwood flooring, a spacious primary suite with attached den, limestone tile bathrooms, central A/C and split-system A/C units. The covered lanai and generous backyard are perfect for entertaining or relaxing, while canal frontage with a private boat mooring offers easy access for kayaking, paddleboarding, and boating. Additional highlights include owned photovoltaic panels, a two-car garage, and an exceptional location in one of Kailua's most desirable beachside neighborhoods.

118 Kailuana Place, Kailua

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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