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$1,590,000
6 Beds ⋅ 3 Baths ⋅ 202617350 MLS
“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, all wrapped in a charming heritage town vibe. This newly built, move-in-ready home offers an exceptional dual-living or multi-generational layout: •Top Floor: Features 3 bedrooms and 2 bathrooms, a spacious living area, and a beautiful outdoor deck perfect for hosting gatherings with family and friends. •Ground Floor: Includes 3 bedrooms and 1 bathroom, centered around a large, open entertaining space complete with a wet bar.

839 Oneawa Street, Kailua

Listing courtesy of Listing Agent: Ernest M Yagi (Ernest.Yagi@evrealestate.com) from Listing Office: Engel & Volkers Honolulu.
$465,500
202617366 MLS ⋅ Uluniu Urban BLDG.
Input for statistical purposes.

320 Uluniu Street Unit 4, Kailua

Listing courtesy of Listing Agent: Evan I Scherman (evanscherman@hotmail.com) from Listing Office: One Source Realty LLC.
$2,200,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS
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 Listing Agent: Leanna Wolff (leanna@hawaiiluxhomes.com) from Listing Office: eXp Realty.
$1,360,000
3 Beds ⋅ 1 Baths ⋅ 202616680 MLS
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 Listing Agent: Sean S Yano (sean@yanogroup.com) from Listing Office: Compass.
$729,000
1 Beds ⋅ 1 Baths ⋅ 202616213 MLS ⋅ Windward Harbour BLDG.
Live above the treeline in the heart of Kailua. This top-floor corner residence at Windward Harbour pairs sweeping Ko?olau Mountain views with an exceptional indoor-outdoor lifestyle. The spacious 1-bedroom, 1-bath home offers 865 sq ft of single-level living plus a rare 440 sq ft open rooftop lanai—an incredible private retreat for morning coffee, sunset dinners, gardening, entertaining, or simply enjoying the trade winds. Floor-to-ceiling windows fill the home with natural light and frame lush garden and mountain views throughout. Updated in 2017, the residence features an ensuite bath with double sinks and in-unit laundry with washer and dryer replaced approximately 3 years ago. Fee simple and pet-friendly, with covered parking and separate storage large enough for a bicycle and kayak. Enjoy resort-style amenities including pool, hot tub/Jacuzzi, sauna, tennis court, clubhouse, BBQ areas, secured entry, and resident manager. Just minutes from Kailua Beach, Whole Foods, shops, dining, and everything that makes Kailua living so special. A rare opportunity to own a home that captures the light, views, trade winds, and effortless indoor-outdoor lifestyle Kailua is known for.

1030 Aoloa Place Unit 412A, Kailua

Listing courtesy of Listing Agent: Mike Hegazy (mikehegazy@gmail.com) from Listing Office: Compass.
$1,525,000
4 Beds ⋅ 2 Baths ⋅ 202615171 MLS
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

Listing courtesy of Listing Agent: Corinda S Wong (corinda@teamwonghawaii.com) from Listing Office: Hawaii Modern Realty.
$4,000,000
4 Beds ⋅ 3 Baths ⋅ 202614566 MLS
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

Listing courtesy of Listing Agent: Monique L Hsia (monique.hsia@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$848,000
3 Beds ⋅ 2 Baths ⋅ 202610853 MLS ⋅ 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

Listing courtesy of Listing Agent: Kristy Lynn Nakamura (kristy@youroahuhome.com) from Listing Office: eXp Realty.
$2,199,000
202615925 MLS
Now listed at $2,199,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started! Plz note org owners never rented out home.

1031 Lunaai Place, Kailua

Listing courtesy of Listing Agent: Kelly La'a (LaaAndCompany@gmail.com) from Listing Office: Hawaii Modern Realty.
$3,300,000
4 Beds ⋅ 3 Baths ⋅ 202615672 MLS
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

Listing courtesy of Listing Agent: Joseph Kaleo Ahina (Kaleo.Ahina@evrealestate.com) from Listing Office: Engel & Volkers Honolulu.
$895,000
3 Beds ⋅ 2 Baths ⋅ 202615666 MLS ⋅ 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

Listing courtesy of Listing Agent: Stacy L Paris (Stacy.Paris@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$1,298,000
3 Beds ⋅ 2 Baths ⋅ 202615576 MLS
**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

Listing courtesy of Listing Agent: Mathew Ngo (Mathew@MathewNgo.com) from Listing Office: REMAX Hawaii.
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 202615759 MLS
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

Listing courtesy of Listing Agent: Sherine M Duncan (sherine@hawaiiluxhomes.com) from Listing Office: eXp Realty.
$1,288,000
3 Beds ⋅ 2 Baths ⋅ 202615339 MLS
Enjoy the cool trade wind breezes on the top of Keolu Hills. Single level home with 3 bedrooms, 2 baths and a den or additional office space. A fenced yard with a water sprinkler system and an open covered lanai just off an enlarged kitchen. Convenient to shopping at Enchanted Lake Center - Safeway, McDonalds, L&L Barbecue & Much MORE!!! Number of bedrooms differ from tax records. Open House on Sunday, September 6, 2-5 pm

1503 Kupau Street, Kailua

Listing courtesy of Listing Agent: Claudia L Murphey (cmurphey8@hawaii.rr.com) from Listing Office: Coldwell Banker Island Prop.
$1,235,000
3 Beds ⋅ 1 Baths ⋅ 202615389 MLS
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

Listing courtesy of Listing Agent: Susan Borochov (susan@susanborochov.com) from Listing Office: Coldwell Banker Island Prop.
$1,485,000
2 Beds ⋅ 3 Baths ⋅ 202615337 MLS ⋅ 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

Listing courtesy of Listing Agent: Sherine M Duncan (sherine@hawaiiluxhomes.com) from Listing Office: eXp Realty.
$1,580,000
3 Beds ⋅ 2 Baths ⋅ 202612434 MLS
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

Listing courtesy of Listing Agent: Jaymes K Song (Jaymes.Song@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$1,600,000
9 Beds ⋅ 4 Baths ⋅ 202615061 MLS
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

Listing courtesy of Listing Agent: Wendell Tanjutco Jr (wendell.hawaii@gmail.com) from Listing Office: Ohana Investment Realty LLC.
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 202614603 MLS
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

Listing courtesy of Listing Agent: Kitty Cano (kittycano1@yahoo.com) from Listing Office: Residential Resource, Inc..
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS
2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni.  Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai.  The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

Listing courtesy of Listing Agent: Tahiti V Reed (Tahiti.Reed@remaxhawaii.com) from Listing Office: REMAX Hawaii.
$645,000
1 Beds ⋅ 1 Baths ⋅ 202614387 MLS ⋅ 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

Listing courtesy of Listing Agent: Lynn I Wells (lynnwells@hawaii.rr.com) from Listing Office: Homequest LLC.
$1,985,000
4 Beds ⋅ 3 Baths ⋅ 202613204 MLS
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua

Listing courtesy of Listing Agent: Alesia D Barnes (alesia@barneshawaii.com) from Listing Office: Compass.
$1,870,000
4 Beds ⋅ 4 Baths ⋅ 202613694 MLS
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

Listing courtesy of Listing Agent: James S Farmer (jamesf@cbpacific.com) from Listing Office: Coldwell Banker Realty.
$1,650,000
4 Beds ⋅ 3 Baths ⋅ 202613492 MLS
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

Listing courtesy of Listing Agent: Leon Mosher (leonm@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS
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

Listing courtesy of Listing Agent: Marisel Arquette (marisel@arquetteproperties.com) from Listing Office: Arquette Properties Inc.
$2,450,000
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS
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

Listing courtesy of Listing Agent: Brandon C Lau (brandon@advisors.re) from Listing Office: Coldwell Banker Island Prop.
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ 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

Listing courtesy of Listing Agent: Carol P Christie (Carol.Christie@Redfin.com) from Listing Office: Redfin Corporation.
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202612018 MLS
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

Listing courtesy of Listing Agent: Daniel T Omiya (danomiya@gmail.com) from Listing Office: One Realty, Incorporated.
$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

Listing courtesy of Listing Agent: Patty Bell (pattybellrealtor@gmail.com) from Listing Office: Carvill Sotheby's Intl. Realty.
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202611976 MLS
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

Listing courtesy of Listing Agent: Patrick GW Young (Pat@younghawaiihomes.com) from Listing Office: Young Hawaii Homes, Inc..

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.