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119 Kuulei Road, Kailua
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 202618194 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Opportunity knocks! This Kailua home is just a short walk to the beach and offers one of the lowest prices seen in years. A rare fixer-upper opportunity in sought after Kuulei Tract—with a pool and a location just 8 houses from world-famous Kailua Beach! Bring your vision to this property, just a couple of blocks from the heart of Kailua Town and close to schools, restaurants, markets, gyms, yoga studios, and farmers markets. The park-like backyard offers plenty of room to relax and play, with a refreshing pool and patio just outside the family room and a spacious grassy area beyond. The 3 bedrooms are located on the makai side of the house are cooled by the trade winds, and the 200+ s.f. workshop is located on the mauka side of the house. Fully fenced back yard provides a safe area for kids and pets.

119 Kuulei Road, Kailua

1320C Kamahele Street Unit 2302, Kailua
$1,586,800
3 Beds ⋅ 3 Baths ⋅ 202617647 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM ⋅ 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

1447 Onioni Street, Kailua
$1,875,000
4 Beds ⋅ 2 Baths ⋅ 202617566 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 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

426 Keaniani Street, Kailua
$1,769,000
4 Beds ⋅ 3 Baths ⋅ 202617440 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
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

340 Ilimano Street, Kailua
$2,200,000
4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 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

333 Aoloa Street Unit 318, Kailua
$855,000
3 Beds ⋅ 3 Baths ⋅ 202613359 MLS ⋅ FS - Fee Simple Tenure ⋅ 32 DOM ⋅ 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

324D Olomana Street, Kailua
$1,360,000
3 Beds ⋅ 1 Baths ⋅ 202616680 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 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

453 Iliaina Street, Kailua
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 202616142 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
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. Seller will consider Seller Credit towards Buyer's Closing Costs and/or Interest Rate Reduction! Home Sweet Home Hawaii. Love where you live!

453 Iliaina Street, Kailua

1567 Uluhaku Place, Kailua
$1,525,000
4 Beds ⋅ 2 Baths ⋅ 202615171 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 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

995 Akipohe Place Unit 3A, Kailua
$848,000
3 Beds ⋅ 2 Baths ⋅ 202610853 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 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

1076 Maunawili Road, Kailua
$1,298,000
3 Beds ⋅ 2 Baths ⋅ 202615576 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 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

348-C Kaelepulu Drive Unit 603, Kailua
$1,485,000
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

903 Alahaki Street, Kailua
$1,580,000
3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 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

1312 Aupapaohe Street, Kailua
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM
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

322 Aoloa Street Unit PH8, Kailua
$645,000
1 Beds ⋅ 1 Baths ⋅ 202614387 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 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

1308 Kuuna Street, Kailua
$1,870,000
4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure ⋅ 82 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

821 Kainui Drive, Kailua
$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 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

1461 Aunauna Street, Kailua
$2,450,000
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 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

361 Kailua Road Unit 8108, Kailua
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202611496 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 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

802 Pahumele Place, Kailua
$3,550,000
5 Beds ⋅ 4 Baths ⋅ 202612388 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
Set along the peaceful shoreline of a tranquil lake, this stunning five-bedroom, four-bathroom residence offers a lifestyle where every day starts and ends with views that feel like a getaway. From the moment you step inside, you'll appreciate the thoughtfully designed layout, where spacious living areas flow effortlessly together for both everyday comfort and entertaining. All rooms are very generous in size on the main level and upstairs you will find a spacious studio with a wrap-around lanai that creates endless possibilities. Outside, the magic continues - imagine spending sunny afternoons relaxing beside the sparkling pool, hosting unforgettable gatherings with the lake as your backdrop, or simply unwinding as gentle Hawaiian breezes ripple across the water. Perfectly positioned in an exceptional location, this is more than a beautiful home—it's a place where memories are made and every day feels just a little more extraordinary.

802 Pahumele Place, Kailua

211 Luika Place, Kailua
$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure ⋅ 106 DOM
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

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.