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$1,600,000
9 Beds 4 Baths 202615061 MLS FS - Fee Simple Tenure 38 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

$1,585,000
4 Beds 2 Baths 202612259 MLS FS - Fee Simple Tenure 79 DOM
Enjoy the best of Kailua living in this beautifully updated 4-bedroom, 2-bath home, conveniently located just minutes from the heart of town. Renovated in 2021, the kitchen and bathrooms offer modern finishes, and a brand-new split AC system was recently installed for added comfort. The home's thoughtful layout features two bedrooms and one full bath on each side, providing flexibility for a variety of living arrangements. Three bedrooms feature sliding glass doors that create a seamless connection to the outdoor spaces and bring in abundant natural light. The open-concept kitchen, living, and dining areas serve as the heart of the home and flow directly to the backyard, where you'll find a sparkling pool that was replastered in recent years. Enjoy easy access to Kailua Beach, Marine Corps Base Hawaii (Kaneohe Bay), Whole Foods, Target, local boutiques, restaurants, and the many shopping, dining, and recreational opportunities that make Kailua such a sought-after destination.

633 Keolu Drive, Kailua

$1,580,000
3 Beds 2 Baths 202612434 MLS FS - Fee Simple Tenure 37 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

$1,550,000
4 Beds 2 Baths 202614500 MLS FS - Fee Simple Tenure 46 DOM
Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua

$1,540,000
4 Beds 2 Baths 202612005 MLS FS - Fee Simple Tenure 84 DOM
Back on the market! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern micro- cement bathrooms. The entire home was rewired in 2026. New mini split AC units in every room, EV charger ready in the carport. The open concept kitchen has brand new appliances including a duel fuel 48in 6 burner double oven with a matching custom micro-cement hood vent, wine fridge, and ice maker. The 8 foot kitchen island has a unique backlit stone that is perfect for gathering and flows into the living and dining spaces seamlessly. Convenient access to Pali and H3, Kailua beach, shopping and dining. Schedule a showing today!

1540 Akake Place, Kailua

$1,530,000
3 Beds 2 Baths 202614243 MLS FS - Fee Simple Tenure 46 DOM
New Price, Same Amazing Location! This price improvement creates an exceptional opportunity to own a home in Enchanted Lake Estate. Move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, two-bath single -level home sits on a generous 7,500 square foot lot on a quiet street w/ minimal through traffic. Enjoy cooling Tradewinds, and a peaceful private retreat feeling. Inside, high beam ceilings, updated LED lighting, fresh interior paint, luxury waterproof laminate flooring, and mountain views from the living room create a bright, modern setting. The open kitchen features quartz countertops, a new sink and new stainless-steel appliances. A spacious permitted addition add flexible living space for a family room, media room, or office. Outdoors, the exterior is freshly painted. Large permitted covered lanai, fully fenced and landscaped yard, and fruit-bearing mango tree. This backyard is the ideal space for relaxing or hosting gatherings. Minutes to Kailua Beach and close to Kailua Town shops, groceries, restaurants, Windward schools, Castle Medical Center, Pali Highway and H-3, this home blends comfort, convenience, and fully embraces Windward Lifestyle

621 Palawiki Street, Kailua

$1,525,000
4 Beds 2 Baths 202615171 MLS FS - Fee Simple Tenure 18 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

$1,499,999
3 Beds 2 Baths 202615210 MLS FS - Fee Simple Tenure 34 DOM
Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on a 6,000 sq ft lot, this home offers privacy, comfort, and a desirable indoor-outdoor lifestyle. Improvements include a remodeled kitchen with an open wall and wrap-around bar, remodeled bathrooms and flooring, five split A/C units, five ceiling fans with lights, gutters, and removal of acoustic ceilings other than the garage. The primary bedroom features a sliding glass/screen door opening to the backyard. Enjoy outdoor entertaining from the deck and gazebo, ideal for BBQs, relaxing, and gardening. The garage includes an automatic door opener, with a new garage door recently purchased. The interior was recently partially repainted for the new owners. Enjoy the quiet cul-de-sac setting with no through traffic, no rear neighbors, and a canal separating the home from neighboring properties on one side. Conveniently located near Enchanted Lakes Shopping Center, Safeway, restaurants, services, and the popular 3-mile walking/jogging route. A great opportunity to enjoy privacy and the relaxed Kailua lifestyle.

1724 Akaakoa Street, Kailua

$1,499,000
4 Beds 3 Baths 202613595 MLS FS - Fee Simple Tenure 57 DOM
HUGE Price Improvement! Don't miss this incredible opportunity to own a beautiful family home on a quiet, private loop in the heart of Kailua! Ideally located just minutes from Kailua Town and the world-famous Kailua Beach, this low-maintenance single-family home offers the perfect blend of comfort, convenience, and island living. With a spacious and flexible 4-bedroom, 3-bathroom floor plan, there's plenty of room for family, guests, and entertaining. The home also features owned solar panels to help reduce electricity costs and split A/C units throughout to keep you cool and comfortable year-round. Schedule your private showing today and discover all this exceptional home has to offer!

433 Kaimake Loop Unit A, Kailua

$1,495,000
3 Beds 3 Baths 202614708 MLS FS - Fee Simple Tenure 43 DOM Bluestone BLDG.
Bluestone's Kamahele Townhome - under $1.5M! Welcome to Bluestone, one of Kailua’s most private and prestigious gated communities. Set on nearly 50 acres of lush grounds fronting Mid-Pacific Country Club and surrounded by preservation land, this 3-bedroom, 2.5-bath townhome offers rare privacy, sweeping golf course, Ko‘olau mountain, and sunset views, plus an attached full-size garage and driveway parking for two additional vehicles. Three covered lanais capture cooling trade winds and provide seamless indoor-outdoor living. Bluestone residents enjoy resort-style amenities including a pool, whirlpool, BBQ areas, recreation spaces, tennis/pickleball courts, sauna, and gated security with patrol. Ideally located in the hills of Kailua, just minutes from Lanikai Beach and the Pillbox hike, this is a rare opportunity to own a townhome style with attached garage in the prestigious community of Bluestone at $1,495,000 — one of the few under $1.5M. Come and see what the Bluestone community has to offer! Sold As-Is. Furniture is negotiable.

1150B Kamahele Street Unit #3002, Kailua

$1,495,000
3 Beds 2 Baths 202613582 MLS FS - Fee Simple Tenure 60 DOM
Need $$ to help pay the Mortg? This charming homes has a cottage in the back yard that has been rented for $2,300 a mo. House features lovely hardwood floors, updated kitchen, bath, & lighting. Main house has three bedrooms, one bath w/lots of closet space. Cottage features cathedral ceilings, upgraded wet bar and bath, spacious private deck, and a separate gated entry. Many leased PV panels keep energy costs low. Large private yard has plenty of room for potential expansion. Property is located in the friendly neighborhood of Pohakupu. Kailua town and beach are a short distance away. This is a very special property. This is the only one that I can find for this price with a separate cottage. (Some of the photos are digitally staged.)

1254 Ulupii Street, Kailua

$1,488,000
4 Beds 3 Baths 202525520 MLS FS - Fee Simple Tenure 299 DOM
Tucked away in one of Kailua's most sought-after neighborhoods, this spacious 4-bedroom, 3-bathroom home presents a wonderful opportunity to create your dream home. This property features two 8-foot storage containers, a 1,232 sq ft deck with ocean & mountain views, ample parking for up to five cars or a boat, and a unique steel-frame construction with solid Styrofoam walls that deliver insulation, structural stability, and built-in termite resistance. Situated on a generous 9,410-square-foot lot, the property offers plenty of room to relax, entertain, and embrace the Kailua lifestyle. The versatile floor plan lends itself beautifully to multi-generational living or a rental opportunity, providing flexibility to suit your needs. Ideally located just minutes from world-famous Kailua Beach, charming boutiques, and favorite, local restaurants, this property offers the perfect blend of location, potential, and lifestyle. Whether you choose to refresh the current design or reimagine the space entirely, this home invites you to bring your vision to life in one of Oahu's most exceptional communities.

1459 Akamai Street, Kailua

$1,485,000
2 Beds 3 Baths 202615337 MLS FS - Fee Simple Tenure 32 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

$1,450,000
3 Beds 3 Baths 202607704 MLS FS - Fee Simple Tenure 107 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

$1,440,000
5 Beds 3 Baths 202519336 MLS FS - Fee Simple Tenure 374 DOM
Amazing opportunity to own in Kailua! This flexible floor plan offers endless possibilities with a well-maintained 4-bedroom, 2-bath main home (currently configured as a 3/1 plus a spacious studio). An additional remodeled studio (5th bedroom), separated by the saltwater pool, enjoys treetop and mountain views of Enchanted Lake, along with cool breezes and privacy. Ideal for multigenerational living, a home office, or rental income potential. The property is fully fenced and landscaped with a sprinkler system—perfect for your fur babies! Conveniently located near world-famous Kailua beaches, parks, shops, and restaurants, with easy access to the H-3 and Pali Highway—without having to fight traffic in Kailua town. Put this home on your must-see list! Number of bedrooms differs from tax records. One or more photos have been enhanced.

1233 Keolu Drive, Kailua

$1,430,625
202616767 MLS FS - Fee Simple Tenure 11 DOM 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

$1,379,000
3 Beds 2 Baths 202611762 MLS FS - Fee Simple Tenure 59 DOM
HIGHLY MOTIVATED SELLERS! Welcome to this beautifully upgraded single-level home in Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends modern upgrades, quality craftsmanship, and the relaxed island lifestyle Kailua is known for. The bright, open-concept floorplan is filled with natural light and features luxury vinyl flooring, a beautifully remodeled kitchen with quartz countertops, a waterfall-edge island, white shaker cabinetry, stainless steel appliances & custom floating wood shelves. Custom built-in closet systems throughout the home provide exceptional organization & storage. Extensive upgrades include split ACs throughout, high-efficiency double-pane windows, premium board-and-batten wood exterior siding, a vapor barrier, added insulation, roof kick-out flashing, fresh exterior paint, reinforced structural carport posts, carport closet with locking sliding doors & an outdoor shower. Just minutes from world-famous Kailua Beach, Kalama Beach Park, Kailua Town, boutique shopping, local cafés, restaurants, farmers markets, and endless outdoor recreation, this home is move-in-ready for you to experience the very best of island living.

447-A Manono Street, Kailua

$1,360,000
3 Beds 1 Baths 202616680 MLS FS - Fee Simple Tenure 11 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.

324 Olomana Street Unit D, Kailua

$1,350,000
2 Beds 1 Baths 202613552 MLS FS - Fee Simple Tenure 59 DOM
Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

1436 Hele Street, Kailua

$1,350,000
4 Beds 2 Baths 202609502 MLS FS - Fee Simple Tenure 65 DOM
Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renovate, restore, or create a space tailored to your vision in one of Kailua's most desirable locations. Featuring a flexible floor plan and ample outdoor space, this property is ready for its next chapter. Whether you're looking to undertake a full renovation or make improvements over time, the possibilities are endless. Enjoy convenient access to shopping, dining, beaches, parks, and the scenic Kawainui Marsh Trail, offering opportunities to experience one of O?ahu's most unique natural landscapes. The property is being sold in its present condition. Interior square footage may differ from tax records. Buyers are strongly encouraged to perform their own due diligence regarding the property's condition, improvements, permits, square footage, and all other material facts they deem important to their purchase.

319 Kihapai Street Unit C, Kailua

$1,350,000
3 Beds 3 Baths 202607472 MLS FS - Fee Simple Tenure 150 DOM Bluestone BLDG.
$30,000 RENOVATION CREDIT TO BUYER!! Enjoy sweeping, unobstructed views of the golf course, majestic mountains, and a hint of ocean from the highly desirable Lanikai side of Bluestone. This well-maintained residence offers a kitchen with granite countertops, a stylish bathroom, and thoughtfully designed vinyl windows that bring in natural light and enhance overall comfort. A skylight further elevates the interior, filling the space with brightness and creating a warm, open atmosphere. Ideally situated near beautiful beaches, shopping, and dining, this home delivers both convenience and the best of island living. A strong investment opportunity with excellent rental appeal in a highly sought-after community.

319 Kaelepulu Drive Unit 202, 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.