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$1,690,000
4 Beds 3 Baths 202614340 MLS FS - Fee Simple Tenure 2 DOM
Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and offers the perfect blend of modern design and everyday comfort. The home features a 3-bedroom, 2-bath main residence plus a connected 1-bedroom, 1-bath suite with a kitchenette, providing exceptional flexibility for extended family, guests, a home office, or potential rental income. Inside, a bright open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating an inviting space for both entertaining and daily living. The bedrooms feature premium DuChâteau hardwood flooring, adding warmth and an elegant finish throughout. A thoughtfully designed hidden laundry room enhances functionality while maintaining clean lines and a spacious feel. Outside, enjoy a fully fenced, oversized backyard—perfect for entertaining, pets, or relaxing in your own private retreat—along with a generous front yard that enhances the home's curb appeal. Turnkey and move-in ready, this exceptional property offers modern island living in one of Oahu's most desirable beach communities.

1225 Mokapu Boulevard, Kailua

$1,985,000
4 Beds 3 Baths 202613204 MLS FS - Fee Simple Tenure 8 DOM
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

$1,395,000
6 Beds 3 Baths 202604953 MLS FS - Fee Simple Tenure 21 DOM
Spacious 6-bedroom, 3-bath home approximately 1968 sq. ft. of living area in a desirable Kailua neighborhood. This versatile home features a functional floor plan with 4 bed/2 baths on the main level, and 2 bed/1 bath and wet bar on the upper level providing additional living space. Separate entries to both levels offers added flexibility for extended or multi-generational living, accommodating guests, or investment opportunities. There is also a large covered lanai perfect for relaxing or entertaining guests. With lots of space and endless potential, this home is ready for your personal updates to make it your own. Conveniently located near the heart of Kailua, with easy access to shopping, dining, schools, parks, and world-famous beaches. Don't miss this great opportunity to own a spacious home with flexible living options in one of Kailua's most sought-after communities.

664 Kihapai Street, Kailua

$2,450,000
4 Beds 3 Baths 202612934 MLS FS - Fee Simple Tenure 23 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

$4,695,000
4 Beds 3 Baths 202612376 MLS FS - Fee Simple Tenure 25 DOM
Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

$1,689,000
5 Beds 3 Baths 202612287 MLS FS - Fee Simple Tenure 33 DOM
Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination of modern efficiency and versatile island living. Spanning 1,800 square feet of thoughtfully updated space, the home’s layout is designed for flexibility, easily accommodating various living arrangements or providing excellent potential for supplemental rental income. One of the standout features is the commitment to sustainability, with 18 owned photovoltaic panels and a coveted Net Metering agreement already in place, you can enjoy significant long-term value and energy efficiency from day one. Outside, the generous 5,616 square foot lot provides ample outside space while keeping you just moments away from the vibrant energy of Kailua town and world-renowned beaches. Whether hosting a weekend gathering or enjoying the cool breeze lifestyle is effortlessly here! This move-in-ready home is sold "as-is," offering a streamlined path to a turnkey retreat in a prime windward location. Come see how modern upgrades and a top-tier position create the perfect place to call home.

528 Halela Street Unit A, Kailua

$5,895,000
4 Beds 3 Baths 202612139 MLS FS - Fee Simple Tenure 35 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

$2,195,000
4 Beds 3 Baths 202611702 MLS FS - Fee Simple Tenure 40 DOM
Live the Kalua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a multitude of shopping and dining choices. This desirable single level, spacious 4 bedroom / 3 bath home with an enclosed 2 car garage has a newer roof and remodeling was done within the past few years. Located near schools, the public District Park, public Library, H-3 and the Pali Highway for an easy commute to Honolulu and a short distance to Marine Corps Base Hawaii (MCBH). The generous sized lot of 12,500 square feet is really something special and offers many possibilities for the new homeowners! The yard is enclosed if you have children or pets. The home is being sold "As Is". Don't miss this special home!

176 Kuulei Road, Kailua

$3,195,000
4 Beds 3 Baths 202611322 MLS FS - Fee Simple Tenure 47 DOM
Just three homes from Kailua Beach and offered under $3.2 million, this is the beach cottage buyers dream about but rarely find. Imagine starting your day with a morning paddle or an ocean swim and ending it with a sunset stroll along Kalluas white sandy beach simply part of your everyday routine. This charming 1944 beach cottage offers 4 bedrooms, 2.5 baths, plus a flexible bonus room with its own private entrance, ideal for visiting guests, extended family, or a home office. This home appeals to a variety of buyers; investors will appreciate the property’s proven rental appeal. The main home has previously rented for approximately $7,800 a month, while the separate flex room generated approximately $2,300 a month, providing over $10,000 a month in prior rental income. Whether you are looking for an investment, multigenerational living or a beach home with flexibility, this property delivers. E Komo Mai- Come and fall in love.

156 N Kalaheo Avenue Unit C, Kailua

$1,875,000
3 Beds 3 Baths 202609716 MLS FS - Fee Simple Tenure 59 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

$2,650,000
3 Beds 3 Baths 202609988 MLS FS - Fee Simple Tenure 62 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

$2,099,500
4 Beds 3 Baths 202609203 MLS FS - Fee Simple Tenure 75 DOM
Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain views that capture the essence of Windward living. Inside, enjoy a spacious open-concept layout with soaring high ceilings, creating a bright and airy feel throughout. The home features luxury vinyl flooring, split AC units in every room, and a modern kitchen with quartz countertops, a large waterfall island, and new appliances, perfect for everyday living and entertaining. The main level offers 3 bedrooms and 2 bathrooms, with the primary bedroom located on the lower level, while the upstairs includes a separate 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large Trex deck overlooking a private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. A rare opportunity to own a move-in ready home in highly desirable Maunawili.

1287 Puualoha Street, Kailua

$2,700,000
5 Beds 3 Baths 202606811 MLS FS - Fee Simple Tenure 84 DOM
Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect balance of privacy and effortless indoor-outdoor living. High wood beam ceilings with rich detail and open-concept layout invites natural light and garden views throughout. Walls of windows perfectly frame a backdrop that is connected to nature. The spacious living area flows seamlessly to 2 covered lanais—perfect for entertaining or relaxing. The kitchen features wood cabinetry, large island, bar seating, new appliances, and warm finishes that complement the island aesthetic. It’s a retreat designed with both style and ease in mind, while the surrounding landscape creates a peaceful, resort-like setting. Minutes from famous beaches, parks, and charming shops and cafes of Kailua, this home delivers a lifestyle of morning beach walks, sunset paddles, and the quiet luxury of island living. The main home is spacious with 3 beds and 2 baths. Enjoy a separate, private entry, ample 800+sf rec area, with wet bar, bath, and second laundry, to be used for recreation, artist studio, exercise space, caretaker or guest area.

151 Alala Road, Kailua

$1,519,000
3 Beds 3 Baths 202608250 MLS FS - Fee Simple Tenure 87 DOM Bluestone BLDG.
New Price! Welcome to Bluestone, an exceptional 3-bedroom, 2.5-bath townhome in one of Kailua’s most private and prestigious gated communities. Set across nearly 50 acres of lush land fronting the Mid-Pacific Country Club golf course & surrounded by preservation land, Bluestone offers a rare sense of seclusion with sweeping golf course, Ko'olau mountain, & sunset views rarely found in townhome living. This spacious residence features an attached full-size garage & driveway parking for two additional vehicles! Three covered lanais designed to capture the cross breeze of cooling trade winds & seamless indoor-outdoor living. Bird watching from the lanais brings a deep sense of calm through the quiet beauty of birds, trees, and majestic mountain sunset view. Bluestone boasts resort-style amenities, including a pool, whirlpool, BBQ, recreation areas, tennis/pickleball courts, and sauna, all within a secure, gated community w/patrol. Condo Master Insurance policy is 100% insured. Ideally located in the hills of Kailua, just minutes from world-renowned Lanikai Beach and the iconic Lanikai Pillbox hike, this home offers a unique blend of privacy, natural beauty, and refined island living.

1150B Kamahele Street Unit #3002, Kailua

$1,798,000
5 Beds 3 Baths 202608144 MLS FS - Fee Simple Tenure 94 DOM
With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned lighting and fixtures throughout. New HVAC system with whole-home AC, including a new split system addition. It's move-in ready and thoughtfully done. The layout is flexible — two bedrooms and a full bath on the main level for multi-generational living, guests, or a home office. Soaring ceilings and an open-concept living area flow to a spacious covered patio, making indoor-outdoor living effortless. Outside, a level, private backyard with mature pomelo, avocado, and bilimbi trees. Morning light, evening breeze, and the kind of view you don't get tired of. 49 owned solar panels with two large battery banks keep energy costs low. This is a rare opportunity in one of Kailua's most sought-after neighborhoods.

1614 Paukiki Street, Kailua

$1,350,000
3 Beds 3 Baths 202607472 MLS FS - Fee Simple Tenure 103 DOM Bluestone BLDG.
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

$3,880,000
3 Beds 3 Baths 202605289 MLS FS - Fee Simple Tenure 131 DOM
Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior paint, vinyl plank flooring, new carpet, and an open chef’s kitchen featuring custom cabinetry, quartz countertops, and a spacious 10’ island. An expansive primary suite overlooks the pool deck with canal and majestic Ko’olau Mountain views. Designed for effortless indoor/outdoor living, there are multiple lanais along with a swimming pool—ideal for entertaining and everyday relaxation. Lush landscaping on the 14,866 sq ft lot enhances the already tranquil setting. The cul-de-sac location maximizes the already private location. An owned photovoltaic system with a net metering agreement adds energy efficiency. Just minutes from Kailua’s beaches, shopping, and dining, this home offers elevated island living in one of Oahu’s most desirable neighborhoods.

1110 Ilikala Place, Kailua

$2,125,000
4 Beds 3 Baths 202525463 MLS FS - Fee Simple Tenure 117 DOM
This beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large office leading to the huge ~750 sqft. bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger. Pre-listing Home inspection completed 8/28/2025 with no major findings.

1386 Nanialii Street, Kailua

$1,450,000
5 Beds 3 Baths 202519336 MLS FS - Fee Simple Tenure 327 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

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.