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1330 Kuuna Place, Kailua
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202615753 MLS ⋅ FS - Fee Simple Tenure
Perched at the top of Keolu Hills on a peaceful cul-de-sac, this inviting home built in 1989 captures breathtaking views of the Ko‘olau Mountains, colorful sunsets, Kailua Town, and the ocean in the distance. High vaulted ceilings create a light and airy atmosphere, while beautiful wood-look vinyl flooring flows seamlessly throughout the living, dining, and kitchen areas. Start your mornings with coffee on the deck while taking in the incredible views, spend leisurely afternoons relaxing by the pool and attached spa, or enjoy entertaining family and friends on the spacious outdoor lanai area. A wonderful blend of views, indoor-outdoor living, and the relaxed Kailua lifestyle.

1330 Kuuna Place, Kailua

Listing courtesy of Compass.

1154 Lunaai Street, Kailua
$1,829,000
4 Beds ⋅ 3 Baths ⋅ 202619396 MLS ⋅ FS - Fee Simple Tenure
Welcome to this inviting 4-bedroom, 3-bath home, where comfortable living meets the beauty of Hawaii’s tropical surroundings. Enjoy breathtaking mountain views, a spacious open-concept living area, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The bright and airy living room opens to a covered outdoor entertaining area, perfect for relaxing or hosting family and friends. The thoughtfully designed floor plan features two ensuite bedrooms, offering added comfort, privacy, and flexibility, along with a dedicated media room ideal for movie nights, a home office, or additional living space. Outside, the level, enclosed yard with new landscaping that provides a wonderful setting for outdoor activities, gardening, and enjoying the lush tropical landscape. With beautiful views, versatile living spaces, and a desirable indoor-outdoor flow, this home offers the perfect blend of comfort and island living. Owned PV panels are a bonus!

1154 Lunaai Street, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

235 Kuupua Street, Kailua
$2,875,000
4 Beds ⋅ 3 Baths ⋅ 202617990 MLS ⋅ FS - Fee Simple Tenure
This well-designed one level Kuulei Tract 3,000 s.f. residence with an extensive addition/renovation in 2007 is ready to welcome you home. Close proximity to Kailua Beach, rec center, library and Kailua Town. Kuulei is a beloved neighborhood known for quietude + pretty tree-lined streets yet so close to the best of Kailua’s town, parks and world famous beach. Exceptional floorpan w/14’ ceilinged “Great Room” combines living/dining/kitchen, large primary suite with wraparound windows/backyard views, two bedroom wings on opposite sides of home, craft/utility room for projects and extra storage, and 2 covered lanais. The “Great Room” is surrounded by green garden views of front and backyards through wide glass doors that open for breezes. Open kitchen with wide granite counters and abundant cabinets for display and day-to-day storage. Off the kitchen w/views of the deep backyard is a dreamy screened-in covered lanai ideal for additional living/dining space. Two of the bedrooms have their own baths; the 3rd & 4th bedrooms share a hall bath. Photovoltaic system - 34 panels. Room for home office. Beautiful front and back yards provide areas for restful retreat or a volleyball game.

235 Kuupua Street, Kailua

Listing courtesy of Margy Grosswendt RE Agency LLC.

225 Awakea Road, Kailua
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure
Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua Beach Park and the shops, restaurants, and conveniences of Kailua Town. At the heart of the home is an exceptionally spacious great room, featuring warm wood ceilings, exposed beams, and an expansive, open layout that effortlessly accommodates multiple seating and entertaining areas. Whether hosting a crowd or enjoying a quiet evening at home, this versatile space offers an uncommon combination of size, comfort, and character. The newly remodeled kitchen and bathrooms bring a fresh, modern touch, while rich wood floors and thoughtful architectural details preserve the home's timeless appeal. Situated adjacent to Triangle Park, the property enjoys a wonderful neighborhood setting where morning beach walks, afternoons on the sand, and evenings dining in Kailua Town are all within easy reach. With its generous living spaces, tasteful updates, and highly desirable location, this is an opportunity to enjoy the best of the Kailua lifestyle.

225 Awakea Road, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

935 Mokulua Drive, Kailua
$3,650,000
3 Beds ⋅ 3 Baths ⋅ 202618976 MLS ⋅ FS - Fee Simple Tenure
Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-and-batten details and inviting island character, 935 Mokulua Drive captures the nostalgia of barefoot days, salty breezes, and relaxed beachside living. Set on a spacious, level, gated lot enclosed by a privacy rock wall, this charming property offers a rare opportunity to create your own vision in one of Oahu's most beloved coastal communities. Just a short distance from beach access, enjoy morning swims, leisurely shoreline walks, and afternoons beneath the island sun. Cherish the home's original character and thoughtfully renovate to preserve its classic appeal, or explore the possibilities of rebuilding to create your own island retreat. Whether restoring the romance of a traditional Lanikai beach cottage or envisioning something entirely new, the generous grounds and sought-after setting offer wonderful possibilities. A special opportunity to embrace the enduring charm of old Hawaii and the timeless pleasures of Lanikai beachside living.

935 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

636 Kaiemi Street Unit A, Kailua
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 202618881 MLS ⋅ FS - Fee Simple Tenure
Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2 car carport with views of Koolau Mountains. Fenced in yard with automatic gate. Original home built in 1955. Remodeled in 1987 with new Kitchen design, Added a true primary Bedroom with bathroom, Laundry Room inside home and an Office/Craft Room. 2 split AC systems. Three AC wall units. There are 22 Photovoltaic panels that helps offset Electricity Bill with possibility of new owner hooking up a critical load panel. Warranty is transferrable to new owner. Home comes with 2 split AC systems. Walkable to Kawainui Marsh Trail. Minutes to H-3, Kailua Town and Kailua & Lanikai Beach.

636 Kaiemi Street Unit A, Kailua

Listing courtesy of Coldwell Banker Realty.

1458 Uluhala Place, Kailua
$1,695,000
5 Beds ⋅ 3 Baths ⋅ 202618644 MLS ⋅ FS - Fee Simple Tenure
This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger homes, with 2,729 square feet of living space, is on a level 9,875 square foot lot, ideally located on a quiet cul-de-sac, in the established Kailua neighborhood of Olomana. Majority of the home is single-level, with one bedroom and living space upstairs. It offers a versatile floor plan, with separate entrances that are perfect for guests, investment opportunities, or a dedicated home office. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play with pets, or entertain friends. Mature fruit trees and lush landscaping create a private, tropical setting for you to enjoy. Large carport and driveway area, along with lots of storage, and a workshop, provide lots of room for hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility, in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

Listing courtesy of Coldwell Banker Realty.

1575 Ulupii Street, Kailua
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 202618639 MLS ⋅ FS - Fee Simple Tenure
Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spacious, flat, usable lot. With 4 bedrooms and 3 baths, the home is designed for easy living with a seamless connection between indoor and outdoor spaces. Glass sliders throughout invite abundant natural light and frame the lush surroundings, while thoughtful built-ins add warmth, function, and vintage appeal. The spacious living and dining areas flow naturally into the kitchen and outdoor spaces, creating an ideal setting for everyday living and entertaining. Automatic garage doors add everyday convenience and ease. This is a rare opportunity to enjoy the beauty, character, and indoor-outdoor lifestyle of a true Hawai'i home.

1575 Ulupii Street, Kailua

Listing courtesy of Coldwell Banker Realty.

1342 Mokolea Drive, Kailua
$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS ⋅ FS - Fee Simple Tenure
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua

Listing courtesy of Compass.

839 Oneawa Street, Kailua
$1,590,000
6 Beds ⋅ 3 Baths ⋅ 202617350 MLS ⋅ FS - Fee Simple Tenure
“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 Engel & Volkers Honolulu.

650 Oneawa Street, Kailua
$1,600,000
6 Beds ⋅ 3 Baths ⋅ 202617501 MLS ⋅ FS - Fee Simple Tenure
More Aloha, A Lot More Possibility! Short Sale and potential 5.75% VA Assumable for any buyer! Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering approximately 2,100 SF of versatile living space. Currently arranged as a 3-bedroom main home plus bonus room, an attached 1-bedroom living space with bonus room, and a separate attached studio, this unique layout offers flexibility for multigenerational living, extended family, and guests. The additional living spaces may also be incorporated into the main home to create an even more expansive living arrangement. Buyer to conduct their own due diligence regarding permitted uses. Enjoy updated kitchens & baths, ceramic tile flooring, a 120 gallon water heater, 8 split ACs, and 40 solar panels plus batteries! The semi-enclosed carport lanai extends the living experience outdoors, offering a versatile space for entertaining, relaxing, storage, or additional parking. An electric gated yard provides privacy & room to garden, or simply enjoy. Near world-famous Kailua Beach and the heart of Kailua town, this move-in-ready home offers comfort, flexibility, and the relaxed island lifestyle Kailua is known for.

650 Oneawa Street, Kailua

Listing courtesy of Island Living Homes.

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

Listing courtesy of Coldwell Banker Realty.

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

Listing courtesy of Coldwell Banker Realty.

156C N Kalaheo Avenue, Kailua
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure
WHAT WOULD IT TAKE TO MAKE THIS YOURS? Now offered at $2,550,000, this versatile Beachside property presents an exciting opportunity just three homes from Kailua Beach! Enjoy the flexibility of a four bedroom main residence plus a separate studio, ideal for extended living arrangements or potential rental income. With a history of approximately $10,000 per month in combined rental income, this property offers possibilities for both lifestyle and investment. Imaging living in one portion while generating income from the other, or enjoying the entire property as your own Beachside retreat. Do not just admire the photos or watch the video. Come experience the property firsthand. Morning walks on the sand, afternoon swims, and paddling before sunset. When the beach is this close, it becomes part of your everyday lifestyle!

156C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

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

Listing courtesy of LUVA Real Estate.

151 Alala Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure
Live that Kailua lifestyle! Single-level, classic Hawaii-style home, only steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the front yard of this oversized lot! Culdesac entry and plenty of parking, the home offers a sweeping open-concept layout, perfect for effortless indoor-outdoor living. Travertine flooring, open-beam wood ceilings, and windows galore welcome natural light and exquisite views, bringing nature in- a stunning backdrop. The expansive living area flows seamlessly to two covered lanais, both with ceiling fans and recessed lighting, perfect for entertaining or relaxing. The kitchen features wood cabinetry, a large island, bar seating, new appliances and warm finishes that complement the island aesthetic. New ceiling fans throughout too. Every feels like vacation, living in style and comfort amid landscaping that creates a peaceful, resort-like setting. Minutes from famous turquoise beaches, parks, dining, cafes, and charming Kailua shops, the spacious main home has 3 bedrooms, 2 baths and bonus room, plus an 800+sf garage conversion with private entry, used as 2 bedrooms, 1 bath, wet bar and second laundry.

151 Alala Road, Kailua

Listing courtesy of Coldwell Banker Realty.

138 Kailuana Place, Kailua
$2,999,999
3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure
Kailua Beachside living at its finest, where an exceptional corner lot, incredible outdoor living, and one of Kailua’s most coveted neighborhoods come together to create the ultimate Hawaiian lifestyle. W/ deeded private beach access, this spacious residence invites you to start your mornings walking the white sands of Kailua Beach, enjoy an afternoon swim, & return home to your own private backyard oasis. Set on over 12,000 sqft of outdoor space, the fully fenced yard offers room to relax and entertain, w/ a private pool deck & outdoor sitting area. Inside, the generous floor plan provides plenty of space to live & gather, w/ new engineered hardwood floors throughout the main living area, updated bathroom w/ marble-top vanity, large laundry room, & a private office off one of the bedrooms. The home is ready for a fresh vision, offering the opportunity to renovate & create a residence uniquely your own while taking advantage of its exceptional size, layout, & location. W/ its corner lot, private pool, spacious floor plan, & unbeatable location in Kailua Beachside, this is a rare opportunity to create the beach home you’ve always dreamed of in one Oahu's most desirable communities.

138 Kailuana Place, Kailua

Listing courtesy of Compass.

445 Keolu Drive, Kailua
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 202615714 MLS ⋅ FS - Fee Simple Tenure
Beautiful, sweeping views of Enchanted Lake and Kaelepulu wetlands from your elegantly remodeled open concept living, dining, & gourmet kitchen. Large glass doors open onto your huge covered deck surrounded by lush lakefront lawns, perfect for indoor/outdoor entertaining, or quiet rest. Contemporary, easy care plank ceramic tile flows throughout the home. The high performance kitchen design and quality appliances are a chef’s delight. Featuring a ground floor bedroom and full bath, a large upstairs primary suite with a huge walk-in closet and resort style bath with dual rain showers, split system and recessed ceiling ACs, an oversized garage with high ceilings and plenty of storage, an owned Photovoltaic system, and more! Fully fenced, attractively landscaped, and just a block to desirable Kaelepulu elementary school and park. Easy access to Kailua town’s vibrant fine dining, entertainment, and shopping district. Assumable VA loan at 2.25% interest with substitution of eligibility. A rare chance for waterfront living so call for your private showing today.

445 Keolu Drive, Kailua

Listing courtesy of Locations LLC.

110 N Kalaheo Avenue Unit B, Kailua
$3,995,000
4 Beds ⋅ 3 Baths ⋅ 202615408 MLS ⋅ FS - Fee Simple Tenure
Just 2 houses from the beach, this immaculate three-story, 4-bedroom, 2.5-bath home offers direct ocean views & a rare opportunity to live just steps from the sand. A private deeded lane leads directly to FlagPoles Beach, the widest stretch of sand on Kailua Bay, offering an exceptional setting for swimming, beach walks, paddling, surfing, kitesurfing, & relaxed days by the ocean. Perched on a hill & exposed to cooling sea breezes, the home stays naturally comfortable year-round. Bathed in beautiful natural light, the interior feels bright & welcoming. Freshly painted inside & out, it features new light fixtures, ceiling fans, & appliances for a clean, fresh, move-in-ready feel. The flexible floor plan offers options for separate living spaces, ideal for multi-generational living, guests, a home office, or added privacy. A spacious 2-car garage provides excellent parking & storage. The 10,000 sq ft lot is framed by lush landscaping & towering palm trees. Ask agent about the home potentially coming w/ approved permitted plans for an ADU, pool, & main-home expansion, bringing the total living area to more than 5,000 sq ft. A rare Kailua beachside opportunity you won’t want to miss!

110 N Kalaheo Avenue Unit B, Kailua

Listing courtesy of Compass.

443 Maluniu Avenue, Kailua
$1,598,000
5 Beds ⋅ 3 Baths ⋅ 202613151 MLS ⋅ FS - Fee Simple Tenure
Back on the market and better than before, including repairs and a $25k credit toward closing costs! This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama Beach Park, this 5-bedroom, 3-bathroom property should jump out for its multi-generational living potential. The main house features 4 bedrooms and 2 baths, has been freshly repainted throughout, and includes an updated main kitchen, a handy kitchenette, and no carpet. On the far side of the property where the carport is located, a newly carpeted two-story suite offers built-in privacy: an en suite primary bedroom upstairs with its own private balcony, plus a cozy sitting room and kitchenette downstairs. The primary suite also has separate access via the carport, which is perfect for extended family, guests, or rental potential. Enjoy easy access to everything Kailua Town has to offer, from local eateries to boutique shopping, plus quick highway access for commuting across the island. Come see it for yourself!

443 Maluniu Avenue, Kailua

Listing courtesy of Homes of Hawai'i Real Estate.

743 Akumu Street, Kailua
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure
Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see! The extra large backyard offers endless possibilities. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation.

743 Akumu Street, Kailua

Listing courtesy of HomeSmart Island Homes.

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

970 Apokula Place, Kailua
$1,680,000
5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Tax record has 4 bedrooms. Buyer to do their own due diligence. House has alarm system. Appraisal valued at $1,950,000 (March 2024). Closing contingent upon acceptance of petition by Land Court to note the successor trustee(s). Open house on Sunday, October 25 from 2 to 4 P.M.

970 Apokula Place, Kailua

Listing courtesy of Aloha Properties, Inc..

1225 Mokapu Boulevard, Kailua
$1,580,000
4 Beds ⋅ 3 Baths ⋅ 202614340 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of SC Realty, LLC.

433 Kaimake Loop Unit A, Kailua
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure
Lowest-Priced Home in Ko'olaupoko! SELLER SAYS, "SELL!" Don't miss this incredible opportunity to own a home on a quiet, private loop in the heart of Kailua! This single-level 3-bedroom, 2-bath home offers comfortable island living with a flexible layout and plenty of potential. Previous owners added a wet bar and a separate entrance to the primary suite, creating an opportunity to live in one area and rent out the other, or use the space to accommodate extended family or guests. Minimal yard work means more time to enjoy everything Kailua has to offer, including Kailua Town and the world-famous Kailua Beach. Additional features include owned solar panels to help reduce electricity costs and split A/C units throughout to keep you cool and comfortable year-round. Motivated Seller - let's make a deal! Schedule your private showing today and come see all this exceptional Kailua home has to offer!

433 Kaimake Loop Unit A, Kailua

Listing courtesy of Corcoran Pacific Properties.

586 Kaimalino Street, Kailua
$4,200,000
4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Hawaii Life.

211 Luika Place, Kailua
$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure
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 Carvill Sotheby's Intl. Realty.

244 Awakea Road, Kailua
$3,045,000
6 Beds ⋅ 3 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure
MAJOR PRICE REDUCTION! Exceptional opportunity in a preferred location within Kailua Estates. 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sqft lot, just a short stroll to Kailua Beach and minutes from Kailua Town. Renovated in 2019, this unique property offers three separate living spaces with a combined 6 bedrooms, 4 bathrooms, and approximately 3,150 sqft, ideal for multi-generational living, extended family, or long-term rental income. The main residence features 3 bedrooms, 2 bathrooms plus a den, vaulted ceilings, hardwood flooring, PV and solar hot water. There is also a spacious 1-bedroom cottage and a separate 2-bedroom, 1-bath ADU, both currently tenant occupied and generating a combined $7,600/month. The ADU is separately metered and features solar hot water. A dedicated storage/yoga room adds flexibility. Now offered at $3,045,000, or $966/sqft, below the recent Kailua Estates average of approximately $1,046/sqft. Enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, Buzz's, Whole Foods, boutique shops, dining, and everything Kailua has to offer.

244 Awakea Road, Kailua

Listing courtesy of Compass.

260 Kuukama Street, Kailua
$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua

Listing courtesy of OahuRE.com.

319 Kaelepulu Drive Unit 202, Kailua
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 202607472 MLS ⋅ FS - Fee Simple Tenure ⋅ Bluestone BLDG.
$30,000 RENOVATION CREDIT TO BUYER!! Ideally located by the main gate, tennis court, Lowest price in Bluestone, Kailua Living! 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

Listing courtesy of Starts International HI, 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.

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