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1411 Mokulua Drive, Kailua
$2,995,000
4 Beds ⋅ 3 Baths ⋅ 202619472 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
A TRUE LANIKAI BEACH HOUSE! Calling all water sports enthusiasts! Sandy feet, wet swim trunks & bikinis, surfboards, SUP boards, windsurfers & little groms are all welcome! Discover this sprawling, classic 1950s single-level beach house ideally located directly across the street from a prime ocean access lane in beautiful Lanikai! Designed for relaxed island living, the light-filled floor plan overlooks a spacious front lawn adorned w/ fragrant plumeria trees. Recently painted inside & out, the home features a generous living room with large picture window, an adjacent lounge area for gathering & entertaining, a charming dining alcove with built-in glass display cabinetry and a spacious galley kitchen with abundant counter & prep space. The primary suite enjoys lovely lawn views, an ensuite bath with walk-in shower & dual closets. Two additional bedrooms share a full bath, while the spacious fourth bedroom with interior connection also offers an exterior entrance, full bath & kitchenette, ideal for guests, a home office or gym. A wonderful opportunity to embrace the carefree charm of old Lanikai, where sun-filled days, ocean adventures and laid-back island living are a way of life!

1411 Mokulua Drive, Kailua
235 Kuupua Street, Kailua
$2,875,000
4 Beds ⋅ 3 Baths ⋅ 202617990 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM
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
445 Kaimake Loop, Kailua
$2,995,000
6 Beds ⋅ 4 Baths ⋅ 202619508 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in sophisticated living. The main residence boasts a spacious 4 bedrooms, 3 bathrooms, highlighted by two en-suite bedrooms, an open-concept floor plan with high ceilings, a gourmet chef’s kitchen equipped with premium Thermador appliances, quartz countertops, contemporary cabinets, wine fridge, walk-in pantry, large laundry room, split AC, LVP flooring, solar water heater, sprinkler system, 220 outlet for your electric car, an expansive sliding glass doors that create a seamless indoor-outdoor transition. Step outside to a private, beautifully landscaped tropical oasis, complete with a sparkling swimming pool enhanced by the tranquil sound of a custom waterfall feature. Covered and open BBQ lanai, perfect for ultimate relaxation or elegant entertaining. ADU with 2 bedroom, 1 bath offers incredible versatility for guests, a home office, extended family or premium rental income with a separate electric meter. Enjoy ultimate living just minutes away from world-famous white sand beaches, boutique shopping, and dining.

445 Kaimake Loop, Kailua
676 Mokapu Road, Kailua
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 202617659 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Live the Kailua lifestyle at 676 Mokapu—where beach days, poolside evenings & flexible island living come together in one exceptional 5BR/4BA home plus a bonus private-entry studio! The 3BR/2BA main residence offers two spacious living areas, a full kitchen & seamless access to a lush tropical yard with saltwater pool, jacuzzi, granite bar & built-in BBQ—an entertainer’s dream. The studio features its own yard, wet bar, full bath & massive walk-in closet. Upstairs, a separate-entry 2BR/1BA living space offers an open-concept kitchen/living area and picturesque wraparound lanai with views. Use the spaces together as one expansive home or enjoy private living areas for extended ohana, guests or potential rental income. 45 Owned PV, a 2-car garage with abundant storage & a large driveway add even more value. Near MCBH, Aikahi Shopping Center, Kailua Town, Castle Beach & Kailua Beach—enjoy morning walks, surf sessions, coffee runs, dining, boutiques & everyday conveniences. This is the Kailua lifestyle buyers dream about, with flexibility and income potential to create a legacy for generations. Don't Miss Out on this Legacy Home, Open Home Thursday 9:30 to 11:30am & Sunday 2 to 5pm!

676 Mokapu Road, Kailua
156C N Kalaheo Avenue, Kailua
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
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
151 Alala Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM
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
50 Kalaka Place, Kailua
$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM
See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Add your personal touches & create the lifestyle that suits you! Set on a private, fee simple level 10,002 sq ft. lot, this property offers mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. LAND….POOL….BEACH ACCESS….POTENTIAL! Four doors from beach access. Have fun in the sand...and take in the sunset!! Prestigious Kailua Beach...with miles of beautiful white sand!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua
138 Kailuana Place, Kailua
$2,999,999
3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 DOM
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
248 Pauahilani Place, Kailua
$2,998,000
5 Beds ⋅ 4 Baths ⋅ 202615511 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM
Act now! Final price improvement before Sellers continue renting this exceptional property. Property is being offered furnished! Opportunities to own in Country Club Knolls don’t come around often, and this stunning 5-bedroom, 4-bathroom residence shows exactly why this neighborhood is so highly coveted. With vaulted ceilings and lots of natural light, this home creates an airy and inviting atmosphere throughout. The dinning room sits off the kitchen with ceiling to floor windows. There is a separate studio space with a kitchenette, bathroom and side entrance with its own yard. creating opportunities for different living options. Outside, a private resort-style oasis awaits! The property is anchored by a massive wrap-around pool and a lush, manicured yard. Energy efficient with newly installed owned PV panels. The primary bedroom sits privately upstairs with a full bathroom, walk-in closet and a lanai that holds gorgeous Koolau Mountain views. This property is a must see! *Furniture can be included in the sale, some items have changed since photos, ask agent for details.

248 Pauahilani Place, Kailua
45 Hoolai Street, Kailua
$2,800,000
202610761 MLS ⋅ FS - Fee Simple Tenure ⋅ 148 DOM
Rare opportunity to be the owner of a fee-simple, business zoned property in desirable Kailua. Centrally located in the heart of Kailua Town, with lots of foot traffic and drive-by traffic for high visibility. Perfect for the savvy investor, or do as the current owner and rent out 2 of the 3 units while you run your business out of the third. Current tenants on month-to-month and would like to stay. Owner's unit is vacant and easy to show. Great opportunity to get out from under the rising rents of Kailua and build equity while you build your business!

45 Hoolai Street, Kailua
260 Kuukama Street, Kailua
$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure ⋅ 174 DOM
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

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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