Refine Search
Map
Sort by
118 Kaiolena Drive, Kailua
$3,200,000
202617739 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM
Embrace the ultimate coastal lifestyle in Oahu’s premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-renowned Lanikai Beach, this extraordinary 16,125-square-foot level parcel presents an exceptional opportunity to construct a custom legacy estate. Significantly larger than the average lot size in the neighborhood, this cleared, buildable and surveyed property provides a pristine canvas for your architectural vision. Enjoy effortless ocean access just steps from your driveway—launch your paddleboard or kayak for an easy excursion to the iconic Mokulua Islands. Hike Ka'iwa Ridge to the WW II pillbox for sunrise and windward panoramic views. Enjoy the recreation, dining and social life that MidPacific Country Club offers in your own neighborhood. Comes complete with architect sketches for a gracious Kamaaina-style home designed for comfort and gracious island living. Recent Survey is available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appears on the market.

118 Kaiolena Drive, Kailua
138 Kailuana Place, Kailua
$2,999,999
3 Beds ⋅ 3 Baths ⋅ 202615416 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 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
676 Mokapu Road, Kailua
$2,999,000
5 Beds ⋅ 4 Baths ⋅ 202617659 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 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
248 Pauahilani Place, Kailua
$2,998,000
5 Beds ⋅ 4 Baths ⋅ 202615511 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 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
1411 Mokulua Drive, Kailua
$2,995,000
4 Beds ⋅ 3 Baths ⋅ 202619472 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 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
445 Kaimake Loop, Kailua
$2,995,000
6 Beds ⋅ 4 Baths ⋅ 202619508 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 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
235 Kuupua Street, Kailua
$2,875,000
4 Beds ⋅ 3 Baths ⋅ 202617990 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 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
50 Kalaka Place, Kailua
$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 62 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
45 Hoolai Street, Kailua
$2,800,000
202610761 MLS ⋅ FS - Fee Simple Tenure ⋅ 152 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
151 Alala Road, Kailua
$2,625,000
5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 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
156C N Kalaheo Avenue, Kailua
$2,550,000
4 Beds ⋅ 3 Baths ⋅ 202617316 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 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. Imagine 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 attached. 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
139 Hauoli Street, Kailua
$2,398,000
3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 89 DOM

139 Hauoli Street, Kailua
409 Wanaao Road, Kailua
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 DOM
Now offered below tax assessed value — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms with a well designed kitchen and 2 living rooms. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for multi-family living, visitors or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage room, covered parking for a boat or large vehicle, outdoor shower & a fully fenced landscaped yard with and automatic gate for privacy. Wonderful location just minutes from world-famous Kailua Beach!

409 Wanaao Road, Kailua
1166 Akuila Place, Kailua
$2,250,000
3 Beds ⋅ 2 Baths ⋅ 202617425 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM
Modern Kailua living meets a peaceful natural setting in Enchanted Lake! This beautifully renovated 3-bedroom, 2-bath home features soaring ceilings and an open layout that feels bright, spacious, and inviting. Enjoy new appliances, luxury vinyl flooring, an interior washer and dryer, and split air conditioning in every room. The centerpiece is the expansive 336-square-foot deck overlooking the Enchanted Lake wetlands, an exceptional space for entertaining, outdoor dining, or relaxing while taking in the tranquil surroundings. Move-in ready and designed for effortless indoor-outdoor living.

1166 Akuila Place, Kailua
1315 Kupau Street, Kailua
$2,228,000
6 Beds ⋅ 4 Baths ⋅ 202618361 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus room in the back. Featuring a heated built-in swimming pool, 45 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio on the 2nd floor with 680 square feet of living space! This is a large house with over 3,0000 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. Active cameras on property disclosure.

1315 Kupau Street, Kailua
445 Keolu Drive, Kailua
$2,199,000
3 Beds ⋅ 3 Baths ⋅ 202615714 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM
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
1439 Akuleana Place, Kailua
$2,188,000
6 Beds ⋅ 4 Baths ⋅ 202605300 MLS ⋅ FS - Fee Simple Tenure ⋅ 231 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living or a savvy investment. Live in one, rent the other. The front home features luxury vinyl plank and tile flooring, with split AC units in the living room and primary bedroom. The back home is accessible via a private walkway and includes a usable lanai and a window AC. Both residences enjoy their own separate fenced yards and share a large swimming pool equipped with a removable Guardian Pool Fence, creating an ideal environment for entertaining. Designed for convenience and privacy, the homes feature separately metered electricity, and the water system is ready for sub-metering. Parking is plentiful, with a two-car garage, additional off-street parking for four cars, and ample street parking available. Located in a prime Kailua neighborhood, the property is just minutes from schools, parks, the Enchanted Lake Shopping Center, and downtown Kailua, with the beach only a short distance away.

1439 Akuleana Place, Kailua
1439 Akuleana Place, Kailua
$2,188,000
202605301 MLS ⋅ FS - Fee Simple Tenure ⋅ 231 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living or a savvy investment. The front home features luxury vinyl plank and tile flooring, with split AC units in the living room and primary bedroom. The back home is accessible via a private walkway and includes a usable lanai and a window AC. Both residences enjoy their own separate fenced yards and share a large swimming pool equipped with a removable Guardian Pool Fence, creating an ideal environment for entertaining. Designed for convenience and privacy, the homes feature separately metered electricity, and the water system is ready for sub-metering. Parking is plentiful, with a two-car garage, additional off-street parking for four cars, and ample street parking available. Located in a prime Kailua neighborhood, the property is just minutes from schools, parks, the Enchanted Lake Shopping Center, and downtown Kailua, with the beach only a short distance away.

1439 Akuleana Place, Kailua
823 Halula Place, Kailua
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 202615042 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM
Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes 4 bedrooms, 4 baths, and permitted addition with separate entry for rental income or guests! Inside, enjoy a spacious split floorplan with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets and flooring, travertine flooring, split AC units, large waterfall art piece made of slate and copper, brand new Kitchen Aid appliances and brand new solar hot water heater. Perfect for everyday living and entertaining. The permitted ohana unit can be separated into a 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. Fruit trees include: avocado, apple banana, dessert banana, papayas, Noni, and mango. Landscaping includes Hala, Areca palms, giant birds of paradise, plenty of open space for entertaining. A rare opportunity to own a move-in ready home at this size and price in Kailua. Owner is listing agent. See Virtual Tour: my.matterport.com/show/?m=SxJkbTX4upp&mls=1

823 Halula Place, Kailua
30 Maluniu Avenue Unit A, Kailua
$2,080,000
4 Beds ⋅ 3 Baths ⋅ 202620313 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Income today, flexibility tomorrow. B-2 zoned Kailua property with 1,936 SF of interior space on a 5,000 SF lot, plusa 546 SF carport and 4+ parking spaces, currently configured as 3 separate commercial spaces rented for$8,600/month ($103,200/year gross). Leases are month-to-month, except the upstairs tenant through March 2027— ideal for an investor to hold for income and reposition over time, or for an owner-user to occupy part of the building. The largest space includes a 3-bin sink with hand wash station, suited to food prep and a wide range of B-2 uses, plus updated bathrooms throughout. Recent updates include a replaced roof (2023), new double-panewindows (2023), and termite tenting (2026). Solar adds long-term value: a grandfathered NEM system installed in2013 and upgraded in 2025 with 24 x 440-watt panels (10.56 kW total). Current property tax: $17,408.36 per year. Actual square footage and room count may differ from tax records. Buyer to do their own due diligence. Listor is one of the owners. Please do not disturb the tenants. Also listed in Commercial, MLS #202620284.

30 Maluniu Avenue Unit A, Kailua
30 Maluniu Avenue Unit A, Kailua
$2,080,000
202620284 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ N/A BLDG.
Income today, flexibility tomorrow. B-2 zoned Kailua property with 1,936 SF of interior space on a 5,000 SF lot, plus a 546 SF carport and 4+ parking spaces, currently configured as 3 separate commercial spaces rented for $8,600/month ($103,200/year gross). Leases are month-to-month, except the upstairs tenant through March 2027 — ideal for an investor to hold for income and reposition over time, or for an owner-user to occupy part of the building. The largest space includes a 3-bin sink with hand wash station, suited to food prep and a wide range of B-2 uses, plus updated bathrooms throughout. Recent updates include a replaced roof (2023), new double-pane windows (2023), and termite tenting (2026). Solar adds long-term value: a grandfathered NEM system installed in 2013 and upgraded in 2025 with 24 x 440-watt panels (10.56 kW total). Current property tax: $17,408.36 per year. Actual square footage and room count may differ from tax records. Buyer to do their own due diligence. Listor is one of the owners. Please do not disturb the tenants. Also listed in Residential MLS #202620313.

30 Maluniu Avenue Unit A, Kailua
1127 Lauloa Street, Kailua
$2,050,000
4 Beds ⋅ 2 Baths ⋅ 202613001 MLS ⋅ FS - Fee Simple Tenure ⋅ 108 DOM
Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, a new roof, and picturesque Ko'olau Mountain views. Designed to embrace Hawaii's indoor-outdoor lifestyle, the backyard serves as a seamless extension of the home, featuring a tiled swimming pool with a rooftop solar pool heating system, covered lanai, built-in BBQ, wood-fired pizza oven, and generous outdoor living areas, complemented by a Sonos outdoor sound system, creating the perfect setting for al fresco dining, poolside gatherings, or movie nights under the stars. Ideally located just minutes from Kailua Town, shopping, dining, parks, and Kailua's renowned beaches.

1127 Lauloa Street, Kailua
1031 Lunaai Place, Kailua
$1,989,000
202615925 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Discover this rare multi-generational Kailua gem at 1031 Lunaai Place, now priced at $1,989,000! As the best-priced multi-family home on the Windward Side with a private pool, this move-in ready Maunawili property is exceptionally well-located. Enjoy a seamless commute with fast access to the Pali, H3, UH, and local military bases. Lovingly maintained by its original owners, the incredibly spacious floor plan features 7 bedrooms and 4.5 bathrooms, providing flexible living spaces tailored for extended families or guests. The main level boasts 4 bedrooms, 2 bathrooms, a large living room, family room, dining area, and a generous kitchen. Connected by an interior staircase, the upstairs adds 3 bedrooms, 1.5 bathrooms, and a massive family/rec room. Both levels include dedicated, separate laundry areas for complete convenience. Outside, the property shines with a wonderful swimming pool ready for new memories, plus a permitted fourth bathroom and bonus area with a separate entrance past the carport. Do not miss this versatile, high-value opportunity in a premier Kailua neighborhood.

1031 Lunaai Place, Kailua
1031 Lunaai Place, Kailua
$1,989,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure ⋅ 160 DOM
Now adjusted to a remarkable $1,989,000, this is officially the lowest-priced single-family home on the Windward Side with a private pool—an extraordinary value in Kailua! Located at 1031 Lunaai Place, this move-in-ready Maunawili property offers unmatched versatility. Lovingly maintained by its original owners, the sprawling layout features 7 bedrooms and 4.5 bathrooms, making it the ultimate sanctuary for large families or multi-generational living. Strategically located, it provides the fastest commute from Kailua to the Pali, H3, UH, and local military bases. The main level welcomes you with 4 bedrooms, 2 baths, a large living room, and a generous kitchen made for gathering. Connected by an interior staircase, the upstairs adds 3 bedrooms, 1.5 baths, and a massive recreation room—perfect for independent living zones, guests, or a playroom. Separate laundry areas on both floors add effortless convenience. Past the carport, a permitted fourth bathroom and a versatile bonus room with a separate entrance offer incredible flexibility for a home office, gym, or private guest retreat. This high-value opportunity is ready for its next chapter.

1031 Lunaai Place, Kailua
609 Olomana Street, Kailua
$1,880,000
8 Beds ⋅ 8 Baths ⋅ 202610511 MLS ⋅ FS - Fee Simple Tenure ⋅ 152 DOM
Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income. The home features approximately 2,960 square feet of living area on a level 5,000-square-foot lot, with split air conditioning throughout for year-round comfort. Modern finishes, and a functional floor plan create an inviting environment for both everyday living and entertaining. Outside, the paved frontage provides ample parking. Ideally located just minutes from Kailua's world-famous beaches, shopping, dining, schools, parks, and recreation, this property offers the perfect combination of island lifestyle and investment potential. Pictures uploaded completed right after construction in 2022. (2) HECO Electric meters.

609 Olomana Street, Kailua
1188 Akuila Place, Kailua
$1,875,000
4 Beds ⋅ 2 Baths ⋅ 202615608 MLS ⋅ FS - Fee Simple Tenure ⋅ 69 DOM
MAJOR PRICE IMPROVEMENT & 2-1 RATE BUYDOWN CREDIT! Enjoy island living with significantly lower monthly payments for the first couple of years thanks to a generous seller credit. An Enchanted Lake retreat where privacy and Hawaii's natural beauty meet. Enjoy panoramic views over the picturesque marshland from your back deck, and unwind in this serene, lovingly maintained single-level home set beside a peaceful wetland sanctuary with breathtaking Mount Olomana vistas. A timeless tile roof and distinctive rock wall enhance its lasting curb appeal. Designed for island living, the expansive back deck offers generous space to relax, sip morning coffee, or host gatherings. Inside, warm hardwood floors, vaulted ceilings, newer windows, split ACs, and 19 owned PV panels ensure modern comfort and efficiency. The flexible four-bedroom layout includes a fourth room ideal as a den or office. The remodeled kitchen features custom cabinetry flowing into open living areas, while a large picture window frames lush green views. Ideally located near the Marine Corps Base, Kailua and Lanikai beaches, Whole Foods, Target, local dining, and more.

1188 Akuila Place, Kailua
636 Kaiemi Street Unit A, Kailua
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 202618881 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM
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
743 Akumu Street, Kailua
$1,799,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM
New price! Motivated seller! 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
42-311 Old Kalanianaole Road, Kailua
$1,799,000
202507960 MLS ⋅ FS - Fee Simple Tenure ⋅ 574 DOM
Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank canvas. With AG-2 zoning, you can even explore the joys of small-scale farming or gardening — all while enjoying the privacy and serenity that country living provides. Features:     •    Building Permit Ready: Start construction without delay     •    Zoned AG-2: Ideal for a custom country home with space for gardens     •    Breathtaking Views: Koolau Mountain vistas and lush surroundings     •    Expansive Lot: Ample room for outdoor living and entertaining     •    Prime Location: Just a short drive to Kailua town and world-renowned beaches Embrace the tranquility of a rural lifestyle while enjoying the convenience of being just minutes from Kailua’s stunning beaches, local shops, and vibrant dining.

42-311 Old Kalanianaole Road, Kailua
1253 Nanawale Way, Kailua
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 202619307 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY!

1253 Nanawale Way, 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.

How much is your home worth?

Get instant property value now!