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$739,000
2 Beds ⋅ 2 Baths ⋅ 202611566 MLS ⋅ Aikahi Gardens BLDG.
Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upgrades include finnished stairway to 2nd floor and wood flooring in living room. Unit is well maintained, light and airy. Close to KMCAS, Aikahi Elementary School and shopping center. Great access to H-3, Kailua Beach and all the stores and restaurantss in the Kailua area.

134 Noke Street Unit 602, Kailua

Listing courtesy of Listing Agent: Gail A Kosiorek (Gail@FidelityPropertiesHawaii.com) from Listing Office: Fidelity Properties.
$374,000
1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ Windward Passage BLDG.
Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Please note, some photos have been virtually staged. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, Kailua

Listing courtesy of Listing Agent: Steven J Pagano (steven@paganoproperties.com) from Listing Office: First Hawaiian Realty.
$2,800,000
202610761 MLS
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

Listing courtesy of Listing Agent: Leon Mosher (leonm@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$1,880,000
8 Beds ⋅ 8 Baths ⋅ 202610511 MLS
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

Listing courtesy of Listing Agent: Carlin Yamashita (CarlinY@IslandLifeHm.com) from Listing Office: Island Life Homes.
$4,249,000
6 Beds ⋅ 5 Baths ⋅ 202610270 MLS
Experience multi generational luxury living,just moments from famous white sand Kailua Beach with shopping and dining close by.Situated on a landscaped 11,005 sq. ft. level lot, this completely remodeled open concept, light filled property offers a residence of 7 bedrooms, 4.5 bathrooms, included is this is a 1/1 guest quarters with additional full bath. Addtionally, there are 2 finished office spaces with AC across 3,827 sq.ft. of living space.Property includes 3 car garage and secured gated entry.Luxury finishes include Modico cabinetry, quartz waterfall countertops, Italian tile, soaring ceilings and dramatic Viewrail floating staircase with LED-lit Tigerwood treads.The chef’s kitchen features dual built-in DACOR refrigerators,Bosch oven/microwave combo, Monogram cooktop, Thermador dishwasher,and butler’s pantry. Home boasts two outdoor showers, and split A/Cs throughout, Cooling skylights,LED lighting, and owned 28-panel solar system on net metering.Designed to embrace wellness-focused island luxury living, the home features a premium Sunlighten mPulse infrared sauna and Michael Phelps signature cold plunge.

6 N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Brittany V Fee (brittany@talkrealty.co) from Listing Office: Talk Realty LLC.
$5,280,000
3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ Kamaaina Beach BLDG.
KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Elizabeth C Makanani (beth.makanani@islandproperties.com) from Listing Office: Coldwell Banker Island Prop.
$4,925,000
7 Beds ⋅ 7 Baths ⋅ 202610108 MLS
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Joel L Cavasso (joelcavasso@me.com) from Listing Office: eXp Realty.
$1,825,000
3 Beds ⋅ 2 Baths ⋅ 202606901 MLS
Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio! Enjoy high open-beamed ceilings throughout the home. A quality kitchen with real wood cabinets and granite countertops. Updates include a 30,000 BTU split A/C, Roof re-coating, Acasia flooring, windows, Pentair Pool Pump, new pool skimmer, a new ABS sewer line from street to house, new incoming copper water lines, ceiling fans, lighting, primary bathroom vanity, automated sprinkler system, and a large detached storage shed complete with electrical and double walled framing. Exceptional curb appeal with a six-foot lava rock wall bordering the street, landscaped front yard, stamped concrete driveway, two-car carport, and extra driveway parking. Situated on a quiet dead-end street with sidewalks, this is the ideal peaceful Kailua neighborhood if you like morning/evening walks. The shops, groceries, eateries, and a movie theaters of Enchanted Lakes shopping plaza are within walking distance. This home is a turnkey gem designed to make memories!

533 Iana Street, Kailua

Listing courtesy of Listing Agent: Sean K Lopez (Sean.Lopez@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$17,500,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Beth Chang (Beth@BethChang.com) from Listing Office: Coldwell Banker Realty.
$569,000
2 Beds ⋅ 2 Baths ⋅ 202608729 MLS ⋅ Koolau Vista BLDG.
Koolau Vista - Move In Ready! New Interior Paint, New Window Blinds, New Kitchen Counter Tops, Sink, Faucet. Two Bedroom, 1.5 Bath Split Level Townhome. with One Covered Parking Stall. Full Size Washer and Dryer In Unit. Nice Convenient Location near the Heart of Kailua Town! Minutes to Shopping, Dining, Beaches. Vacant - Easy to Show! Being Sold As-Is.

350 Aoloa Street Unit C214, Kailua

Listing courtesy of Listing Agent: Brenda L Mariano (Homes1@hawaii.rr.com) from Listing Office: Home Town Hawaii Realty LLC.
$1,430,000
3 Beds ⋅ 3 Baths ⋅ 202607772 MLS
Welcome home to this wonderful two story home that features 3 bedrooms and 2 1/2 bathrooms located in the highly desirable Kailua Bluffs neighborhood. Home features an open living area with soaring vaulted ceilings. Large covered patio located in back of home is perfect for BBQ with family and friends. Spacious primary bedroom with en suite bathroom. 2nd, 3rd bedrooms and 2nd bathroom is on the second floor. Half bathroom is located on the 1st floor. Just minutes away from world famous beaches, shops, dining and outdoor adventures. Don't miss this opportunity!

1479 Kanapuu Drive, Kailua

Listing courtesy of Listing Agent: Masa Okuzono (masa.okuzono@cbpacific.com) from Listing Office: Coldwell Banker Realty.
$1,029,000
2 Beds ⋅ 2 Baths ⋅ 202606264 MLS ⋅ Ka Malanai At Kailua BLDG.
MAJOR PRICE IMPROVEMENT! Here's your opportunity to secure a below-market VA loan at 2.25%! And the best part? It's open to both VA & non-VA buyers*!!! Approximate loan balance of $582K and monthly P&I of $2557, the interest savings and lower monthly payments offer a unique chance to live in one the most desired neighborhoods on O‘ahu in the heart of Kailua Town! Enjoy the island lifestyle without compromising modern conveniences - from world-class beaches to all your everyday needs i.e. shopping, dining, entertainment, and fitness centers - all while benefiting from the long-term cost savings! Price is what you pay upfront, cost is what you pay over time and this home arguably offers the greatest value! Move-in ready with fresh interior paint, NEW vinyl flooring in the bedrooms, and a NEW dishwasher and just awaiting your personal touches! Contact your agent to schedule a showing today! *Subject to lender & VA approval.

437 Kailua Road Unit 6102, Kailua

Listing courtesy of Listing Agent: Sam S Shin (sam.shin@exprealty.com) from Listing Office: eXp Realty.
$1,350,000
3 Beds ⋅ 3 Baths ⋅ 202607472 MLS ⋅ 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 Listing Agent: Hanako Hata (hanako@startshawaii.com) from Listing Office: Starts International HI, Inc..
$12,995,000
3 Beds ⋅ 4 Baths ⋅ 202606968 MLS
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

Listing courtesy of Listing Agent: Karen W Mayer (karen.mayer@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$2,195,000
5 Beds ⋅ 3 Baths ⋅ 202607327 MLS
Recently reintroduced to the market, this spacious 5-bedroom, 3-bath single-family home sits on a large, level lot in the desirable Kailua neighborhood. Its thoughtful layout provides flexibility for multi-generational living, home offices, or extra space. Enjoy a seamless indoor-outdoor flow with a generous yard, ideal for entertaining or future expansion. Conveniently located near schools, shopping, and beaches, this is a rare chance to own a well-sized home with room to grow in one of Oahu’s most sought-after communities. Move-in ready and available for purchase "as is."

1091 Alahaki Street, Kailua

Listing courtesy of Listing Agent: Chardee I Quing (realtorchardee@gmail.com) from Listing Office: HB Homes INC.
$412,500
1 Beds ⋅ 1 Baths ⋅ 202606606 MLS ⋅ 75 Kihapai BLDG.
Recently renovated, this one-bedroom single level unit on the ground floor features a covered lanai that is gated for privacy and includes one designated parking spot. In addition to a new split AC, flooring, kitchen countertops and cabinets, bathroom shower and shelving, during the renovation the water lines and vent/sewer stacks were upgraded. PLUS it has an exterior storage unit in the backyard along with a clothesline and washing machine.  Enjoy the trade wind breezes and natural lighting. Stay cool in the Saltwater pool on hot summer days. Furnishings included. Tenant would like to stay on.  VA Approved.

75 Kihapai Street Unit 3, Kailua

Listing courtesy of Listing Agent: Debbie Schatz (debbies@cbrealty.com) from Listing Office: Coldwell Banker Realty.
$2,188,000
6 Beds ⋅ 4 Baths ⋅ 202605300 MLS
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

Listing courtesy of Listing Agent: Marsha L Forsythe (Marsha.forsythe@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$2,188,000
202605301 MLS
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

Listing courtesy of Listing Agent: Marsha L Forsythe (Marsha.forsythe@corcoranpacific.com) from Listing Office: Corcoran Pacific Properties.
$2,495,000
9 Beds ⋅ 4 Baths ⋅ 202605514 MLS
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with five years of strong rental history. Please do not disturb tenants.

451 Lanae Way, Kailua

Listing courtesy of Listing Agent: Bryn W Kaufman (bryn@oahure.com) from Listing Office: OahuRE.com.
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 202600852 MLS ⋅ Ka Malanai At Kailua BLDG.
Experience the convenience and charm of life in the heart of Kailua with a rare feature that sets this home apart: THREE assigned parking stalls. A true rarity in Kailua, the additional stall offers flexibility for multiple vehicles, visiting guests, or even potential rental income by leasing the extra stall to another resident. Moments from world-famous beaches, popular dining, shopping, cafes, and everyday essentials, this beautifully maintained 2-bed/2-bath condo offers an exceptional opportunity to enjoy one of Oahu's most desirable communities. Built in 2017, this modern residence combines comfort and style with central AC, stainless steel appliances, and a bright open-concept layout that extends seamlessly to a spacious covered lanai. The generous primary suite serves as a private retreat, featuring a walk-in closet and a spa-inspired bath with a separate soaking tub. Ka Malanai offers beautifully landscaped courtyards, BBQ areas, gathering spaces, and secure bike, surfboard, and kayak storage. Conveniently located near Kailua Beach Park, Kailua District Park, Whole Foods, Target, and the many shops, restaurants, & services that make Kailua such a special place to call home.

409 Kailua Road Unit 7106, Kailua

Listing courtesy of Listing Agent: Zoar Z Morales (zoar.morales@exprealty.com) from Listing Office: eXp Realty.
$31,000,000
9 Beds ⋅ 10 Baths ⋅ 202600075 MLS
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!

1240 Mokulua Drive, Kailua

Listing courtesy of Listing Agent: Drew S Read (realestate@drewread.com) from Listing Office: List Sotheby's Int'l Realty.
$699,000
2 Beds ⋅ 2 Baths ⋅ 202528439 MLS ⋅ Windward Passage BLDG.
On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen appliances. Tandem parking & storage locker. Current monthly: $1,129.75 (MF: $997.44, MF Reserve: $132.31). Located minutes away from Kailua Town shopping & restaurants. Resort style living in Kailua! EV charger on property, 1 Pickle Ball Court, 2 Tennis Courts & Racquetball Court. Condo unit has keyed access. Property is to be sold "AS IS". List price is FIRM and has taken into account upcoming loan (Exact amount has not been determined).

322 Aoloa Street Unit 709, Kailua

Listing courtesy of Listing Agent: Gregory K Natori (gregnatori@aol.com) from Listing Office: Hawaii Resource Realty.
$4,150,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS
Don't miss the best value in Lanikai! Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just 2 blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and 1000+sf of open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or the large, level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and 1000+sf lanai above the 2-car garage offers versatility for guests or rental income—while preserving privacy for the main residence. This is a must-see property to truly appreciate the beauty and value.

223 Lanipo Drive, Kailua

Listing courtesy of Listing Agent: Stacy L Dees (stacylyndees@gmail.com) from Listing Office: Compass.
$1,430,000
5 Beds ⋅ 3 Baths ⋅ 202519336 MLS
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

Listing courtesy of Listing Agent: Michael D DeMello (mike.demello@redfin.com) from Listing Office: Redfin Corporation.
$469,999
1 Beds ⋅ 1 Baths ⋅ 202513528 MLS ⋅ Windward Passage BLDG.
Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath condo features a bright and open layout with floor to ceiling windows. Enjoy an upgraded kitchen and in-unit washer/dryer. The pet-friendly building offers top-notch amenities including a pool, tennis courts, fitness center, sauna, BBQ areas, guest parking, and 24-hour security. One covered parking stall included. Just minutes to world-famous Kailua Beach, Whole Foods, Target, restaurants, and shops. Live the Kailua lifestyle—don’t miss this opportunity!

322 Aoloa Street Unit 208, Kailua

Listing courtesy of Listing Agent: Carlin Yamashita (CarlinY@IslandLifeHm.com) from Listing Office: Island Life Homes.
$5,388,000
202510044 MLS
PRICE REDUCTION! 5.5% cap rate on current income! This exceptional property offers 10 apartment units and 2 ground floor retail units in prestigious Kailua. The building was majorly renovated inside and outside including replacement of all utilities, new silicone waterproof roof and commercial grade gutter systems, all new stainless steel appliances, flooring, interiors, fencing and painting. All apartment units have dual-pane glass vinyl windows and balcony sliding doors, LED lighting, split AC units in bedrooms and living rooms, and individual full-size stacked LG washer-dryers located on the balconies. The 2 retail spaces benefit from a high visibility location in this upscale retail corridor. In addition to abundant street parking in the immediate area, there are 7 covered parking stalls. Located just moments from Whole Foods Market and Kailua Beach. This is a trophy, renovated asset in an incredibly desirable submarket where investment properties are rarely available for sale and could be “turnkey” for a buyer. The apartments and retails units have been split into separate TMKs (1-4-3-31-27-1 & -2) for lower property tax rates.

54 Maluniu Avenue, Kailua

Listing courtesy of Listing Agent: Ashley Clagstone (ashley@standardcommercial.com) from Listing Office: Standard Management LLC.
$1,799,000
202507960 MLS
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

Listing courtesy of Listing Agent: Jewel Henderson-DeGerald (jewel@mjhawaii.com) from Listing Office: Real Broker.
$50,000,000
12 Beds ⋅ 15 Baths ⋅ 202327941 MLS
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.

508 N Kalaheo Avenue, Kailua

Listing courtesy of Listing Agent: Stephanie Rae Band (stephanie@hawaiidreamhomes.com) from Listing Office: Compass.

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.