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589 Kipuka Place, Kailua
$1,070,000
3 Beds ⋅ 2 Baths ⋅ 202607814 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
Opportunity knocking in one of Oahu's most coveted communities! Bring your imagination and contractor to refresh this home situated on a quiet Cul-De-Sac nearby to Kailua Town. Home needs major repairs. Spacious 3 bedroom, 2 bathroom structure in largely original condition. Existing appliances and fixtures to be conveyed in their current, As-Is condition. Cash offers will be given preference.

589 Kipuka Place, Kailua
214 Kakahiaka Street, Kailua
$2,125,000
4 Beds ⋅ 2 Baths ⋅ 202605694 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
Nestled in one of Kailua’s most sought-after neighborhoods, this exceptional 4-bedroom, 2-bath residence sits on over 10,000 sq ft of land and offers the perfect blend of island elegance and everyday comfort—just moments from the beach. Thoughtfully updated, the home features a beautifully renovated kitchen with sleek quartz countertops and newly remodeled bathrooms designed with modern style in mind. Skylights throughout the home invite an abundance of natural light, creating a bright and airy ambiance. A separate living room offers a welcoming space for quiet relaxation, while the expansive family room opens seamlessly to a level, enclosed yard—ideal for entertaining, outdoor dining, and enjoying Kailua’s indoor-outdoor lifestyle. With generous space, tasteful upgrades, and an unbeatable location near the beach, this home is a rare opportunity to experience the very best of island​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ living.

214 Kakahiaka Street, Kailua
358 D Kaelepulu Drive Unit 704, Kailua
$1,050,000
2 Beds ⋅ 3 Baths ⋅ 202523276 MLS ⋅ FS - Fee Simple Tenure ⋅ 204 DOM ⋅ Bluestone BLDG.
SELLER MOTIVATED & PRICE REDUCED. Lowest-Priced Residence in Bluestone. Rarely available, generously sized 2-bedroom, 2.5-bath residence offering over 1,500sqft of interior living space within the coveted gated Bluestone community. Beautifully maintained, this home features upscale finishes: travertine flooring on the main level, Berber carpet in the bedrooms, and granite countertops in the bathrooms. Designed for seamless indoor-outdoor living, the residence showcases a dramatic double-height dining area with chandelier, skylights, and a convenient guest powder room. Bluestone is an exclusive 50-acre private community comprised of just 136 residences, with only 23 homes offering this desirable 2-bedroom floor plan. Residents enjoy resort-style amenities including a swimming pool, tennis courts, clubhouse, BBQ area, sauna, and scenic walking and jogging paths set amidst lush tropical landscaping with sweeping views of the Ko‘olau Mountains. Ideally located by Mid-Pacific Country Club, Lanikai Pillbox Hike, world-famous Lanikai Beach, and the vibrant town of Kailua, Bluestone offers a rare opportunity to enjoy a peaceful, highly sought-after island lifestyle at exceptional value.

358 D Kaelepulu Drive Unit 704, Kailua
1166 Akuila Place, Kailua
$1,485,000
3 Beds ⋅ 2 Baths ⋅ 202605064 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
Nestled in the Enchanted Lake neighborhood of Kailua, this 3-bedroom, 2-bathroom home offers a rare opportunity to create your dream retreat. Tucked away on a cul-de-sac and backing directly onto the serene Ka'elepulu Wetland, this property offers tranquil views of Enchanted Lake. As you enter the home, you are greeted by 20ft open-beam ceilings with lake and Olomana views! The home carries timeless character while featuring subtle modern touches throughout the interior. It's the perfect canvas-move in comfortably as-is or reimagine and transform the space to reflect your own style and vision. The layout provides flexibility for family living, guests, or a home office. Outside, you will find 2 generous side yards offering endless possibilities-gardening, additional outdoor entertaining areas, or possible expansion. The large, covered back deck is ideal for relaxing or hosting while taking in peaceful lake views, with cool trade winds and natural beauty as your backdrop. Located just minutes from Kailua's world-famous beaches, shopping, and dining. This property combines location, potential, and lifestyle in one exceptional offering.

1166 Akuila Place, Kailua
14 Aulike Street Unit 806, Kailua
$675,000
2 Beds ⋅ 2 Baths ⋅ 202603867 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM ⋅ Meridian East BLDG.
Live the vibrant Kailua lifestyle in this spacious 2-bedroom, 2-bath residence in the highly desirable Meridian East. Located in the heart of Kailua Town, this ocean-view, fully renovated home offers the relaxed, beach-town atmosphere that makes every day feel like a vacation. Upgrades include vinyl jalousie windows, luxury vinyl plank flooring, an in-unit washer/dryer, and granite countertops and vanities in both bathrooms with a soaking tub with jets in the primary bath. The extra-large lanai extends your living space outdoors — perfect for entertaining, gardening, or simply enjoying the trade winds. Meridian East provides secured entry, gated parking, and storage for bikes, kayaks, and stand-up paddleboards, making island living effortless. Unwind by the pool with stunning Ko‘olau mountain views, or head just minutes to Lanikai Beach, Kailua Beach, Whole Foods, Target, Morning Brew, and popular restaurants. Convenience, comfort, and coastal charm come together in this exceptional opportunity to own one of Oahu’s most sought-after communities.

14 Aulike Street Unit 806, Kailua
1193 Kika Place, Kailua
$1,838,000
4 Beds ⋅ 3 Baths ⋅ 202601291 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
Located in the highly desirable neighborhood of Maunawili, this beautifully remodeled home sits under the breathtaking and serene mountains while the location provides a peaceful and relaxing environment. This home offers an enclosed garage and two levels of living space with wrap around decks on each floor (approx. 570 sf on the second level and almost 1000 sf on the top level), perfect for entertaining family and friends. You will love the attention to details throughout. The main floor boasts an open concept design with a large open kitchen with Cafe Brand appliances, a walk-in pantry, full bathroom and a bright, spacious living room perfect for entertainment and enjoying the views. The upper floor offers 4 bedrooms and 2 bathrooms. The primary bedroom is designed with a walk-in closet, spa like bathroom with a soaking tub and separate shower, a wall mounted electric fire place, and a wine refrigerator. Come home and appreciate the jacuzzi and BBQ grill that is included on the deck. Maunawili is just a short distance away from Pali Hwy, H-3, Downtown, shopping centers and to the beaches.

1193 Kika Place, Kailua
376 Dune Circle, Kailua
$10,500,000
4 Beds ⋅ 4 Baths ⋅ 202505746 MLS ⋅ FS - Fee Simple Tenure ⋅ 385 DOM
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience on one of Oahu’s most coveted beachside streets. This luxurious 4-bedroom, 4-bathroom single-story retreat on a generous 10,283-square-foot lot blends timeless elegance with modern comfort. This home showcases a warm, earthy palette inspired by the surrounding sand and native hardwoods such as koa, monkeypod and ohia creating a harmonious connection with its natural environment. Step inside to discover an open, light-filled interior with high peaked ceilings and terrazzo tile floors effortlessly combining casual sophistication with low-maintenance island living. The well designed layout features rich wood and stone accents, complimenting the azure ocean views that serve as the home’s stunning backdrop. The spacious living areas flow seamlessly, offering the perfect setting for relaxation or entertaining, while the meticulously appointed kitchen with high end appliances reflects a commitment to quality and style. Thoughtfully designed by Jaime Jackson and Mark Eyler, the architect. A true sanctuary where luxury meets the laid-back spirit of the islands.

376 Dune Circle, Kailua
584 Kipuka Place, Kailua
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 202604712 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Experience modern island living in this extensively renovated Coconut Grove residence, tucked away at the end of a peaceful residential street, just minutes to Kailua Town and world-famous beaches. This single-level 3 bed 2 bath home offers comfort and style with high ceilings and a bright open-concept design. The stunning kitchen features a large island, new appliances, custom cabinetry, and luxury vinyl flooring throughout. A brand new roof adds lasting value and peace of mind. The primary suite includes a spa-inspired soaking tub and shower combo. Designed for true indoor-outdoor island living, step outside to your newly sodded and fully fenced yard, perfect for relaxing evenings, weekend gatherings, pets at play, and enjoying the island breeze year-round.

584 Kipuka Place, Kailua
905 Kainui Drive, Kailua
$2,100,000
6 Beds ⋅ 6 Baths ⋅ 202523357 MLS ⋅ FS - Fee Simple Tenure ⋅ 191 DOM
Welcome home to a uniquely spacious property designed with family living in mind. This thoughtfully planned residence offers plenty of room for everyone with TWO 3-bedroom, 2-bath living area stacked for comfort and privacy, PLUS a newly renovated studio (ADA accessible) with a full bath - ideal for in-laws, grown children, or visiting guests. A 6th bathroom is conveniently located in the spacious 4-car garage, which also provides excellent storage and flexibility for hobbies or a home workshop. There's even ample parking for additional vehicles, making gatherings easy and enjoyable. Tucked in a private location with only one neighbor, this inviting property backs to Kawainui Canal and sits alongside Oneawa Bridge, offering a peaceful backdrop with the convenience of town just minutes away. This home's smart layout allows generations to live closely while maintaining their personal space - a truly special place where a family can grow, connect, and create lasting memories together.

905 Kainui Drive, Kailua
244 Kihapai Street Unit A, Kailua
$2,050,000
5 Beds ⋅ 3 Baths ⋅ 202525632 MLS ⋅ FS - Fee Simple Tenure ⋅ 157 DOM
Brand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-bath single-family home is thoughtfully designed for multi-generational living. The lower level offers 2 bedrooms, 1 bath, and a wet-bar-- ideal for extended family or guests-- while the upper level includes 3 bedrooms, 2 baths, and a bright living room filled with natural light and mountain views through large windows. Enjoy two expansive covered lanais, including an upstairs lanai perfect for relaxing or entertaining with scenic views. Modern finishes and stainless steel appliances complement this fresh, functional layout. A 2-car garage plus driveway parking provides ample space for vehicles and storage. Conveniently located near Kailua Beach, schools, shopping, and dining. For estimated property taxes, assessed value is only land value as the county has yet to assess the improvement value of the subject property.

244 Kihapai Street Unit A, Kailua
358 Kaelepulu Drive Unit 702, Kailua
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 202523890 MLS ⋅ FS - Fee Simple Tenure ⋅ 181 DOM ⋅ Bluestone BLDG.
Discover the ultimate island retreat at the prestigious Complex Bluestone, nestled in the heart of Lanikai and just moments away from the world-renowned Lanikai Beach. This exquisite 3-bedroom, 2.5-bathroom, 2 covered parking stall residence boasts soaring ceilings and has been thoughtfully updated with tasteful finishes throughout. The unit comes with a storage closet conveniently located by your parking stall. Enjoy the luxury of resort-style living with unparalleled amenities, including a pristine pool, a welcoming clubhouse, and well-maintained tennis courts, all set amidst beautifully landscaped surroundings. As part of a gated community, you'll experience both privacy and security in this idyllic location. Make this serene oasis your home and embrace the perfect blend of elegance and leisure in Lanikai.

358 Kaelepulu Drive Unit 702, Kailua
333 Aoloa Street Unit 306, Kailua
$699,000
3 Beds ⋅ 2 Baths ⋅ 202605678 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM ⋅ Gardenia Manor BLDG.
Best deal, lowest price! 3-bedroom, 2-bath, 2-parking unit in Kailua. Newly painted interior and lanais. Enjoy Hawaii’s famous indoor-outdoor living with two private lanais, one lanai from the living room and another from the primary bedroom. Unit is in original condition, and priced for buyers to renovate/update. This single-level home offers comfortable and convenient living with amenities including pool, bbq area, recreation space, on-site resident manager, and storage locker. Located in the heart of world-famous Kailua, just minutes from the mall, dining, and shopping. Near Whole Foods, Target, restaurants, schools, Kailua District Park, Lanikai Beach, and much more!

333 Aoloa Street Unit 306, Kailua
749 Oneawa Street, Kailua
$1,470,000
3 Beds ⋅ 2 Baths ⋅ 202603897 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
Fall in love w/ this quintessential Kailua beach bungalow, turn-key & perfectly located in Coconut Grove. Bright, breezy, & beautifully upgraded. Imagine mornings on the back lanai, coffee in hand, watching the pups play. Evenings on the the expansive 220+ sq ft covered front lanai gathering with friends, watching the sunset over the Ko?olau, and enjoying the large landscaped front yard and driveway perfect for bikes, basketball, and neighborhood fun. Situated on a manicured corner lot w/ a fully enclosed concrete privacy wall & gated entry, this property offers rare privacy & curb appeal. Inside, natural light pours through newer windows, highlighting the bright open layout, fresh paint, newer roof, and thoughtfully updated kitchen & spa-inspired baths. The mainland-sized primary suite feels like a retreat, featuring 2 walk-in closets. Two additional bedrooms plus a dedicated office provide flexibility for guests, family, or working at home. Enjoy split A/Cs, Tesla EV hookup, solid construction, and seamless indoor-outdoor living from the living room to the lush backyard. Minutes to the Beach, Aikahi Shopping Center, Kalaheo, and Kailua Town—no car required. Open Sun. 2/22 2-5pm

749 Oneawa Street, Kailua
368 Keolu Drive, Kailua
$1,255,000
5 Beds ⋅ 3 Baths ⋅ 202527680 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Welcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offering flexible living options and bright, open spaces throughout. The upper level features an airy living area with mountain views, an inviting lanai, and an open kitchen with stainless steel appliances. Three bedrooms—including the primary—are also located upstairs, with direct access to a large wrap-around deck overlooking the terraced backyard. Downstairs you’ll find two additional bedrooms, family room, a full bath, and easy access to the driveway. The property sits up from the street for added privacy and includes an extended driveway plus a two-car garage with laundry and storage. Conveniently located near schools, parks, and Kailua’s shopping and dining, this home offers plenty of room to grow and enjoy the windward lifestyle. Imagine the possibilities with 3/2 up and 2/1 downstairs. Live in one area and rent the other area. Current owner has consistently rented the property easily.

368 Keolu Drive, Kailua
1225 Hele Street, Kailua
$1,000,000
3 Beds ⋅ 1 Baths ⋅ 202601790 MLS ⋅ FS - Fee Simple Tenure ⋅ 79 DOM
Nestled in the desirable Keolu Hills neighborhood, this property offers an excellent opportunity to create the home you've always envisioned. The existing single-family structure is in poor condition and will require significant work; value is primarily in the land. The spacious, clear, and level lot provides an ideal foundation for a new build or redevelopment, subject to buyer's due diligence and all applicable permits. Enjoy the convenience of nearby shopping, dining, schools, beaches, ad Kailua's vibrant outdoor lifestyle. A rare chance to secure a well-located parcel in one of Oahu's most sought-after communities. Photos have been virtually enhanced and de-cluttered.

1225 Hele Street, Kailua
426 Ulupaina Street Unit C, Kailua
$1,395,000
5 Beds ⋅ 3 Baths ⋅ 202601187 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 DOM
Spacious 2,700+ sq. ft. two-story home featuring 5 bedrooms and 3 full bathrooms, located in a quiet cul-de-sac in desirable Coconut Grove. Enjoy refreshing Tradewinds year-round and a flexible layout with three separate living areas, ideal for multi-generational living, rental income, or investment potential. Upstairs and downstairs can function independently. Just minutes by car (or a short distance) to Kailua Beach and Kailua Town Center, offering dining, shopping, cafés, grocery stores, and local services. Convenient access to elementary, middle, and high schools. Rare opportunity to own in one of Kailua’s most sought-after neighborhoods—opportunity awaits!

426 Ulupaina Street Unit C, Kailua
350 Aoloa Street Unit B128, Kailua
$485,000
1 Beds ⋅ 1 Baths ⋅ 202528354 MLS ⋅ FS - Fee Simple Tenure ⋅ 104 DOM ⋅ Koolau Vista BLDG.
Rarely available one-bedroom condo in Koolau Vista, ready and waiting for its new owner. This well-maintained unit features vinyl flooring throughout, a washer and dryer conveniently located in the unit, and a window A/C in the living room for added comfort. The bright and functional layout offers an easy, low-maintenance lifestyle. The condo also includes one covered parking stall and a dedicated storage unit, adding valuable convenience. Centrally located within the community, this is a wonderful opportunity for a first-time buyer, investor, or anyone looking to make this inviting space their own.

350 Aoloa Street Unit B128, Kailua
610 A Halela Street, Kailua
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 202520978 MLS ⋅ FS - Fee Simple Tenure ⋅ 198 DOM
HUGE PRICE IMPROVEMENT! FULLY remodeled & transformed to offer refined simplicity in design, accented with modern finishes throughout. Generate rental income from the get go or be prepared with extra living quarters without the typical repair expenses - this is ready to go! The main home is an 836 sf cozy 3 bedroom/1 bath open concept floor plan which manages to embrace the natural beauty of the outdoors while providing distinct living spaces. The 4th bedroom is a 360 sf DETACHED STUDIO with a full bath, kitchenette, spacious yard and private deck. Efficient use of space for both dwellings creates a sense of openness beyond the actual square footage. Brand new roof, Pella windows, double wall construction to interior and exterior, split AC in every bedroom and living area, stainless steel appliances, quartz counters, LVP and ceramic tile flooring, tiled shower surrounds with elegant shower glass paneling and recessed lighting. Each dwelling has its own private lanai and yard area, full sized washer & dryer and two parking each. Be the first to enjoy this newly remodeled home, hassle free and turn-key in Coconut Grove.

610 A Halela Street, Kailua
1392 Nanialii Street, Kailua
$1,685,000
4 Beds ⋅ 3 Baths ⋅ 202602125 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM
Perched up on desirable Keolu Hills neighborhood in a private cul-de-sac, this 4-bedroom 2.5-bath Kailua home offers island living at its best. With a thoughtfully designed floor plan showcasing the views, the main level features an open-concept kitchen and living area, a bedroom, and a half bath—perfect for guests or a home office. Downstairs, you’ll find three additional bedrooms and 2 full baths. The house comes with a detached garage and 1 covered stall. Take in the gorgeous unobstructed ocean views from the deck. The kitchen is a true gathering space, boasting butcher block countertops, newer appliances, and seamless flow to the living area. 18 owned solar panels support sustainable living, while the lush, landscaped yard showcases mature fruit trees, including cacao, orange, lime, and mango. A versatile shed can be a playhouse, workshop area, or storage. Rinse off from the beach in your own outdoor shower too! 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.

1392 Nanialii Street, Kailua
149A Haokea Drive, Kailua
$2,800,000
4 Beds ⋅ 3 Baths ⋅ 202522043 MLS ⋅ FS - Fee Simple Tenure ⋅ 157 DOM
Incredible location near the beach in Lanikai! Tucked away with plenty of privacy, a cute yard with fruit trees, and great outdoor lanai for enjoying your own slice of tropical paradise. Many upgrades and bathroom remodels were just done in 2023, including a new roof with a 50 year warranty. Luxury Taj Mahal granite countertops in kitchen with updated hardware throughout.  The main home area features central AC and 2 bedrooms have split AC.  Sold fully-furnished and ready to move in! The Lanikai lifestyle can be yours with sunrise at the beach, turquoise water mid-day swims, the pillbox hiking trailhead nearby, and MidPac Country Club around the corner.

149A Haokea Drive, Kailua
354B Kaelepulu Drive Unit 802, Kailua
$1,530,000
3 Beds ⋅ 3 Baths ⋅ 202600674 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM ⋅ Bluestone BLDG.
Welcome to Bluestone at Lanikai – where island living meets everyday luxury! Imagine living up the street from Lanikai Beach and the possibility of enjoying the ocean every day. Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across acres of golf course to sunsets dipping behind the Ko'olau Mountain Range. Or waking up to catch a rainbow from the comfort of bed. Maybe join a friend for a meal or round of golf across the road at Mid-Pacific Country Club. Or take advantage of the resort-like amenities that Bluestone has to offer such as tennis courts, pickle ball, salt-water pool, hot tub, sauna, or one of many other activities available to you nearby. It’s the Lanikai lifestyle, the open spaces and the scenic beauty that makes Bluestone such a fabulous place to live. Add to that list a lovely fully remodeled townhome with stunning views in a gated community. Spacious, scenic, and serene, it’s a truly special place to call home.

354B Kaelepulu Drive Unit 802, Kailua
1453 Aalapapa Drive, Kailua
$3,650,000
4 Beds ⋅ 3 Baths ⋅ 202528541 MLS ⋅ FS - Fee Simple Tenure ⋅ 96 DOM
Experience the best of Lanikai—where the quiet end of the road leads to your own private paradise. This peaceful retreat sits on a generous enclosed 11,250 SF fully landscaped lot. A rock wall and private electric gate with camera security offer exceptional privacy and mature tropical grounds include a thriving avocado, mtn apple & puakenikeni. Modern upgrades elevate everyday living in the turnkey main residence (3 bed/2 bath). Fully renovated smart home w/oak hardwood floors, new kitchen and spa-like bathrooms. New doors & windows invite abundant natural light, while split AC's throughout ensure year-round comfort. A wrap-around deck seamlessly connects for Hawaii indoor/outdoor living. The tucked away cottage offers gentle trade winds and lush views—ideal for guests, extended family, or flexible living options. It enjoys a kitchenette, full bath, & new W/D. Featuring 33 owned solar panels w/NET metering + Tesla charging hookup, blending island living with forward-thinking efficiency. A rare Lanikai offering combining privacy, sustainability, and refined island design—moments from one of the most celebrated beaches in the world, yet peacefully removed from it all.

1453 Aalapapa Drive, Kailua
673 N Kalaheo Avenue, Kailua
$2,665,000
8 Beds ⋅ 4 Baths ⋅ 202526071 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
Discover a blend of tranquil living and vibrant Kailua convenience at this exceptional property. Nestled in a sought-after neighborhood, the home is enveloped by mature landscaping and a canopy of tall trees, creating a private, park-like setting with a serene feel. Enjoy access to world-famous Kailua Beach, as well as the vibrant heart of Kailua Town with its diverse dining, boutique shopping, and popular weekly farmers' markets. The area is known for its strong sense of community and proximity to popular Kailua landmarks and local parks. This is a prime opportunity to own a home on a 1/3 acre lot in a neighborhood cherished for its leafy ambiance, established character, and unbeatable location. Tax records may differ.

673 N Kalaheo Avenue, Kailua
350 Aoloa Street Unit A111, Kailua
$500,000
1 Beds ⋅ 1 Baths ⋅ 202612261 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM ⋅ Koolau Vista BLDG.

350 Aoloa Street Unit A111, 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.