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1176 Lunaai Street, Kailua
$1,600,000
4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua
923 Mokapu Boulevard, Kailua
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 202614057 MLS ⋅ FS - Fee Simple Tenure ⋅ 35 DOM
Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, this Kailua home offers a seamless blend of modern comfort and island charm. The open-concept interior is designed for indoor-outdoor living, leading you towards the large, flat fully-enclosed backyard oasis framed by lush tropical landscaping—a perfect backdrop for weekend gatherings or quiet afternoons in the sun. Situated just a short walk Castles Beach and the convenience of Aikahi Shopping Center, this location puts everything Kailua has to offer at your fingertips. Located within the Aikahi school district and just minutes to the vibrant dining and boutique shopping of Kailua town, this property captures the relaxed, active lifestyle you’ve been looking for.

923 Mokapu Boulevard, Kailua
1302 Kamahele Street Unit 2402, Kailua
$1,600,000
2 Beds ⋅ 3 Baths ⋅ 202612833 MLS ⋅ FS - Fee Simple Tenure ⋅ 47 DOM ⋅ Bluestone BLDG.
Welcome to Bluestone – where island living meets everyday luxury! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across acres of green and sunsets dipping behind the Ko'olau Mountain Range. Or waking up to catch a rainbow over the golf course from the comfort of bed. Maybe join a friend for a meal or round of golf at near-by 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 Kailua lifestyle, beautiful Lanikai Beach, the open spaces and the scenic beauty that makes Bluestone such a fabulous place to live. Add to that list a lovely townhome in a gated community with stunning views and cooling breezes. Spacious, scenic, and serene, it’s a truly special place to call home.

1302 Kamahele Street Unit 2402, Kailua
1433 Mapuana Place, Kailua
$1,595,000
4 Beds ⋅ 3 Baths ⋅ 202613493 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful en-suite bathroom complete with soaking tub! Bedroom #2 also has a private en-suite bathroom as well. The 4th bedroom is outfitted with a Murphy bed and has beautifully refurbished shoji doors -it opens to the main living areas and is perfect for a guest room, office, or craft room. This home has so many extras- 200 amp electric service with 27 owned pv panels and 2 tesla powerwall batteries, split a/c, an indoor laundry room, a sauna, a treehouse!, and fruit trees including ulu, mango and banana. Freshly painted inside and just waiting for you to make this home your own!

1433 Mapuana Place, Kailua
837 Oneawa Street, Kailua
$1,595,000
6 Beds ⋅ 3 Baths ⋅ 202605034 MLS ⋅ FS - Fee Simple Tenure ⋅ 143 DOM
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.

837 Oneawa Street, Kailua
185 Ulupa Street, Kailua
$1,591,276
3 Beds ⋅ 2 Baths ⋅ 202606840 MLS ⋅ FS - Fee Simple Tenure ⋅ 122 DOM
ACCEPTING BACK-UP OFFERS! VA ASSUMABLE LOAN at 2.75% available for qualified buyers. Beach-close Kalama Tract home located less than two blocks from the beach and minutes to Kailua Town. This unique property showcases bold colors, artistic design elements, and a distinctive floor plan, offering a home with character and creative flair. Must see! The flexible layout features 2 bedrooms and 1 bath on the main level, plus a separate upstairs 1-bedroom, 1-bath unit with a kitchenette, for guests or extended living. Two flex spaces on the main level for an extra bedroom, office, or family room, plus a separate laundry area. Outdoor features include a saltwater pool and jacuzzi, perfect for enjoying Kailua’s relaxed lifestyle. Energy-efficient upgrades include PV panels with Tesla Powerwall, solar blankets for pool heating, and a 220V EV charging service. Approved plans and open permit already in place to build up and expand, offering a rare opportunity to add value while saving significant time and costs in the permitting process. A great opportunity to own a property with flexibility in one of Kailua’s most desirable neighborhoods. Enhanced Photos.

185 Ulupa Street, Kailua
545 Ka Awakea Place, Kailua
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 202611963 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM
Welcome to this a bright and airy 3BR/2BA home perfectly positioned at the end of a quiet cul-de-sac in the heart of Kailua. This home has been refreshed with new paint inside and out, making it feel crisp, clean, and ready for you to move right in. Nestled on a generous lot of over 9,200 sq. ft., the property is a true outdoor oasis. Whether you’re hosting weekend gatherings on the lanai or taking a dip in the saltwater pool, there’s plenty of room to soak up the island sun. The expansive yard offers endless possibilities for gardening or play, all while benefiting from the efficiency of leased solar panels. Inside, the nearly 1,500 sq. ft. layout flows seamlessly, offering a wonderful blend of classic charm and modern potential. With a two-car garage and a prime location near the iconic sands of Kailua Beach and the desirable Kaelepulu Elementary School, this residence is designed for an easygoing lifestyle. Come see why this gem wont last!

545 Ka Awakea Place, Kailua
1204 Kahili Street, Kailua
$1,569,750
3 Beds ⋅ 2 Baths ⋅ 202606564 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM
Offering a spacious 1,848 sq ft interior 3-bed 2-bath single-level home in the desirable Enchanted Lake neighborhood with an enclosed garage, 20 PV solar panels, a Tesla backup battery, and hot water solar panels. Nicely landscaped front and back yard, a covered lanai, and a jacuzzi hot tub. 2 living rooms for comfort and space, plus 5 split air conditioning units. All building permits have been properly closed (garage conversion, 200 amp meter upgrade service, house addition, fence, solar water heater, and the PV panels with battery). Kailua Town, white sandy beach, Pali Hwy, H-3 Hwy, and Marine Corps Base are all just minutes away. New pictures will be uploaded after the tenant moves; currently tenant occupied until April 30, 2026.

1204 Kahili Street, Kailua
1356 Kahili Street, Kailua
$1,565,000
3 Beds ⋅ 2 Baths ⋅ 202601803 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua
1150 Kamahele Street Unit 3001, Kailua
$1,550,000
3 Beds ⋅ 3 Baths ⋅ 202601383 MLS ⋅ FS - Fee Simple Tenure ⋅ 137 DOM ⋅ Bluestone BLDG.
Enjoy the best of island living in this spacious 2,000 sq ft home, ideally located near scenic hiking trails, the Mid-Pacific Golf Course, and world-famous Kailua Beach. Start your mornings on the covered balcony overlooking the golf course, where cooling ocean breezes keep the home comfortable year-round. The fully remodeled kitchen is a standout, featuring a large pantry, double oven, and thoughtful upgrades designed for the home chef. The private primary suite occupies the top floor and includes split-system air conditioning, a beautifully remodeled en-suite bath, a walk-in closet, and a private balcony for quiet retreats. Two additional bedrooms on the lower level also offer split-system air conditioning and balcony access. A dedicated laundry room, ample storage, and an enclosed garage complete the home. Enjoy afternoons on nearby trails or the fairways, then unwind with sunset walks to local shops and restaurants. With Safeway and popular dining just a short walk away, this home perfectly blends comfort, convenience, and the Kailua lifestyle.

1150 Kamahele Street Unit 3001, 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
689 Keolu Drive, Kailua
$1,520,000
4 Beds ⋅ 3 Baths ⋅ 202611885 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the perfect opportunity to add your personal style while benefiting from several recent improvements, including a roof restoration, brand-new upstairs deck area, new carpet in the upstairs bedroom, updated appliances, and fresh exterior paint on select areas. The flexible floor plan features multiple living areas, making it well-suited for multigenerational living, hosting guests, or creating an investment opportunity. Set on a generous 7,718 sq. ft. lot, you'll enjoy a spacious backyard with a mango tree, Puakenikeni, and plumeria tree, offering the perfect island setting for entertaining, gardening, or simply relaxing. Located just minutes from Kailua Town, world-famous beaches, parks, schools, shopping, dining, and convenient access to H-3 and Pali Highway, this home combines location, space, and opportunity. Whether you're looking to move right in and update over time or create your dream home from the start, this Enchanted Lake gem is ready for its next chapter.

689 Keolu Drive, Kailua
461 Kawailoa Road Unit B, Kailua
$1,515,000
3 Beds ⋅ 1 Baths ⋅ 202610888 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Tucked away on a private lane just one home from the Kailua Beach Park and sandy beach, 461B Kawailoa Road offers a rare opportunity to create your ideal beachside retreat. Set on a level lot, the property features an original home in average condition with a newer roof—providing a solid starting point for renovation or redevelopment. The property includes a 4618sf level lot, 856 sf 3 bed / 1 bath home with a 192 covered lanai, plus a 320sf carport. Whether you choose to update the existing residence or build a new home, the potential is exceptional. The property is situated in a desirable Kailua location, within the Ka'ohao School public charter school district, and offers convenient access to beaches, parks, hiking trails, and everyday amenities. Nearby favorites include the Mid Pacific Country Club, Buzz's Original Steak House, Kalapawai Market, Bob's Pizza, The Sunrise Shack and more. A unique opportunity to secure a prime location and bring your vision to life.

461 Kawailoa Road Unit B, Kailua
1289 Akele Street, Kailua
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 202607735 MLS ⋅ FS - Fee Simple Tenure ⋅ 53 DOM
Welcome home to this beautifully upgraded 4-bedroom, 2-bath Kailua gem in the highly desirable Kaelepulu school district. From the moment you arrive, you will feel the care and warmth throughout. Thoughtfully refreshed with popcorn ceilings removed, new vinyl flooring, fresh interior paint, updated fixtures, painted trim and eaves, and a landscaped fully fenced yard, this home is move-in ready and full of charm. The flowing floor plan feels inviting and comfortable, perfect for everyday living and gathering with family and friends. Enjoy the lush green yard and lovely patio space ideal for outdoor fun, weekend BBQs, and relaxing evenings at home. The spacious primary bedroom includes an upgraded walk-in closet. With 30 owned PV panels, solar water heating, and new split AC in 2025, this home offers both comfort and efficiency. Wide streets, underground utilities, and ample parking add to the appeal. Come see why this home feels so special. First Open House Sunday, 4/26, 2-5pm. Come experience it in person.

1289 Akele Street, Kailua
560 Paulele Street, Kailua
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 202607315 MLS ⋅ FS - Fee Simple Tenure ⋅ 41 DOM
Welcome to this beautifully updated 3-bedroom, 2-bath single-level home in the highly desirable Enchanted Lake neighborhood of Kailua. Situated on a level 7,525 sq. ft. lot, this home offers an open and flowing floor plan with open beam ceilings that create a bright and spacious feel throughout. Updated flooring, kitchen, and bathrooms blend modern comfort with timeless island charm. Enjoy indoor-outdoor living with a large 456 sq. ft. covered backyard lanai overlooking the spacious and private backyard — perfect for entertaining, relaxing, or enjoying the trade winds. Located in a quiet neighborhood, this 1,551 sq. ft. home offers the peaceful lifestyle that makes Enchanted Lake so special while still being conveniently close to beaches, shopping, dining, and schools. A great opportunity to own a well-maintained home with indoor-outdoor living in one of Kailua’s desirable neighborhoods.

560 Paulele Street, Kailua
1263 Akiahala Street, Kailua
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 202609366 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
Located in the Kaopa neighborhood of Kailua, this single-level 3-bedroom, 2-bath home with a 2-car garage offers a comfortable layout and peaceful setting. Built with double wall construction, the home has a welcoming feel from the moment you walk in, featuring vaulted wood beam ceilings, abundant natural light, and an easy flow between the living, dining, and kitchen areas. The centrally located kitchen offers ample cabinetry and connects naturally to the main gathering spaces, making it ideal for both everyday living and entertaining. The spacious primary bedroom includes a walk-in closet and private en-suite bath. Outside, the flat grassy yard stretches from the front to the back of the property with no rear neighbors, creating added privacy and beautiful Ko‘olau Mountain views. Situated on a quiet street with wide roads and a well-established neighborhood feel, this home is located within the highly desirable Ka'elepulu Elementary School district and is conveniently close to Kailua Beach, parks, shopping, dining, and everyday conveniences. A wonderful opportunity to enjoy the Kailua lifestyle in a truly special location.

1263 Akiahala Street, 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
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
590 Alihi Place, Kailua
$1,460,000
3 Beds ⋅ 3 Baths ⋅ 202609500 MLS ⋅ FS - Fee Simple Tenure ⋅ 92 DOM
Don’t miss this opportunity to own a beautiful 3-bedroom, 2.5-bath home at 590 Alihi Place! Designed for modern living, this home offers a spacious layout, inviting living areas, and stunning vaulted ceilings that enhance the sense of openness and natural light throughout. Enjoy unobstructed mountain views, creating a peaceful and scenic backdrop from the comfort of your home. The seamless indoor-outdoor flow and private wrap-around yard make it perfect for entertaining or relaxing. Primary en-suite is on the top floor of three floors. Split AC units in each bedroom and in living room. Built-in bookshelves! Kitchen and dining area opens to a covered outdoor lanai - great for hosting. Conveniently located near shopping, dining, and major commuting routes, this home combines comfort, functionality, and location. Schedule your showing today!

590 Alihi Place, Kailua
1724 Akaakoa Street, Kailua
$1,453,000
3 Beds ⋅ 2 Baths ⋅ 202615210 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Welcome to this well-maintained, updated 3-bedroom, 2-bath single-family home tucked away on a peaceful cul-de-sac. Featuring approximately 1,692 sq ft of living space on a 6,000 sq ft lot, this home offers privacy, comfort, and a desirable indoor-outdoor lifestyle. Improvements include a remodeled kitchen with an open wall and wrap-around bar, remodeled bathrooms and flooring, five split A/C units, five ceiling fans with lights, gutters, and removal of acoustic ceilings other than the garage. The primary bedroom features a sliding glass/screen door opening to the backyard. Enjoy outdoor entertaining from the deck and gazebo, ideal for BBQs, relaxing, and gardening. The garage includes an automatic door opener, with a new garage door recently purchased. The interior was recently partially repainted for the new owners. Enjoy the quiet cul-de-sac setting with no through traffic, no rear neighbors, and a canal separating the home from neighboring properties on one side. Conveniently located near Enchanted Lakes Shopping Center, Safeway, restaurants, services, and the popular 3-mile walking/jogging route. A great opportunity to enjoy privacy and the relaxed Kailua lifestyle.

1724 Akaakoa Street, Kailua
564 Uluhala Street, Kailua
$1,450,000
4 Beds ⋅ 2 Baths ⋅ 202611773 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
THE ONE YOU'VE BEEN WAITING FOR! Single-level 4 bedroom with a BIG Living Room and an even BIGGER Family Room, plus an open dining area opposite the newly updated Kitchen — all-stainless appliances, deep stainless sink, gleaming new quartz counters. Dishwasher, disposal, cooktop, and microwave are brand new; built-in oven is near-new. Nice-size utility room too, with extra storage including a clever broom closet, plus washer, dryer, and utility sink. Bare toes will love the cushy new carpet in the bedrooms and new luxury vinyl plank flooring everywhere else. Every inch, inside and out, freshly painted. The yard is a tropical Garden of Eden: 5 kinds of mango on one tree, Jamaican and yellow lilikoi, Meyer lemons, limes, oranges, calamansi, bananas. For lei-making — puakenikeni and green rose out front, stephanotis winding the mailbox, pakalana on the arbor, purple crown flowers in back. Vase-fillers galore too: roses, red ginger, torch ginger, heleconias, Song of India. Or get cooking with mint, Cuban oregano, lemon grass, and butterfly blue peas! Celebrate with an umbrella drink under the retractable awning on the lanai. Offers will be reviewed by Seller on Friday, June 26.

564 Uluhala Street, Kailua
536 Olomana Street, Kailua
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 202602237 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
$39k PRICE DROP… COME & GET IT!!! Beautifully renovated in 2022 and tucked into one of Kailua’s most beloved neighborhoods, this single-story home offers the relaxed island lifestyle so many dream about. Just under a mile from world-famous Kailua Beach, mornings begin with soft sunrise colors & a peek at Mount Olomana right from your living room, while days flow effortlessly between indoor comfort & outdoor living. The thoughtfully updated interior features modern finishes, quartz countertops with warm veining, butcherblock island, waterproof luxury vinyl flooring, updated cabinetry, & split AC for year-round comfort. Outside, the newly landscaped backyard offers a fresh lawn and a cool covered patio perfect for weekend barbecues, or unwinding after a day at the beach. Located on a quiet, low-traffic street w plenty of guest parking, this home also offers freedom from HOA fees & convenience to parks, shopping, dining, Target, Whole Foods, plus easy access to H-3 & the Pali. Dedicated indoor laundry room, carport storage, & 2022 termite tenting, this home blends peace of mind with the charm & ease of Windward living — experience the Kailua lifestyle! (1+ photos have been enhanced)

536 Olomana Street, Kailua
1074 Lunaai Street, Kailua
$1,440,000
4 Beds ⋅ 2 Baths ⋅ 202608819 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Tucked in the lush surroundings of Maunawili, this spacious 4-bedroom, 2-bath home offers a peaceful indoor-outdoor lifestyle on a generous 7,700 sq. ft. lot. With over 2,100 sq. ft. of interior living space, the home features an open, flowing layout filled with natural light and garden views throughout. The kitchen serves as the heart of the home with custom touches including an Olomana-inspired backsplash design that adds a unique sense of place and character. One of the standout features is the flexible 4th bedroom space, thoughtfully designed with Shoji doors, a separate entrance, wet bar, and adjoining tea house feel—ideal for guests, creative space, home office, or extended living possibilities. Surrounded by lush tropical greenery, the property creates a calm and private setting while still being conveniently located near Kailua, hiking trails, H-3 access, parks, and Windward Oahu conveniences. Complete with a 2-car carport and spacious outdoor areas, this home captures the relaxed lifestyle and natural beauty that make Maunawili so special.

1074 Lunaai Street, Kailua
29 Alala Road, Kailua
$1,435,000
2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure ⋅ 335 DOM
Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, Kailua
445 Kawailoa Road Unit 4, Kailua
$1,425,000
3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 125 DOM ⋅ Windsurfer BLDG.
Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, Kailua
679 Kihapai Street Unit D, Kailua
$1,420,000
2 Beds ⋅ 2 Baths ⋅ 202614398 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Located within "Kawainui Park Place" and adjacent to the Kawainui Marsh, this property offers expansive views, open space, and close proximity to nature. The home has been completely remodeled, inside and out, featuring top-of-the-line LG appliances, quartz counter tops in the kitchen and baths, luxury vinyl plank flooring throughout, 1/2 inch glass shower walls, Pella double pane windows, aluminum gutters and more. Additional upgrades include electrical, plumbing, and double-wall construction with HardieBoard / Board & Batten exterior siding. All this with Kailua Beach, shopping and entertainment close by. Listor must be present for showings, please do not drive on property without an appointment, Mahalo.

679 Kihapai Street Unit D, Kailua
1361 Akalani Loop, Kailua
$1,420,000
3 Beds ⋅ 2 Baths ⋅ 202607931 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
Keolu Hills Island Oasis — Turnkey 3 Bed, 2 Bath. This thoughtfully upgraded home blends classic island charm with modern comfort on a generous 7,889 sq. ft. lot with room to grow, featuring R5 zoning! Enjoy 18 owned solar panels with a Tesla battery to keep energy bills low, electrical upgrades including 200 amp service, and a split AC system in all bedrooms and living areas. Inside, find newer appliances, new mirrored closet doors, reglazed bathtubs, new ceiling fans, and fresh interior/exterior paint. New windows, gutters, and a terraced backyard—just waiting to be a gardener's dream—plus plentiful storage. Roof from 2018. The large front yard features lush, soft green grass and tropical landscaping; it is fully fenced for privacy. A welcoming living space flows to a backyard lanai, ideal for entertaining. Mountain views. 2 car carport with extended driveway offers extra parking. Conveniently located minutes from world-famous Kailua beaches, parks, shops, and restaurants in the highly desirable Keolu Hills neighborhood, this home features many upgrades. Ready for its next owner—this home blends island charm with modern upgrades and a relaxed, livable lifestyle. Come see today!

1361 Akalani Loop, Kailua
951 Holoholo Street, Kailua
$1,405,000
6 Beds ⋅ 3 Baths ⋅ 202606172 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 DOM
6 bedrooms / 3 full bathrooms (originally 4 bedrooms / 2 bathrooms) on a large 8,600+ sq ft LEVEL lot with 8 FT DEEP tiled pool and 37 OWNED PV panels to lower utility costs. The flexible single story layout makes this home an excellent fit for multi-generational living & entertaining. BRAND NEW ROOF redone at the end of 2024. BRAND NEW renovations just done in Mid-May 2026 - NEW flooring & painting in main bedrooms! Come take a look! Enchanted Lake is a highly desirable neighborhood known for its quiet, residential feel while still being minutes from Kailua Town, grocery stores, world-class beaches, restaurants, parks, and schools. You won’t want to miss the opportunity to call Enchanted Lake home! ***Bed and bath count may differ from tax records; Buyer to do their own due diligence.***

951 Holoholo Street, Kailua
142C Maluniu Avenue, Kailua
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 202611523 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and everyday conveniences. Tucked away off Maluniu Avenue on a peaceful side street, this inviting residence offers the perfect blend of privacy and accessibility.Situated on a 5,040 sq. ft. lot, the property features 1,008 sq. ft. of designed living space surrounded by lush tropical landscaping. Inside, you'll find a renovated kitchen and bathroom, stainless steel appliances, hardwood flooring, crown molding, coffered ceilings, and custom board-and-batten detailing that enhance the home. The board-and-batten exterior adds curb appeal, while upgraded jalousie windows frame garden views and invite island breezes throughout.The expansive grassy yard offers space to enjoy the outdoors, along with a lemon/lime hybrid tree. Two outdoor showers provide the perfect place to rinse off after a day at the beach. Property has new plumbing, electrical wiring, roof still under warranty, water heater, vents, drains. It also boasts a special dedicated charger NEMA 14-15-50 AMP circuit for electric vehicles.

142C Maluniu Avenue, Kailua
591 Alihi Place, Kailua
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 202610482 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Ideally positioned in one of Kailua's most beloved neighborhoods, and within the highly regarded Kaelepulu school district. Alihi Place sits between two cul-de-sacs, keeping traffic low and the neighborhood vibe distinctly quiet and safe. This single-level 3-bedroom, 2-bath home is built with double wall construction. As sturdy as it is charming, featuring soaring vaulted ceilings that give the living spaces an open, airy feel. A bonus living space adds flexibility for a home office, playroom, or guest area. The freshly painted exterior adds great curb appeal, along with the epoxy flooring in the enclosed garage. Out back, a fully fenced yard offers a private retreat, perfect for keiki or pets. A wonderful opportunity to enjoy the Kailua lifestyle at a great price point.

591 Alihi Place, 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.