Kailua Real Estate

Welcome to the beautiful region of Kailua, located in Honolulu County, Hawaii. Known for its stunning beaches, lush landscapes, and laid-back atmosphere, Kailua offers a perfect blend of natural beauty and small-town charm.

With its pristine white sandy beaches, such as Lanikai Beach and Kailua Beach Park, Kailua is a paradise for water sports enthusiasts and beach lovers. Whether you enjoy swimming, kayaking, or simply relaxing by the ocean, Kailua's beaches provide the perfect setting for a day of fun in the sun.

In addition to its natural attractions, Kailua boasts a vibrant community with a variety of local shops, restaurants, and markets. Take a stroll down Kailua Town and explore its unique boutiques, art galleries, and eateries, offering a mix of local flavors and international cuisine.

Outdoor enthusiasts will appreciate the numerous hiking trails and parks in the area, such as the Maunawili Falls Trail and the Kawainui Marsh, where you can immerse yourself in the stunning scenery and native wildlife of Hawaii.

Whether you are looking for a peaceful retreat or an active outdoor lifestyle, Kailua offers the perfect blend of relaxation and adventure. Come and discover why Kailua is not just a destination, but a way of life.

Newest Listings in Kailua

$1,829,900

3 Beds ⋅ 2 Baths ⋅ 202423582 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

4 Five 7 Iliaina is more than a home, it's a sanctuary. It’s apparent the moment you enter & are surrounded with Zen inspired indoor/outdoor living. Inside the walled entrance is a resort-like lanai perfect for entertaining. This beautiful pavilion is tastefully appointed with Cumaru wood decking & Ipe hardwood ceilings held high overhead by six natural Ohia wood posts. Feel like relaxing? Spend quite moments relaxing by the waterfall, or retreat to the back garden to enjoying the Koi pond and lush tropical landscaping. Slip inside for a nap, and always stay cool with the PV powered split A/C units. When in season, pick sweet star fruit or mangos from the trees in the tranquil backyard. If you are handy, there's a workshop with its own garage door. Like to stay fit? There's a large rec room, easily used as a gym, playroom, home office or third bedroom. Feel like a snack while recreating or tinkering in the workshop? No need to go into the house, there's a kitchenette just outside the backdoor. Whether you want to relax or constantly entertain family and friends, this well-appointed and thoughtfully remodeled mid-century home will embrace your life with style.

457 Iliaina Street, Kailua

$1,325,000

3 Beds ⋅ 3 Baths ⋅ 202423607 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Kukilakila BLDG.

Looking for a 1031 Exchange investment property with steady cash flow and potential long-term capital appreciation? Consider Kukilakila Lakefront Development - a waterfront community of Enchanted Lake in Kailua that is peaceful, pet friendly, has resort like amenities and is just minutes to Kailua Town shops and restaurants. This townhouse comes with 4 tenants on 12 month leases earning $8670 per month in gross monthly income; a Gross Rent Multiplier (GRM) of only 12.7, not to mention the demonstrated history of capital appreciation of over 50% in the last 6 years. The property floorplan has been successfully modified from current tax records and renovated to maximize rental income (4 beds and 4 associated baths with each room equipped with WIFI enabled security keypad locks). The renovations were completed with high quality materials and substantially performed by licensed contractors. The unit is being Sold "As-Is" and is priced accordingly to reflect the unpermitted and non-conforming status of the renovations. Maintenance fees are low and cover a lot. HOA has 100% hurricane insurance.

599 Keolu Drive Unit B, Kailua

$1,499,000

202423494 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Paradise, an ideal or idyllic place or state. No other word would suffice. This 2+ acre lot is one of the highest residential lots available on the Windward side of Oahu and the crown jewel of Maunawili Summit - a boutique, gated community featuring five lots tucked away in tranquil Maunawili Valley. To live here would be a dream. Imagine the possibilities. Rain or shine, you’ll be enveloped by the magic of the Koolau Mountains and mesmerized by unique, 180 degree views. Someone will create a home that’s truly special…a home that can only be described as Paradise.

Lot #5 Lopaka Way, Kailua

$918,000

3 Beds ⋅ 2 Baths ⋅ 202421272 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Don’t miss this opportunity to customize and make this single level 3 bedroom and 2 full bath home your own in this charming Keolu Hills neighborhood. Featuring a 2-car carport with a convenient storage closet, this property is perfectly situated to enjoy the refreshing trade winds. Take advantage of its prime location, just minutes from Kailua Beach, shops, restaurants, and more.

1375 Kupau Street, Kailua

$5,275,000

4 Beds ⋅ 3 Baths ⋅ 202423464 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Ready for a new vacation home? Discover the unmatched charm of this rarely available oceanfront retreat, boasting approximately 75 feet of prime beachfront on the world-renowned shores of Waimanalo Beach. One of just 39 beachfront homes in the coveted Waimanalo Beachlots, this property offers the ultimate blend of privacy, serenity, and island living. This delightful 4 bedroom, 3 bathroom home includes over 2,500 sq ft of interior space and an additional 1,200 sq ft of covered outdoor terraces perfect for seamless indoor-outdoor living. Two separate dwellings, beautifully connected by a breezeway and an inviting open courtyard. Set on an expansive 11,250 sq ft lot, the layout combines single-level beachfront living with a split-level design at the front of the property. Fully walled perimeter and gated front entry offer complete privacy. Wake up to mesmerizing turquoise ocean views and the sound of gentle waves, perfect for long beach walks and breathtaking sunrises. The spacious yard offers endless possibilities, with room to add a pool. A private outdoor shower with hot and cold water is the perfect finishing touch for those sun-soaked beach days.

41-871 Laumilo Street, Waimanalo

$925,000

3 Beds ⋅ 2 Baths ⋅ 202421498 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Lakeview BLDG.

Experience the perfect blend of comfort and style in this beautifully renovated 3-bedroom, 2-bathroom townhome. Boasting engineered white oak floors throughout and modernized bathrooms, this residence also features a custom-built, upgraded kitchen with white oak floating shelves, Silestone quartz countertops, and a stylish backsplash. Enhanced with new crown molding and casing, the bedrooms add a touch of elegance. The primary bedroom, located upstairs, offers a serene retreat. This home is positioned at Lakeview's highest point, providing perfect views of Enchanted Lake and the ocean beyond from a spacious lanai with constant breezes, and the soothing sounds of nature. It is conveniently within the esteemed Blue Ribbon Ka'elepulu School District and vibrant Kailua Town.

1148C Akipohe Street Unit 17C, Kailua

$1,625,000

3 Beds ⋅ 3 Baths ⋅ 202422061 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Welcome to your dream home in the enticing Enchanted Lake neighborhood of Kailua, Hawaii! This brand-new construction boasts impeccable craftsmanship and thoughtful design throughout. Step into a spacious and airy living area that seamlessly flows into a modern kitchen, creating the perfect space for entertaining family and friends. The kitchen is equipped with top-of-the-line appliances and stylish finishes, making it a culinary haven. With 3 bedrooms and 2.5 baths, this home offers ample space for comfortable living. As well, there is a flex space making for a great office! This home is situated in the desirable Enchanted Lake neighborhood, known for its tranquility and convenient location. Enjoy easy access to hiking trails, the Enchanted Lake Center and some of the Windwards most desired beaches. Don't miss the opportunity to make this NEW BUILD your forever home.

1430 Akamai Place Unit 3, Kailua

$1,300,000

3 Beds ⋅ 2 Baths ⋅ 202422073 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Charming Renovated Home in Coconut Grove! This inviting single-family residence with double-wall construction features 3 bedrooms with 2 bathrooms and has been beautifully updated throughout. Enjoy the convenience of being just moments away from sandy beaches, shopping, and a variety of dining options. Step through the front door and enjoy an abundance of natural light from modern vinyl windows, and appreciate the low-maintenance tile floors that beautifully mimic the warmth of wood. Split A/C units in the living room, primary bedroom and attic to keep you cool during the warm summer months. The primary bedroom boasts a spacious walk-in closet, adding a touch of luxury to your daily routine. There is a spacious 208 sq ft attic offering lots of extra storage. Step outside to your private patio and landscaped yard, perfect for barbecues and entertaining friends and family. Additional highlights include a one-car carport and ample driveway and street parking. Don’t miss your chance to own this delightful home in a prime location! One or more photos have been enhanced.

604 Punaa Street Unit B, Kailua

$1,590,000

4 Beds ⋅ 2 Baths ⋅ 202422190 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Open house Sun 10/13, 2-5pm. Welcome home to this thoughtfully designed 4BR/2BA with a multi-generational layout in the rarely available Pohakapu neighborhood. Completely renovated from floor to fixtures awaiting your personal touch. The kitchen layout provides ample counter and cabinet space. The bonus area is great family room, secondary living space, play area, etc. which is perfect for large gatherings. The back bedroom has a wet bar, walk in closet, large bathroom with its own exterior entrance, which allows flexibility such as in-law suite or potential rental. The interior laundry room is off the carport, and there is additional storage on the exterior. The home has split AC’s and recessed lighting. The large 7,500 sq.ft yard is fenced with a fantastic mature mango tree in the backyard. Wide roads with plenty of street parking, surrounded by the Koola’u Mountains. Prime location of Pali Hwy, by the Adventist Health Hospital, farmers market, playground, Wendy's. Quick drive to the beach and downtown Kailua filled with dining, shops and more.

1226 Ulupuni Street, Kailua

$21,000,000

4 Beds ⋅ 5 Baths ⋅ 202421401 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

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

$950,000

202421537 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

This corner lot is located at the end of Kalaheo Hillside in a great residential community. It offers the rare combination of a quiet neighborhood with the convenience of being close to schools, a shopping center, and highway access. Ready for the beach or boating? You can have both since Kailua Beach and the Kaneohe Yacht Club are just a short drive away. The property is mostly level and fronts two streets, allowing for more home designs and driveway options. This lot is currently collecting income on a month-to-month lease which can help cover carry cost while you prepare to build. A must see!

253 Iliaina Street, Kailua

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 202422105 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM

Located in the Kaopa neighborhood in the Enchanted Lakes area of Kailua. This single level home is located at the end of a cul-de-sac where living meets the outdoors. With a large 2,661 sq ft of interior living area and a lot size of 7,484 sq ft, this 4 bedroom/3 bathroom is ready for the next owner to call home. A large 25 x 30 ft great room, with a separate entrance, gives this living area multiple uses. The PV Electrical system with batteries, 2 car garage and private driveway all come together to make this property a must see.

1448 Akiikii Place Unit B, Kailua

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2024 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.