Kailua Real Estate

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant local culture, Kailua offers a perfect blend of tranquility and adventure, making it an ideal place to call home.

Kailua is famous for its breathtaking beaches, with Kailua Beach and Lanikai Beach consistently ranking among the best in the world. With powdery white sands and crystal-clear turquoise waters, these beaches are perfect for swimming, kayaking, or simply soaking up the sun. The gentle trade winds also make Kailua a popular spot for windsurfing and kiteboarding, attracting enthusiasts from around the globe.

Beyond its natural beauty, Kailua boasts a charming town center filled with an array of local shops, cafes, and restaurants. Stroll through the vibrant streets to discover unique boutiques, artisanal eateries, and community events that showcase the area’s rich culture and spirit. Whether you’re enjoying a fresh acai bowl from a local café or exploring the weekly farmers' market, you’ll quickly feel the warmth and friendliness of the Kailua community.

For those who love the outdoors, Kailua is surrounded by lush hiking trails and stunning vistas. The nearby Olomana Trail offers a challenging hike with rewarding panoramic views of the island, while the tranquil Lanikai Pillbox hike provides a more leisurely experience with equally breathtaking scenery.

With its idyllic setting, friendly atmosphere, and abundant recreational opportunities, Kailua is not just a place to live; it’s a lifestyle. Discover the charm of Kailua, where every day feels like a vacation in paradise.

Newest Listings in Kailua

$1,598,000

5 Beds ⋅ 3 Baths ⋅ 202613151 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama Beach Park, this 5-bedroom, 3-bathroom property should jump out for its multi-generational living potential. The main house features 4 bedrooms and 2 baths, has been freshly repainted throughout, and includes an updated main kitchen, a handy kitchenette, and no carpet. On the far side of the property where the carport is located, a newly carpeted two-story suite offers built-in privacy: an en suite primary bedroom upstairs with its own private balcony, plus a cozy sitting room and kitchenette downstairs. The primary suite also has separate access via the carport, which is perfect for extended family, guests, or rental potential. Enjoy easy access to everything Kailua Town has to offer, from local eateries to boutique shopping, plus quick highway access for commuting across the island. First showings will be open houses on Saturday from 1-4 PM and Sunday from 2-5 PM. Come see it for yourself!

443 Maluniu Avenue, Kailua

$1,580,000

3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer sits on a level 7,500-sqft lot and features a newly renovated kitchen, 25 owned PV panels, and a spacious flex room that's great for guests or entertaining. Bright-and-airy living room features new tile flooring that leads to a wide-open kitchen with a welcoming breakfast bar, luxurious African Canyon granite countertops, stainless steel appliances and farmhouse sink. The primary suite includes direct backyard access and a large walk-in closet. Enjoy indoor-outdoor living from the fully fenced yard with cool trade winds, natural shade, and a plumeria tree that adds to the relaxed island ambiance. Additional upgrades include high open-beam ceilings, multiple split ACs, fresh exterior paint and an EV outlet at the spacious carport. Located in a walkable neighborhood with ample street parking and easy access to Kailua Town, Kailua Beach, Lanikai Pillbox, Mid-Pacific Country Club, schools, shopping and freeways. Don’t miss this Windward gem!

903 Alahaki Street, Kailua

$1,600,000

9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua

$1,649,000

4 Beds ⋅ 3 Baths ⋅ 202614603 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second story primary bedroom ensuite with a View of the wetland completed in 2014! Freshly painted w/ updated kitchen, bathrooms, hardwood flooring, windows, two split a/c, aluminum roof & one car carport. Front property is also for sale. Don't miss a unique opportunity to purchase two properties for extended family. Or live in one property and rent out the other. Properties may be purchased separately as well. Endless possibilities!!

739 Kahoa Drive Unit A, Kailua

$1,100,000

2 Beds ⋅ 1 Baths ⋅ 202614602 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Cute Cottage freshly painted and move in ready. Numerous upgrades include updated kitchen, bathroom, hardwood flooring, windows, split a/c, aluminum roof with two car carport. Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Back property is also for sale. Don't miss a unique opportunity to purchase two properties for extended family. Or live in one property and rent out the other. Properties can be purchased separately as well. Endless possibilities!!

739 Kahoa Drive, Kailua

$2,498,000

3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

139 Hauoli Street, Kailua

$5,798,000

4 Beds ⋅ 4 Baths ⋅ 202614113 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM

Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

$1,795,000

5 Beds ⋅ 3 Baths ⋅ 202614738 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Come enjoy the amazing lifestyle of Kailua in this spacious, 5-bedroom, 3-bath home, ideally located on a quiet cul-de-sac in the Olomana community neighborhood. One of the larger homes on a generous lot, it offers a versatile floor plan, with separate entrances that are perfect for multigenerational living, extended family, or a dedicated home office. Majority of the home is single level with one bedroom and living space upstairs. The fully fenced yard and lanai space provide exceptional outdoor living, with plenty of room to relax, play, and entertain. Enjoy mature fruit trees and lush landscaping that create a private, tropical setting. Large driveway and carport area along with lots of storage and a workshop. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility in one of O‘ahu’s most desirable communities. First showing will be on Thursday, by appointment over the weekend, and open on Sunday 2:00-5:00pm.

1458 Uluhala Place, Kailua

$1,928,000

3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM

Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see with endless possibilities in the big extra space in the back of the house. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation, First open house on 8/9/2026 from 2pm-5pm.

743 Akumu Street, Kailua

$2,185,000

4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

$1,699,000

3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni. Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai. The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

$988,000

3 Beds ⋅ 1 Baths ⋅ 202614578 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Rarely available corner lot. New electrcial rewiring and panel done in 2025.

1037 Kina Street, 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: 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.