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Kailua Town

Nestled on the eastern coast of Oahu, Hawaii, lies the charming town of Kailua. Renowned for its stunning beaches, lush landscapes, and laid back atmosphere, Kailua offers a slice of paradise for residents and visitors alike. With its unique blend of natural beauty, vibrant culture, and thriving community, this small town has become a sought after destination for those seeking a relaxed and idyllic island lifestyle. One of the most prominent features of Kailua is its breathtaking beaches. The town boasts two main stretches of shoreline, Kailua Beach and Lanikai Beach, both consistently ranked among the world's best beaches. With soft white sand, crystal clear turquoise waters, and gentle ocean breezes, these beaches provide the perfect backdrop for a variety of activities, including swimming, kayaking, paddle boarding, and sunbathing. Whether you're a water sports enthusiast or simply looking to unwind under the Hawaiian sun, Kailua's beaches offer something for everyone.

Beyond its picturesque beaches, Kailua is also known for its diverse outdoor recreational opportunities. The nearby Koolau Mountains provide a stunning backdrop and are a hiker's paradise. The Lanikai Pillbox Hike offers panoramic views of the coastline, while the Maunawili Falls Trail leads to a beautiful waterfall surrounded by lush tropical foliage. Residents of Kailua can easily access these natural wonders, allowing them to indulge in activities such as hiking, trail running, and bird watching. In addition to its natural beauty, Kailua Town offers a range of amenities and attractions. The town's charming downtown area is home to a variety of local boutiques, restaurants, and cafes, where visitors can explore and indulge in delicious Hawaiian cuisine. The weekly farmers market is a popular gathering spot, offering fresh produce, local crafts, and live music. Kailua is also known for its strong sense of community, with regular events and festivals that showcase the town's vibrant culture and heritage.

When it comes to real estate, Kailua offers a diverse range of housing options to suit different preferences. From beachfront estates to cozy bungalows nestled in lush gardens, the town's housing market caters to a variety of lifestyles. The average sale price in Kailua is approximately $1.3 million, reflecting the desirability and exclusivity of the area. Beyond its physical features, what truly sets Kailua apart is its sense of community. The town is known for its friendly and welcoming atmosphere, where residents embrace a slower pace of life and value the connections they forge with one another. From neighborhood block parties to community clean up initiatives, Kailua residents actively engage in maintaining and enhancing their town's charm and beauty.

Newest Kailua Town Listings

333 Aoloa Street Unit 318, Kailua image
333 Aoloa Street Unit 318, Kailua — Gardenia Manor $855,000

Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with na...

  • 3 Beds
  • 3 Baths
  • 202613359 MLS
  • Gardenia Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of LUVA Real Estate

Listing courtesy of LUVA Real Estate.

1030 Aoloa Place Unit 5105B, Kailua image
1030 Aoloa Place Unit 5105B, Kailua — Windward Harbour $825,000

Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, a...

  • 3 Beds
  • 2 Baths
  • 202616227 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Golden Pineapple Group

Listing courtesy of Golden Pineapple Group.

1030 Aoloa Place Unit 212B, Kailua image
1030 Aoloa Place Unit 212B, Kailua — Windward Harbour $755,000

Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your ...

  • 3 Beds
  • 2 Baths
  • 202616240 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

1030 Aoloa Place Unit 412A, Kailua image
1030 Aoloa Place Unit 412A, Kailua — Windward Harbour $729,000

Live above the treeline in the heart of Kailua. This top-floor corner residence at Windward Harbour pairs sweeping Ko?olau Mountain views with an exceptional indoor-outdo...

  • 1 Beds
  • 1 Baths
  • 202616213 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

322 Aoloa Street Unit 611, Kailua image
322 Aoloa Street Unit 611, Kailua — Windward Passage $859,000

Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appl...

  • 3 Beds
  • 2 Baths
  • 202614735 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Horita Realty LLC

Listing courtesy of Horita Realty LLC.

1020 Aoloa Place Unit 404A, Kailua image
1020 Aoloa Place Unit 404A, Kailua — Windward Cove $895,000

Welcome to this beautifully renovated 3 bedroom/2 bath residence at Windward Cove, a gated community in the heart of Kailua that’s surrounded by koi ponds, lush landscapi...

  • 3 Beds
  • 2 Baths
  • 202615666 MLS
  • Windward Cove Bldg.
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

350 Aoloa Street Unit C224, Kailua image
350 Aoloa Street Unit C224, Kailua — Koolau Vista $570,000

Welcome home to this adorable 2-bedroom, 1.5-bath condo offering the perfect blend of comfort and convenience in desirable Kailua. The thoughtfully designed first floor f...

  • 2 Beds
  • 2 Baths
  • 202612915 MLS
  • Koolau Vista Bldg.
  • FS - Fee Simple Tenure
Courtesy of LUVA Real Estate

Listing courtesy of LUVA Real Estate.

1015 Aoloa Place Unit 437, Kailua image
1015 Aoloa Place Unit 437, Kailua — Poinciana Manor $550,000

Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two cov...

  • 2 Beds
  • 2 Baths
  • 202615437 MLS
  • Poinciana Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of Homequest LLC

Listing courtesy of Homequest LLC.

1015 Aoloa Place Unit 247, Kailua image
1015 Aoloa Place Unit 247, Kailua — Poinciana Manor $690,000

Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and ...

  • 2 Beds
  • 2 Baths
  • 202614286 MLS
  • Poinciana Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

322 Aoloa Street Unit PH8, Kailua image
322 Aoloa Street Unit PH8, Kailua — Windward Passage $645,000

Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic...

  • 1 Beds
  • 1 Baths
  • 202614387 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Homequest LLC

Listing courtesy of Homequest LLC.

1015 Aoloa Place Unit 340, Kailua image
1015 Aoloa Place Unit 340, Kailua — Poinciana Manor $689,999 ▼

Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional stora...

  • 2 Beds
  • 2 Baths
  • 202613910 MLS
  • Poinciana Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of Seaside Realty LLC

Listing courtesy of Seaside Realty LLC.

1015 Aoloa Place Unit 451, Kailua image
1015 Aoloa Place Unit 451, Kailua — Poinciana Manor $699,999 ▼

Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the pea...

  • 2 Beds
  • 2 Baths
  • 202611451 MLS
  • Poinciana Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

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.

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