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Kailua Town Real Estate Search

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Kailua Property - Kailua Town Real Estate, The Oahu MLS Search

Kailua Town Real Estate is one of my strengths.  My company and I are dedicated to providing you with sound advice and adding value to your experience of buying or selling Kailua Town properties in Kailua, Oahu.  I strive to make buying or selling a Kailua Town home an easy and enjoyable process.  This website lets you search all available Kailua Town homes, land for sale, and condos in Kailua.   You will always find the most up to date listings on this website, as it constantly syncs up its data with the Oahu MLS.  Additionally, you can set up searches so that you will receive daily email alerts of new listings as they hit the market.  Please do not hesitate to call me with any questions that arise - I am happy to assist and have a wide breadth of knowledge to share.

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.

445 Kailua Road Unit 5304, Kailua image
445 Kailua Road Unit 5304, Kailua — Ka Malanai At Kailua $759,000

Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush...

  • 1 Beds
  • 1 Baths
  • 202613740 MLS
  • Ka Malanai At Kailua Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Modern Realty

Listing courtesy of Hawaii Modern Realty.

322 Aoloa Street Unit 810, Kailua image
322 Aoloa Street Unit 810, Kailua — Windward Passage $660,000

Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail w...

  • 1 Beds
  • 1 Baths
  • 202613708 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Newtown Realty, Inc.

Listing courtesy of Newtown Realty, Inc..

1030 Aoloa Place Unit 2/302B, Kailua image
1030 Aoloa Place Unit 2/302B, Kailua — Windward Harbour $925,000

Wake up to breathtaking mountain views and end your day on your own private rooftop lanai. This rare, 3-bedroom 2-bathroom gem at Windward Harbor blends modern Kailua ele...

  • 3 Beds
  • 2 Baths
  • 202608120 MLS
  • Windward Harbour Bldg.
  • FS - Fee Simple Tenure
Courtesy of Golden Pineapple Group

Listing courtesy of Golden Pineapple Group.

361 Kailua Road Unit 8108, Kailua image
361 Kailua Road Unit 8108, Kailua — Ka Malanai At Kailua $1,150,000

Experience the best of Kailua living at "Ka Malanai in Kailua", one of the Windward side's newest condo communities. This 2-bedroom, 2-bath residence puts you in the hear...

  • 2 Beds
  • 2 Baths
  • 202611496 MLS
  • Ka Malanai At Kailua Bldg.
  • FS - Fee Simple Tenure
Courtesy of Redfin Corporation

Listing courtesy of Redfin Corporation.

1020 Aoloa Place Unit 311B, Kailua image
1020 Aoloa Place Unit 311B, Kailua — Windward Cove $800,000

Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This privat...

  • 3 Beds
  • 2 Baths
  • 202612305 MLS
  • Windward Cove Bldg.
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1015 Aoloa Place Unit 335, Kailua image
1015 Aoloa Place Unit 335, Kailua — Poinciana Manor $659,000 ▼

New Price & Now Available with a 3.125% VA Assumable Interest Rate! – Enjoy the opportunity to make this 2-bedroom, 2-bath condo in Poinciana Manor your own! The perfect ...

  • 2 Beds
  • 2 Baths
  • 202611825 MLS
  • Poinciana Manor Bldg.
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

322 Aoloa Street Unit 1708, Kailua image
322 Aoloa Street Unit 1708, Kailua — Windward Passage $640,000 ▲

Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughou...

  • 1 Beds
  • 1 Baths
  • 202611276 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

322 Aoloa Street Unit 306, Kailua image
322 Aoloa Street Unit 306, Kailua — Windward Passage $374,000 ▼

Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional addre...

  • 1 Beds
  • 1 Baths
  • 202611325 MLS
  • Windward Passage Bldg.
  • FS - Fee Simple Tenure
Courtesy of First Hawaiian Realty

Listing courtesy of First Hawaiian 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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Orion Barels, BS Economics
Luxury Property Specialist
COMPASS | RS 64269
orion@coastalhawaii.com
(808) 228-7195

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