Kailua Town Homes under $600,000

Welcome to Kailua Town, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and a close-knit community, Kailua offers a unique blend of island charm and modern conveniences. Imagine waking up to the sound of gentle waves and the scent of tropical flowers, all while being just a short drive from the bustling city of Honolulu.

Kailua Town is not just a picturesque paradise; it’s a vibrant hub with a variety of shops, cafes, and local eateries that reflect the spirit of Hawaiian culture. Stroll through the charming streets, where you can enjoy everything from artisanal coffee to unique boutiques. The famous Kailua Beach and Lanikai Beach are just minutes away, providing endless opportunities for outdoor activities, such as kayaking, paddleboarding, and sunbathing.

For those looking to call Kailua home, you’ll be delighted to know that there are beautiful homes available for under $600,000. This price point opens the door to a range of options, from cozy condos to charming single-family homes, perfect for first-time buyers or those seeking a vacation retreat. With the stunning backdrop of the Ko'olau Mountains and the inviting community atmosphere, Kailua offers a lifestyle that is both relaxing and invigorating.

Experience the magic of Kailua Town, where your dream home awaits amidst the beauty of Hawaii. Let the aloha spirit embrace you as you embark on this exciting journey!

Newest Kailua Town Homes under $600,000

$595,000

1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ 21 DOM ⋅ Windward Passage BLDG.

Stunning views and the best of Kailua living await at Windward Passage! This inviting one-bedroom condo on the 17th floor features floor-to-ceiling windows spanning the mauka side, capturing panoramic views of the Ko'olau mountains, Olomana, and Enchanted Lake. Move-in ready with fresh interior paint and AC units to keep you cool as you enjoy the views. Built-ins provide ample storage, plus the unit comes with separate storage in the building. Enjoy extraordinary amenities including a heated saltwater pool and whirlpool, BBQ area, well-equipped gym, tennis and pickleball courts, storage for bikes and beach gear, and a beautifully remodeled clubhouse. Your dog will love the unique dog park tucked into a natural quarry beneath banyan trees. Kailua Town’s coffee shops, boutiques, restaurants, Whole Foods, and Target are close by, along with beautiful Kailua Beach. Easy access to KBAY, VA approved and pet friendly. Come for the views, stay for the lifestyle!

322 Aoloa Street Unit 1706, Kailua

$570,000

2 Beds ⋅ 2 Baths ⋅ 202612915 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM ⋅ Koolau Vista BLDG.

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 features a spacious living area, a great kitchen with plenty of storage, and a convenient half bath for guests. Upstairs, you'll find two comfortable bedrooms, a full bathroom, and an in-unit laundry area, providing both privacy and everyday convenience. Ideally situated in the heart of Kailua, you'll enjoy the convenience of nearby shopping, dining, parks, schools, and everything that makes this vibrant community so special. Two parking spaces and a storage unit are a plus. Whether you're searching for your first home, looking to simplify your lifestyle, or seeking a wonderful investment opportunity, this delightful condo is ready to welcome you home.

350 Aoloa Street Unit C224, Kailua

$550,000

2 Beds ⋅ 2 Baths ⋅ 202615437 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 DOM ⋅ Poinciana Manor BLDG.

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 covered parking stalls and a remodeled kitchen, while offering the opportunity to customize the rest to your personal style. Conveniently located in the heart of Kailua, close to shopping, dining, schools, and beaches. Poinciana Manor offers beautifully maintained grounds with a pond, water features, swimming pool, recreation and BBQ areas, plus guest parking. Property is being sold AS-IS. Unit is currently unstaged and includes no appliances except for a dishwasher. Photos shown are from the prior listing.

1015 Aoloa Place Unit 437, Kailua

$349,700

1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ 124 DOM ⋅ Windward Passage BLDG.

Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Please note, some photos have been virtually staged. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, Kailua

$469,999

1 Beds ⋅ 1 Baths ⋅ 202513528 MLS ⋅ FS - Fee Simple Tenure ⋅ 495 DOM ⋅ Windward Passage BLDG.

Short sale lender has already done their Broker Price Opinion. Just need your offer. Welcome to Windward Passage in the heart of Kailua! This spacious 1-bedroom, 1-bath condo features a bright and open layout with floor to ceiling windows. Enjoy an upgraded kitchen and in-unit washer/dryer. The pet-friendly building offers top-notch amenities including a pool, tennis courts, fitness center, sauna, BBQ areas, guest parking, and 24-hour security. One covered parking stall included. Just minutes to world-famous Kailua Beach, Whole Foods, Target, restaurants, and shops. Live the Kailua lifestyle—don’t miss this opportunity!

322 Aoloa Street Unit 208, 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.