Kailua Homes under $600,000

Welcome to Kailua, a picturesque gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a laid-back lifestyle, Kailua offers an idyllic setting for those seeking a slice of paradise. With its crystal-clear waters and soft sandy shores, Kailua Beach and Lanikai Beach are perfect for swimming, kayaking, and simply soaking up the sun. The vibrant local community is filled with charming boutiques, delightful cafes, and farmer's markets, making it a hub of activity and culture.

For those looking to call Kailua home without breaking the bank, there are fantastic opportunities to find homes under $600,000. This is a rare find in such a coveted area, where the allure of island living meets affordability. These homes often feature unique architectural styles, spacious layouts, and access to the natural beauty that Kailua is known for. Whether you’re a first-time homebuyer, a growing family, or someone looking to invest in a vacation property, you’ll discover a range of options that cater to diverse needs and budgets.

Living in Kailua means embracing a lifestyle filled with outdoor adventures, community spirit, and the soothing sounds of the ocean. Imagine waking up to breathtaking sunrises, enjoying leisurely strolls along the beach, and savoring the vibrant local culture—all while residing in a home that fits your budget. Discover the charm of Kailua and find your perfect haven today, where the beauty of Hawaii awaits you at every turn.

Newest Kailua Homes under $600,000

$595,000

1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 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

$379,900

4 Beds ⋅ 3 Baths ⋅ 202616058 MLS ⋅ LH - Leasehold Tenure ⋅ 49 DOM

Your Waimanalo Village Lifestyle begins here. Hawaii Housing Finance and Development Corp. (HHFDC) Leasehold property, (NOT HAWAIIAN HOMESTEAD) offers a unique opportunity. Comfortable island living, the main home features 3 bedrooms, 1 ½ bath, and measures approximately 1,152 square feet of living space, complemented by an attached studio and bath and laundry room. This flexible Layout is ideal for extended family, guests, a home office, or additional living space. Step outside to the expansive front porch/deck - an inviting place to enjoy your morning coffee. Entertain friends and family or simply relax In the refreshing breeze. You’ll also be just minutes from Waimanalo and Bellows, neighborhood parks, shopping and dining and the convenience of nearby Kailua.

41-1451 Laukalo Street, Waimanalo

$570,000

2 Beds ⋅ 2 Baths ⋅ 202612915 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 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 ⋅ 58 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

$399,500

1 Beds ⋅ 1 Baths ⋅ 202614348 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM ⋅ 75 Kihapai BLDG.

Welcome home! Conveniently located one bedroom, one bath condo walking distance to Kailua town's shops and restaurants, and a few minutes bike ride or drive to beautiful Kailua Beach. The condo is move in ready, newly painted with new refrigerator, range, kitchen counters, and mirror closet doors. Other amenities include tile floors, a gated lanai, window a/c in the bedroom, plus hook-ups for a washer and dryer. This unit has easy access to the assigned parking stall and pool on the ground floor. Enjoy a swim in the condo pool while you watch the wildlife of Kawainui Marsh. Come make 75 Kihapai Street unit 5 your new home!

75 Kihapai Street Unit 5, Kailua

$459,000

2 Beds ⋅ 1 Baths ⋅ 202614153 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 DOM ⋅ 725 Kihapai Pl BLDG.

Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coconut Grove neighborhood. This bright and private townhome features an open-concept layout, low maintenance fees, assigned parking, and is just minutes from world-famous Kailua and Lanikai Beaches, Kailua Town's shopping and dining, H-3, the Pali Highway and Kaneohe Marine Corps Base. Whether you're a first time homebuyer, downsizing, or seeking a great investment property, this is your chance to own a piece of paradise in one of Oahu's most sought-after beach communities.

725 Kihapai Place Unit B1, Kailua

$349,700

1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ 119 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

$412,500

1 Beds ⋅ 1 Baths ⋅ 202606606 MLS ⋅ FS - Fee Simple Tenure ⋅ 189 DOM ⋅ 75 Kihapai BLDG.

Recently renovated, this one-bedroom single level unit on the ground floor features a covered lanai that is gated for privacy and includes one designated parking spot. In addition to a new split AC, flooring, kitchen countertops and cabinets, bathroom shower and shelving, during the renovation the water lines and vent/sewer stacks were upgraded. PLUS it has an exterior storage unit in the backyard along with a clothesline and washing machine. Enjoy the trade wind breezes and natural lighting. Stay cool in the Saltwater pool on hot summer days. Furnishings included. Tenant would like to stay on. VA Approved.

75 Kihapai Street Unit 3, Kailua

$380,000

3 Beds ⋅ 1 Baths ⋅ 202604732 MLS ⋅ LH - Leasehold Tenure ⋅ 222 DOM

Hawaiian Homelands in Waimanalo- Opportunity to build your dreamhome in the country near the beach, busline & school. Purchaser must be at least 50% Hawaiian. This is a leasehold property.

41-160 Huli Street, Waimanalo

$469,999

1 Beds ⋅ 1 Baths ⋅ 202513528 MLS ⋅ FS - Fee Simple Tenure ⋅ 490 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

Start Your Search

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.