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$990,000
2 Beds 2 Baths 202614646 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Experience the best of the Kailua lifestyle in this upgraded + rarely available Windward Passage residence with endless ocean views and the most desirable floor plan. Located in the heart of Kailua, this home is moments away from the most iconic destinations—from the clear blue waters of Kailua + Lanikai beaches to the scenic Pillbox hike and golf courses. Plus the convenience of having Whole Foods, Target, Down to Earth, and endless dining options and boutiques just a short walk away. Originally a three-bedroom layout, one wall was removed to create more living area but is easily converted back if preferred. Enjoy endless views of the coastline from floor to ceiling windows perfectly framing the ocean views in every room, and start your mornings on the private lanai watching the sunrise over the Pacific. Well-maintained, pet-friendly community that feels like a private resort, featuring a full suite of amenities including a refreshing pool, fitness center, tennis + pickleball courts, racquetball courts, and dedicated racks for your bikes + surfboards. With an on-site manager and 24-hour security, enjoy luxury and peace of mind in one of Oahu’s most sought-after beach towns.

322 Aoloa Street Unit 1201, Kailua

Listing courtesy of Compass.

$859,000
3 Beds 2 Baths 202608782 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appliances and lighting. New bathroom vanities, mirrors and lighting. This cool side of the building has wonderful windward breezes. Peek-a-boo ocean view. 3 new AC units. This beautiful Kailua condo has everything you could need: tennis courts, BBQ area, onsite dog park, salt water pool, spa, bike/ surfboard /kayak racks, fitness room, racquetball, and gorgeous views of Kailua. Close to Kailua Town with shopping galore and numerous restaurants. Don't forget world famous Kailua Beach just moments away.

322 Aoloa Street Unit 611, Kailua

Listing courtesy of Horita Realty LLC.

$650,000
2 Beds 2 Baths 202601936 MLS FS - Fee Simple Tenure Meridian East BLDG.
Discover a premier opportunity to own one of the few condos in Kailua Town offering true 180-degree OCEAN VISTAS. This freshly painted unit features modern light fixtures, cool tile floors and an unbeatable location close to world-famous Kailua Beach The vibrant shops and restaurants of downtown Kailua are right out your door. Enjoy unmatched convenience with Kailua District Park—featuring tennis, pickleball, a skate park and an Olympic-sized pool—only one block away. Within the building, you'll find a welcoming community complete with a lush herb garden, saltwater pool, and a covered area for social gatherings on the recreation deck. Includes a premium parking spot located directly next to the elevator for effortless access and in the gated garage you'll find bike and surfboard storage for your convenience.

14 Aulike Street Unit 904, Kailua

Listing courtesy of Compass.

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.