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$1,385,000
3 Beds ⋅ 2 Baths ⋅ 202617370 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Originally a 3 bedroom 2 bath residence, the third bedroom has been thoughtfully opened to create an inviting sitting room and bar area, giving the home a spacious, open feel. The beautifully remodeled kitchen is complemented by extensive built-ins and storage surrounding the dining area. Located on the quieter side of the building, enjoy refreshing breezes and peaceful island living while being just a stroll from Kailua Town’s Whole Foods, boutiques, restaurants and shops_and the famous 3 mile stretch of white sandy Kailua Beach. Unmatched windward-side amenities include a heated saltwater pool, spa, tennis, pickleball and squash courts, fitness center, dog park, recently remodeled clubhouse, and storage for bikes, surfboards and kayaks. Pets and parking. VA approved. An exceptional Kailua lifestyle with a view!! This has FIVE parking stalls!! Rent three out to subsidize your HOA fee! It’s like lowering your interest rate!!

322 Aoloa Street Unit 1601, Kailua

Listing courtesy of eXp Realty.

$855,000
3 Beds ⋅ 3 Baths ⋅ 202613359 MLS ⋅ FS - Fee Simple Tenure ⋅ Gardenia Manor BLDG.
Both welcoming and thoughtfully designed this generously sized, two-story condo offers incredible indoor / outdoor living spaces, a vaulted ceiling fills the room with natural light and creates an airy atmosphere. Well-designed floor plan places all bedrooms upstairs, along with the washer and dryer for added convenience, while a half bath on the main level is ideal for guests. Vinyl laminate flooring, lots of storage, a beautiful updated kitchen and two covered parking are just some of the items this condo offers. Ideally located just minutes from shopping, dining, and Kailua's beaches, you'll love having everything you need close to home. When you're not out exploring, enjoy the community pool, BBQ and recreation area - a perfect bonus to living in Gardenia Manor. Whether you're searching for your first home, a place to downsize, or an investment in one of Hawaii's most desirable locations, this inviting condo offers the perfect place to call home.

333 Aoloa Street Unit 318, Kailua

Listing courtesy of LUVA Real Estate.

$729,000
1 Beds ⋅ 1 Baths ⋅ 202616213 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Harbour BLDG.
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-outdoor lifestyle. The spacious 1-bedroom, 1-bath home offers 865 sq ft of single-level living plus a rare 440 sq ft open rooftop lanai—an incredible private retreat for morning coffee, sunset dinners, gardening, entertaining, or simply enjoying the trade winds. Floor-to-ceiling windows fill the home with natural light and frame lush garden and mountain views throughout. Updated in 2017, the residence features an ensuite bath with double sinks and in-unit laundry with washer and dryer replaced approximately 3 years ago. Fee simple and pet-friendly, with covered parking and separate storage large enough for a bicycle and kayak. Enjoy resort-style amenities including pool, hot tub/Jacuzzi, sauna, tennis court, clubhouse, BBQ areas, secured entry, and resident manager. Just minutes from Kailua Beach, Whole Foods, shops, dining, and everything that makes Kailua living so special. A rare opportunity to own a home that captures the light, views, trade winds, and effortless indoor-outdoor lifestyle Kailua is known for.

1030 Aoloa Place Unit 412A, Kailua

Listing courtesy of Compass.

$859,000
3 Beds ⋅ 2 Baths ⋅ 202614735 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.

$645,000
1 Beds ⋅ 1 Baths ⋅ 202614387 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
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 Koolau Mountain range. You can even enjoy the colors of the sunset as the sun sinks below the mountains in the evenings. The whole apartment opens to the view, and all that window space gives you a bright airy open feel that makes the unit seem even larger than it is. The kitchen & bathroom have been upgraded. The bathroom renovation included replacing the tub with a full-size shower & brand-new vinyl plank flooring was just installed throughout. Everything is ready for you to move in & enjoy! Add to this the resort style amenities that Windward Passage has to offer including tennis courts, pickleball, a racquetball court, swimming pool, whirlpool, BBQ areas, dog park, fitness center with saunas, storage areas for surfboards & bicycles & additional storage for each unit. Plus, a can't beat location right in Kailua Town with easy access to shopping, restaurants, the open markets and so much more with Kailua Beach just moments away. What more could you ask for? This is just what you've been waiting for!

322 Aoloa Street Unit PH8, Kailua

Listing courtesy of Homequest LLC.

$689,999
2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
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 storage, and two assigned parking stalls. Positioned on the windward side of the building, the unit enjoys refreshing trade wind breezes, beautiful sunrises, and views toward the Lanikai Pillbox. The pet-friendly, low-rise community offers a refreshing pool, BBQ areas, clubhouse, and recreation area—perfect for relaxing or entertaining.

1015 Aoloa Place Unit 340, Kailua

Listing courtesy of Seaside Realty LLC.

$759,000
1 Beds ⋅ 1 Baths ⋅ 202613740 MLS ⋅ FS - Fee Simple Tenure ⋅ Ka Malanai At Kailua BLDG.
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 tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua

Listing courtesy of Hawaii Modern Realty.

$660,000
1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
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 was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua

Listing courtesy of Newtown Realty, Inc..

$659,000
2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
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 blend of comfort, convenience, and island living, right in the heart of Kailua! Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom countertops, AC throughout, and a kitchen with stainless steel appliances. Relax on your private, covered lanai surrounded by bamboo landscaping with beautiful Ko'olau mountain views. Additional highlights include two side-by-side covered parking stalls, a dedicated storage locker, and in-unit washer/dryer. Just minutes from world-famous Kailua Beach, shopping, dining, and everything Kailua has to offer. Don't miss this opportunity to own one of Kailua's best values! (As of 9/10/26: 3.125% interest rate, $460,176.58 remaining balance, P&I: $2,491.42/month)

1015 Aoloa Place Unit 335, Kailua

Listing courtesy of Corcoran Pacific Properties.

$640,000
1 Beds ⋅ 1 Baths ⋅ 202611276 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
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 throughout, along with updated appliances, cabinets, countertops, lighting, and fixtures. Light and bright, the unit features floor to-ceiling windows that showcase the expansive views. Evening views are spectacular with gorgeous colorful skies as the sun sets behind the mountains. No popcorn ceilings, two window A/C units, an in-unit washer and dryer, and one covered assigned parking stall. Amenities include a heated saltwater pool, spa, sauna, BBQ area, dog park, tennis and pickleball courts, guest parking, 24-hr. security, fitness center, EV charger on property, kayak and surfboard racks, plus storage. Conveniently located in the heart of Kailua, the building is close to Kailua Beach, Whole Foods, Target, restaurants, and shops. Pet-friendly and ideally situated to enjoy everything Kailua has to offer!

322 Aoloa Street Unit 1708, Kailua

Listing courtesy of Hawaii Life.

$569,000
2 Beds ⋅ 2 Baths ⋅ 202608729 MLS ⋅ FS - Fee Simple Tenure ⋅ Koolau Vista BLDG.
Koolau Vista - Move In Ready! New Interior Paint, New Window Blinds, New Kitchen Counter Tops, Sink, Faucet. Two Bedroom, 1.5 Bath Split Level Townhome. with One Covered Parking Stall. Full Size Washer and Dryer In Unit. Nice Convenient Location near the Heart of Kailua Town! Minutes to Shopping, Dining, Beaches. Vacant - Easy to Show! Being Sold As-Is.

350 Aoloa Street Unit C214, Kailua

Listing courtesy of Home Town Hawaii Realty LLC.

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.