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$649,000
2 Beds ⋅ 2 Baths ⋅ 202605842 MLS ⋅ FS - Fee Simple Tenure ⋅ 127 DOM ⋅ Windward Passage BLDG.
Enjoy island living in this beautifully situated 2-bedroom, 2-bath condo in the heart of Kailua. Offering 956 sq ft of interior space plus a generous 92 sq ft lanai, this residence features floor-to-ceiling windows that fill the home with natural light and capture an indoor-outdoor lifestyle. The well-maintained, pet-friendly building offers a full suite of amenities including a pool, fitness center, tennis courts, storage, bike and surf racks, on-site manager, security, and fire sprinklers. Added convenience with in-unit washer/dryer. Ideally located just minutes from shopping, dining, and world-famous beaches, this is an exceptional opportunity to enjoy the best of Kailua living.

322 Aoloa Street Unit 309, Kailua
$839,000
3 Beds ⋅ 2 Baths ⋅ 202603858 MLS ⋅ FS - Fee Simple Tenure ⋅ 141 DOM ⋅ Gardenia Manor BLDG.
VA assumable loan at 2.75%! Nestled in the heart of Kailua, this beautifully remodeled end-unit offers a prime location within the complex. Conveniently situated near the elevators and covered parking stalls, this single-level home features a highly sought-after floor plan with no stairs—perfect for easy living. Inside, you'll find modern upgrades including sleek granite countertops, durable vinyl flooring, and a built-in wine fridge, ideal for entertaining or relaxing in style. The spacious living room opens to a private lanai where you can enjoy morning coffee and gentle island breezes surrounded by peaceful treetop views. The primary bedroom also features its own lanai, creating a quiet retreat to unwind. Just minutes away are Kailua’s iconic beaches with soft white sand and turquoise water, along with boutique shops, trendy cafes, and local farmers’ markets. Whether paddleboarding at Kailua Beach, exploring nearby hiking trails, or enjoying the laid-back island lifestyle, this location truly offers it all. Don’t miss this rare opportunity to own a move-in-ready gem in one of Oahu’s most desirable communities.

333 Aoloa Street Unit 204, Kailua
$795,000
2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 144 DOM ⋅ Windward Passage BLDG.
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.

322 Aoloa Street Unit 505, Kailua
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 202600852 MLS ⋅ FS - Fee Simple Tenure ⋅ 147 DOM ⋅ Ka Malanai At Kailua BLDG.
Experience the convenience and charm of life in the heart of Kailua with a rare feature that sets this home apart: THREE assigned parking stalls. A true rarity in Kailua, the additional stall offers flexibility for multiple vehicles, visiting guests, or even potential rental income by leasing the extra stall to another resident. Moments from world-famous beaches, popular dining, shopping, cafes, and everyday essentials, this beautifully maintained 2-bed/2-bath condo offers an exceptional opportunity to enjoy one of Oahu's most desirable communities. Built in 2017, this modern residence combines comfort and style with central AC, stainless steel appliances, and a bright open-concept layout that extends seamlessly to a spacious covered lanai. The generous primary suite serves as a private retreat, featuring a walk-in closet and a spa-inspired bath with a separate soaking tub. Ka Malanai offers beautifully landscaped courtyards, BBQ areas, gathering spaces, and secure bike, surfboard, and kayak storage. Conveniently located near Kailua Beach Park, Kailua District Park, Whole Foods, Target, and the many shops, restaurants, & services that make Kailua such a special place to call home.

409 Kailua Road Unit 7106, Kailua
$650,000
2 Beds ⋅ 2 Baths ⋅ 202601936 MLS ⋅ FS - Fee Simple Tenure ⋅ 179 DOM ⋅ 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
$695,000
2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ 201 DOM ⋅ Poinciana Manor BLDG.
Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.

1015 Aoloa Place Unit 217, Kailua
$699,000
2 Beds ⋅ 2 Baths ⋅ 202528439 MLS ⋅ FS - Fee Simple Tenure ⋅ 212 DOM ⋅ Windward Passage BLDG.
On the makai side of the bldg with a coastline view. Unit fire sprinklers & bldg plumbing update has been completed. Both baths have walk-in showers. Updated kitchen appliances. Tandem parking & storage locker. Current monthly: $1,129.75 (MF: $997.44, MF Reserve: $132.31). Located minutes away from Kailua Town shopping & restaurants. Resort style living in Kailua! EV charger on property, 1 Pickle Ball Court, 2 Tennis Courts & Racquetball Court. Condo unit has keyed access. Property is to be sold "AS IS". List price is FIRM and has taken into account upcoming loan (Exact amount has not been determined).

322 Aoloa Street Unit 709, Kailua
$810,000
2 Beds ⋅ 2 Baths ⋅ 202521443 MLS ⋅ FS - Fee Simple Tenure ⋅ 302 DOM ⋅ Aikahi Gardens BLDG.
SELLER WILL RELEASE VA ELIGIBILITY FOR VA ASSUMABLE LOAN! VA Loan at 2.5% with a monthly mortgage of $2,748!! Remaining balance is $502,000. Welcome to Aikahi Gardens, a desirable community less than a mile from the beach and close proximity to Kailua Town, Kaneohe, and Marine Corps Base Hawaii. This remodeled 2-bedroom, 1.5-bath townhome blends style and function with split A/C and luxury flooring that’s scratch- and pet-resistant throughout. The spacious kitchen is designed for the home chef, while the private, covered courtyard is perfect for relaxing, gardening, or entertaining. Enjoy being less than a mile from the beach and just a short, convenient distance to Aikahi Shopping Center. Two assigned parking stalls plus guest parking provide ease for you and your visitors. Community amenities include a sparkling pool, recreation area, and lush surroundings, all in a pet-friendly setting. A standout benefit: an assumable With its prime location, thoughtful updates, and inviting spaces, this home is ready for you to move right in and start living the Kailua lifestyle.

3182 Kuau Street Unit 702, Kailua
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure ⋅ 327 DOM
Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, Kailua

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.