Status: Active

Price changed from $458,000

Fee: $798

Region: Kailua

Neighborhood: Kailua Town

List Date: 06-10-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 306 306

Year Built: 1979

Listing courtesy of First Hawaiian Realty

Description: 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.

Foreclosure

Status: Active

Price changed from $425,000

Fee: $904

Region: Kailua

Neighborhood: Kailua Town

List Date: 06-04-2025

Building Name: Windward Passage

Address: 322 Aoloa Street 208 208

Year Built: 1979

Listing courtesy of Island Life Homes

Description: 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!

Short Sale

Status: Active

Fee: $1,032

Region: Kailua

Neighborhood: Kailua Town

List Date: 08-10-2026

Building Name: Poinciana Manor

Address: 1015 Aoloa Place 437 437

Year Built: 1975

Listing courtesy of Homequest LLC

Description: 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.

Status: Active

Open House Sun Oct 11, 2:00pm-5:00pm

Fee: $572

Region: Kailua

Neighborhood: Kailua Town

List Date: 08-13-2026

Building Name: Koolau Vista

Address: 350 Aoloa Street C224 C224

Year Built: 1985

Listing courtesy of LUVA Real Estate

Description: 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.

Status: Active

Open House Sun Oct 11, 2:00pm-5:00pm

Fee: $904

Region: Kailua

Neighborhood: Kailua Town

List Date: 09-21-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 1706 1706

Year Built: 1979

Listing courtesy of eXp Realty

Description: 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!

Status: Active

Price changed from $645,000

Fee: $904

Region: Kailua

Neighborhood: Kailua Town

List Date: 06-18-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 1708 1708

Year Built: 1979

Listing courtesy of Hawaii Life

Description: Spectacular high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025, the fresh and contemporary color patterns flow seamlessly throughout. The neutral hues of the luxury vinyl flooring complements the cool slate blue and white tones enhancing the already light, bright, and breezy feel. Recent renovations include paint, fans, lighting, fixtures, appliances, cabinets, countertops, vanity, built-ins, and removal of popcorn ceiling. The unit features floor to-ceiling windows that showcase the expansive views and gorgeous colorful skies as the sun sets behind the mountains. This largest one-bedroom floor plan gains an extra window for cross breezes and extra views, includes 2 window AC's, an in-unit washer/dryer, and one covered assigned parking stall. Amenities include a heated saltwater pool, spa, sauna, BBQ area, dog park, tennis/pickleball courts, guest parking, 24-hr. security, fitness center, EV charger on property, kayak and surfboard racks, storage locker. Conveniently located in the heart of Kailua with Kailua Beach nearby. Pet-friendly and ideally situated to enjoy everything Kailua has to offer!

Status: Active

Price changed from $699,000

Fee: $1,048

Region: Kailua

Neighborhood: Kailua Town

List Date: 06-19-2026

Building Name: Poinciana Manor

Address: 1015 Aoloa Place 335 335

Year Built: 1975

Listing courtesy of Corcoran Pacific Properties

Description: 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)

Status: Active

Fee: $904

Region: Kailua

Neighborhood: Kailua Town

List Date: 07-15-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 810 810

Year Built: 1979

Listing courtesy of Newtown Realty, Inc.

Description: 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.

Status: Active

Price changed from $715,000

Fee: $1,032

Region: Kailua

Neighborhood: Kailua Town

List Date: 07-23-2026

Building Name: Poinciana Manor

Address: 1015 Aoloa Place 340 340

Year Built: 1975

Listing courtesy of Seaside Realty LLC

Description: 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.

Status: Active

Fee: $1,048

Region: Kailua

Neighborhood: Kailua Town

List Date: 07-27-2026

Building Name: Poinciana Manor

Address: 1015 Aoloa Place 247 247

Year Built: 1975

Listing courtesy of REMAX Hawaii

Description: Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and stainless steel appliances. Enjoy the convenience of a full-size washer and dryer, fresh paint throughout, newly installed luxury vinyl plank flooring, contemporary light fixtures, and a brand-new ceiling fan. The unit also includes two side-by-side covered parking stalls and a spacious 266 sq ft lanai, providing added privacy with an exterior-facing view. Located in the heart of Kailua, you're just steps away from boutique shops, local restaurants, cafes, bookstores, grocery stores, and the world-renowned Kailua Beach. The complex boasts fantastic amenities such as a saltwater pool, BBQ areas, gazebos, a kids’ playground, a koi pond, bike/surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured and pet-friendly making it an excellent place to call home!

Status: Active

Open House Sun Oct 11, 2:00pm-5:00pm

Fee: $1,130

Region: Kailua

Neighborhood: Kailua Town

List Date: 12-29-2025

Building Name: Windward Passage

Address: 322 Aoloa Street 709 709

Year Built: 1979

Listing courtesy of Hawaii Resource Realty

Description: 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).

Status: Active

Price changed from $755,000

Open House Sun Oct 11, 2:00am-5:00pm

Fee: $1,301

Region: Kailua

Neighborhood: Kailua Town

List Date: 08-31-2026

Building Name: Windward Harbour

Address: 1030 Aoloa Place 12212B 212B

Year Built: 1980

Listing courtesy of Hawaii Modern Realty

Description: Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your own dream retreat just minutes from world-famous Kailua Beach. Surrounded by lush tropical landscaping, tranquil koi ponds, garden views, and a peaceful man-made pond, the property offers a serene setting enhanced by the soothing sound of a beautiful water feature. While the interior is ready for some updating, its blank-slate appeal allows you to bring your vision to life and create a home that truly reflects your style. Enjoy Windward Harbour amenities including a sparkling pool and tennis courts, all within a private gated community. Ideally located near Kailua Beach, grocery stores, Target, UFC Gym, restaurants, boutiques, and the charming local shops that make Kailua so desirable. Whether you’re looking for a full-time residence or tropical retreat, this is your opportunity to create your dream home in paradise!

Status: Active

Fee: $1,431

Region: Kailua

Neighborhood: Kailua Town

List Date: 06-25-2026

Building Name: Windward Cove

Address: 1020 Aoloa Place 311B 311B

Year Built: 1980

Listing courtesy of Coldwell Banker Realty

Description: Welcome to Windward Cove—a gated community in the heart of Kailua, surrounded by 3 acres of lush tropical landscaping, koi ponds, and peaceful water features. This private 3-bedroom, 2-bath corner unit offers an open-concept layout with floor-to-ceiling windows that fill the space with natural light. Recent updates include new kitchen cabinets, quartz countertops, refrigerator, dishwasher, vinyl flooring and fresh paint throughout. Enjoy indoor-outdoor living with a spacious 395 sq. ft. rooftop deck—perfect for BBQs and entertaining. Located just 1.1 miles from Kailua Beach and close to shopping, dining, and the weekly Farmers Market. Community amenities include a pool, sauna, tennis court, on-site security, resident manager, and pet-friendly policies. Don’t miss this rare opportunity to own a peaceful retreat in one of Oahu’s most desirable neighborhoods! Assumable VA mortgage at 2.25%interest rate/ monthly payment $2100/ balance is approx $455,000.

Status: Active

Fee: $1,301

Region: Kailua

Neighborhood: Kailua Town

List Date: 09-03-2026

Building Name: Windward Harbour

Address: 1030 Aoloa Place 5105B 5105B

Year Built: 1980

Listing courtesy of Golden Pineapple Group

Description: Experience the best of island living at Windward Harbour in the heart of Kailua. Perfectly located within walking distance from shopping, restaurants, farmers markets, and the world-renowned Kailua and Lanikai beaches, this spacious ground-floor 3-bedroom, 2-bath residence offers the ideal blend of comfort and convenience. The open-concept floor plan provides a welcoming space for living and entertaining, while newly refinished bamboo flooring and fresh interior paint create a bright, move-in-ready feel. The bedrooms feature built-in closets and the floor-to-ceiling windows fill the home with natural light while showcasing peaceful garden views from your private lanai. Windward Harbour is a secure, pet-friendly community featuring resort-style amenities, including a swimming pool, hot tub, sauna, tennis courts, ping-pong, BBQ areas, a recreation room, and a dog run. Enjoy the perfect balance of tranquil living and easy access to everything Kailua has to offer.

Status: Active

Price changed from $859,000

Fee: $1,356

Region: Kailua

Neighborhood: Kailua Town

List Date: 08-21-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 611 611

Year Built: 1979

Listing courtesy of Horita Realty LLC

Description: 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.

Status: Active

Price changed from $1,099,000

Fee: $859

Region: Kailua

Neighborhood: Kailua Town

List Date: 04-20-2026

Building Name: Ka Malanai At Kailua

Address: 437 Kailua Road 6102 6102

Year Built: 2014

Listing courtesy of eXp Realty

Description: MAJOR PRICE IMPROVEMENT! Here's your opportunity to secure a below-market VA loan at 2.25%! And the best part? It's open to both VA & non-VA buyers*!!! Approximate loan balance of $582K and monthly P&I of $2557, the interest savings and lower monthly payments offer a unique chance to live in one the most desired neighborhoods on O‘ahu in the heart of Kailua Town! Enjoy the island lifestyle without compromising modern conveniences - from world-class beaches to all your everyday needs i.e. shopping, dining, entertainment, and fitness centers - all while benefiting from the long-term cost savings! Price is what you pay upfront, cost is what you pay over time and this home arguably offers the greatest value! Move-in ready with fresh interior paint, NEW vinyl flooring in the bedrooms, and a NEW dishwasher and just awaiting your personal touches! Contact your agent to schedule a showing today! *Subject to lender & VA approval.

Status: Active

Fee: $981

Region: Kailua

Neighborhood: Kailua Town

List Date: 03-04-2026

Building Name: Ka Malanai At Kailua

Address: 409 Kailua Road 7106 7106

Year Built: 2014

Listing courtesy of eXp Realty

Description: 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.

Status: Active

Open House Sun Oct 11, 2:00pm-5:00pm

Fee: $1,095

Region: Kailua

Neighborhood: Kailua Town

List Date: 10-07-2026

Building Name: Ka Malanai At Kailua

Address: 471 Kailua Road 3202 3202

Year Built: 2014

Listing courtesy of Homequest LLC

Description: Live-Work-Play! This is the heart of Kailua with so much to offer. The Urban lifestyle and the conveniences of daily living in a three bedroom that's just minutes to Kailua beach. Modern Architecture with an open breezy floorplan and lifestyle. This beautiful luxury condo features upgraded cabinets, custom Plantation windows treatments and upgraded tile floors. Enjoy cooking in your well-appointed kitchen offering stainless GE appliances, big farm sink and elegant dine-in countertops. One of the rare Kailua condos with central air conditioning to keep cool year round. A generous sized living/dining room filled with natural light plus a covered lanai taking in the majestic mountain views. The primary suite features walk-in closet, built-ins cabinet, ensuite bathroom with double vanities plus a separate bathtub and shower. Relax in the colorful landscaped gardens with BBQ areas and walking paths. Located directly across the street from Kailua district park, swimming pool & tennis courts. Enjoy a fabulous array of shopping, dining and recreational activities nearby. A perfect blend of island living at Ka Malanai@ Kailua.

Status: Active

Open House Sun Oct 11, 2:00pm-5:00pm

Fee: $1,356

Region: Kailua

Neighborhood: Kailua Town

List Date: 09-16-2026

Building Name: Windward Passage

Address: 322 Aoloa Street 1601 1601

Year Built: 1979

Listing courtesy of eXp Realty

Description: 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!!