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41-012 Wailea Street, Waimanalo
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 202617903 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exceptional beach proximity with a rare sense of openness. Beach access is just moments away, while the property opens to an expansive green backdrop with Waimanalo Beach Park directly behind instead of another home. Koolau views, swaying palms, and the sound of the ocean complete the setting. Beautiful natural light fills the approx. 984 sq. ft. interior, with bamboo flooring throughout and custom driftwood vaulted ceilings creating a warm, relaxed aesthetic that complements the home’s easy beachside setting. Thoughtful updates include a remodeled kitchen and baths in 2022, a 2021 roof, and solar water-heating system. Outside, the fully enclosed yard and gathering spaces offer room to relax, entertain, or return home from the beach and talk story with friends. Set within one of Oahu’s most cherished beach communities, this is an opportunity to enjoy white sand, turquoise water, and the Koolau Mountains as part of everyday life. Actual square footage and number of bedrooms/baths do not match TMK records.

41-012 Wailea Street, Waimanalo
427 Kawainui Street Unit B, Kailua
$1,350,000
2 Beds ⋅ 1 Baths ⋅ 202615974 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM
Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of island living. The kitchen features an oversized island with seating, extensive cabinetry, warm wood countertops, farmhouse sink, stainless-steel appliances, gas cooking with double ovens, statement range hood, tile backsplash and under-cabinet lighting—perfect for quiet mornings or entertaining friends. The remodeled bath features striking herringbone tile, rainfall shower, matte-black fixtures, vessel sink and warm wood cabinetry. The primary bedroom offers a beautiful natural wood accent wall, multiple windows, recessed lighting and A/C. Step outside to one of the home’s best surprises: a private tropical retreat with generous lawn, mature palms, custom wood privacy features and outdoor gathering areas. As the sun goes down, string lighting beneath the palms gives the backyard an entirely different personality.

427 Kawainui Street Unit B, Kailua
491 Kihapai Street, Kailua
$1,250,000
2 Beds ⋅ 1 Baths ⋅ 202615245 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM
Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates including Plumbing redone and total Electrical rewiring. Freshly painted inside and out in September 2025 using Top-tier Sherwin Williams paint. Set on a fully fenced 5,000 sq ft landscaped, fenced yard with a Gated Entry and Banana Trees bearing Fruit. A Pergola including Funiture to enjoy the Outdoors. Enjpy the ultimate Kailua Lifestyle just a short walk or bike riide to world famous Kailua Beach and vibrant Town with Shops and Restaurants. Well loved and cared for by Owner.

491 Kihapai Street, Kailua
413 Kihapai Street Unit A, Kailua
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 202618788 MLS ⋅ FS - Fee Simple Tenure ⋅ 20 DOM
Your own Kailua cottage on a 5,000 sf lot, with no maintenance fees and a $10,000 seller credit toward buyer’s closing costs. Tucked down a quiet private lane in Coconut Grove, this single-family, detached 2-bedroom, 1-bath home is minutes from Kailua town and the beach. Inside are rich ipe hardwood floors. Ipe is one of the densest hardwoods in the world and naturally resists moisture, rot, and termites, making it ideal for island living. You’ll also find a well-laid-out kitchen, a tiled shower, and a living room whose sliding door opens to a big, level, fenced yard with Meyer lemon, avocado, coconut, and plumeria trees. The carport fits two cars tandem and holds the washer/dryer & water heater. Room to grow, with neighboring homes having expanded over the years. Fee simple, self-managed CPR with no monthly or annual fees. Easy to show. Check out the video tour!

413 Kihapai Street Unit A, Kailua
409 Kailua Road Unit 7106, Kailua
$1,100,000
2 Beds ⋅ 2 Baths ⋅ 202600852 MLS ⋅ FS - Fee Simple Tenure ⋅ 236 DOM ⋅ Ka Malanai At Kailua BLDG.
*READY FOR MOVE-IN 10/31!* 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 & a spa-inspired bath with a separate soaking tub. Ka Malanai offers beautifully landscaped courtyards, BBQ areas, gathering spaces, and secure bike, surfboard, & kayak storage. Conveniently located near Kailua Beach Park, Target, & the many shops, restaurants, & services that make Kailua such a special place to call home.

409 Kailua Road Unit 7106, Kailua
409 Kailua Road Unit 7101, Kailua
$995,000
2 Beds ⋅ 2 Baths ⋅ 202619687 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM ⋅ Ka Malanai At Kailua BLDG.
PRICED BELOW TAX ASSESSED VALUE! An incredible opportunity to own in Ka Malanai, where the convenience of Kailua living meets the comfort of a beautifully maintained home. This spacious 2-bedroom, 2-bath corner residence includes two parking stalls and offers a bright, open layout with high ceilings, a modern kitchen, and a private lanai perfect for enjoying your morning coffee or relaxing after a day at the beach. The generously sized primary suite features a walk-in closet, dual vanities, and a separate soaking tub and shower. Additional upgrades include quartz countertops, plantation shutters, and ceiling fans throughout. Residents also enjoy beautifully landscaped grounds, BBQ areas, exercise stations, and convenient storage for bikes and beach gear. Best of all, you're just minutes from Kailua's world-famous beaches and within easy reach of Whole Foods, restaurants, shopping, and everything else that makes this community such a special place to call home.

409 Kailua Road Unit 7101, Kailua
315 A Ulupaina Street, Kailua
$969,000
2 Beds ⋅ 1 Baths ⋅ 202618404 MLS ⋅ FS - Fee Simple Tenure ⋅ 26 DOM
Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access for the 6 homes on the lane. Short distance to Kailua town and Kalama Beach park. The cottage location gives the feeling of a spacious lot. New paint inside and out, new luxury vinyl flooring throughout. Ready for the new buyer to add your own personal touches. Flexible CPR's and By-Laws gives you total flexibility on remodeling, adding on or rebuilding. For those Buyers looking for a home in Kailua under $1 million this is a must see! Sold as is.

315 A Ulupaina Street, Kailua
134 Noke Street Unit 602, Kailua
$729,000
2 Beds ⋅ 2 Baths ⋅ 202611566 MLS ⋅ FS - Fee Simple Tenure ⋅ 132 DOM ⋅ Aikahi Gardens BLDG.
Aikahi Gardens spacious 2 bedroom 1.5 bath unit with 2 parking stalls in front of unit, plenty of guest parking and a large beautifully titled courtyard area. Recent upgrades include finnished stairway to 2nd floor and wood flooring in living room. Unit is well maintained, light and airy. Close to KMCAS, Aikahi Elementary School and shopping center. Great access to H-3, Kailua Beach and all the stores and restaurantss in the Kailua area.

134 Noke Street Unit 602, Kailua
322 Aoloa Street Unit 709, Kailua
$699,000
2 Beds ⋅ 2 Baths ⋅ 202528439 MLS ⋅ FS - Fee Simple Tenure ⋅ 301 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
1015 Aoloa Place Unit 217, Kailua
$695,000
2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ 290 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
1015 Aoloa Place Unit 247, Kailua
$690,000
2 Beds ⋅ 2 Baths ⋅ 202614286 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM ⋅ Poinciana Manor BLDG.
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!

1015 Aoloa Place Unit 247, Kailua
1015 Aoloa Place Unit 340, Kailua
$660,000
2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ FS - Fee Simple Tenure ⋅ 95 DOM ⋅ 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
1015 Aoloa Place Unit 335, Kailua
$659,000
2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ 129 DOM ⋅ 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
322 Aoloa Street Unit 309, Kailua
$619,000
2 Beds ⋅ 2 Baths ⋅ 202619380 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 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
711 Wailepo Place Unit 205, Kailua
$615,000
2 Beds ⋅ 2 Baths ⋅ 202617681 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM ⋅ Hale Makalei BLDG.
Welcome to Hale Makalei! SELLER OFFERING THE BUYER A CREDIT TO COVER THE CURRENT MAINTENANCE FEE FOR A WHOLE YEAR! Rarely available 2 bedroom, 2 bath unit with covered lanai. Nice open flow with the living area and primary bedroom opening out to the covered lanai. The perfect spot to sit back, relax and enjoy the view. Kitchen completely remodeled with granite counter tops and large island with bar seating that opens the kitchen to the living area. Quality vinyl plank flooring added throughout. This unit is move in ready! Wonderful location for easy access and convenience with restaurants, shops, town parties and open markets all within walking distance. Plus world renown Kailua Beach! 1 covered parking stall in gated garage. There's even a dog run for your pet and a community storage area for surfboards. This is one you need to see!

711 Wailepo Place Unit 205, Kailua
350 Aoloa Street Unit C224, Kailua
$550,000
2 Beds ⋅ 2 Baths ⋅ 202612915 MLS ⋅ FS - Fee Simple Tenure ⋅ 74 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
1015 Aoloa Place Unit 437, Kailua
$550,000
2 Beds ⋅ 2 Baths ⋅ 202615437 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 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
725 Kihapai Place Unit B1, Kailua
$459,000
2 Beds ⋅ 1 Baths ⋅ 202614153 MLS ⋅ FS - Fee Simple Tenure ⋅ 95 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

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.

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