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664 Kihapai Street, Kailua
$1,285,000
6 Beds ⋅ 3 Baths ⋅ 202604953 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
GREAT PRICE IMPROVEMENT! Spacious 6-bedroom, 3-bath home approximately 1968 sq. ft. of living area in a desirable Kailua neighborhood. This versatile home features a functional floor plan with 4 bed/2 baths on the main level, and 2 bed/1 bath and wet bar on the upper level providing additional living space. Separate entries to both levels offers added flexibility for extended or multi-generational living, accommodating guests, or investment opportunities. There is also a large covered lanai perfect for relaxing or entertaining guests. With lots of space and endless potential, this home is ready for your personal updates to make it your own. Conveniently located near the heart of Kailua, with easy access to shopping, dining, schools, parks, and world-famous beaches. Don't miss this great opportunity to own a spacious home with flexible living options in one of Kailua's most sought-after communities.

664 Kihapai Street, Kailua

691 Kihapai Street Unit B, Kailua
$948,000
2 Beds ⋅ 1 Baths ⋅ 202611865 MLS ⋅ FS - Fee Simple Tenure ⋅ 91 DOM
BREAKING NEWS: Seller offering potential assumable mortgage to veterans only currently at 2.25%, all for more information. Wake up in your own Kailua cottage, sip coffee under the mango tree with the Ko'olau mountains in the background, and be at the beach in minutes. Tucked into a peaceful CPR of detached homes, this single-level two bedroom, one bath cottage lives like a cozy beach house, with original wood floors and an open kitchen/living area that's perfect for movie nights, weekend brunch, or working from home. Slide open the door to your fenced yard, where you can plant herbs, set up a grill, or stretch out on the grass and feel the trades roll through. With two parking stalls right in front and Kailua's favorite shops, cafes, and beaches just a short stroll or bike ride away, everyday errands feel as laid-back as a vacation day. If you've been waiting for an easy care Kailua home that's big on charm and lifestyle, this is it. Call today for a showing.

691 Kihapai Street Unit B, Kailua

679 Kihapai Street Unit D, Kailua
$1,420,000
2 Beds ⋅ 2 Baths ⋅ 202614398 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Located within "Kawainui Park Place" and adjacent to the Kawainui Marsh, this property offers expansive views, open space, and close proximity to nature. The home has been completely remodeled, inside and out, featuring top-of-the-line LG appliances, quartz counter tops in the kitchen and baths, luxury vinyl plank flooring throughout, 1/2 inch glass shower walls, Pella double pane windows, aluminum gutters and more. Additional upgrades include electrical, plumbing, and double-wall construction with HardieBoard / Board & Batten exterior siding. All this with Kailua Beach, shopping and entertainment close by. Listor must be present for showings, please do not drive on property without an appointment, Mahalo.

679 Kihapai Street Unit D, Kailua

528 Halela Street Unit A, Kailua
$1,689,000
5 Beds ⋅ 3 Baths ⋅ 202612287 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 DOM
Experience the perfect blend of modern comfort and island living. Tucked away on a private flag lot, this five-bedroom, three-bathroom residence offers a rare combination of modern efficiency and versatile island living. Spanning 1,800 square feet of thoughtfully updated space, the home’s layout is designed for flexibility, easily accommodating various living arrangements or providing excellent potential for supplemental rental income. One of the standout features is the commitment to sustainability, with 18 owned photovoltaic panels and a coveted Net Metering agreement already in place, you can enjoy significant long-term value and energy efficiency from day one. Outside, the generous 5,616 square foot lot provides ample outside space while keeping you just moments away from the vibrant energy of Kailua town and world-renowned beaches. Whether hosting a weekend gathering or enjoying the cool breeze lifestyle is effortlessly here! This move-in-ready home is sold "as-is," offering a streamlined path to a turnkey retreat in a prime windward location. Come see how modern upgrades and a top-tier position create the perfect place to call home.

528 Halela Street Unit A, Kailua

327 Manae Street, Kailua
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 202609541 MLS ⋅ FS - Fee Simple Tenure ⋅ 87 DOM
Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful front and back yard. In the back yard there is large deck area with views of the Koolau mountains and a spa; perfect for entertaining. The inside is just as enchanting! You'll delight in the spacious living area that seamlessly opens up the the wonderful kitchen. The hardwood flooring is so cozy! The primary bedroom has an extra large bathroom with designer tiles. The secondary bedrooms are the perfect size. The hallway bathroom also has designer tile accents. The carport area has additional storage. Freshly painted interior and exterior. Enjoy the convenience of being just minutes from world-famous beaches, local shops, restaurants and parks while still tucked into a residential neighborhood. Come and discover your piece of paradise in Kailua.

327 Manae Street, Kailua

221 Kihapai Street, Kailua
$1,875,000
202610600 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM
Set within a truly magical and serene setting, the property enjoys panoramic views of the majestic Ko'olau Mountains and 218' of canal frontage and direct access to the peaceful Maunawili Stream. “Kihapai Ohana” represents a rare Kailua development opportunity: a fully approved three-home Residential CPR situated on an approximately 15,008 sq. ft. fee-simple parcel in an established neighborhood. Build one large residence or take advantage of existing approval for three separate CPR dwellings, allowing immediate development potential, as the property has already been separated into three spatial units (1, 2, and 3), each offering roughly 5,000 sq. ft. of exclusive-use land—allowing buyers to focus on design and construction rather than entitlement hurdles. This entire parcel backs up against county land, allowing Units 2 & 3 to live much larger than their 5,000 sq. ft. entitlement suggests, providing an extraordinary sense of privacy and connection to nature. Unit 3 has a DPP APPROVED permit for a 1,607sq. ft. 4bd/2ba single level dwelling that takes full advantage of the 120' of canal frontage, with Ko'olau views from every bedroom.

221 Kihapai Street, Kailua

259A Kihapai Street, Kailua
$1,625,000
3 Beds ⋅ 2 Baths ⋅ 202611576 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
Imagine... A unique, one-of-a-kind offering in Kailua. A placid stream, visiting ducks, radiant sunsets, mountain views out to forever. Kayaking from your backyard. Private. Quiet. A tranquil sanctuary. Ku’u Home Kailua, your dream… Just 2 minutes from the center of Kailua Town. The current owner has thoughtfully invested in improvements, creating a turnkey home where comfort, function, and pride of ownership are evident throughout. Newly painted inside and out, this immaculate updated 3 bedroom, 2 bath home with carport features stainless steel appliances, split AC, ceiling fans throughout, and updated flooring. A detached container sized storage shed offers substantial additional storage. Two home inspections have been completed since Oct 2025, a sewer scope confirmed the sewer line is in good condition, and the existing elevation certificate will be conveyed. Mature landscaping surrounds the 7,400 SqFt Lot, lush with reminders of traditional Hawaiian style, including citrus, banana, and treated cocos, adding to the home's appeal. Rarely does a property offer this blend of privacy, character, waterfront living, and convenience in such a desirable Windward location.

259A Kihapai Street, Kailua

340 Manono Street Unit 2, Kailua
$1,145,000
2 Beds ⋅ 2 Baths ⋅ 202610030 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Down a quiet lane just a stones throw away from Kailua beach and town, This thoughtfully updated 2-bed, 1.5-bath home is move in ready with NO HOA! This home features vinyl flooring, new recessed lighting, new windows, split ACs in every room, and parking for 2–3 cars. The home is Energy-efficient with 10 owned solar panels and a Tesla battery to keep electric bills low. Everything has been taken care of from electrical to plumbing and a new roof in 2015 as well as tasteful updates throughout, so you don't have to do a thing! Just a few minutes to famous Kalama Beach Park, Kailua Beach, and Kailua Town to enjoy shops, dining, and more. Move-in ready and full of charm. Come see it for yourself! First open house will be Sunday May 31st, NO Showings until first open house 5/31/26.

340 Manono Street Unit 2, Kailua

629 Halela Street, Kailua
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 202604358 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 DOM
Experience modern island living in this BRAND NEW single-family home, thoughtfully designed with open spaces and high-end finishes throughout. Located in desirable Kailua, this newly built residence blends contemporary architecture with the relaxed comfort of Hawai'i living. The home features a bright, open-concept floor plan (allowing for multi generational living) with soaring ceilings, recessed lighting, and wide-plank flooring.The designer kitchen is a showstopper, offering custom wood cabinetry, quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. Seamless indoor-outdoor flow creates an inviting space for everyday living and gatherings. Bathrooms are beautifully appointed with modern fixtures, large-format tile, and spa-inspired details, including a luxurious walk-in shower and freestanding soaking tub. Thoughtful finishes and neutral tones throughout create a calm, sophisticated aesthetic.

629 Halela Street, Kailua

629 Halela Street Unit A, Kailua
$2,100,000
5 Beds ⋅ 4 Baths ⋅ 202605055 MLS ⋅ FS - Fee Simple Tenure ⋅ 123 DOM
Experience modern island living in this newly constructed contemporary home in the heart of Kailua. Thoughtfully designed with soaring ceilings and an open floor plan for multi generational living. This residence blends upscale finishes with relaxed coastal style. The spacious great room and designer kitchen form the centerpiece of the home, featuring custom cabinetry, a waterfall island, and warm wood textures that elevate the space. Expansive windows and sliding doors invite natural light and ocean breezes throughout, creating an airy indoor-outdoor flow ideal for entertaining. Offering multiple living and dining areas, the layout provides flexibility for multi-generational living, guests, or remote work. The private primary suite delivers a luxurious retreat with generous volume, modern fixtures, and serene views. Additional bedrooms are well-sized with ample storage. Brand new construction. Modern design. Prime location. A rare opportunity to own a thoughtfully built home!

629 Halela Street Unit A, Kailua

635 Olomana Street, Kailua
$1,205,000
3 Beds ⋅ 2 Baths ⋅ 202603334 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Move-in ready Coconut Grove home at an exceptional value of $1,175,000! This 3-bedroom, 2-bath single-family residence showcases stylish upgrades throughout, including hardwood and ceramic tile flooring, granite kitchen countertops, sage shaker-style cabinetry with modern hardware, and stainless steel appliances. Bright and inviting with abundant natural light, plantation shutter window coverings, and updated vanities and lighting. The primary bedroom and bathroom feature a separate entrance that opens to the backyard—ideal for added privacy or flexible living. Enjoy peace of mind with a new roof (2024) and fresh exterior paint. The fully fenced yard with new white vinyl fencing surrounds a manicured lawn—perfect for indoor-outdoor living. Carport with enclosed laundry and storage adds convenience. Enjoy access to a private pool shared exclusively within a 12-home community in the Westwood Community Association. Monthly fee of $354.26 includes water and sewer. Ideally located near Kailua’s world-famous beaches, dining, shopping, Target, Whole Foods, and more. (Photos have been enhanced).

635 Olomana Street, Kailua

536 Olomana Street, Kailua
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 202602237 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
$39k PRICE DROP… COME & GET IT!!! Beautifully renovated in 2022 and tucked into one of Kailua’s most beloved neighborhoods, this single-story home offers the relaxed island lifestyle so many dream about. Just under a mile from world-famous Kailua Beach, mornings begin with soft sunrise colors & a peek at Mount Olomana right from your living room, while days flow effortlessly between indoor comfort & outdoor living. The thoughtfully updated interior features modern finishes, quartz countertops with warm veining, butcherblock island, waterproof luxury vinyl flooring, updated cabinetry, & split AC for year-round comfort. Outside, the newly landscaped backyard offers a fresh lawn and a cool covered patio perfect for weekend barbecues, or unwinding after a day at the beach. Located on a quiet, low-traffic street w plenty of guest parking, this home also offers freedom from HOA fees & convenience to parks, shopping, dining, Target, Whole Foods, plus easy access to H-3 & the Pali. Dedicated indoor laundry room, carport storage, & 2022 termite tenting, this home blends peace of mind with the charm & ease of Windward living — experience the Kailua lifestyle! (1+ photos have been enhanced)

536 Olomana Street, Kailua

453 Ulupaina Street Unit A, Kailua
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 202606651 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
Cute Kailua home in highly sought after Coconut Grove neighborhood! Home features 3 bed & 2 baths, along with a separate one-bedroom with full bathroom and detached recreation room. The primary bedroom includes its own private bath and features French doors that open directly to the backyard and back deck. Open concept with kitchen and living room. Ideally located and conveniently situated just three blocks from Kailua town. Placing your family within close range for shopping and dining. Kailua Beach is located only four and a half blocks away, perfect for days at the beach! For commuters, the home offers easy access to major transportation highways, including the Pali Highway and H3, both just a few blocks away. This property is a must-see, offering a unique blend of convenience and privacy. Located on a flag lot, it provides a peaceful escape and boasts ample parking. The yard is landscaped and fully fenced, providing a private and inviting outdoor space. The property also has CPR potential for additional living space. Buyers due diligence advised.

453 Ulupaina Street Unit A, Kailua

584 Kipuka Place, Kailua
$1,750,000
3 Beds ⋅ 2 Baths ⋅ 202604712 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Experience modern island living in this extensively renovated Coconut Grove residence, tucked away at the end of a peaceful residential street, just minutes to Kailua Town and world-famous beaches. This single-level 3 bed 2 bath home offers comfort and style with high ceilings and a bright open-concept design. The stunning kitchen features a large island, new appliances, custom cabinetry, and luxury vinyl flooring throughout. A brand new roof adds lasting value and peace of mind. The primary suite includes a spa-inspired soaking tub and shower combo. Designed for true indoor-outdoor island living, step outside to your newly sodded and fully fenced yard, perfect for relaxing evenings, weekend gatherings, pets at play, and enjoying the island breeze year-round.

584 Kipuka Place, Kailua

244 Kihapai Street Unit A, Kailua
$2,050,000
5 Beds ⋅ 3 Baths ⋅ 202525632 MLS ⋅ FS - Fee Simple Tenure ⋅ 157 DOM
Brand new construction in Kailua's Coconut Grove neighborhood! This 2-story, 5-bedroom, 3-bath single-family home is thoughtfully designed for multi-generational living. The lower level offers 2 bedrooms, 1 bath, and a wet-bar-- ideal for extended family or guests-- while the upper level includes 3 bedrooms, 2 baths, and a bright living room filled with natural light and mountain views through large windows. Enjoy two expansive covered lanais, including an upstairs lanai perfect for relaxing or entertaining with scenic views. Modern finishes and stainless steel appliances complement this fresh, functional layout. A 2-car garage plus driveway parking provides ample space for vehicles and storage. Conveniently located near Kailua Beach, schools, shopping, and dining. For estimated property taxes, assessed value is only land value as the county has yet to assess the improvement value of the subject property.

244 Kihapai Street Unit A, Kailua

749 Oneawa Street, Kailua
$1,470,000
3 Beds ⋅ 2 Baths ⋅ 202603897 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
Fall in love w/ this quintessential Kailua beach bungalow, turn-key & perfectly located in Coconut Grove. Bright, breezy, & beautifully upgraded. Imagine mornings on the back lanai, coffee in hand, watching the pups play. Evenings on the the expansive 220+ sq ft covered front lanai gathering with friends, watching the sunset over the Ko?olau, and enjoying the large landscaped front yard and driveway perfect for bikes, basketball, and neighborhood fun. Situated on a manicured corner lot w/ a fully enclosed concrete privacy wall & gated entry, this property offers rare privacy & curb appeal. Inside, natural light pours through newer windows, highlighting the bright open layout, fresh paint, newer roof, and thoughtfully updated kitchen & spa-inspired baths. The mainland-sized primary suite feels like a retreat, featuring 2 walk-in closets. Two additional bedrooms plus a dedicated office provide flexibility for guests, family, or working at home. Enjoy split A/Cs, Tesla EV hookup, solid construction, and seamless indoor-outdoor living from the living room to the lush backyard. Minutes to the Beach, Aikahi Shopping Center, Kalaheo, and Kailua Town—no car required. Open Sun. 2/22 2-5pm

749 Oneawa Street, Kailua

610 A Halela Street, Kailua
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 202520978 MLS ⋅ FS - Fee Simple Tenure ⋅ 198 DOM
HUGE PRICE IMPROVEMENT! FULLY remodeled & transformed to offer refined simplicity in design, accented with modern finishes throughout. Generate rental income from the get go or be prepared with extra living quarters without the typical repair expenses - this is ready to go! The main home is an 836 sf cozy 3 bedroom/1 bath open concept floor plan which manages to embrace the natural beauty of the outdoors while providing distinct living spaces. The 4th bedroom is a 360 sf DETACHED STUDIO with a full bath, kitchenette, spacious yard and private deck. Efficient use of space for both dwellings creates a sense of openness beyond the actual square footage. Brand new roof, Pella windows, double wall construction to interior and exterior, split AC in every bedroom and living area, stainless steel appliances, quartz counters, LVP and ceramic tile flooring, tiled shower surrounds with elegant shower glass paneling and recessed lighting. Each dwelling has its own private lanai and yard area, full sized washer & dryer and two parking each. Be the first to enjoy this newly remodeled home, hassle free and turn-key in Coconut Grove.

610 A Halela Street, Kailua

337 Kihapai Street Unit C, Kailua
$1,840,000
6 Beds ⋅ 5 Baths ⋅ 202525342 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Beautifully remodeled in 2024, this coastal-chic Kailua home offers flexible living in one of Hawai‘i’s most desirable beach towns. Tucked on a quiet cul-de-sac, this breezy property features three separate living areas—perfect for multigenerational living, rental income potential, or a separate home office / home school / home gym. The second-floor main home includes a bright 3BD/2BA layout with sea-glass designer tones, while the ground level offers a stylish 2BD/1BA unit plus a spacious studio. Enjoy 6 bedrooms, 4.5 baths, two full laundries, an extraordinarily spacious garage, and a carport. Live in one space and rent the other two with ease. Just moments from windsurfing paradise Kailua Beach. One lot away from the world-famous Kawainui Marsh. This beautiful home embodies easy island living with room for everyone. Short walk to Kailua town with lots of beachy boutiques and popular dining options. Peace of mind with the fresh remodel and home warranty. Tenants on month to month leases.

337 Kihapai Street Unit C, 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.