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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
557 Kipuka Place, Kailua
$1,250,000
3 Beds ⋅ 1 Baths ⋅ 202600774 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
Beautifully renovated, single-level, 3-bedroom home in the heart of Kailua. Framed by a charming white picket fence, this inviting residence blends classic island character with modern updates. Enjoy indoor-outdoor living on the expansive wraparound porch/deck that's perfect for morning coffee, evening breezes, and relaxed island entertaining. The yard is graced by a mature, fruitful Haden mango tree that has been enjoyed and shared with neighbors over the years. Tucked away on a quiet dead-end street, the home offers rare privacy and tranquility while remaining just minutes from Kailua Town’s shops, and dining. Surrounded by the lush beauty of the Koolau Mountains, and world-class beaches just a short walk away, you'll appreciate the ability to slow down and enjoy the simple pleasures of life in Hawaii. This property captures the essence of island living; peaceful, picturesque, and close to everything that makes Kailua so special. A wonderful opportunity to own a move-in-ready home in one of Oahu’s most desirable communities.

557 Kipuka Place, Kailua
637 Kuaaina Way, Kailua
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 202600178 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM
Discover the ideal investment in the heart of Kailua! This remarkable Coconut Grove property features a main home and a charming separate cottage, perfect for generating rental income or hosting extended family. With a total built-up area of 2,276 sq.ft., this property offers both comfort and versatility. Nestled beneath a stunning mango tree, the main residence boasts 3 spacious bedrooms and 2 full bathrooms, seamlessly blending island charm with modern upgrades. In addition, the private studio cottage, built in 1993, includes its own entrance and bathroom, providing an inviting space for guests or a lucrative rental opportunity. Situated in an unbeatable location, this property is just moments away from beautiful beaches, local shops, and delightful restaurants, yet remains tucked away on a peaceful street, ensuring your privacy. With the potential to convert the cottage into an Accessory Dwelling Unit (ADU), the possibilities for this property are endless. Embrace the Kailua lifestyle while making a smart investment. Don’t miss this exceptional opportunity—schedule your viewing today!

637 Kuaaina Way, Kailua
317 C-1 Olomana Street, Kailua
$1,210,000
3 Beds ⋅ 2 Baths ⋅ 202517914 MLS ⋅ FS - Fee Simple Tenure ⋅ 107 DOM
Searching for a peaceful, tucked-away Kailua Beach home with no HOA? Just blocks from world-famous Kailua Beach, this single-level 3BR/2BA home blends comfort, convenience, and charm. This home includes double-pane windows, luxury vinyl plank and tile flooring, a house fan and a split AC in every bedroom. Thoughtful details—window seats with hidden storage and elegant glass-front cabinetry—add character throughout. Two separate carports provide generous storage plus an additional open stall. Enjoy the wrap-around yard, ideal for outdoor gatherings and BBQs. The only shared wall is between the carports. All just minutes from Kailua Town’s shops and dining.

317 C-1 Olomana Street, 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
811 Maluniu Avenue, Kailua
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 202611596 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Welcome to this sweet beach town cottage on the island of Oahu, situated just a few blocks from Kailua Beach. Located in a quiet area of Maluniu Ave in Coconut Grove, this single-level home is compact, complete, and ready to go. With two bedrooms, one bathroom, and a fenced-in yard, this home provides everything you need. The tradewind breeze blows through the house, keeping it comfortably cool, while split air conditioners, and a leased photovoltaic system with battery offer excellent flexibility. The home is meticulously maintained and shows it’s been lovingly cared for. Please make appointments to preview.

811 Maluniu Avenue, Kailua
550 Olomana Street, Kailua
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 202525233 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Charming Kailua Home! Welcome to this delightful single-level 3-bedroom, 1.5-bath home ideally located in Coconut Grove neighborhood. Enjoy the best of Island living just minutes from world-famous Kailua Beach and Lanikai, as well as the shops, cafes, and restaurants that make Kailua Town so special. This inviting home features fresh exterior paint, a brand-new roof, termite tent fumigation done, and a completed property survey, offering peace of mind and great curb appeal. The open single-level layout provides comfort and convenience. Bring your remodeling and decorating ideas to spruce up the interior to your own style. Spacious yard is great for entertaining or just relaxing outdoors. Embrace the vibrant Kailua lifestyle, bike to the beach for sunrise, grab groceries at Whole Foods, or dine at your favorite local spots, all within minutes of home. Whether you're a first-time buyer, investor, or simply looking for your slice of paradise, 550 Olomana Street is the perfect place to call home. Note: One or more photos may have been enhanced.

550 Olomana Street, Kailua
407 Keaniani Street Unit B, Kailua
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 202524624 MLS ⋅ FS - Fee Simple Tenure ⋅ 90 DOM
Welcome Home! Superb location in the heart of Kailua’s iconic Coconut Grove community offering unparalleled convenience to Kailua Town, excellent school district and world class Kailua Beach nearby. Extensive renovations with tasteful upgrades just completed. All new kitchen cabinets, quartz countertops, appliances, bathroom, windows, vinyl plank flooring, interior/exterior paint. Property survey, Tent Fumigation and Sentricon baiting system fulfilled recently. Charming cottage-style home nestled on a quiet lane with great outdoor space and potential to create your own vision for a patio, deck, additional living space, garden and more. Gem of a property offering an ideal family home with balance for a comfortable, island lifestyle in this tranquil community. Don’t miss this opportunity!

407 Keaniani Street Unit B, Kailua
440 Oneawa Street Unit A, Kailua
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 202523193 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
Welcome home to your comfortable and cozy Kailua sanctuary located in the heart of Kailua Town. This home is quietly set back off of the main street with lots of nearby amenities. Convenient location in close proximity to beaches, shopping, grocery, boutiques, yoga and fitness studios, restaurants, and more. Spacious yard with an amazing avocado tree and gardening opportunities, covered parking, and storage. This home also has an outdoor shed with flexibility to be a shaded plant space, additional storage for your outdoor items, pet space, or playhouse.

440 Oneawa Street Unit A, Kailua
755 Kaipii Street, Kailua
$1,185,000
3 Beds ⋅ 1 Baths ⋅ 202527812 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 DOM
QUAINT, COZY & CHARMING 3BD/1BA KAILUA home is freshly remodeled w/stylish updates! Enjoy NEW floors, NEW refrig, NEW range, NEW dishwasher, NEW microwave, NEW faucets, FRESH paint, SPACIOUS covered lanai, NEWER roof & dreamy MOUNTAIN views. This flat, fully FENCED yard is perfect for pets, gardening, or outdoor fun. Rinse off in your private outdoor shower after a short walk from the beach or nearby park. Easy access to H3, Pali/Likelike Hwy, Marine Corp Base, Aikahi Park Shopping Center & Kailua town! This ISLAND GEM w/lots of indoor/outdoor STORAGE is full of ALOHA & move-in ready! 3 photos have been virtually staged(enhanced).

755 Kaipii Street, Kailua
317 C Olomana Street Unit A, Kailua
$1,175,000
3 Beds ⋅ 2 Baths ⋅ 202523601 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM
True turn key gem in the heart of Coconut Grove, Kailua. This 3 bedroom 2 full bath is perfectly situated to catch the trade winds, the concrete construction keeps it cool all year long with no termite worries. Kitchen recently remodled with stainless steel appliances, new Bosch fridge freezer and a dishwasher. Upgrades continue with custom cabinets and closets in all 3 bedrooms, new roof, outdoor shower and a brand new solar water heater. Outside is a beautiful landscaped yard, new timber tech deck and an automatic sprinkler system. Thoughtful storage throughout the house, an attic space with flooring and drywall and large tool/surfboard shed in the garage. The home is connected to the neighbor property via the carport wall and is located at the end of a private lane which adds safety and privacy, NO HOA. The neighborhood is quiet, peaceful and you can hear the waves crashing at night. Great relationship with neighbors including a care home with very nice tenants. 5min drive to Kailua town with shops, restaurant and supermarkets. 25min drive to the airport and 35min to Honolulu. Perfect low maintenance home with low insurance and low property tax. Come have a look for yourself!

317 C Olomana Street Unit A, 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
527 A Kipuka Place, Kailua
$1,144,000
3 Beds ⋅ 2 Baths ⋅ 202602255 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM
Charming single-level home has been lovingly cared for by the same family for the past 62 years. Tucked away down a peaceful private lane, it's just half a mile from Kailua’s vibrant shops, restaurants, cozy coffee spots, and all the local attractions. This Coconut Grove gem offers 3 bedrooms and 2 bathrooms, surrounded by a beautifully maintained yard. While the home could benefit from some updates, it features a newer roof, updated plumbing and electrical systems, & modern appliances. Come see why this could be the perfect place to call home.

527 A Kipuka Place, Kailua
327 Kihapai Street, Kailua
$1,100,000
3 Beds ⋅ 1 Baths ⋅ 202521199 MLS ⋅ FS - Fee Simple Tenure ⋅ 110 DOM
Huge price reduction! Offers due Tuesday, December 7, 2025, 5:00pm. Your personal piece of paradise awaits in Kailua's desirable Coconut Grove. This parcel features a rare commodity: a green and spacious, fully fenced back yard, perfect for outdoor gatherings and furry friends. No CPR, no maintenance fee! Inside, you'll find quality upgrades and brand new appliances. With easy access to shopping centers like Whole Foods, Target, and Tokyo Central, and convenient commutes via H-3 Freeway, Pali Highway, or Likelike Highway, this home is ideally located for the Kailua lifestyle. Just a short walk or bike ride to Kailua Town's quaint shops and eateries, and the renowned Kailua Beach, you'll love the endless possibilities - from beach walks, surfing, and kayaking to waterfall hikes, biking, and neighborhood strolls.

327 Kihapai Street, Kailua
589 Kipuka Place, Kailua
$1,070,000
3 Beds ⋅ 2 Baths ⋅ 202607814 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
Opportunity knocking in one of Oahu's most coveted communities! Bring your imagination and contractor to refresh this home situated on a quiet Cul-De-Sac nearby to Kailua Town. Home needs major repairs. Spacious 3 bedroom, 2 bathroom structure in largely original condition. Existing appliances and fixtures to be conveyed in their current, As-Is condition. Cash offers will be given preference.

589 Kipuka Place, Kailua
619 Oneawa Street, Kailua
$1,050,000
3 Beds ⋅ 2 Baths ⋅ 202520405 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Discover the possibilities in this charming single-level 3-bedroom, 2-bath home set on a large, level 6,814 sq. ft. lot in Kailua. Fresh interior paint brightens the space, while the original hardwood floors add character and are ready to be beautifully refinished. With some thoughtful improvements, this home has the potential to shine. Enjoy a huge kitchen with room to reimagine your ideal layout, along with a spacious yard featuring mature fruit trees in the backyard, a tranquil bonsai rock garden, fully usable outdoor space, and ample parking for multiple vehicles. An excellent opportunity for buyers looking to create their dream home in one of O‘ahu’s most desirable communities.

619 Oneawa Street, Kailua
241 Kihapai Street Unit A, Kailua
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 202605062 MLS ⋅ FS - Fee Simple Tenure ⋅ 103 DOM
Opportunity awaits in desirable Kailua! This CPR property is situated on a flag lot offering added privacy and backs up to a peaceful canal and preservation land, providing a natural backdrop and added sense of space. The home is in fair condition and presents a great opportunity for buyers, investors, or contractors looking to renovate, rebuild, or create their own vision in this sought-after location. This property is eligible under the First Look Initiative. All Owner Occupant offers will be responded to after 7 days on the market, and Investor offers will be responded to after 30 days. However, all offers can be submitted during the First Look period.

241 Kihapai Street Unit A, Kailua
240 Kalama Street, Kailua
$1,000,000
3 Beds ⋅ 1 Baths ⋅ 202516254 MLS ⋅ FS - Fee Simple Tenure ⋅ 92 DOM
A perfect opportunity to live in the heart of Kailua town, just blocks from the beach. Home is basically a teardown or Major Renovation. This home has been family owned for generations. level lot, utilities such as electric meter sewer and water meters have been connected to property. Home is being Sold AS-S and is to show. Seller will look at offers after open house by July 29th for further info or to schedule, a showing contact listing agents. Tax records do not reflect actual beds and baths.

240 Kalama Street, Kailua
435 Kihapai Street, Kailua
$950,000
3 Beds ⋅ 1 Baths ⋅ 202614188 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM
Photos to follow. Corner Lot.....Great Location......This Home is for Investors, Contractors or Buyers looking for a Project. Many possibilities for the new buyer. Easy bike ride or walk to Kailua Town and Kailua Beach.

435 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
304 Manae Street, Kailua
$900,000
4 Beds ⋅ 2 Baths ⋅ 202615351 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM

304 Manae Street, Kailua
725 Kihapai Place Unit A2, Kailua
$495,000
2 Beds ⋅ 1 Baths ⋅ 202605103 MLS ⋅ FS - Fee Simple Tenure ⋅ 104 DOM ⋅ 725 Kihapai Pl BLDG.
NEW LISTING!! Don’t miss this beautifully renovated and well-maintained 2 bdrm/1 bath ground-floor unit at 725 Kihapai Place in Kailua. The interior features a contemporary kitchen with sleek quartz counters, a renovated bathroom, and the convenience of 1 assigned parking stall. Breathtaking mountain views greet you right from your front door, providing a scenic backdrop to your daily routine. This ideal location is moments away from world-class beaches, parks, and an array of shopping and dining options. By pairing tasteful updates with a prime, accessible setting, this residence offers a well-situated home in the heart of the community.

725 Kihapai Place Unit A2, Kailua
75 Kihapai Street Unit 10, Kailua
$355,000
1 Beds ⋅ 1 Baths ⋅ 202511064 MLS ⋅ FS - Fee Simple Tenure ⋅ 190 DOM ⋅ 75 Kihapai BLDG.
Welcome to Unit 10 at 75 Kihapai Street, one of the lowest priced fee simple properties in all of Kailua. This second-floor, one-bedroom, one-bath condo has been meticulously maintained and features wood plank flooring, great natural light, lots of cupboard and closet space and a large private lanai. This unit allows excellent air flow, with the tradewinds blowing freely through the unit. The property is private and gated, with a saltwater pool offering a peaceful spot to unwind. There is a dedicated washer, dryer, laundry sink, and storage area conveniently located on the ground floor level. One assigned parking stall is included. Conveniently located near all of Kailua’s best restaurants, shops, boutiques, grocery stores, parks, and the world-renowned Kailua Beach. This is an excellent opportunity to own something affordable in Kailua’s highly desirable real estate market, whether you are an investor or a first-time home buyer.

75 Kihapai Street Unit 10, 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.