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360 Hualani Street Unit #C, Kailua
$1,285,000
5 Beds ⋅ 3 Baths ⋅ 202601108 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM
First time ever on the market, this cherished single-family home is located down a private road in the desirable Coconut Grove neighborhood. The property offers a flexible and functional layout with five bedrooms and three bathrooms. The main living area was updated between 2021-2023 and features three bedrooms and one bathroom, with one bedroom ideal for use as a home office or utility room. The rear portion of the home includes two spacious bonus rooms and a full bathroom, creating excellent options for extended living, guests, or additional living space. This portion of the home is ready for updates, presenting a great opportunity for buyers to renovate and add their own personal touches. The back of the home opens to a large outdoor patio, perfect for entertaining, gatherings, or enjoying outdoor activities. An additional outdoor full bathroom provides added convenience, ideal for rinsing off after the beach or a long day outdoors. Just a couple of blocks from Kalama Beach Park and minutes from shopping, dining, and everything Kailua town has to offer, this property presents a rare opportunity to own a home in one of Kailua’s most sought-after neighborhoods.

360 Hualani Street Unit #C, 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

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

259A Kihapai Street, Kailua
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 202600267 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
Discover island living in the heart of Kailua with this beautifully updated 3-bedroom, 2-bath residence offering privacy, charm, and a rare canal-side setting. Set on a generous 7,400 sq ft fee simple lot, this home captures stunning sunset views and a seamless indoor-outdoor flow ideal for relaxed coastal living. The open floor plan maximizes space and functionality, complemented by split AC, an upgraded kitchen with stainless steel appliances, fresh interior& exterior paint, and thoughtful updates throughout. Step outside to a private backyard with direct canal frontage, perfect for kayaking, paddleboarding, or simply enjoying peaceful water views. Mature citrus trees add character, and fresh fruit right at home. Convenient covered carport parking plus a dedicated storage shed provide ample room for beach gear, bikes, and tools. Located just minutes from Kailua Beach, local shops, dining, and top-rated schools, this property offers the perfect blend of tranquility, lifestyle, and everyday convenience. A rare opportunity to enjoy a private canal-front setting in one of Oahu’s most sought-after beach communities.

259A Kihapai 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

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

561 Kawainui Street Unit B, Kailua
$1,575,000
5 Beds ⋅ 2 Baths ⋅ 202518717 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Rare 2.75% VA Assumable Opportunity in Kailua! Fall in love w/ this beautifully renovated home featuring a flexible floor plan perfect for multi-generational living or rental income. Main home offers a large open kitchen/living area, 3 bedrooms / 1 bath, LVP flooring & vinyl windows throughout. Attached is a spacious 2 bedroom/1 bath unit w/ its own kitchenette, laundry room and private backyard - ideal as a rental, guest suite, or extended Ohana space. Every detail has been updated - the home underwent a complete renovation in 2021, including splits, flooring, kitchens, and baths, and a new roof was installed in 2023. A large enclosed workshop off the 2-car carport provides room for tools, surfboards, bikes & all your lifestyle gear. The location is hard to beat - a short stroll to shops, restaurants & a quick bike or walk to world-famous Kailua Beach. Don’t miss your chance to secure this low 2.75% rate & enjoy the best of island living! PI pmt/mo is $5860 & current Gap is ~$281k. Secondary financing may reduce Gap to ~$160k. Recently producing $6,700/mo rental income, Open Sat, Oct 18th 10AM-1PM.

561 Kawainui Street Unit B, Kailua

834 Oneawa Street, Kailua
$1,600,000
5 Beds ⋅ 4 Baths ⋅ 202525487 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM
Don't miss this unbeatable opportunity in the heart of Kailua! This spacious, Kama'aina-style home on the beach side of Oneawa offers three separate spaces — perfect for multigenerational living or rental income. The main level features 2 bedrooms plus an office or bonus area, 2 baths, a full kitchen, and a large, open living room that leads to a charming, covered lanai. Along the side of the house is a second dwelling – a large, legal 1 bedroom, 1 bath Accessory Dwelling Unit (ADU) offering permitted, long-term rental space with a full legal kitchen, high ceilings, and ample storage. A third living space on the upper level offers an additional 2 bedrooms, 1 bath, a large open living/dining area and a wraparound lanai to take in the gentle trade winds. So many options for multigenerational living or the ideal "house hack" – live in one and rent the others while you generate passive income! Just minutes to world-famous Kailua Beach and Kailua Town shops, dining, and farmers markets, and convenient to bus routes and all the highway accesses into Honolulu. Don't forget to see the massive attic storage area. This home offers flexibility and value at its finest!

834 Oneawa Street, 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

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

355 Hualani Street Unit A, Kailua
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 202526097 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Enjoy the very best of Kailua living in this charming single-level home (built in 2012) in Coconut Grove, perfectly located near Kailua Beach, shops, and cafes. The main home features 2 bedrooms and 1 bath plus there is a separate (screened in) pool house with an additional bathroom. This could be perfect for entertaining, a home office, gym, or even a guest retreat. The bright and inviting layout flows easily to the backyard for relaxed island living. Outside, enjoy a sparkling in ground pool and a fully fenced yard with space to lounge, garden, and play. Energy-conscious buyers will appreciate the 22 (owned) TELSA PV panels. With everything on one level and a convenient central location, this true quant island gem is ready for you to move in and start enjoying the Kailua lifestyle.

355 Hualani Street Unit A, Kailua

403 Lokelau Place, Kailua
$2,200,000
6 Beds ⋅ 4 Baths ⋅ 202520876 MLS ⋅ FS - Fee Simple Tenure ⋅ 70 DOM
BRAND NEW CONSTRUCTION WITH ADU, a few blocks to Kalama Beach Park. Opportunity to live in a brand new home, high quality construction with lovely finishes throughout. This expansive floor plan offers many possibilities and is ideal for multi-generational living and rental income potential. This beautiful brand new build boasts a total of 6 beds/4 baths, a wetbar, 2 kitchens, 2 laundry facilities and 2 separate electric meters. Other features include shaker cabinets, quartz countertops, stainless steel appliances, wine fridge, pantry, split AC, LVP flooring, solar water heater, sprinkler system and 220 outlet for your electric car. Main living room with high ceiling and sliding door opens out to a trellis with yard where you can spend time with family and friends, great for barbeque and entertainment. Enclosed 3 car garage with extra parking. Minutes away to Target, Whole Foods, Buzz’s steak house, Kalapawai Market, schools, parks, golf course, eateries and shops. Easy access to H-3, Likelike & Pali Hwy.

403 Lokelau Place, 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

341-D Kihapai Street Unit D, Kailua
$2,125,000
5 Beds ⋅ 4 Baths ⋅ 202519048 MLS ⋅ FS - Fee Simple Tenure ⋅ 73 DOM
A beautiful storied home where favorite mele of our island home were written & sung under a hula moon. Spectacular sunset & Koolau views are framed by coconut trees & the adjoining serene Kawainui Marsh, Hawai'i’s largest ancient freshwater fishpond & habitat for endangered waterbirds. The beautifully remodeled spacious main residence features a designer coastal palette highlighting the beachy vibe that makes Kailua a global favorite. Thoughtful designer touches for ease, comfort, and beauty. Easy island living. Private. Peaceful. The main home easily offers an option for two distinct living areas, ideal for flexibility or multigenerational use. A thoughtfully remodeled fully permitted 2-story cottage with full bath offers additional space for guests, a private office, home school, or simply more living space. This home is about our island lifestyle. It's about melodic treasures, kanikapila, & gorgeous views. The backyard has been featured in several sunset ad campaigns for well-known brands. Just minutes to vibrant Kailua Town and world-famous Kailua Beach, this property blends ease, cultural heritage, and the beach lifestyle ...all in one truly rare offering.

341-D Kihapai Street Unit D, 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

763 Kaipii Street, Kailua
$1,550,000
4 Beds ⋅ 2 Baths ⋅ 202426927 MLS ⋅ FS - Fee Simple Tenure ⋅ 337 DOM
PRICE REDUCED! Tremendous value home with large spacious lot! Experience the perfect blend of comfort and serenity in this 4-bedroom, 2-bath home with breathtaking Koolau Mountain views. Highlights include a stylish kitchen, tranquil screened-in lanai, and a private hot tub off the primary suite. Enjoy energy efficiency with an owned photovoltaic system and 3 Tesla batteries, plus full air-conditioning for year-round comfort. The fully fenced backyard boasts a koi pond, raised garden beds, and space to expand. Conveniently located near the Kawainui Marsh trailhead with easy H-3 access, this home is a rare gem. Schedule your tour today! - Check out an expanded list of upgrades and features in the supplements!

763 Kaipii Street, Kailua

410 Kalama Street Unit D, Kailua
$1,305,000
3 Beds ⋅ 2 Baths ⋅ 202516262 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
Tucked away at the end of a peaceful lane just off Kalama Street, this 3-bedroom, 2-bath home offers comfort, flexibility, and a great location! With 1,576 sq ft of interior space on a 5,815 sq ft lot, there's plenty of room to live and grow. The inside has been freshly painted, and new flooring was just added to the enclosed patio perfect for relaxing or entertaining. One part of the home has 2 entrances and can easily be turned into a separate studio with a full bath ideal for guests, rental income, or even a home office. You’ll love how close everything is—beaches, restaurants, gas stations, banks, and more are all just minutes away. Whether you're looking to settle down or invest, this Coconut Grove property has a lot to offer and even more potential to make it your own.

410 Kalama Street Unit D, 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.