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591 Alihi Place, Kailua
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 202610482 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Ideally positioned in one of Kailua's most beloved neighborhoods, and within the highly regarded Kaelepulu school district. Alihi Place sits between two cul-de-sacs, keeping traffic low and the neighborhood vibe distinctly quiet and safe. This single-level 3-bedroom, 2-bath home is built with double wall construction. As sturdy as it is charming, featuring soaring vaulted ceilings that give the living spaces an open, airy feel. A bonus living space adds flexibility for a home office, playroom, or guest area. The freshly painted exterior adds great curb appeal, along with the epoxy flooring in the enclosed garage. Out back, a fully fenced yard offers a private retreat, perfect for keiki or pets. A wonderful opportunity to enjoy the Kailua lifestyle at a great price point.

591 Alihi Place, Kailua

358 Kaelepulu Drive Unit 702, Kailua
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 202523890 MLS ⋅ FS - Fee Simple Tenure ⋅ 181 DOM ⋅ Bluestone BLDG.
Discover the ultimate island retreat at the prestigious Complex Bluestone, nestled in the heart of Lanikai and just moments away from the world-renowned Lanikai Beach. This exquisite 3-bedroom, 2.5-bathroom, 2 covered parking stall residence boasts soaring ceilings and has been thoughtfully updated with tasteful finishes throughout. The unit comes with a storage closet conveniently located by your parking stall. Enjoy the luxury of resort-style living with unparalleled amenities, including a pristine pool, a welcoming clubhouse, and well-maintained tennis courts, all set amidst beautifully landscaped surroundings. As part of a gated community, you'll experience both privacy and security in this idyllic location. Make this serene oasis your home and embrace the perfect blend of elegance and leisure in Lanikai.

358 Kaelepulu Drive Unit 702, Kailua

445 Kawailoa Road Unit 8, Kailua
$1,399,000
2 Beds ⋅ 3 Baths ⋅ 202525037 MLS ⋅ FS - Fee Simple Tenure ⋅ 123 DOM ⋅ Windsurfer BLDG.
Live steps from world-famous Kailua Beach in this rarely available 2-bedroom, 3-bath residence at The Windsurfer. Located directly across from soft white sand and turquoise waters, this home offers a serene retreat just minutes from Kailua Town and away from the hustle and bustle of Honolulu. Inside, you’ll find an inviting open kitchen with granite countertops, hardwood cabinetry, and a newly installed split A/C system throughout. The flexible split level layout features two bedrooms—each with its own full bath—plus a third full guest bath on the main level. A bonus loft adds even more versatility for office, or additional sleeping quarters. Your fenced front courtyard allows space for outdoor furniture and potted plants with a large closet where you can store gardening tools or recreational equipment. Relax on the spacious back lanai or take a short stroll to Kailua Beach Park, Lanikai Beach, Buzz’s Steakhouse, or Kalapawai Market. The Windsurfer is an intimate, boutique 10-unit community perfectly positioned for beach lovers and outdoor enthusiasts, with paddling, hiking, and windsurfing all close by. Experience the best of Kailua living—your own piece of paradise awaits.

445 Kawailoa Road Unit 8, Kailua

463 Kaimake Loop, Kailua
$1,398,000
3 Beds ⋅ 1 Baths ⋅ 202608361 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM
Discover the ultimate Hawai’i lifestyle in this spacious single-family residence on the quiet, sought-after Kaimake Loop. Situated on a generous 7,613 sq. ft. level lot, this home perfectly blends ample interior space with a breezy indoor-outdoor flow ideal for island entertaining. The functional layout accommodates multi-family living which transitions seamlessly to a large covered patio. In back, you'll find a large fully fenced private yard - your personal sanctuary featuring mature fruit trees with plenty of room for pets, gardening and outdoor dining. Located minutes from Kailua beach in one of Oahu’s most beloved communities, this property is a rare opportunity to own a true piece of paradise.

463 Kaimake Loop, Kailua

637 Manu Oo Street Unit A, Kailua
$1,390,000
4 Beds ⋅ 3 Baths ⋅ 202517959 MLS ⋅ FS - Fee Simple Tenure ⋅ 105 DOM
Experience Kailua living! This double-wall constructed home is located in a quiet, tsunami-hazard-free zone. Walk to the YMCA and Castle Hospital from this ideal location. The property features updated electric throughout, split AC in every room, double-pane windows and shutters, stainless steel appliances, built-in reverse osmosis drinking water, and an all-in-one washer-dryer with a warranty. Enjoy owned solar panels, along with the benefit of no sewer payments. Exceptional privacy with no neighbors to the rear, and a side that borders state lands. Feel the pleasant trade winds year-round, and enjoy your own fruit trees. Kailua Beach is just a 5-minute drive away, while Honolulu is a quick 16-minute commute.

637 Manu Oo Street Unit A, Kailua

245 Hualani Street Unit A, Kailua
$1,380,000
4 Beds ⋅ 2 Baths ⋅ 202606648 MLS ⋅ FS - Fee Simple Tenure ⋅ 69 DOM
BACK ON THE MARKET after a full REFRESH. UPDATED Kitchen & BATHS, New SAMSUNG Appliances (with 3-Year Protection Plans), new bath & lighting fixtures, fresh exterior paint & updated landscaping. All the perfect details that make this 1950's original Kailua Beach House ready to move in.. 4 Bedrooms, 2 Full Bathrooms, + a roomy DEN that spills out to the covered lanai, a private and quiet oasis in the back of the house.. Enclosed WASHER/DRYER room & fine finishes, such as travertine & bamboo flooring and quartz counters. Designed with a nod to the vintage era this home was built with modern touches & conveniences like a deep soaking jetted tub, SKYLIGHTS for a bright and airy feel in the right rooms, a NEW oven with AIR-FRYER mode and SPLIT AC that make this the perfect home. 1 BLOCK to KALAMA BEACH PARK and super close proximity to schools, parks, and Kailua Town shops, Whole Foods, Core Power Yoga, Target, boutiques, and hip eateries. Terminix Qrtly. Pest Control Plan in place. MUST SEE. Part of a 2-Unit CPR with a smart layout for maximum privacy. Feels very much like a stand-alone structure.

245 Hualani Street Unit A, 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

324D Olomana Street, Kailua
$1,370,000
3 Beds ⋅ 1 Baths ⋅ 202616680 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut Grove and a nice walk to the beach, this home features a spacious, updated kitchen with sleek finishes, a 13-panel owned PV system, and ample storage. The oversized + fully enclosed yard with automatic gate is the standout and a true blank canvas, providing endless potential to expand the home, build a sparkling pool, create a lush outdoor oasis, or all of the above. Perfectly situated to enjoy the best of Kailua, with Kailua beach and the endless shopping + dining options of Kailua town just a short walk away. This home serves as the ultimate base for a relaxed, active lifestyle and is a rare opportunity to secure your own piece of paradise.

324D Olomana Street, Kailua

1287 Puualoha Street, Kailua
$1,355,000
4 Beds ⋅ 3 Baths ⋅ 202526011 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Tucked away in a quiet cul-de-sac, this spacious 4-bedroom, 3-bathroom home offers a unique chance to own in one of Windward Oahu's most beloved neighborhoods. Surrounded by lush greenery, tropical foliage, and the serene beauty of Maunawili, this property is a peaceful retreat with incredible potential. Owned by only two families since its construction, the home features a well-designed floor plan, including a second-floor primary suite - ideal for multi-generational living or added privacy. While the home is being sold as-is and requires substantial renovation, it is priced to reflect the work needed, making it a great opportunity for buyers with vision. Enjoy the cool mountain breezes, quiet surroundings, and the close-knit community vibe, all just minutes from Kailua town, beaches, and freeway access. Bring your contractor and imagination - this is your chance to create something truly special in Maunawili.

1287 Puualoha Street, Kailua

1265 Ulupuni Street, Kailua
$1,351,000
3 Beds ⋅ 1 Baths ⋅ 202603615 MLS ⋅ FS - Fee Simple Tenure ⋅ 29 DOM
Newly renovated single level home in tranquil Pohakupu, Kailua neighborhood. This charming 3 bedroom/1 bath home features an open concept with modern touches: a beautiful kitchen with new cabinets, quartz countertop, an Island and new kitchen stainless steel appliances, new flooring throughout with luxury vinyl planks, new bathroom, new double paned windows, new double paned sliding door, new washer and dryer, and new paint in and out etc. Situated on spacious 7,520 sq.ft. of level land, this move-in-ready home has extraordinary potential for future expansion. Conveniently located within minutes to Kailua Town with an array of shops and restaurants, the famous Kailua and Lanikai Beaches, hiking trails and many more, this is truly an ideal place to enjoy a Hawaiiana lifestyle!

1265 Ulupuni Street, Kailua

1469 Humuula Street, Kailua
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202608368 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM
Enchanted Lake Kailua home priced very reasonably to bring speedy interest. In an open area of Keolu Hills with lots of street parking and low traffic, this sweet home is all on one level with easy access from its enclosed garage. The giant living room is a surprise with so many uses, and there is an extra-large primary bedroom. Fenced, grassy, big level yard for pets, kids, gardening, privacy. Views to the mountains and even a bit of the lake. Breezy with the louvres open or use the A/C throughout. Detailed ADU plans from 2017 will be included in the sale but Seller does not guarantee their potential use. Interior washer/dryer, 14 panels of owned PV, termite tented with a 5-year warranty, wrap around lanai on 3 exterior sides of the home, garage storage, and a big shed in the rear. Easy access into all the activities you like in Kailua town, beaches, parks, shopping, entertainment. Be sure to see 3D tour and ask for all completed documents such as floor plan, survey, prelim title report, building permit package, and seller disclosure. Small part of one bedroom was enclosed long ago without a permit. Very easy to see. All is ready for the new owner's future in this special home.

1469 Humuula Street, Kailua

554 Ulukanu Street, Kailua
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202601519 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM
This inviting single-level residence in the Olomana neighborhood in Kailua sits on a quiet street with minimal through traffic, offering privacy and breezes from its location at the bottom slopes of Olomana/Three Peaks. The property features a new roof, fresh interior paint, new flooring, including carpet and luxury vinyl. The kitchen includes a new refrigerator and oven/stove (2025), making it move-in ready. Enjoy the lush, fruiting landscape, including a Fairchild mango tree, avocado tree bred by a UH AG professor that produces extra large/creamy avocados, calamansi, coffee, lemon, lime, chico fruit tree (sapodilla), rosemary and bay leaf. The backyard provides an ideal space for entertaining or relaxing, while the workshop/shed adds functional space for hobbies or storage. This home offers the perfect combination of privacy and convenience. Just minutes from award-winning blue Ribbon Maunawili Elem. School, Olomana Park, fire station, Sunday farmers market, and Kailua town's shops, grocery stores, restaurants, and beautiful beaches. Easy access to Castle Medical Center and the Pali and H-3 highways.

554 Ulukanu Street, Kailua

445 Kawailoa Road Unit 5, Kailua
$1,350,000
2 Beds ⋅ 3 Baths ⋅ 202524947 MLS ⋅ FS - Fee Simple Tenure ⋅ 36 DOM ⋅ Windsurfer BLDG.
The Windsurfer at Kalilua Beach Park is one of the more exclusive locations in Kailua, as it is across the street from the Kailua Beach Park. This location affords you walks on the beach to watch the sunrise behind the Mokulua Islands, without getting in a car or looking for parking. With the extra guest parking spaces, you will love inviting your friends to your house to enjoy the beach! Walk or ride your bike to the Kalapawai Market (est 1935) or to Island Snow (great shave ice!), or to the kayak rental store. Walk to Buzzes Restaurant in a few minutes. The bike path across the street takes you Lanikai, for a fun bike ride or walk. Life at the Windsurfer allows you to fully enjoy a relaxed Hawaii lifestyle. The highly-rated Lanikai Charter School is around the corner from the Windsurfer

445 Kawailoa Road Unit 5, Kailua

1366 Manu Aloha Street, Kailua
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202525231 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM
Nestled in Kailua’s desirable Kukanono neighborhood, this detached single-family home is an exceptional opportunity for buyers looking to add their own vision and fresh updates. The property sits in a prime location near Kailua schools, parks, and beautiful beaches, offering both convenience and the laid-back lifestyle the area is known for. The home features a functional layout with plenty of natural light, spacious living areas, and a generously sized yard with room to garden, entertain, or expand. Whether you’re seeking a primary residence or an investment with strong potential, this property provides a solid foundation and endless possibilities. Bring your contractor, your creativity, and your ideas to transform this well-loved home into the retreat it deserves to be. Opportunities in Kukanono are rare, and this one offers the chance to customize a classic Kailua home in a truly great location.

1366 Manu Aloha Street, Kailua

1164 Manulani Street, Kailua
$1,350,000
4 Beds ⋅ 2 Baths ⋅ 202511886 MLS ⋅ FS - Fee Simple Tenure ⋅ 198 DOM
Price decreased to $1.4M FS plus a $20K Credit at closing! Welcome to your serene retreat in the coveted Keolu Hills neighborhood! Nestled on a generous 6245/Sft lot, blending the timeless charm of "old Hawaii" with modern comfort. Original Hardwood floors, abundant natural light, & a spacious living area that seamlessly connects to a covered patio—ideal for entertaining.This residence presents a unique opportunity to close off the upstairs bedroom and bathroom, maximizing its value and functionality for potential rental revenue. The fully fenced yard is a Gardener's Paradise, with lush vegetation including fruit trees (Papaya/Plum/Tangerine/Orange/Lemon/Coffee/Red&White Grapes/Bay leaf/Cactus/Olive tree/Strawberry & Yellow Guava/Starfruit) and vibrant flowers (Hibiscus/Plumeria/Gardenia/Crown flower/Stephanotis/Heliconia). New kitchen floor, freshly painted interior, plus 4/parking, this residence offers both style and function. Solar water heater & an outdoor laundry area, enhances your eco-friendly living experience. Near Enchanted Lake Center & Kailua's renowned beaches, this property is an excellent opportunity for expansion or renovation. Has a 5/yr Termite certificate

1164 Manulani Street, Kailua

1358 Manu Aloha Street, Kailua
$1,325,000
3 Beds ⋅ 2 Baths ⋅ 202611139 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM
Welcome to this charming single-level Kailua residence nestled in the sought-after Kukanono neighborhood. Situated on a spacious 7,696 sq. ft. lot, this 3-bedroom, 1.5-bath home offers 1,354 sq. ft. of comfortable living space and endless potential. Featuring warm hardwood flooring, a functional floor plan, and abundant natural light, this property provides the perfect opportunity to create your dream island home. The expansive yard offers room for outdoor entertaining, gardening, future expansion, or the addition of your own personal touches. Conveniently located just minutes from world-famous Kailua Beach, shopping, dining, schools, parks, and medical facilities. Rarely available in this established neighborhood—don't miss this opportunity to own a piece of paradise in one of Oahu's most desirable communities!

1358 Manu Aloha Street, 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

569 Keolu Drive Unit C, Kailua
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 202524894 MLS ⋅ FS - Fee Simple Tenure ⋅ 42 DOM ⋅ Kukilakila BLDG.
Discover this beautifully updated four-bedroom, two and a half-bath townhome in the highly desirable Kukilakila community on Enchanted Lake in Kailua. Open concept indoor/outdoor living space. Thoughtfully remodeled throughout, this home features new flooring, a fully upgraded chefs kitchen, new bathrooms, and an expanded chef’s kitchen with a dedicated office space—perfect for remote work or study. Large two car garage with room for 2 more parking in the driveway (rare in this complex). Currently, the wall between bedroom 3 and 4 has been removed but could easily be put back. Enjoy indoor-outdoor living with a spacious private lanai, grassy yard for your pet, and attractive landscaping ideal for relaxing, dining, or entertaining. Located just minutes from Kailua Beach, shopping, dining, and the best of Kailua’s lifestyle, Kukilakila also offers walking paths, a community pool, and peaceful lakeside living. A rare opportunity to own a move-in ready home in the heart of Kailua. Priced to SELL QUICKLY!

569 Keolu Drive Unit C, Kailua

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

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

1422 Lekeona Street, Kailua
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 202604719 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Welcome to island living in the heart of Keolu Hills! This charming 3-bedroom, 2 bath home with enormous bonus room offers comfort and space. Set behind lush tropical landscaping, this home features a spacious driveway with covered carport that could also be easily used as outside living area. There is a welcoming front and side entrance. Inside, you'll find a bright and functional layout with plenty of natural light, island breezes, and new vinyl flooring. Freshly painted interior and exterior. The property sits on a generous lot with room to garden, entertain, or create your own oasis. 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.

1422 Lekeona 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

368 Keolu Drive, Kailua
$1,255,000
5 Beds ⋅ 3 Baths ⋅ 202527680 MLS ⋅ FS - Fee Simple Tenure ⋅ 133 DOM
Welcome to 368 Keolu Drive, a spacious 5-bedroom, 3-bath home in the heart of Kailua offering flexible living options and bright, open spaces throughout. The upper level features an airy living area with mountain views, an inviting lanai, and an open kitchen with stainless steel appliances. Three bedrooms—including the primary—are also located upstairs, with direct access to a large wrap-around deck overlooking the terraced backyard. Downstairs you’ll find two additional bedrooms, family room, a full bath, and easy access to the driveway. The property sits up from the street for added privacy and includes an extended driveway plus a two-car garage with laundry and storage. Conveniently located near schools, parks, and Kailua’s shopping and dining, this home offers plenty of room to grow and enjoy the windward lifestyle. Imagine the possibilities with 3/2 up and 2/1 downstairs. Live in one area and rent the other area. Current owner has consistently rented the property easily.

368 Keolu Drive, 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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