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$1,395,000
3 Beds ⋅ 2 Baths ⋅ 202612018 MLS ⋅ FS - Fee Simple Tenure
Excellent opportunity for the savvy buyer! Large single level home with over 1,700 sf of living area features lofty cathedral ceilings with gorgeous light filled spaces! Flowing floorplan excellent for entertaining with open living, dining, living and even a 200 sf covered lanai. Plus enclosed 2 car garage w/direct entry into home/laundry room. Already surveyed and tented! Sold as is. Must see!

590 Keolu Drive, Kailua

Listing courtesy of One Realty, Incorporated.

$799,888
3 Beds ⋅ 3 Baths ⋅ 202612106 MLS ⋅ FS - Fee Simple Tenure ⋅ Aikahi Gardens BLDG.
REMODELED TOWNHOUSE in Aikahi Gardens. This 2-story residence is located at the back of Aikahi Gardens for lots of privacy and quiet. Kitchen & Bathrooms remodeled in 2020. NEW PAINT. NEW FLOORING. NEW APPLIANCES. Lots of unique features and finishes throughout. Ceiling fans and wonderful breezes keep this home nice and cool. TWO PARKING STALLS right outside your door. Lots of guest parking. Perfectly situated near H-3, Pali Highway, Marine Corps Base Hawaii, and all that Kailua Town has to offer—including beaches, shopping, and dining. Don’t miss this opportunity—schedule your showing today!

183-4 Oko Street Unit 2604, Kailua

Listing courtesy of Corcoran Pacific Properties.

$5,895,000
4 Beds ⋅ 3 Baths ⋅ 202612139 MLS ⋅ FS - Fee Simple Tenure
Beyond a private gated entrance, this exceptional contemporary residence unfolds on nearly an acre of exquisitely landscaped, resort-caliber grounds. Meticulously reimagined in 2019, a comprehensive down-to-the-studs renovation blends refined design with enduring quality. A tranquil waterfall welcomes you home while easy care products such as Resysta siding, a standing seam roof, and Fleetwood doors enhance beauty and functionality. An expansive covered lanai increases living space while perfectly framing Mokulua Island to Mokapu Peninsula views. Natural light abounds throughout the spa inspired primary bedroom suite. A home office/library with built in reading nook offers a dedicated place for a nursery, home office, studio or nature inspired restorative meditation or yoga. Two storerooms flank a spacious garage. Other design elements include walnut kitchen cabinets with generous amounts of storage, an outdoor shower, and a Jacuzzi perfectly situated for stargazing! Additional deeded access from Po’opo’o Pl.; 26,833 sq. ft. land is zoned R-10. Offering an exceptional combination of privacy, sophistication, and timeless elegance, this property is a one of a kind treasure!

211 Luika Place, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$619,000
2 Beds ⋅ 2 Baths ⋅ 202609776 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
This Poinciana Manor unit is a spacious blank slate awaiting your personally chosen upgrades, on your timeline. Excellent location in the building, with views of the open courtyard, garden, and koi pond. Enjoy peace and quiet, the faint sound of birds, and a trickling fountain. The open, flowing layout has tropical terracotta tile from kitchen to dining to living to covered lanai to open lanai; the hallway and baths have same tile as well. Two covered parking stalls, storage closet in parking area, easy entry and elevator access, bike and surfboard storage, security, plenty guest parking, car wash area... all features of great convenience that enhance your everyday living! Lovely walking pathways, lush lawn courtyard, picnic areas, and nice pool round out the features to enjoy. Cabinets are original, offering more than adequate storage. The full-size washer/dryer and dishwasher are newer. This is a home to enjoy, experience, and feel everything out while you decide if you want to just decorate or remodel. Enjoy the beach-town lifestyle Kailua offers, a few blocks from beaches, dining, shopping, for an affordable price in a well-managed development. Seller is offering credits.

1015 Aoloa Place Unit 219, Kailua

Listing courtesy of Coldwell Banker Realty.

$7,745,000
4 Beds ⋅ 4 Baths ⋅ 202611655 MLS ⋅ FS - Fee Simple Tenure
Set on the oceanfront along the coveted Mokulua Drive in Lanikai, this timeless island retreat captures the charm and spirit of old Hawai‘i. Nestled at the peaceful end of Lanikai, the property enjoys sweeping views of the Mokulua Islands and unforgettable sunrise panoramas across the turquoise waters. Rich in character, the classic mid-century residence has been thoughtfully updated while preserving its authentic beach-house feel. The main home offers 3 bedrooms and 2.5 baths, complemented by a separate 1-bedroom, 1-bath cottage, perfect for guests or extended family. Designed for effortless indoor-outdoor living, the home opens to a world where the ocean is your backyard. Spend your days snorkeling, kayaking, canoeing, windsurfing, foiling, or fishing just steps from your back door. Surrounded by Lanikai’s powder-soft white sands, gentle trade winds, and crystal-clear waters, this special property offers a rare glimpse of Hawai‘i as it once was. Stroll or bike the neighborhood loop, greet friendly neighbors, and embrace a slower pace of life. A truly rare opportunity to own a piece of Lanikai’s cherished oceanfront legacy, where every day feels like a return to paradise.

1414 Mokulua Drive, Kailua

Listing courtesy of eXp Realty.

$2,300,000
4 Beds ⋅ 3 Baths ⋅ 202611972 MLS ⋅ FS - Fee Simple Tenure
Tucked onto one of Kalaheo Hillside's most sought-after streets, 445 Iliwahi Loop is a fully reimagined 4-bed, 3-bath retreat blending timeless island architecture with a clean, considered renovation — vaulted ceilings, an open great room flowing to covered lanais, and walls of glass framing the pool, gardens and fountains. This generous lot sits against the conservation hillside adding to the peace and quiet of this location. The chef's kitchen pairs a Viking range and Sub-Zero refrigeration w/a generous island open to the dining & living areas. Two primary suites suit multigenerational living or a guest wing, the spa-inspired primary bath w/a soaking tub and oversized shower. Two additional bedrooms w/shared bath PLUS 2 office/flex rooms Outside is your own resort: a sparkling pool (plus spa hookup), mature landscaping, a garden gazebo and covered lanai seating for golden-hour gatherings. NEM metering, 2 Tesla Powerwalls, + a new GACO roof! Freshly painted inside & out, new flooring, lighting & fans throughout. Minutes to Kailua Beach, a short hop to Marine Corps Base Hawaii, and moments from H-3, Pali and Likelike — with Aikahi Shopping Center and dining close at hand.

445 Iliwahi Loop, Kailua

Listing courtesy of eXp Realty.

$1,400,000
3 Beds ⋅ 2 Baths ⋅ 202611976 MLS ⋅ FS - Fee Simple Tenure
Enjoy comfort, privacy, and island living in this 3-bedroom, 2-bath home in Kailua’s Coconut Grove area. This 1,727 sq. ft. home features a den, a large, enclosed back patio, and a private backyard pool (resurfaced and retiled in 2021)—perfect for relaxing and cooling off. Located at the end of a newly paved private lane, the property includes two split AC units, a solar water heater, and an owned PV system. Enjoy convenient access to H-3, Kailua beaches, parks, and shopping. The home was tented on April 9, 2026, and includes an Xtermco warranty through April 8, 2031. Sold "as is".

742-A Kaipii Street, Kailua

Listing courtesy of Young Hawaii Homes, Inc..

$648,000
2 Beds ⋅ 1 Baths ⋅ 202610676 MLS ⋅ FS - Fee Simple Tenure ⋅ Gardenia Manor BLDG.
Welcome to Gardenia Manor! This beautifully maintained 2-bedroom, 1-bath corner end-unit offers the perfect combination of comfort, convenience and indoor-outdoor living. Featuring two side-by side covered parking stalls, this desirable residence is ideally situated near the stairs for easy access to parking and just moments from the community pool. The remodeled kitchen showcases updated finishes and is complemented by recently replaced appliances, including the refrigerator and washer/dryer. The versatile guest bedroom features a custom Murphy bed, allowing the space to easily function as a home office, guest room, or flex space to fit your lifestyle. One of the home's standout features is the expansive 312-square-foot private lanai with retractable awning, providing exceptional outdoor living space for entertaining, dining, gardening, or simply relaxing in your own secluded retreat. Conveniently located in the heart of Kailua, Gardenia Manor places you just minutes from Target, Whole Foods, Kailua Town Center, popular restaurants, boutique shopping, beaches and everyday essentials.

333 Aoloa Street Unit 231, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,700,000
3 Beds ⋅ 4 Baths ⋅ 202612168 MLS ⋅ FS - Fee Simple Tenure
Welcome to this well-maintained single-level home located in a highly desirable location close to dining, shopping, super market, schools and the ocean. This inviting residence features upgraded vinyl flooring throughout the main living areas, a beautiful koa wood built in cabinet and split air conditioning. The flexible floor plan offers excellent versatility, including a front bedroom with its own private entrance and en-suite bathroom ideal for rental income, guests or extended family living. Enjoy an open-concept kitchen enhanced with skylights, a walk-in pantry, and a dedicated laundry room. Step outside to a spacious, covered lanai overlooking a salt water tiled pool perfect for entertaining and relaxing with friends and family. The backyard includes a separate workshop gym space complete with half bath with retaining wall for extra yard space with mural by Kamea Hadar. Leased solar panels are prepaid through 2032, offering added energy efficiency and savings. Please note: bedroom, bathroom and square footage may differ from tax records.

1027 Alahaki Street, Kailua

Listing courtesy of Forward Realty.

$4,250,000
8 Beds ⋅ 8 Baths ⋅ 202608906 MLS ⋅ FS - Fee Simple Tenure
Ideally positioned on a rare, level one-acre lot in the heart of Maunawili Valley, 969 Auloa honors a peaceful,Japanese-inspired roots. The estate has undergone a COMPREHENSIVE RENOVATION, blending essential modern upgrades with high-end aesthetics. From the new 200-amp electrical and copper plumbing to the solid quartz surfaces and Toto fixtures, every detail ensures an elevated, worry-free move-in experience. Overlooking the storied paddocks of Maunawili Farms, the estate offers a front-row seat to O‘ahu’s equestrian heritage. Relax by the pristine pool, watch the horses through the tropical canopy. From sought-after Kaimana lychee and Soursop to White peach and Apple bananas, this property is a fruit lover’s paradise. Enjoy papayas for breakfast, fresh tangerines and lemons for a refreshing drink, or gather avocados, coconuts, and mangoes for an evening meal. With multiple living wings and expansive land, it is perfectly suited for customized multi-generational living, diverse income-generating ventures, or a private estate tailored to your specific lifestyle. The main floor has 3 bedrooms and 2.5 bathrooms. The first level is accessed by an outside staircase, 3 beds, 2 baths.

969 Auloa Road, Kailua

Listing courtesy of Compass.

$2,250,000
3 Beds ⋅ 3 Baths ⋅ 202612052 MLS ⋅ FS - Fee Simple Tenure
This wonderfully warm home is turnkey and ready for immediate country living. 3 bedrooms with 2 full bathrooms, a fabulous kitchen with stone countertops, stainless steel appliances, a view of Mt. Olomana on one side and the cliffs of the Koolau on the other side. Primary bedroom is ensuite with a walk in closet. The second bedroom has fully built in shelves and can double as an office as the Murphy Bed lifts into the wall. Photovoltaic system is owned, not leased, with Tesla Powerwall batteries+EV Charger. John Deere Tractor Included! Bedroom 3 has entry into the double high screen room that brings the crevices of the Koolau range into zoom view. The view down to the well-maintained working Meyer Lemon and Lime orchard is breathtaking!. There is a fully permitted ADU studio with full bath adjoining the Citrus Grove. Numerous fruit trees, too many to mention, and a profusely flowering gardenia bush... This is a rare offering awaiting a buyer who dreams of a country lifestyle that is ready to walk into and call home. Please Use Old Republic Escrow Donna Uemura Kailua Include Appraisal Clause if Financing. So rare There Are No Comps!

41-964 Kakaina Street, Waimanalo

Listing courtesy of Cynthia Rubinstein R.E., Inc..

$2,800,000
202612039 MLS ⋅ FS - Fee Simple Tenure ⋅ Na BLDG.
Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incredible opportunity for investors and entrepreneurs alike. The property sports a three-bedroom residence, rented parking section leased by the post office and Business Zoned space for your imagination. With a vacant section on-site, this property invites various development possibilities. Situated just moments away from the popular Waimanalo Beach Park, this location attracts continuous pedestrian and vehicle traffic, ensuring a steady flow of potential customers. Whether you're looking to grow an established business, start a new venture, or take advantage of the property’s prime location, this versatile space has everything you need to make your vision a reality.

41-37 Wailea Street, Waimanalo

Listing courtesy of Horita Realty LLC.

$2,800,000
3 Beds ⋅ 1 Baths ⋅ 202612038 MLS ⋅ FS - Fee Simple Tenure
Located on Kalanianaole Highway in Waimanalo with high visibility and traffic from both locals and tourists, this expansive 19,569 square-foot property presents an incredible opportunity for investors and entrepreneurs alike. The property sports a three-bedroom residence, rented parking section leased by the post office and Business Zoned space for your imagination. With a vacant section on-site, this property invites various development possibilities. Situated just moments away from the popular Waimanalo Beach Park, this location attracts continuous pedestrian and vehicle traffic, ensuring a steady flow of potential customers. Whether you're looking to grow an established business, start a new venture, or take advantage of the property’s prime location, this versatile space has everything you need to make your vision a reality.

41-35 Wailea Street, Waimanalo

Listing courtesy of Horita Realty LLC.

$1,650,000
4 Beds ⋅ 2 Baths ⋅ 202612005 MLS ⋅ FS - Fee Simple Tenure
PRICE IMPROVEMENT! Excellent location on a quiet cul-de-sac in one of Kailua's most sought after neighborhoods. This Large level and very private lot is 8,470 sq ft of usable land. Plenty of room for your vehicles or even a boat or pool. This 4 bedroom 2 bath Single Level home is 1,598 sqft and has been tastefully upgraded throughout, new shaker cabinets, quartz countertops, luxury vinyl plank flooring and modern micro- cement bathrooms. The entire home was rewired in 2026. New mini split AC units in every room, EV charger ready in the carport. The open concept kitchen has brand new appliances including a duel fuel 48in 6 burner double oven with a matching custom micro-cement hood vent, wine fridge, and ice maker. The 8 foot kitchen island has a unique backlit stone that is perfect for gathering and flows into the living and dining spaces seamlessly. Convenient access to Pali and H3, Kailua beach, shopping and dining. Schedule a showing today!

1540 Akake Place, Kailua

Listing courtesy of NextHome All Islands.

$2,395,000
4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure
A brand new roof and now offered at $105,000 below original list price — your opportunity to own in Kailua just got even better! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms. The chef's kitchen is a true delight, it boasts KraftMaid cabinets, double-wall oven & granite counters. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail to provide long-term comfort and independence for the owner's parent. The huge outdoor lanai extends this living space & is ideal for extended family, guests, or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage rm, covered parking for a boat, outdoor shower & a fully fenced yard w/an auto. gate for privacy. Wonderful location just min. from world-famous Kailua Beach!

409 Wanaao Road, Kailua

Listing courtesy of Compass.

$674,000
2 Beds ⋅ 2 Baths ⋅ 202611825 MLS ⋅ FS - Fee Simple Tenure ⋅ Poinciana Manor BLDG.
New Price – Incredible Value in the Heart of Kailua! Move-in ready and priced to sell, this 2-bedroom, 2-bath condo in Poinciana Manor offers the perfect blend of comfort, convenience, and island living. Enjoy luxury vinyl plank flooring throughout the main living areas, updated bathroom vanities and 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!

1015 Aoloa Place Unit 335, Kailua

Listing courtesy of Corcoran Pacific Properties.

$1,449,000
3 Beds ⋅ 2 Baths ⋅ 202611523 MLS ⋅ FS - Fee Simple Tenure
Updated 3-bedroom, 2.5-bath plantation cottage-style home, ideally located less than a mile from Kailua Beach and just moments from Kailua Town's dining, shopping, and everyday conveniences. Tucked away off Maluniu Avenue on a peaceful side street, this inviting residence offers the perfect blend of privacy and accessibility.Situated on a 5,040 sq. ft. lot, the property features 1,008 sq. ft. of designed living space surrounded by lush tropical landscaping. Inside, you'll find a renovated kitchen and bathroom, stainless steel appliances, hardwood flooring, crown molding, coffered ceilings, and custom board-and-batten detailing that enhance the home. The board-and-batten exterior adds curb appeal, while upgraded jalousie windows frame garden views and invite island breezes throughout.The expansive grassy yard offers space to enjoy the outdoors, along with a lemon/lime hybrid tree. Two outdoor showers provide the perfect place to rinse off after a day at the beach. Property has new plumbing, electrical wiring, roof still under warranty, water heater, vents, drains. It also boasts a special dedicated charger NEMA 14-15-50 AMP circuit for electric vehicles.

142C Maluniu Avenue, Kailua

Listing courtesy of Talk Realty LLC.

$948,000
2 Beds ⋅ 1 Baths ⋅ 202611865 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of eXp Realty.

$640,000
1 Beds ⋅ 1 Baths ⋅ 202611276 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Rare high-floor one-bedroom unit with breathtaking views of Enchanted Lake, the Ko'olau Mountains and Kailua Town. Remodeled in 2025 with vinyl luxury flooring throughout, along with updated appliances, cabinets, countertops, lighting, and fixtures. Light and bright, the unit features floor to-ceiling windows that showcase the expansive views. Evening views are spectacular with gorgeous colorful skies as the sun sets behind the mountains. No popcorn ceilings, two window A/C units, an in-unit washer and dryer, and one covered assigned parking stall. Amenities include a heated saltwater pool, spa, sauna, BBQ area, dog park, tennis and pickleball courts, guest parking, 24-hr. security, fitness center, EV charger on property, kayak and surfboard racks, plus storage. Conveniently located in the heart of Kailua, the building is close to Kailua Beach, Whole Foods, Target, restaurants, and shops. Pet-friendly and ideally situated to enjoy everything Kailua has to offer!

322 Aoloa Street Unit 1708, Kailua

Listing courtesy of Hawaii Life.

$739,000
2 Beds ⋅ 2 Baths ⋅ 202611566 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Fidelity Properties.

$2,195,000
4 Beds ⋅ 3 Baths ⋅ 202611702 MLS ⋅ FS - Fee Simple Tenure
Live the Kalua Lifestyle! Located in the desirable Kalama Tract neighborhood of Kailua within a short distance of Beautiful Kailua Beach and Kailua Town that offers a multitude of shopping and dining choices. This desirable single level, spacious 4 bedroom / 3 bath home with an enclosed 2 car garage has a newer roof and remodeling was done within the past few years. Located near schools, the public District Park, public Library, H-3 and the Pali Highway for an easy commute to Honolulu and a short distance to Marine Corps Base Hawaii (MCBH). The generous sized lot of 12,500 square feet is really something special and offers many possibilities for the new homeowners! The yard is enclosed if you have children or pets. The home is being sold "As Is". Don't miss this special home!

176 Kuulei Road, Kailua

Listing courtesy of Hawaii Modern Realty.

$635,000
1 Beds ⋅ 1 Baths ⋅ 202611514 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Welcome home to the Windward Passage! This one bedroom sixteenth floor condo has floor to ceiling windows spanning the mauka side of the property with stunning mountain views from every space. Upgraded kitchen, bathroom, flooring, fixtures and fresh paint, it is move in ready. The tinted windows, window coverings, and AC's give the unit plenty of cool air while still enjoying the amazing sunsets over the mountains with the sun ray through the Pali puka we are so often blessed with in Kailua. The Passage has extraordinary amenities with tennis and pickle ball courts, a heated salt-water pool and whirlpool, BBQ area, covered security parking, a well-equipped gym, plenty of storage for your toys and bikes, a magical dog park in a natural quarry with Banyon trees, and a newly renovated club house by designer, Leanna Wolff. Just a stroll away from the iconic Kailua Beach and the quaint town of Kailua where there is a Target, Whole Foods, Tokyo Central, UFC Gym, multiple coffee shops, boutiques, restaurants, and more. Easy access to KBAY, VA approved and pet friendly!

322 Aoloa Street Unit 1608, Kailua

Listing courtesy of eXp Realty.

$1,595,000
3 Beds ⋅ 2 Baths ⋅ 202601803 MLS ⋅ FS - Fee Simple Tenure
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua

Listing courtesy of Compass.

$749,000
3 Beds ⋅ 2 Baths ⋅ 202611171 MLS ⋅ FS - Fee Simple Tenure
Contractor special and Exceptional opportunity in the heart of Waimanalo! Duplex that could be separated. Set on a 6,777 sq ft lot with a tiny association fee, this attached single family home is ready for a buyer to create something special, whether it's a complete renovation or brand-new custom residence, the possibilities are plentiful. The existing structure was originally configured as a 3 bedroom, 1 1/2 bath home, and is in need of significant repairs. Additions have been made over the years, including a large living room plus a covered deck and another attached room on the backside. There is a new roof and gutters on the front portion of the home, but the property had extensive water damage from the Kona Low storm. Offered strictly As Is, Where Is, and with all its contents, it is priced less than current land value. This property is best suited for investors, builders, contractors, or buyers seeking a project. Enjoy the beauty and charm of Waimanalo, with its world-famous beaches, and the majestic Ko'olau mountain range in the background.

41-569 Inoaole Street, Waimanalo

Listing courtesy of Hawaii Life.

$1,899,000
4 Beds ⋅ 3 Baths ⋅ 202609848 MLS ⋅ FS - Fee Simple Tenure
SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete with its own entrance, living room, lanai, and laundry. French doors open to a gazebo tucked just outside, creating a peaceful outdoor space to relax, gather, or enjoy the trade winds. The expansive fenced yard offers room to play, entertain, garden, and gather, while the terraced hillside above provides a unique vantage point to enjoy Olomana views. The private 1-bedroom, 1-bath living space offers an ideal setup for extended family, guests, or multigenerational living while maintaining separation from the main home. Recent improvements include a newer roof, PV with 2 Tesla Powerwalls, a new driveway, and additional updates. Conveniently located near Kailua Town, Castle Medical Center, and Pali Highway. Sq ft differs from tax records.

1002 Lunaai Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$399,000
1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Enjoy the beauty of Windward Oahu living, where morning walks, beach days, town conveniences, and the cooling trade winds are all part of the daily rhythm. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, Kailua

Listing courtesy of First Hawaiian Realty.

$3,049,000
4 Beds ⋅ 3 Baths ⋅ 202611322 MLS ⋅ FS - Fee Simple Tenure
Your beach days just got closer! Just three homes from Kailua Beach, where morning walks and barefoot afternoons become part of your everyday lifestyle. Offering 4 bedrooms, 2.5 baths, plus a flexible bonus room with its own private entrance, this home is ideal for visiting guests, extended family, or a home office. Investors will appreciate the property’s proven rental appeal. The main home has previously rented for approximately $7,800 a month, while the separate flex room generated approximately $2,300 a month, providing over $10,000 a month in prior rental income. Whether you are looking for an investment, multigenerational living or a beach home with flexibility, this property delivers. Just minutes from Kailua Town's popular restaurants, cafes, boutiques, farmers market and more. And remember- "Life is always better barefoot." Come and fall in love.

156 N Kalaheo Avenue Unit C, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,295,000
3 Beds ⋅ 2 Baths ⋅ 202611139 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Jeffrey Samuels Realty.

$1,100,000
3 Beds ⋅ 2 Baths ⋅ 202610968 MLS ⋅ FS - Fee Simple Tenure
Welcome to this charming single-level home in the highly desirable Pohakupu neighborhood of Kailua. Offering 3 bedrooms and 1.5 bathrooms, this inviting residence combines comfort, convenience, and island-style living. The open-concept layout features a well-appointed kitchen that flows effortlessly into spacious living and dining areas, creating an ideal setting for both everyday living and entertaining. A large enclosed lanai adds valuable flexible space, perfect for a home office, media room, craft room, or additional lounge area to suit your needs. Ideally located just minutes from Kailua Town, beautiful beaches, shopping, dining, and major transportation routes, this home provides the perfect balance of peaceful residential living and easy access to modern conveniences. Don't miss this wonderful opportunity to own a home in one of Kailua's most sought-after neighborhoods.

1261 Ulupii Street, Kailua

Listing courtesy of eXp Realty.

$3,999,900
4 Beds ⋅ 4 Baths ⋅ 202609693 MLS ⋅ FS - Fee Simple Tenure
Beautifully renovated mid century modern Kailua beach house with room for a pool! This is the single level Beachside home everyone wants, just 5 lots from a gorgeous white sand beach, down one of Kailua's most quiet lanes. Recently expanded to 4 bedrooms, 3.5 baths, this beach home sits on a large flat lot with a beautifully landscaped yard, in one of Hawaii's most coveted neighborhoods! Featuring a brand new kitchen with Wolf appliances, custom cabinets, new tile floors, and a grand living space with soaring high ceilings. The home was just recently expanded to include a brand new primary bedroom and bathroom and a new mud room with a new butler's pantry, a new laundry room, and all new plumbing and electrical. All new Fleetwood windows and sliding doors for smooth, luxurious indoor/outdoor living. And yes there is plenty of room to install a pool! Mahiloa Pl is one of Kailua's hidden gems, on a beautiful part of Kailua beach with minimal public foot traffic. This home has been lovingly remodeled from top to bottom, and is ready for a new owner to move in!

85 Mahiloa Place, Kailua

Listing courtesy of eXp Realty.

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