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$1,395,000
3 Beds ⋅ 2 Baths ⋅ 202614171 MLS ⋅ FS - Fee Simple Tenure
Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua Town, Kailua Racquet Club, and convenient freeway access, this move-in-ready home offers the perfect blend of comfort, style, and location. Thoughtful updates include split A/C units, luxury vinyl flooring, fresh interior/exterior paint, and nice finishes throughout—an exceptional opportunity in one of Kailua’s most sought-after communities. Easy to See.

650 Oneawa Street Unit A, Kailua

Listing courtesy of Artie Wilson & Associates.

$2,050,000
4 Beds ⋅ 3 Baths ⋅ 202614180 MLS ⋅ FS - Fee Simple Tenure
Relax and enjoy your slice of paradise just blocks from world famous Kailua beaches. There are cool tropical tradewinds for this brand new construction 4 bedroom 3 bath detached single family home with a brand new swimming pool and covered lanai. Enjoy an active beach, hiking and biking lifestyle with great restaurants and shopping right down the road. There is an open floor plan. High quality construction with lovely finishes throughout including quartz countertops, stainless steel appliances with durable ceramic tile and vinyl flooring. Split AC throughout and a 220 outlet for your electric car.

240 Kalama Street, Kailua

Listing courtesy of eXp Realty.

$1,695,000
3 Beds ⋅ 2 Baths ⋅ 202614050 MLS ⋅ FS - Fee Simple Tenure
Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elementary School District, this beautifully updated single-level home offers an open-concept floor plan and is truly move-in ready. The remodeled designer kitchen features stainless steel appliances, generous counter seating, and abundant cabinetry. Enjoy tile flooring throughout, remodeled bathrooms, crown molding, recessed lighting, split A/C in every room, Milgard dual-pane windows, a new water heater, and an owned PV system with Tesla battery backup. The fully fenced backyard is a private tropical retreat featuring an inviting courtyard, Jacuzzi hot tub, fragrant Tahitian tiare, and mature fruit trees, including mango. Just minutes from world-famous Kailua Beach, neighborhood parks, shopping, and dining, this exceptional home offers the perfect blend of comfort, energy efficiency, and the best of island living.

1325 Akele Street, Kailua

Listing courtesy of Arquette Properties Inc.

$1,985,000
4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua

Listing courtesy of Compass.

$1,625,000
4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure
Well-maintained single-family home located on a quiet private loop in one of Kailua's most desirable neighborhoods, offering a welcoming, family-friendly atmosphere. Ideally situated just minutes from Kalaheo Park, Kailua Bay, and the world-famous beaches of Kailua. This home features an open-concept floor plan with four bedrooms and two bathrooms in the main residence, plus an attached studio with its own full bathroom-perfect for visiting guests, extended family, or a private home office.

433 Kaimake Loop Unit A, Kailua

Listing courtesy of Corcoran Pacific Properties.

$2,050,000
4 Beds ⋅ 2 Baths ⋅ 202613001 MLS ⋅ FS - Fee Simple Tenure
Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, a new roof, and picturesque Ko'olau Mountain views. Designed to embrace Hawaii's indoor-outdoor lifestyle, the backyard serves as a seamless extension of the home, featuring a tiled swimming pool with a rooftop solar pool heating system, covered lanai, built-in BBQ, wood-fired pizza oven, and generous outdoor living areas, complemented by a Sonos outdoor sound system, creating the perfect setting for al fresco dining, poolside gatherings, or movie nights under the stars. Ideally located just minutes from Kailua Town, shopping, dining, parks, and Kailua's renowned beaches. First Open House this Sunday 7/19/2026 from 2-5pm!

1127 Lauloa Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$3,295,000
4 Beds ⋅ 2 Baths ⋅ 202613516 MLS ⋅ FS - Fee Simple Tenure
Discover a rarely available mid-century modern retreat in beachside Kailua. First time on the market. This single-level home showcases timeless design, featuring a classic kidney-shaped pool that perfectly captures the essence of Island living. Set on a private, fee simple level 10,002 sq ft. lot, the property offers a serene oasis with mature, fruit-bearing trees—including multiple varieties of guava, lemon, and tangerine—offering a true farm-to-table experience right in your own backyard, making this a rare opportunity to enjoy vintage charm, indoor-outdoor living, and the relaxed elegance of Kailua. Home features a newly remodeled kitchen with $70,000 upgrades and quality finishes in contemporary style. Perfect for everyday meals or entertaining. Plus newer Solar Water Heater installed. Just four houses away from a private path that leads to beach access and a beautiful sugar-white beach of Kailua. Have fun in the sand and take in the sunset. This home is situated in a quiet lane featuring luxury estates. Enjoy a convenient location to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,595,000
4 Beds ⋅ 3 Baths ⋅ 202613493 MLS ⋅ FS - Fee Simple Tenure
Welcome home to this sweet house on a quiet cul-de-sac in Keolu Hills. This charming 4 bedroom 3 bathroom with an open concept floor plan makes for easy island living. Numerous renovations including a beautiful kitchen remodel (So much counter space - it even has a prep sink!) that was completed in 2021. A new primary suite, which was just completed in 2025, has a walk in closet and a beautiful en-suite bathroom complete with soaking tub! Bedroom #2 also has a private en-suite bathroom as well. The 4th bedroom is outfitted with a Murphy bed and has beautifully refurbished shoji doors -it opens to the main living areas and is perfect for a guest room, office, or craft room. This home has so many extras- 200 amp electric service with 27 owned pv panels and 2 tesla powerwall batteries, split a/c, an indoor laundry room, a sauna, a treehouse!, and fruit trees including ulu, mango and banana. Freshly painted inside and just waiting for you to make this home your own!

1433 Mapuana Place, Kailua

Listing courtesy of Homequest LLC.

$1,375,000
4 Beds ⋅ 3 Baths ⋅ 202611885 MLS ⋅ FS - Fee Simple Tenure
Opportunity awaits in this well-priced 4-bedroom, 3-bathroom home in the highly desirable Enchanted Lake neighborhood. Bursting with potential, this property offers the perfect opportunity to add your personal style while benefiting from several recent improvements, including a roof restoration, brand-new upstairs deck area, new carpet in the upstairs bedroom, updated appliances, and fresh exterior paint on select areas. The flexible floor plan features multiple living areas, making it well-suited for multigenerational living, hosting guests, or creating an investment opportunity. Set on a generous 7,718 sq. ft. lot, you'll enjoy a spacious backyard with a mango tree, Puakenikeni, and plumeria tree, offering the perfect island setting for entertaining, gardening, or simply relaxing. Located just minutes from Kailua Town, world-famous beaches, parks, schools, shopping, dining, and convenient access to H-3 and Pali Highway, this home combines location, space, and opportunity. Whether you're looking to move right in and update over time or create your dream home from the start, this Enchanted Lake gem is ready for its next chapter.

689 Keolu Drive, Kailua

Listing courtesy of Hawaii Modern Realty.

$2,450,000
4 Beds ⋅ 3 Baths ⋅ 202612934 MLS ⋅ FS - Fee Simple Tenure
Live at the top of Keolu Summit in Hillcrest with 180 degree views of the Koolau mountains, Olomana peaks, Enchanted Lake, and Kailua Bay. A stunning viewscape captured from your wrap around lanais and large picture windows framed by high vaulted ceilings. The open layout of the home embraces the essence of Hawaiian living with modern finishings and covered ipe wood lanais offering you a variety of settings for entertaining and indoor/outdoor living. The main house provides a large primary bedroom with an en suite bath, a spacious second bedroom, and a third bedroom or office. The separate cottage with full bath and kitchenette has equally captivating views with a large lanai. The resort-like blue tiled pool with spa and water feature is surrounded by lush tropical landscaping providing beauty and privacy. Features an owned PV system, 2-car enclosed garage, and adjacent workshop/storage. There are 2 dedicated parking stalls along the private road for guests. This cul-de-sac location places you at the high point of the Summit bordered by conservation land. Minutes to the white sandy beaches of Kailua and Waimanalo and the trendy shops and restaurants of Kailua Town.

1461 Aunauna Street, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$1,659,000
4 Beds ⋅ 2 Baths ⋅ 202612545 MLS ⋅ FS - Fee Simple Tenure
Desirable Keolu Hills ~ Your Opportunity Awaits! Discover the potential in this spacious single-level 4-bedroom, 2-bath home, ready for your personal touches. Designed for both comfort and functionality, this home offers generous living spaces and a versatile layout perfect for everyday living. Inside, enjoy an open-concept design featuring a den/office area, dining space, and a large family room - ideal for gatherings and relaxation. The main living areas are enhanced with Koa-style luxury vinyl flooring and travertine tile, while the kitchen showcases granite countertops and abundant cabinetry. Step outside and unwind in your private backyard oasis, or take advantage of the upper terraced lot, leading to a viewing deck with breathtaking panoramic views of Kailua Beach, Waimanalo, and Rabbit Island. Conveniently located just minutes from shopping, dining, schools, and world-renowned beaches, this home offers both lifestyle and location. Don’t miss this incredible opportunity!

1494 Kina Street, Kailua

Listing courtesy of Coldwell Banker Realty.

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

528 Halela Street Unit A, Kailua

Listing courtesy of Compass.

$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.

$1,700,000
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.

$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..

$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. 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.

$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.

$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.

$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.

$1,880,000
8 Beds ⋅ 8 Baths ⋅ 202610511 MLS ⋅ FS - Fee Simple Tenure
Welcome to 609 Olomana Street, a newer-built residence in the highly desirable Coconut Grove neighborhood of Kailua. Constructed in 2022 this expansive property offers 8 bedrooms, 6 full bathrooms, and 2 half bathrooms, including a permitted Accessory Dwelling Unit (ADU) —providing exceptional flexibility for multigenerational living, guest accommodations, or potential rental income. The home features approximately 2,960 square feet of living area on a level 5,000-square-foot lot, with split air conditioning throughout for year-round comfort. Modern finishes, and a functional floor plan create an inviting environment for both everyday living and entertaining. Outside, the paved frontage provides ample parking. Ideally located just minutes from Kailua's world-famous beaches, shopping, dining, schools, parks, and recreation, this property offers the perfect combination of island lifestyle and investment potential. Pictures uploaded completed right after construction in 2022. (2) HECO Electric meters.

609 Olomana Street, Kailua

Listing courtesy of Island Life Homes.

$1,925,000
3 Beds ⋅ 2 Baths ⋅ 202610224 MLS ⋅ FS - Fee Simple Tenure
Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise waters of Waimanalo Beach—consistently ranked among the most beautiful shorelines in the world—this thoughtfully maintained 3-bedroom, 2-bath residence offers a rare opportunity to live the lifestyle so many dream about. Set on an expansive 14,518 sq. ft. level lot, the property provides exceptional outdoor space for entertaining, gardening, or simply unwinding in the tropical breeze. Mature fruit trees dot the grounds, offering both shade and a true taste of island abundance. The home’s mid-century character shines through with timeless lines and a welcoming, move-in ready feel. Every detail reflects pride of ownership, making this a turn-key opportunity for buyers seeking a seamless transition to coastal living. The 24 owned photovoltaic panels provide meaningful savings. Positioned between the conveniences of Honolulu and the charm of Kailua, yet nestled in the quiet, country feel of Waimanalo, this property strikes the balance of seclusion and accessibility. Beach living, mountain views and abundant space.

41-1025 Nenue Street, Waimanalo

Listing courtesy of Compass.

$2,650,000
3 Beds ⋅ 3 Baths ⋅ 202609988 MLS ⋅ FS - Fee Simple Tenure
Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulously designed for casual island entertaining and seamless indoor-outdoor living. A sparkling pool, a luxurious jacuzzi, & a verdant landscape of mature tropical vegetation create a serene and visually appealing ambiance. Nestled within the picturesque town of Kailua, this property offers unparalleled convenience, with all necessary amenities within a short bicycle ride. The tranquil neighborhood provides a peaceful retreat, while the presence of a thriving lime tree named Eileen adds a touch of local charm. Pau Hana or intimate gatherings with family and friends will create lasting memories. This is the home everyone wants to come to for every occasion! Boasting a spacious yard, expansive pool deck, and an open-floor plan that is aesthetically pleasing and easy to maintain. The apartment can be kept and collected for $2,500+ per month or used as a chic private primary suite…steps to the jacuzzi and pool for midnight swims. Masterful! Hurry over. Owned solar panels, split AC, Gas Cooking, Oversized Garage, Limes!

294 Awakea Road, Kailua

Listing courtesy of Compass.

$1,340,000
3 Beds ⋅ 2 Baths ⋅ 202609762 MLS ⋅ FS - Fee Simple Tenure
SELLER FINANCING AVAILABLE. Highly desirable Kailua location. Discover the charm of Olomana living at 614 Ululani Street, where comfort, space, and island lifestyle come together on a generous 7,980 sq ft lot. This single level 3 bedroom home features a bright, open layout that connects the main living areas to an inviting covered lanai, creating an effortless indoor outdoor flow ideal for gatherings or quiet relaxation. The expansive yard is a standout feature, thoughtfully landscaped with vibrant flowering plants and a variety of fruit trees that bring color and life to the property. A separate workshop/shed provides added flexibility for storage or creative projects. Perfectly positioned just minutes from Kailua Town, world renowned beaches, local parks, schools, and everyday conveniences, this home offers both tranquility and accessibility. Opportunities in this neighborhood are limited — and with this new price, interest is expected to rise quickly. Act now to secure one of Kailua’s most sought after lifestyle settings at an exceptional value.

614 Ululani Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,450,000
3 Beds ⋅ 3 Baths ⋅ 202609500 MLS ⋅ FS - Fee Simple Tenure
Don’t miss this opportunity to own a beautiful 3-bedroom, 2.5-bath home at 590 Alihi Place! Designed for modern living, this home offers a spacious layout, inviting living areas, and stunning vaulted ceilings that enhance the sense of openness and natural light throughout. Enjoy unobstructed mountain views, creating a peaceful and scenic backdrop from the comfort of your home. The seamless indoor-outdoor flow and private wrap-around yard make it perfect for entertaining or relaxing. Primary en-suite is on the top floor of three floors. Split AC units in each bedroom and in living room. Built-in bookshelves! Kitchen and dining area opens to a covered outdoor lanai - great for hosting. Conveniently located near shopping, dining, and major commuting routes, this home combines comfort, functionality, and location. Schedule your showing today!

590 Alihi Place, Kailua

Listing courtesy of Harper Island Realty LLC.

$3,150,000
6 Beds ⋅ 4 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure
Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach and minutes to Kailua Town. Fully renovated in 2019, the property offers approximately 3,150 sq ft of total living space with a versatile multi-dwelling layout ideal for investors, multi-generational living, or those seeking flexible income potential. The main home features 3 bedrooms, 2 bathrooms plus a den, with vaulted ceilings, hardwood flooring, a walk-in pantry, and seamless indoor-outdoor living. In addition, the property includes a spacious 1-bedroom cottage with high ceilings and a separate 2-bedroom, 1-bath ADU, both beautifully designed and tenant occupied with strong income potential. A dedicated storage and yoga room adds additional flexibility for wellness, workspace, or lifestyle use. Located in one of Kailua’s most desirable beachside neighborhoods, enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, and local shops and dining. A rare opportunity to own a flexible compound in a prime location offering both lifestyle and income potential.

244 Awakea Road, Kailua

Listing courtesy of Compass.

$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua

Listing courtesy of OahuRE.com.

$1,649,000
6 Beds ⋅ 3 Baths ⋅ 202605034 MLS ⋅ FS - Fee Simple Tenure
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.

837 Oneawa Street, Kailua

Listing courtesy of Five Star Realty, Inc..

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