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$1,580,000
3 Beds ⋅ 2 Baths ⋅ 202612434 MLS ⋅ FS - Fee Simple Tenure
NEW LISTING! Beautifully updated 3 bedroom, 2 bath single-level home with stunning Koolau mountain views in a peaceful neighborhood setting. This Enchanted Lake charmer sits on a level 7,500-sqft lot and features a newly renovated kitchen, 25 owned PV panels, and a spacious flex room that's great for guests or entertaining. Bright-and-airy living room features new tile flooring that leads to a wide-open kitchen with a welcoming breakfast bar, luxurious African Canyon granite countertops, stainless steel appliances and farmhouse sink. The primary suite includes direct backyard access and a large walk-in closet. Enjoy indoor-outdoor living from the fully fenced yard with cool trade winds, natural shade, and a plumeria tree that adds to the relaxed island ambiance. Additional upgrades include high open-beam ceilings, multiple split ACs, fresh exterior paint and an EV outlet at the spacious carport. Located in a walkable neighborhood with ample street parking and easy access to Kailua Town, Kailua Beach, Lanikai Pillbox, Mid-Pacific Country Club, schools, shopping and freeways. Don’t miss this Windward gem!

903 Alahaki Street, Kailua

Listing courtesy of REMAX Hawaii.

$1,600,000
9 Beds ⋅ 4 Baths ⋅ 202615061 MLS ⋅ FS - Fee Simple Tenure
Rarely available, massive Kailua opportunity! This highly versatile property boasts an impressive 9 bedrooms and 4 bathrooms, featuring 2,823 sq ft of interior living space situated on a generous 7,500 sq ft lot. Perfect for multi-generational living or a high-yield investment. The entire home has been beautifully refreshed from top to bottom with brand new vinyl flooring, fresh interior and exterior paint, and sleek stainless steel appliances. Best of all, it comes equipped with 24 owned solar PV panels to keep electricity bills low year-round. Nestled in an incredibly convenient pocket of the Windward side, you are just down the street from a vibrant mix of dining options, local eateries, and major grocery hubs. Kailua is a world-famous, laid-back beach town renowned for its pristine turquoise waters, active outdoor lifestyle, and charming boutique core. Commuters will love the strategic location, placing you just minutes from the Pali Highway for a quick, seamless drive over the mountain into Honolulu. Don't miss this turnkey gem!

1225 Ulupii Street, Kailua

Listing courtesy of Ohana Investment Realty LLC.

$1,649,000
4 Beds ⋅ 3 Baths ⋅ 202614603 MLS ⋅ FS - Fee Simple Tenure
Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. This CPR is only attached at the carport and VA approved. Numerous upgrades include a second story primary bedroom ensuite with a View of the wetland completed in 2014! Freshly painted w/ updated kitchen, bathrooms, hardwood flooring, windows, two split a/c, aluminum roof & one car carport. Front property is also for sale. Don't miss a unique opportunity to purchase two properties for extended family. Or live in one property and rent out the other. Properties may be purchased separately as well. Endless possibilities!!

739 Kahoa Drive Unit A, Kailua

Listing courtesy of Residential Resource, Inc..

$1,050,000
2 Beds ⋅ 1 Baths ⋅ 202614602 MLS ⋅ FS - Fee Simple Tenure
50K PRICE REDUCTION AND READY FOR A BUYER!!! DON'T MISS THIS OPPORTUNITY. Cute Cottage with a fenced in yard that is freshly painted and move in ready. Numerous upgrades include updated kitchen, bathroom, hardwood flooring, windows, split a/c, aluminum roof with two car carport. Location, Location, Location in the heart of Kailua bordering Kawainui Marsh. Why buy a high rise condo when you can have this single level CPR home that is only attached at the carport and VA approved.

739 Kahoa Drive, Kailua

Listing courtesy of Residential Resource, Inc..

$2,498,000
3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure

139 Hauoli Street, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$5,798,000
4 Beds ⋅ 4 Baths ⋅ 202614113 MLS ⋅ FS - Fee Simple Tenure
Special Lanikai beachside retreat just steps away from sparkling turquoise waters, with iconic Mokulua Island views just beyond the white sandy beach. This plantation-style home exudes charm, warmth, character, and offers resort-like living--swim, snorkel, sail, kayak, or paddle board, right out your door. An architect-designed gate welcomes you into lush landscaping with mango, banana trees, tropical plants, and flowers. The inviting living room w/impressive wood-vaulted ceilings and slate flooring opens through French doors to a a large covered lanai, ideal for family gatherings and entertaining. Gourmet kitchen features Thermador gas stove/convection oven, full-sized Miele freezer & refrigerator, walk-in pantry, wine refrigerator and bar area. The spacious primary suite upstairs showcases Australian eucalyptus hardwood floors, vaulted ceilings, built-in desk, wet bar, walk-in closet, wraparound lanais, and rooftop deck with Ko'olau mountain, Lanikai Pillbox, and ocean views. Enjoy early morning swims, backyard fire pit, hot/cold outdoor shower, two-car garage, & guest parking. A heavenly Lanikai property where indoor/outdoor living is a daily treat just steps from sand and sea.

1036 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

$1,795,000
5 Beds ⋅ 3 Baths ⋅ 202614738 MLS ⋅ FS - Fee Simple Tenure
Nestled in the established Kailua neighborhood of Olomana, this spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and can generate rental income. It is ideally located on a quiet cul-de-sac. One of the larger homes, with 2,729 square feet of living space, is on a generous 9,875 square foot lot. It offers a versatile floor plan, with separate entrances that are perfect for guests, rental opportunies, or a dedicated home office. Majority of the home is single-level, with one bedroom and living space upstairs. There is lots of natural light and cool tradewind breezes that flow through this home. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play, and entertain friends. Enjoy mature fruit trees and lush landscaping which creates a private, tropical setting. Large carport and driveway area, along with lots of storage and a workshop provide lots of room for hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure
Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see with endless possibilities in the big extra space in the back of the house. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation.

743 Akumu Street, Kailua

Listing courtesy of HomeSmart Island Homes.

$2,185,000
4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

Listing courtesy of Homequest LLC.

$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure
2.75% assumable loan, open to anyone. Veteran or not. That rate doesn’t exist today. Completely remodeled — 3x5 granite kitchen island, luxury vinyl plank throughout, split AC, double wall construction, leased PV on tile roof. 2 car garage. Minutes to Kailua Beach. From this house in Hillcrest, the views arrive at your windows. 180 degrees of Kailua, windward O'ahu, Enchanted Lake unobstructed from nearly every room. Sunrise over water, sunsets behind the Ko'olaus. Enjoy fruit trees and puakenikeni.  Open the interior stairwell and it’s one home — 1,950 sq ft, 3 bed, 2.5 bath, primary on the main level overlooks the front garden, oversized closet, dedicated laundry. Leave it closed and the lower level stays a private one bed, one bath rental with its own entrance and lanai.  The floor plan can change. The expansive views never will.

1312 Aupapaohe Street, Kailua

Listing courtesy of REMAX Hawaii.

$1,680,000
5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure
Total Price reduction of $300,000! Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Tax record has 4 bedrooms. Buyer to do their own due diligence. House has alarm system. Appraisal valued at $1,950,000 (March 2024). Closing contingent upon acceptance of petition by Land Court to note the successor trustee(s). Open house Sunday 9/13 from 2 to 4 PM.

970 Apokula Place, Kailua

Listing courtesy of Aloha Properties, Inc..

$1,550,000
4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure
Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,530,000
3 Beds ⋅ 2 Baths ⋅ 202614243 MLS ⋅ FS - Fee Simple Tenure
New Price, Same Amazing Location! This price improvement creates an exceptional opportunity to own a home in Enchanted Lake Estate. Move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, two-bath single -level home sits on a generous 7,500 square foot lot on a quiet street w/ minimal through traffic. Enjoy cooling Tradewinds, and a peaceful private retreat feeling. Inside, high beam ceilings, updated LED lighting, fresh interior paint, luxury waterproof laminate flooring, and mountain views from the living room create a bright, modern setting. The open kitchen features quartz countertops, a new sink and new stainless-steel appliances. A spacious permitted addition add flexible living space for a family room, media room, or office. Outdoors, the exterior is freshly painted. Large permitted covered lanai, fully fenced and landscaped yard, and fruit-bearing mango tree. This backyard is the ideal space for relaxing or hosting gatherings. Minutes to Kailua Beach and close to Kailua Town shops, groceries, restaurants, Windward schools, Castle Medical Center, Pali Highway and H-3, this home blends comfort, convenience, and fully embraces Windward Lifestyle

621 Palawiki Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$4,250,000
5 Beds ⋅ 6 Baths ⋅ 202614376 MLS ⋅ FS - Fee Simple Tenure
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

Listing courtesy of Corcoran Pacific Properties.

$1,690,000
4 Beds ⋅ 3 Baths ⋅ 202614340 MLS ⋅ FS - Fee Simple Tenure
Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and offers the perfect blend of modern design and everyday comfort. The home features a 3-bedroom, 2-bath main residence plus a connected 1-bedroom, 1-bath suite with a kitchenette, providing exceptional flexibility for extended family, guests, a home office, or potential rental income. Inside, a bright open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating an inviting space for both entertaining and daily living. The bedrooms feature premium DuChâteau hardwood flooring, adding warmth and an elegant finish throughout. A thoughtfully designed hidden laundry room enhances functionality while maintaining clean lines and a spacious feel. Outside, enjoy a fully fenced, oversized backyard—perfect for entertaining, pets, or relaxing in your own private retreat—along with a generous front yard that enhances the home's curb appeal. Turnkey and move-in ready, this exceptional property offers modern island living in one of Oahu's most desirable beach communities.

1225 Mokapu Boulevard, Kailua

Listing courtesy of SC Realty, LLC.

$1,990,000
7 Beds ⋅ 5 Baths ⋅ 202614077 MLS ⋅ FS - Fee Simple Tenure
Spacious two story Kailua Home built in 2006 as a multi-generational home. The exterior walls are concrete and the roof is covered in concrete tile. This home sits in the perfect location between Kailua Beach, Kailua Town Center, Enchanted Lake Elementary, & Enchanted Lake Center. There are three bedrooms, two bathrooms, a living room, kitchen and laundry connection downstairs. Both downstairs bathrooms have wide doors, walk in showers and floating sinks. Upstairs there are four bedrooms (2 have walk in closets), three bathrooms, a family room, laundry connections and a wet bar. Large backyard and side yards with many fruit trees. Two car garage and ample off street parking. Solar Water Heater. This home is zoned R-5 and the land may be large enough to build a second dwelling. Check with your architect or plan maker if you would like to create a duplex and also CPR.

646 Wanaao Road, Kailua

Listing courtesy of Blue Ribbon Realty Inc.

$1,359,500
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.

$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.

$2,750,000
5 Beds ⋅ 5 Baths ⋅ 202613874 MLS ⋅ FS - Fee Simple Tenure
Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale Kai Surf & Racquet Club, this special beachside estate offers 5 bedrooms, 4.5 baths and 3,958 interior sqft. JUST UPGRADED with BRAND NEW split AC, owned photovoltaic system, generous living spaces, Main level features 4 bedrooms, 3.5 baths. The entire upstairs level is a private primary ensuite with large dual closets, a sunroom retreat, and access to multiple rooftop spaces. Impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple indoor-outdoor living areas designed for both entertaining and quiet enjoyment. Hale Kai community's exclusive amenities, including an upgraded pool, repaved pickleball, tennis and basketball courts, and clubhouse, are located directly across from the home's front entrance, offering the ultimate convenience. This customized legacy home offers the dream beachside lifestyle with an invitation for personal touches. Exceptional opportunity not to be missed!

824 N Kalaheo Avenue Unit A, Kailua

Listing courtesy of Koi Realty.

$1,499,000
4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure
HUGE Price Improvement! Don't miss this incredible opportunity to own a beautiful family home on a quiet, private loop in the heart of Kailua! Ideally located just minutes from Kailua Town and the world-famous Kailua Beach, this low-maintenance single-family home offers the perfect blend of comfort, convenience, and island living. With a spacious and flexible 4-bedroom, 3-bathroom floor plan, there's plenty of room for family, guests, and entertaining. The home also features owned solar panels to help reduce electricity costs and split A/C units throughout to keep you cool and comfortable year-round. Schedule your private showing today and discover all this exceptional home has to offer!

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.

1127 Lauloa Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,870,000
4 Beds ⋅ 4 Baths ⋅ 202613694 MLS ⋅ FS - Fee Simple Tenure
Discover this beautifully upgraded and well-cared-for 4-bedroom, 3.5-bath home, ideally situated on a desirable corner lot with only two neighboring properties and striking views of the Koolau Mountains. The flexible floor plan includes a separate-entry, one-bedroom with a wet bar, full bathroom, dining space, and private lanai—ideal for guests, a home office, or private living area. At the heart of the home is a spacious, thoughtfully designed kitchen featuring a bay window overlooking a peaceful garden retreat with a waterfall pond. A large covered lanai creates a wonderful setting for outdoor dining, entertaining, or simply enjoying Kailua’s relaxed island lifestyle. The inviting, gated entry is surrounded by mature tropical landscaping, including citrus and fig trees, heliconia, palms, and other lush plantings. Additional features include a fully fenced backyard, solar water heater, workshop, and two storage sheds. Offering privacy, versatility, mountain views, and beautifully landscaped outdoor spaces, this special property is ready to welcome its next owner.

1308 Kuuna Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,379,000
3 Beds ⋅ 2 Baths ⋅ 202611762 MLS ⋅ FS - Fee Simple Tenure
HIGHLY MOTIVATED SELLERS! Welcome to this beautifully upgraded single-level home in Kailua's desirable Coconut Grove. Built in 1990 with double-wall construction, this home blends modern upgrades, quality craftsmanship, and the relaxed island lifestyle Kailua is known for. The bright, open-concept floorplan is filled with natural light and features luxury vinyl flooring, a beautifully remodeled kitchen with quartz countertops, a waterfall-edge island, white shaker cabinetry, stainless steel appliances & custom floating wood shelves. Custom built-in closet systems throughout the home provide exceptional organization & storage. Extensive upgrades include split ACs throughout, high-efficiency double-pane windows, premium board-and-batten wood exterior siding, a vapor barrier, added insulation, roof kick-out flashing, fresh exterior paint, reinforced structural carport posts, carport closet with locking sliding doors & an outdoor shower. Just minutes from world-famous Kailua Beach, Kalama Beach Park, Kailua Town, boutique shopping, local cafés, restaurants, farmers markets, and endless outdoor recreation, this home is move-in-ready for you to experience the very best of island living.

447-A Manono Street, Kailua

Listing courtesy of REMAX Hawaii.

$1,495,000
3 Beds ⋅ 2 Baths ⋅ 202613582 MLS ⋅ FS - Fee Simple Tenure
Need $$ to help pay the Mortg? This charming homes has a cottage in the back yard that has been rented for $2,300 a mo. House features lovely hardwood floors, updated kitchen, bath, & lighting. Main house has three bedrooms, one bath w/lots of closet space. Cottage features cathedral ceilings, upgraded wet bar and bath, spacious private deck, and a separate gated entry. Many leased PV panels keep energy costs low. Large private yard has plenty of room for potential expansion. Property is located in the friendly neighborhood of Pohakupu. Kailua town and beach are a short distance away. This is a very special property. This is the only one that I can find for this price with a separate cottage. (Some of the photos are digitally staged.)

1254 Ulupii Street, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

$1,350,000
2 Beds ⋅ 1 Baths ⋅ 202613552 MLS ⋅ FS - Fee Simple Tenure
Beautiful newly constructed 2-bedroom, 1-bath single-level home in the desirable Keolu Hills neighborhood of Kailua. Thoughtfully positioned toward the back of the property. This home offers ample parking, room for a boat, and exciting potential for a future front dwelling or expansion, subject to buyer verification and applicable regulations. Inside, enjoy the modern finishes throughout, including a well-appointed kitchen with under-cabinet LED lighting, a large deep sink, and a sleek stone countertops. The spacious bathroom features under-cabinet LED lighting and a generously sized walk-in shower designed for both comfort and convenience. Ideally located near Enchanted Lake Shopping Center, restaurants, schools, and the world-famous beaches of Kailua. This property offers the perfect blend of island living and future possibilities. Don't miss this unique opportunity to own a beautiful new home in one of Kailua's most sought-after neighborhoods!

1436 Hele Street, Kailua

Listing courtesy of Locations LLC.

$1,650,000
4 Beds ⋅ 3 Baths ⋅ 202613492 MLS ⋅ FS - Fee Simple Tenure
Great value, located in one of Kailua's most desirable neighborhoods! No through traffic, and surrounded by Golf Course & Canal front homes. Spacious layout, with lots of potential to bring your creative touch to take it to the next level. This home features 4 bedrooms and 3 full bathes (one bedroom has separate entrance), enclosed garage, and lots of storage space. 25 owned PV panels with net metering to keep the electric bill down, and a beautiful tiled salt water pool to get you through heat of the summer! Side yard with garden beds, and an avocado & Pak Lan tree in the front yard. Don't miss this opportunity to get into this wonderful neighborhood!

559 Iana Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,350,000
4 Beds ⋅ 2 Baths ⋅ 202609502 MLS ⋅ FS - Fee Simple Tenure
Wake up to stunning, unobstructed views of the majestic Olomana mountain range from this property brimming with potential. This home presents a rare opportunity to renovate, restore, or create a space tailored to your vision in one of Kailua's most desirable locations. Featuring a flexible floor plan and ample outdoor space, this property is ready for its next chapter. Whether you're looking to undertake a full renovation or make improvements over time, the possibilities are endless. Enjoy convenient access to shopping, dining, beaches, parks, and the scenic Kawainui Marsh Trail, offering opportunities to experience one of O?ahu's most unique natural landscapes. The property is being sold in its present condition. Interior square footage may differ from tax records. Buyers are strongly encouraged to perform their own due diligence regarding the property's condition, improvements, permits, square footage, and all other material facts they deem important to their purchase.

319 Kihapai Street Unit C, Kailua

Listing courtesy of Real Broker.

$7,855,000
5 Beds ⋅ 4 Baths ⋅ 202613137 MLS ⋅ FS - Fee Simple Tenure
Experience one-of-a-kind oceanfront living in the heart of Lanikai. Nestled along the shoreline in one of Hawai?i's most coveted neighborhoods, this private tropical retreat captures sweeping Pacific Ocean views and offers inviting spaces designed for relaxed island living and effortless entertaining. Enjoy days by the pool, host gatherings on the spacious covered lanai, and take in the cooling trade winds, gentle surf, and frequent visits from sea turtles. The home captures sweeping Pacific Ocean views from nearly every room, with an open floor plan that maximizes natural light and creates a strong connection to the oceanfront setting. Upstairs, four vaulted-ceiling bedrooms provide comfortable retreats, including a primary suite where expansive windows frame beautiful sunrise views. A wraparound lanai extends the living space, with additional bedrooms also enjoying tranquil ocean vistas. Ideally situated just half a block from the white sands of Lanikai Beach, one block from Kailua Beach, and two blocks from Mid-Pacific Country Club, this waterfront home combines privacy, breathtaking scenery, and an unparalleled location to create the ultimate island lifestyle.

846 Mokulua Drive, Kailua

Listing courtesy of eXp Realty.

$2,500,000
5 Beds ⋅ 5 Baths ⋅ 202612304 MLS ⋅ FS - Fee Simple Tenure
Rare opportunity to own a canal front home on a nearly 10,000 sq. ft. R-5 zoned lot with a legal ‘ohana unit, each with its own utility meters, complete with pool & spa.  Tucked along the peaceful cul-de-sac end of Kainui Drive, locally known as “Duck Road.”  The spacious single-level main home features three generously sized bedrooms with new carpeting, three bathrooms, a dedicated study and bright living and dining areas that flow seamlessly into an enclosed lanai. A large recreation room or studio complete with a kitchenette, bathroom, private entrance, and its own courtyard provides additional flexibility for guests, home office or extended family. Upstairs, the 800 sq ft 'ohana unit (823 Kainui Dr) features two bedrooms, one bathroom, and a covered lanai. Recent upgrades include a new roof on the main home and a freshly re-plastered pool.  Take in stunning sunsets over the Ko'olau Mountains from the multiple outdoor areas, relax in the pool and spa, or enjoy a paddle or boat out to Kailua Bay. This unique property offers flexibility and is ideal for multigenerational living, generating rental income, or both. The possibilities are truly endless.

821 Kainui Drive, Kailua

Listing courtesy of Arquette Properties Inc.

$1,775,000
6 Beds ⋅ 2 Baths ⋅ 202612433 MLS ⋅ FS - Fee Simple Tenure
Step into your own private tropical retreat in desirable Keolu Hills. This beautifully updated 6-bedroom, 2-bath home offers exceptional flexibility with 3 bedrooms and 1 bath upstairs and 3 bedrooms and 1 bath downstairs, each with its own entrance—ideal for multigenerational living, extended family, guests, or a variety of living arrangements. Modern upgrades blend seamlessly with the home's classic island charm and include 21 owned PV panels, a solar water heater, solar attic fan, split AC systems, laminate and tile flooring, and stainless steel appliances. The fully fenced property feels like a private botanical garden, filled with mature tropical landscaping and fruit trees. The backyard is truly a showstopper, featuring a stunning waterfall, relaxing jacuzzi, a majestic mango tree known for its delicious fruit, and an expansive covered lanai of approximately 1,000 square feet—perfect for entertaining, outdoor dining, or simply unwinding in your own island oasis. This is a rare opportunity to own a versatile home that offers the best of the Windward lifestyle, just minutes from Kailua's world famous Beach, shopping, hiking, restaurants and more.

1237 Hele Street, Kailua

Listing courtesy of Coldwell Banker Realty.

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