Kalaheo High School in Kailua
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Homes for sale near Kalaheo High School
Home
3
bd
3,291
sqft
$4,250,000
3
bd 3,291
sqft
bd 3,291
sqft
Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior paint, vinyl plank flooring, new carpet, and an open chef’s kitchen featuring custom cabinetry, quartz countertops, and a spacious 10’ island. An expansive primary suite overlooks the pool deck with canal and majestic Ko’olau Mountain views. Designed for effortless indoor/outdoor living, there are multiple lanais along with a swimming pool—ideal for entertaining and everyday relaxation. Lush landscaping on the 14,866 sq ft lot enhances the already tranquil setting. The cul-de-sac location maximizes the already private location. An owned photovoltaic system with a net metering agreement adds energy efficiency. Just minutes from Kailua’s beaches, shopping, and dining, this home offers elevated island living in one of Oahu’s most desirable neighborhoods.
Home
9
bd
3,120
sqft
$2,495,000
9
bd 3,120
sqft
bd 3,120
sqft
Home for sale
451 Lanae Way Kailua, Oahu Neighborhood: Coconut Grove
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with five years of strong rental history. Please do not disturb tenants.
Home
2
bd
864
sqft
$899,000
2
bd 864
sqft
bd 864
sqft
This property offers a unique opportunity to construct a custom residence with panoramic views of Kaneohe Bay, situated above the hill in Bay View Garden. The level lot provides an ideal foundation for new construction, and the rear boundary can be enhanced through strategic landscaping. The site promises a tranquil and serene environment overlooking Kaneohe Bay. The existing house has remained vacant for decades and has never been rented by the owner. Serious buyers only.
Home
6
bd
2,848
sqft
$1,699,000
6
bd 2,848
sqft
bd 2,848
sqft
Home for sale
837 Oneawa Street Kailua, Oahu Neighborhood: Koolaupoko
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.
Home
5
bd
3,271
sqft
$2,150,000
5
bd 3,271
sqft
bd 3,271
sqft
Experience modern island living in this newly constructed contemporary home in the heart of Kailua. Thoughtfully designed with soaring ceilings and an open floor plan for multi generational living. This residence blends upscale finishes with relaxed coastal style. The spacious great room and designer kitchen form the centerpiece of the home, featuring custom cabinetry, a waterfall island, and warm wood textures that elevate the space. Expansive windows and sliding doors invite natural light and ocean breezes throughout, creating an airy indoor-outdoor flow ideal for entertaining. Offering multiple living and dining areas, the layout provides flexibility for multi-generational living, guests, or remote work. The private primary suite delivers a luxurious retreat with generous volume, modern fixtures, and serene views. Additional bedrooms are well-sized with ample storage. Brand new construction. Modern design. Prime location. A rare opportunity to own a thoughtfully built home!
Home
3
bd
1,364
sqft
$1,070,000
3
bd 1,364
sqft
bd 1,364
sqft
Opportunity awaits in desirable Kailua! This CPR property is situated on a flag lot offering added privacy and backs up to a peaceful canal and preservation land, providing a natural backdrop and added sense of space. The home is in fair condition and presents a great opportunity for buyers, investors, or contractors looking to renovate, rebuild, or create their own vision in this sought-after location. This property is eligible under the First Look Initiative. All Owner Occupant offers will be responded to after 7 days on the market, and Investor offers will be responded to after 30 days. However, all offers can be submitted during the First Look period.
Home
6
bd
3,870
sqft
$4,350,000
6
bd 3,870
sqft
bd 3,870
sqft
Home for sale
1251 Kainui Drive Kailua, Oahu Neighborhood: Koolaupoko
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.
Home
3
bd
1,301
sqft
$1,449,000
3
bd 1,301
sqft
bd 1,301
sqft
BEAUTIFULLY RENOVATED in 2022 and tucked into one of Kailua’s most beloved neighborhoods, this single-story home offers the relaxed island lifestyle so many dream about. Just under a mile from world-famous Kailua Beach, mornings begin with soft sunrise colors & a peek at Mount Olomana right from your living room, while days flow effortlessly between indoor comfort and outdoor living. The thoughtfully updated interior features modern finishes, quartz countertops with warm veining, butcherblock island, waterproof luxury vinyl flooring, updated cabinetry, & split AC for year-round comfort. Outside, the newly landscaped backyard offers a fresh lawn and a cool covered patio perfect for weekend barbecues, or unwinding after a day at the beach. Located on a quiet, low-traffic street with plenty of guest parking, this home also offers freedom from HOA fees & convenience to nearby parks, shopping, dining, Target, Whole Foods, plus easy access to H-3 & the Pali. With a dedicated indoor laundry room, carport storage, & 2022 termite tenting, this home blends peace of mind with the charm & ease of Windward living — experience the Kailua lifestyle! (One or more photos have been enhanced)
Home
2
bd
1,896
sqft
$1,690,000
2
bd 1,896
sqft
bd 1,896
sqft
Welcome to the first residence in Ko'olau Kai, an emerging community where refined living meets natural beauty. Perfectly positioned to capture sweeping views of the Ko'olau and Kaneohe Bay, this home offers serenity, elevation, and effortless elegance.
Soaring 20 foot cedar ceilings and stacked windows flood the space with natural light, framing lush greenery from nearly every angle and creating a bright, airy atmosphere throughout. The optimized design blurs the line between indoors and out, bringing jungle vibrance into daily living while the main space flows seamlessly to the lanai for true indoor outdoor living.
The open concept kitchen features Quartz countertops and clean, elevated finishes, ideal for hosting or quiet evenings at home with a flowy layout.
Spa inspired bathrooms include dual rainfall showers, pebble flooring, and layered lighting for a true retreat experience. The primary suite offers private backyard access with room to create your own wellness oasis whether a garden lounge, sauna, or cold plunge sanctuary.
As sunsets light the mountains, the setting feels cinematic yet undeniably home. Ko'olau Kai is where a next chapter begins.
Home
5
bd
3,074
sqft
$2,100,000
5
bd 3,074
sqft
bd 3,074
sqft
Experience modern island living in this BRAND NEW single-family home, thoughtfully designed with open spaces and high-end finishes throughout. Located in desirable Kailua, this newly built residence blends contemporary architecture with the relaxed comfort of Hawai'i living. The home features a bright, open-concept floor plan (allowing for multi generational living) with soaring ceilings, recessed lighting, and wide-plank flooring.The designer kitchen is a showstopper, offering custom wood cabinetry, quartz countertops, stainless steel appliances, and a spacious island perfect for entertaining. Seamless indoor-outdoor flow creates an inviting space for everyday living and gatherings. Bathrooms are beautifully appointed with modern fixtures, large-format tile, and spa-inspired details, including a luxurious walk-in shower and freestanding soaking tub. Thoughtful finishes and neutral tones throughout create a calm, sophisticated aesthetic.
Home
4
bd
2,970
sqft
$3,600,000
4
bd 2,970
sqft
bd 2,970
sqft
Welcome to your beachside paradise—just one lot from the ocean and directly next to the beach pathway on a quiet cul-de-sac. This lovingly maintained and upgraded 4-bedroom, 2-bath home offers 2,970 sq. ft. of living space on a 7,194 sq. ft. lot, blending comfort, space, and the ultimate island lifestyle.
The open-concept design features a spacious great room, separate family room, and an expansive kitchen with island cooktop, granite countertops, gas stove, and double ovens—perfect for gathering with family and friends. A versatile loft adds flexible space for an office, media room, or guest retreat, with abundant storage throughout.
Enjoy 918 sq. ft. Lanai that invites seamless indoor-outdoor living, overlooking a large backyard filled with lush tropical landscaping for a tranquil Hawaiian retreat. Rinse off after the beach in your outdoor shower, host with ease thanks to extra guest parking, and relax in comfort with Mitsubishi split A/C units and PV panels for energy efficiency.
Moments from dining, shopping, and everyday conveniences—and seconds from your favorite beach activities—this is more than a home, it’s the Beachside Kailua Dream you’ve been waiting for.
Home
5
bd
3,958
sqft
$2,995,000
5
bd 3,958
sqft
bd 3,958
sqft
Enjoy the beachside lifestyle near world-famous Kailua Beach, just eight homes away – without the oceanfront premium.
Set within the private 14-home Hale Kai Surf & Racquet Club, this expansive beachside estate offers 5 bedrooms, 4.5 baths and 3,958 interior sqft, providing a rare combination of privacy and generous living space, with a community private lane offering direct access to Kailua’s sandy beach. The main level features four bedrooms, three full baths, and a powder room, while the entire upper level is dedicated to a private primary suite with dual closets, a sunroom retreat, and access to rooftop spaces.
An impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple indoor-outdoor living areas designed for both entertaining and quiet enjoyment.
Residents enjoy access to the community’s premier amenities, including pickleball, tennis, basketball, an upgraded pool, and clubhouse. A beautifully customized legacy home offering the dream beachside lifestyle with opportunity for personal touches. An exceptional opportunity not to be missed.
Home
6
bd
2,682
sqft
$3,850,000
6
bd 2,682
sqft
bd 2,682
sqft
Home for sale
49 Pilipu Place Kailua, Oahu Neighborhood: Beachside
$125K Price Improvement!
Designed w/ elegance & functionality, this expansive 6 bdrm, 4.5-bath home goes above & beyond to capture the magic & luxuries of Kailua beach living. Walk out your private gate & a quick stroll down the path leads you to the iconic white sand of Kailua Beach. Go for a surf, then freshen up in your outdoor shower & start your day! In the eve, swim laps in your pool, then reward yourself w/ a soak in the hot tub under a star filled sky to the sound of palm fronds in the breeze, mesmerized by the flickering flame of tiki torches.
The thoughtful layout of this home is versatile for entertaining guests, or multi generational living. The main house of 4 bdrms & 2.5 baths, while guest cottage can be utilized as 2 studio guest suites or used as 1 bdrm, 2 bath for potential rental income. For culinary enthusiasts, this home boasts a chef's kitchen, complete w/ Thermador refrigerator & dbl oven gas range. Cook delicious feasts & host large gatherings w/ ease.
True Hawai’i living happens outdoors & this home’s lanai offers exactly that. Whether hosting al fresco family dinners, or watching the game, the lanai exudes the essence of Hawaiian hospitality & charm.
Home
6
bd
2,884
sqft
$1,695,000 ▼ $35,000
6
bd 2,884
sqft
bd 2,884
sqft
Home for sale
839 Oneawa Street Kailua, Oahu Neighborhood: Koolaupoko
Where modern meets the Kailua lifestyle! This premier location is mere minutes to sandy beaches, surf spots, parks, farmers market, Kailua Town, restaurants, shopping, & more! Offering a wonderful opportunity for multi-generational living in the heart of Kailua! A modern entry flanked with a tiled façade greets you to vaulted ceilings with an expansive, open, and seamless floor plan. The upper level, offers three bedrooms, two bathrooms, and a outdoor deck – ideal for entertaining! The lower level offers three bedrooms, one bathroom, a spacious family room, and a expansive wet bar/laundry area. Stylish kitchen and bathrooms filled with contemporary touches highlighting Calcutta Stone countertops, soft-close cabinet drawers, stainless steel appliances, and contemporary shower. All bedrooms are equipped with split AC units, and the entire home has ceiling fans to cool you off. A wide driveway allows for added on-site parking and a 2-car garage with a convenient EV charging station. It's truly ready for you to move in and start enjoying right away. This is a must-see property!
Home
6
bd
5,286
sqft
$5,575,000 ▼ $200,000
6
bd 5,286
sqft
bd 5,286
sqft
Spectacular Oceanfront property! 33,428 sq. ft. with 2 houses and a boathouse, oceanfront deck, deep water dock with cleats to secure a large boat. Upper House: 1,949 sq. ft. of living space. Newer oceanfront home, 3,337 sq. ft. 2 story with an elevator, large 2nd floor lanai, accommodating 10+ for outdoor dining, ocean/sunset views. Ground floor designed for entertaining, indoor/outdoor living, sliding glass doors open to lawn and oceanfront deck. Tiled ramp to ocean for kayaks, paddle boards, etc. which can be stored in the boathouse. A compound for a large family with development potential (subdivision/renovation potential described in architect opinion letter). Consider building 2nd floor on the Upper House for unobstructed views of the ocean and Ko'olau mountains. R10 zoning, well-maintained adjacent homes and private wide concrete driveway offer privacy/exclusivity protecting property values. Net sales proceeds will go to the Henry and Colene Wong Foundation, a 501 (c) (3) non profit, to benefit women and children and those in need of food and shelter in Hawaii. Lot 28,565 sq ft. Driveway 4,863 sq ft. Please watch the video and Matter port linked.
Condo
3
bd
1,485
sqft
$699,900 ▼ $25,100
3
bd 1,485
sqft
bd 1,485
sqft
Condo for sale
Yacht Club Terrace 44-150-4 Kou Place unit 2204 Kaneohe, Oahu
Neighborhood: Country Club
Welcome to Yacht Club Terrace in Kaneohe, Oahu! This beautifully updated 3-bedroom, 2-bathroom split-level unit offers island living at its best. Conveniently located near the H-3 and LikeLike Highway this unit is in the perfect location, nestled between Kailua and Kaneohe. The upstairs features a full kitchen with ample storage, a bright living area with natural light, a cozy bedroom, and a full bathroom. Downstairs, you'll find two bedrooms with large closets and access to a private yard, a wet bar perfect for entertaining, and a spacious lanai with garden views. The community amenities include a clubhouse for gatherings, a heated pool swimming, and close proximity to hiking trails, beaches, and the Kaneohe Yacht Club. This unit offers a flexible living space with all the perks of a well-maintained community.
Home
12
bd
14,151
sqft
$18,880,000
12
bd 14,151
sqft
bd 14,151
sqft
Home for sale
572C N Kalaheo Ave Kailua, Oahu Neighborhood: Beachside
Welcome to this exceptional Kailua beachfront estate. This gated resort-like retreat is situated on nearly an acre of land fronting one of the most beautiful beaches in the world. With over 14,000 sq ft of sophisticated living space, the main residence is a masterpiece of design featuring a luxurious, expansive primary suite with panoramic ocean views, and an additional 9 bedrooms-each boasting a private en-suite bathroom, a spacious gym/recreation room, 2 additional full bathrooms, and 2 powder rooms. Designed to entertain in style, this private tropical oasis is complete with an outdoor pavilion and full wet bar just steps away from a pristine pool, spa, and wading pool all set within beautifully manicured landscaping. A charming, detached 2-bedroom, 2-bathroom guest quarters and three-car garage further complement this magnificent property. Just beyond your backyard, a white sandy beach and the sparkling blue Pacific Ocean, ideal for swimming, ocean sports, or peaceful strolls. Embrace this once-in-a-lifetime opportunity to own this prime oceanfront property.
Home
5
bd
5,367
sqft
$3,485,000 ▼ $3,000
5
bd 5,367
sqft
bd 5,367
sqft
Experience unparalleled stunning views of Kaneohe Bay & the Ko’olau mountains as you enter into this gated Hilltop Sanctuary! units This 5 bedroom, 5/2 bathroom custom home sits atop the unique Windward neighborhood of Mahinui on Oahu— a hidden gem low-traffic area, just minutes from Kailua town & its beaches — boasting dynamic panoramic views of vibrant Kaneohe Bay, Kaneohe Yacht Club, Chinaman’s Hat, and iconic Coconut Island. Savor the ambience created by high ceilings, expansive rooms with large view windows, & an abundance of natural light. Solidly built with all steel beam construction, hardwood flooring, travertine, imperial plaster walls, split AC; designed for everyday living and entertaining with two primary suites, large game room and bonus room, 3 entrances & separate living areas for multi generational living, friends or rental. Outdoor lounge and sundeck plus private back yard beckon you to relax or unwind & savor the fresh air of hilltop ocean breezes. Out of all tsunami areas with great proximity to H-3 on ramps allowing you to live on the desirable lush Windward side, while still providing easy access to Honolulu and the airport.
Home
2
bd
843
sqft
$1,125,000
2
bd 843
sqft
bd 843
sqft
Kailua Fixer Upper in Coconut Grove with Desirable Large Lot at End of Lane! Massive Opportunity to Own a Hawaii Tropical Oasis with great proximity to the Beach & Kailua Town Cafe & Boutique Eateries & Shopping! Charming 2-bedroom, 1-bath single-family home is set back from the street & features a fully fenced yard, ideal for pets, gardening, or relaxing weekend BBQs. The open interior layout welcomes natural light and provides a great foundation for your personal updates & design creativity. Leased Solar PV adds energy efficiency. Surrounded by tropical plants & mature trees, the Vibes of this Home will be enjoyed with a kitchen & bath renovation or maybe a future extension.
Conveniently located near H-3, Pali Highway & Kaneohe MCBH , this property is perfect for first-time buyers, investors, or anyone looking for a home at an incredible price with so much potential. With its prime location in one of Kailua’s most desirable neighborhoods, it won't last long, Schedule your private showing today!
Home
8
bd
2,960
sqft
$1,900,000
8
bd 2,960
sqft
bd 2,960
sqft
Home for sale
609 Olomana St Kailua, Oahu Neighborhood: Coconut Grove
Price is under tax assessment value! Welcome to this stunning, newly built home (2021) in the highly sought-after Coconut Grove neighborhood of Kailua! This spacious single-family residence offers 8 bedrooms, 6 full baths, and 2 half baths, including a legal ADU—ideal for extended family or rental income. Designed with quality craftsmanship and attention to detail, the home features split AC units throughout and sits on a level lot with paved frontage offering ample parking plus street parking. Enjoy easy access to Kailua’s vibrant lifestyle—that is located in close proximity to beaches, restaurants, shopping, parks, golf courses, and much more! Investor alert: the legal ADU provides excellent income potential or long-term rental flexibility. Whether you're seeking a multi-generational home or an income-producing property, this one checks all the boxes. Don’t miss your chance to own a prime property in Coconut Grove! Schedule your showing today!
Home
12
bd
14
ba
12,005
sqft
$50,000,000
12
bd 14
ba 12,005
sqft
bd 14
ba 12,005
sqft
Home for sale
508 N Kalaheo Ave Kailua, Oahu Neighborhood: Beachside
Unparalleled, the Mele Komo Beachfront Estate located on the pristine shores of Kailua Beach, offers the most discerning connoisseur the ultimate in coastal living. With an impressive 12 beds and 13 baths, this 12,005 square-foot architectural marvel was meticulously designed prioritizing enjoyment with 9 ocean facing bedrooms and 11 private lanais. At 2.2-acres it's the largest residential lot on the Kailua Beachfront. The Primary Hale, boasting 6 beds and 6.5 baths within 5,835 sqft, and the Guest Hale, a companion masterpiece with 6 beds and 6.5 baths spanning 6,170 sqft, offer unparalleled living spaces designed with the perfect combination of luxury comforts and Hawaiian detail. Indulge in resort-style living with a 96,000 gallon pool showcasing a waterfall, slide, jacuzzi, and a private grotto. The 2,000 sqft Pool Cabana with a full kitchen, full bath, spacious loft, and laundry facilities adds an extra touch of convenience and comfort. Mele Komo provides the utmost in privacy and efficiency, featuring 94 photovoltaic panels, privately owned beach access, and stunning views of the famed Mokulua Islands. A unique opportunity to own a true jewel of the Hawaiian coastline.