Kailua Homes with Kalaheo High School

Kailua Homes with Kalaheo High School

Welcome to Kailua, a picturesque gem nestled on the windward side of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and a vibrant community, Kailua offers a unique blend of island charm and modern convenience. With its crystal-clear waters and soft sandy shores, Kailua Beach and Lanikai Beach are perfect for swimming, kayaking, and enjoying breathtaking sunrises. The town is surrounded by the majestic Ko'olau Mountains, providing a stunning backdrop for outdoor adventures like hiking and biking.

Kailua is not only celebrated for its natural beauty but also for its strong sense of community and family-friendly atmosphere. One of the highlights of living in Kailua is the access to excellent educational facilities, including Kalaheo High School. This well-respected institution is known for its commitment to academic excellence and a wide range of extracurricular activities, making it an ideal choice for families with school-age children. The school’s focus on fostering a supportive learning environment ensures that students are well-prepared for their future endeavors.

The real estate market in Kailua is as diverse as its residents, featuring charming single-family homes, modern condos, and luxurious estates. Many properties are situated within a short distance of Kalaheo High School, making it convenient for families to enjoy a seamless school commute. Whether you're looking for a cozy beach cottage or a spacious family home, Kailua has something to offer everyone. Experience the magic of island living in Kailua, where every day feels like a vacation!

Newest Kailua Homes with Kalaheo High School

$2,200,000
4 Beds ⋅ 4 Baths ⋅ 202615042 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes four bedrooms, four baths, two kitchens, and two living room rooms! Inside, enjoy a spacious open-concept layout with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets, solid wood flooring, luxury vinyl plank, granite flooring, split AC units, and two modern kitchens with stone countertops, a large waterfall art piece made of slate and copper, brand new Kitchen Aid appliances and brand new solar hot water heater. Perfect for everyday living and entertaining. The permitted ohana unit can be separated into a 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. Fruit trees include: avocado, apple banana, dessert banana, papayas, Noni, and Ah Ping mango. Landscaping includes Hala trees, Areca palms, giant birds of paradise, plenty of open space for entertaining. A rare opportunity to own a move-in ready home at this size and price in highly desirable Kailua. Owner is listing agent.

823 Halula Place, Kailua
$2,980,000
4 Beds ⋅ 2 Baths ⋅ 202612669 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
Rare opportunity to own in the Kailua Beachside neighborhood of Kainalu Park w/private beach access! Enjoy the best of island-style living in this single-level home located just minutes from Kailua Beach & popular “Castles” surf spot. This spacious home features 4 beds/2 baths plus a large bonus room ideal for family/dining area, home office, playroom or potential extra bedroom. Situated on a generous 11,800 sqft lot, the large backyard & covered lanai provide plenty of room to create your own tropical retreat w/lush landscaping, outdoor living, and a pool. Lovingly cared for & well maintained, this home was updated around 1995 & has been improved as needed over the years. It has great bones & provides the perfect opportunity to add your own personal touches while enjoying the coveted Kailua Beach lifestyle. Major improvements include a new roof in 2017 & new luxury vinyl flooring throughout in 2022. Conveniently located near Kailua Town, Aikahi Shopping Center, schools, restaurants, shops & everyday amenities. Currently tenant occupied but moving out 8/16/26. Private showings only. Vacant photos taken in 2022 prior to tenant occupancy & have been enhanced/virtually staged.

162 Kailuana Loop, Kailua
$1,116,000
3 Beds ⋅ 1 Baths ⋅ 202614188 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
Photos to follow. Corner Lot.....Great Location......This Home is for Investors, Contractors or Buyers looking for a Project. Many possibilities for the new buyer. Easy bike ride or walk to Kailua Town and Kailua Beach.

435 Kihapai Street, Kailua
$1,649,000
4 Beds ⋅ 3 Baths ⋅ 202614603 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM
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
$1,100,000
2 Beds ⋅ 1 Baths ⋅ 202614602 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM
Cute Cottage 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. This CPR is only attached at the carport and VA approved. Back 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 can be purchased separately as well. Endless possibilities!!

739 Kahoa Drive, Kailua
$399,500
1 Beds ⋅ 1 Baths ⋅ 202614348 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM ⋅ 75 Kihapai BLDG.
Welcome home! Conveniently located one bedroom, one bath condo walking distance to Kailua town's shops and restaurants, and a few minutes bike ride or drive to beautiful Kailua Beach. The condo is move in ready, newly painted with new refrigerator, range, kitchen counters, and mirror closet doors. Other amenities include tile floors, a gated lanai, window a/c in the bedroom, plus hook-ups for a washer and dryer. This unit has easy access to the assigned parking stall and pool on the ground floor. Enjoy a swim in the condo pool while you watch the wildlife of Kawainui Marsh. Come make 75 Kihapai Street unit 5 your new home!

75 Kihapai Street Unit 5, Kailua
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 202614221 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 202614376 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
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
$699,000
2 Beds ⋅ 2 Baths ⋅ 202613910 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM ⋅ Poinciana Manor BLDG.
Welcome home to easy Kailua living at Poinciana Manor. This inviting 2-bedroom, 2-bath condo features LVP and tile flooring, an in-unit washer and dryer, additional storage, and two assigned parking stalls. Positioned on the windward side of the building, the unit enjoys refreshing trade wind breezes, beautiful sunrises, and views toward the Lanikai Pillbox. The pet-friendly, low-rise community offers a refreshing pool, BBQ areas, clubhouse, and recreation area—perfect for relaxing or entertaining.

1015 Aoloa Place Unit 340, Kailua
$2,050,000
4 Beds ⋅ 3 Baths ⋅ 202614180 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
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
$660,000
1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM ⋅ Windward Passage BLDG.
Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 202611762 MLS ⋅ FS - Fee Simple Tenure ⋅ 27 DOM
WELCOME to this beautifully upgraded single-level home in the heart of 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 floor plan 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, and custom floating wood shelves. Custom built-in closet systems throughout the home provide exceptional organization and 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 and 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
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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.