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$1,825,000
6 Beds ⋅ 4 Baths ⋅ 202617417 MLS ⋅ FS - Fee Simple Tenure ⋅ 14 DOM
Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY! Open home at 9/17/2026 from 9:30am to 11:30am.

1253 Nanawale Way, Kailua

$1,925,000
4 Beds ⋅ 2 Baths ⋅ 202615608 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM
A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly maintained single-level home, tucked beside a tranquil wetland and bird sanctuary with breathtaking Olomana views. A timeless tile roof and distinctive rock wall add character and lasting appeal. Designed for true island living, the expansive private back deck offers plenty of space to relax, enjoy quiet morning coffee, spend leisurely afternoons, or entertain friends. Inside, warm hardwood floors, vaulted ceilings, newer windows, split ACs and fans in every room, and 19 owned PV panels create a comfortable home with thoughtful modern upgrades. The flexible 4-bedroom, 2-bath layout includes a fourth bedroom currently used as a den. The remodeled kitchen features custom cabinetry and painted quartz countertops and flows naturally into the spacious family and dining areas. A beautiful picture-frame window frames the lush surroundings, bringing the beauty of nature indoors. Ideally located a few miles to Marine Corps Base, Kailua Beach, Lanikai Beach and Kailua town for Whole Foods, Target, shops, restaurants and more.

1188 Akuila Place, Kailua

$2,099,000
4 Beds ⋅ 4 Baths ⋅ 202615042 MLS ⋅ FS - Fee Simple Tenure ⋅ 46 DOM
Tucked away at the end of one of the quietest cul-de-sacs in Enchanted Lake! This beautiful move-in ready home includes 4 bedrooms, 4 baths, and permitted addition with separate entry for rental income or guests! Inside, enjoy a spacious split floorplan with high ceilings, creating a bright and airy feel throughout. The home features Koa hardwood cabinets and flooring, granite flooring, split AC units, two modern kitchens, 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 mango. Landscaping includes Hala, 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 Kailua. Owner is listing agent. See Virtual Tour: my.matterport.com/show/?m=SxJkbTX4upp&mls=1

823 Halula Place, Kailua

$2,150,000
4 Beds ⋅ 4 Baths ⋅ 202609261 MLS ⋅ FS - Fee Simple Tenure ⋅ 135 DOM
At the end of a quiet, no-through-traffic cul-de-sac on Iana Street, this 4-bedroom, 4-bath home is surrounded by golf course and canal front homes and built around an open layout that connects the kitchen, dining, and living areas into one bright, easy-flowing space. The living room has vaulted ceilings and large Pella windows and doors that pull in natural light and tropical views. The kitchen and dining area feature double wall construction and bullnose corners, giving the space a clean, updated feel. The remodeled kitchen itself has granite counters, custom cabinetry, travertine floors, a gas cooktop, and dual sinks. A dedicated home office and a separate art studio add flexibility beyond the four bedrooms. The backyard has a saltwater pool with flagstone decking, a gazebo, and mature landscaping on a level 9,912 sq. ft. lot, with the 7th fairway of Mid-Pacific Country Club as a quiet, green backdrop. The home is equipped with 39 owned PV panels and six split A/C systems. A rare mix of open, updated living space and privacy on one of Kailua's most desirable streets.

415 Iana Street, Kailua

$2,188,000
6 Beds ⋅ 4 Baths ⋅ 202605300 MLS ⋅ FS - Fee Simple Tenure ⋅ 193 DOM
This legal multi-family property spans 10,716 sq ft and features two spacious detached homes on a quiet cul-de-sac, offering a perfect setup for multi-generational living or a savvy investment. Live in one, rent the other. The front home features luxury vinyl plank and tile flooring, with split AC units in the living room and primary bedroom. The back home is accessible via a private walkway and includes a usable lanai and a window AC. Both residences enjoy their own separate fenced yards and share a large swimming pool equipped with a removable Guardian Pool Fence, creating an ideal environment for entertaining. Designed for convenience and privacy, the homes feature separately metered electricity, and the water system is ready for sub-metering. Parking is plentiful, with a two-car garage, additional off-street parking for four cars, and ample street parking available. Located in a prime Kailua neighborhood, the property is just minutes from schools, parks, the Enchanted Lake Shopping Center, and downtown Kailua, with the beach only a short distance away.

1439 Akuleana Place, Kailua

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.