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$4,695,000
4 Beds ⋅ 3 Baths ⋅ 202612376 MLS ⋅ FS - Fee Simple Tenure
Wake up to the sound of waves and the sun rising over the Pacific Ocean at this Kaimalino oceanfront retreat in Kailua. This plantation-style home with wraparound decks offers daily views of marine life and panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This custom-designed home was built in 1987 and has been well maintained by one owner. The four bedroom layout w/ three baths welcomes family & friends in comfort and features a bedroom/bath on the main level, 75-ft. saltwater lap pool with heated tiled spa, remodeled kitchen (2021), double-sided fireplace, 'ohi'a wood floors, plantation shutters, photovoltaic and roof (2013), gutters (2025), laundry room with utility sink. Custom wood finishes and cabinets throughout include koa, teak, cherry. Enjoy the beauty of an oceanfront setting where every day feels like a vacation with ever-changing seascapes, full moons, whale watching, and more. Sought-after Kaimalino neighborhood features underground utilities and is just minutes from Kailua Town, world-famous Kailua Beach, and nearby Turtle Beach (Baby Beach), with convenient access for kayaking and stand-up paddleboarding.

586 Kaimalino Street, Kailua

Listing courtesy of Hawaii Life.

$7,888,000
4 Beds ⋅ 4 Baths ⋅ 202612440 MLS ⋅ FS - Fee Simple Tenure
Oceanfront elegance awaits in this exceptional Kaimalino residence, perfectly positioned to capture panoramic views of Kailua Bay, the Mokulua Islands, and the majestic Ko'olau Mountains. This stunning 4-bedroom, 3.5-bath home welcomes you with breathtaking ocean vistas from the living room, dining room, and kitchen, all flowing seamlessly to an expansive lanai and lush backyard that’s ideal for entertaining family and friends, enjoying time with pets, or simply relaxing while taking in spectacular sunrises and sunsets over one of Oahu's most coveted waterfront locations. Upstairs, the spacious primary suite features breathtaking ocean and mountain views, an ensuite bath, walk-in closet, and shared lanai with one of the additional bedrooms, perfect as a guest room or home office. Two more spacious bedrooms complete the upper level, including one with its own ensuite bath and walk-in closet, offering comfort and privacy for family or guests. Located in the highly desirable Kaimalino neighborhood, this prestigious low-key enclave offers stunning coastal scenery and is minutes from the heart of Kailua Town with its renowned beaches, boutiques, cafés, and restaurants.

611 Kaimalino Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$3,155,000
4 Beds ⋅ 2 Baths ⋅ 202524350 MLS ⋅ FS - Fee Simple Tenure
This architecturally striking home is nestled in the serene Kaimalino Neighborhood, situated in a tranquil cul-de-sac just steps from ocean access. Experience your personal oasis with a heated saltwater pool and spa in the courtyard. The property features brand new oakwood floors, a newly remodeled kitchen, split air conditioning, owned photovoltaic panels, and a fully-gated yard with an electric driveway gate, offering the Kailua beach lifestyle combined with luxury, convenience, and privacy. The home's artistic design is uniquely captivating, boasting walls of windows for enhanced views and natural light, along with vaulted ceilings and rich wood accents. The thoughtfully landscaped yard includes ample outdoor covered living space, perfect for poolside BBQs with friends after a day at the beach. Additionally, there's a bonus office space adjacent to the large family room, providing flexibility for personal use of this stunning home, along with a spacious storage unit above the garage. *Tax records number of bedrooms differs from actual.

610 Milokai Street, Kailua

Listing courtesy of Compass.

$3,100,000
5 Beds ⋅ 4 Baths ⋅ 202522041 MLS ⋅ FS - Fee Simple Tenure
BEAUTIFUL FLEX HOME! Prestigious Kaimalino Neighborhood! This spacious 5 bedroom, 4 bathroom home offers versatile living options with possible seperate entrances, 3 bedrooms and 2 bathrooms downstairs, 2 bedrooms and 1 bathroom upstairs, plus a bonus studio area perfect for in-laws, guests, or rental opportunities. The open layout is designed for comfort and flexibility, while outdoor living shines with a sparkling pool to cool off on sunny days. Enjoy energy efficiency and savings with 45 owned photovoltaic panels. A rare opportunity to own in this sought-after neighborhood with space, lifestyle, and income potential all in one! Don't miss out on this one!

676 Mokapu Road, Kailua

Listing courtesy of Keller Williams Honolulu.

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.