Beachside Homes with Oceanfront Frontage

Welcome to Beachside, a picturesque neighborhood nestled in the heart of Kailua, Oahu, where the sun kisses the ocean and the gentle sounds of waves create a serene backdrop for everyday life. This idyllic community is renowned for its stunning oceanfront properties, offering residents unparalleled access to the pristine beaches and breathtaking views that make Hawaii a paradise.

In Beachside, the homes are more than just residences; they are gateways to a lifestyle characterized by tranquility and adventure. Imagine waking up to the soothing sound of the surf and stepping out onto your lanai to witness the vibrant sunrise painting the sky in hues of orange and pink. With homes boasting oceanfront frontage, you can enjoy direct access to the soft sands of Kailua Beach, perfect for morning strolls, sunset picnics, or exhilarating water sports like paddleboarding and kayaking.

The neighborhood itself is a blend of laid-back island charm and modern conveniences. Local shops, delicious eateries, and community parks are just a stone's throw away, fostering a close-knit atmosphere where neighbors become friends. Families will appreciate the top-rated schools and safe streets, while outdoor enthusiasts can explore the nearby hiking trails and lush landscapes that Oahu is famous for.

Whether you’re seeking a permanent residence or a vacation retreat, Beachside offers a unique opportunity to embrace the true essence of island living. Discover your dream oceanfront home and experience the magic of Kailua, where every day feels like a getaway.

Newest Beachside Homes with Oceanfront Frontage

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ 106 DOM ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

$17,500,000

4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 122 DOM

Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

$18,880,000

12 Beds ⋅ 16 Baths ⋅ 202520168 MLS ⋅ FS - Fee Simple Tenure ⋅ 363 DOM

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.

572C N Kalaheo Avenue, Kailua

$50,000,000

12 Beds ⋅ 15 Baths ⋅ 202327941 MLS ⋅ FS - Fee Simple Tenure ⋅ 1000 DOM

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.

508 N Kalaheo Avenue, 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.