Beachside Homes with Waterfront Frontage

Welcome to Beachside, a hidden gem nestled in the heart of Kailua, Oahu, where the ocean breeze and the sound of waves create a serene backdrop for everyday living. This picturesque neighborhood is renowned for its stunning waterfront properties, offering residents unparalleled access to the pristine beaches and crystal-clear waters that define Hawaii’s natural beauty.

Imagine waking up each morning to breathtaking views of the Pacific Ocean, with the golden sands just steps away from your front door. Homes in Beachside boast waterfront frontage, providing an idyllic setting for both relaxation and adventure. Whether you’re sipping coffee on your lanai, taking a morning swim, or enjoying an evening sunset stroll along the shoreline, life in Beachside is a constant reminder of the beauty of island living.

The community is not just about the breathtaking scenery; it’s also rich in local culture and amenities. Beachside residents enjoy proximity to charming boutiques, gourmet restaurants, and vibrant farmers' markets, all within a short drive or leisurely bike ride. Families will appreciate the highly-rated schools and the safe, friendly atmosphere that makes this neighborhood perfect for raising children.

Outdoor enthusiasts will revel in the plethora of activities available, from kayaking and paddleboarding to hiking the nearby lush trails. With its perfect blend of tranquility and adventure, Beachside is more than just a place to live; it’s a lifestyle choice that celebrates the best of Hawaiian living. Come discover your slice of paradise in Beachside, Kailua—where every day feels like a vacation.

Newest Beachside Homes with Waterfront Frontage

$11,980,000

5 Beds ⋅ 5 Baths ⋅ 202613970 MLS ⋅ FS - Fee Simple Tenure ⋅ 7 DOM

Completed in 2022, this classic beachfront home was redesigned into a spacious, modern property. 21 Kalaka's unique elevation offers commanding views and privacy; features true beachfront connoisseurs will value. Built by Mokulua High-Performance Builder, it delivers a sleek, elegant take on beachside living. The central open living area flows naturally to the ocean and pool, surrounded by five bedrooms (four en suite) plus a pool room. A breakfast bar and separate guest wing provide privacy and space for extended family. Exceptional craftsmanship, premium materials, and a refined floor plan make this property Kailua Beachfront’s most comprehensive offering.

21 Kalaka Place, Kailua

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ 61 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 ⋅ 77 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

$12,995,000

3 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure ⋅ 105 DOM

Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

$18,880,000

12 Beds ⋅ 16 Baths ⋅ 202520168 MLS ⋅ FS - Fee Simple Tenure ⋅ 318 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 ⋅ 955 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.