Ocean Side Port Royal Drive Homes with Fitness Center Amenities

Welcome to Ocean Side Port Royal Drive, an enchanting stretch of Hilton Head Island, South Carolina, where coastal charm meets luxurious living. Nestled in the heart of Beaufort County, this exclusive area is a true gem, offering residents a serene lifestyle surrounded by stunning landscapes and the soothing sounds of the Atlantic Ocean.

Ocean Side Port Royal Drive is known for its picturesque streets lined with lush palm trees and vibrant flora, creating a tropical paradise that beckons relaxation and adventure. The community is a haven for those who appreciate the finer things in life, with easy access to pristine beaches, world-class golf courses, and an array of outdoor recreational activities. Whether you enjoy morning jogs along the shore or sunset strolls through scenic parks, this area has it all.

For fitness enthusiasts, homes in Ocean Side Port Royal Drive come equipped with exceptional amenities, including state-of-the-art fitness centers. These well-appointed facilities provide residents with the perfect environment to maintain an active lifestyle without having to leave the comfort of their community. Imagine starting your day with a workout, followed by a refreshing dip in the pool or a leisurely bike ride along the beach.

With a vibrant community spirit and an abundance of natural beauty, Ocean Side Port Royal Drive is more than just a place to live; it’s a lifestyle. Discover your dream home in this idyllic neighborhood and experience the unparalleled charm of Hilton Head Island living. Your coastal oasis awaits!

Newest Ocean Side Port Royal Drive Homes with Fitness Center Amenities

$3,950,000

3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS

Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the half bath easily converted back to its original full-bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.