Overlook Ext Homes with Playground Association Amenities

Welcome to Overlook Extension, a hidden gem nestled in the heart of Hilton Head Island, South Carolina. This charming subdivision is not just a place to call home; it’s a vibrant community where families thrive and neighbors become friends. With its lush landscapes and serene surroundings, Overlook Extension offers an idyllic setting for those seeking a tranquil lifestyle while still being close to the island's many attractions.

The homes in Overlook Extension are a delightful blend of modern comfort and classic Southern charm, featuring spacious layouts, beautiful finishes, and ample outdoor spaces. Whether you’re looking for a cozy retreat or a family-friendly abode, this neighborhood has something to suit every taste and need.

One of the standout features of Overlook Extension is its Playground Association Amenities, designed with families in mind. Children can enjoy hours of fun and adventure in the community playground, fostering friendships and creating lasting memories. The playground is not just a place to play; it’s a hub of activity where community events often take place, bringing residents together for picnics, celebrations, and seasonal festivities.

In addition to the playground, residents can take advantage of the nearby walking trails, parks, and recreational facilities that Hilton Head Island has to offer. With its stunning beaches, world-class golf courses, and vibrant dining scene just a stone's throw away, Overlook Extension truly embodies the best of island living.

Come experience the charm and community spirit of Overlook Extension—where your dream home awaits!

Newest Overlook Ext Homes with Playground Association Amenities

$5,999,000

5 Beds ⋅ 5 Baths ⋅ HILTONHEAD-508634 MLS

Welcome to Refined Coastal Simplicity on the Port Royal Shoreline. Sited on a rare, private .77 acre lot, this custom-built home was designed for an effortless lifestyle where understated luxury is felt, not just seen. Inside discover culinary artistry with a home chef's kitchen anchored by a curated wood-top island and a massive butler's pantry- perfect for seamless entertaining. Dual Primary Ensuites (Main and 2nd Floor) provide flexible sanctuary for guests or multi-generational families. Step outside and transition from the screened porch with its cozy fireplace to the heated and chilled pool, ensuring the perfect temperature regardless of the season. From the boardwalk to the expansive rear veranda, every inch of this Port Royal property is designed to make coastal living entirely uncomplicated. This exceptional seaside home is a must see in private Port Royal Plantation. Click the vidoe link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One 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.