Overlook Ext Homes with Outdoor Grill Exterior features

Welcome to Overlook Extension, an enchanting subdivision nestled in the heart of Hilton Head Island, South Carolina. Known for its stunning coastal landscapes and vibrant community, Overlook Ext. offers a unique blend of tranquility and convenience, making it the perfect place to call home.

This charming neighborhood is characterized by its lush greenery and beautifully designed homes, many of which feature outdoor grill areas—ideal for entertaining friends and family or simply enjoying a leisurely evening under the stars. Imagine hosting summer barbecues, where the scent of grilled delicacies fills the air, creating a warm and inviting atmosphere. The outdoor spaces in Overlook Ext. are designed to enhance your lifestyle, allowing you to savor the mild South Carolina climate year-round.

The homes in Overlook Extension are not just about aesthetics; they are built with quality and comfort in mind. Spacious layouts, modern amenities, and thoughtful touches make these residences truly special. Whether you’re looking for a cozy retreat or a vibrant family home, you’ll find a variety of options that cater to your needs.

Beyond the beauty of the homes, Overlook Ext. is conveniently located near pristine beaches, world-class golf courses, and a plethora of shopping and dining options. The community fosters a friendly atmosphere, where neighbors become friends and every day feels like a vacation.

If you’re seeking a serene yet vibrant lifestyle in Hilton Head Island, Overlook Extension awaits you. Discover your dream home in this picturesque subdivision, where outdoor living meets Southern charm!

Newest Overlook Ext Homes with Outdoor Grill Exterior features

$5,499,800

5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS

Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000

3 Beds ⋅ 5 Baths ⋅ 5,725 SqFt. ⋅ HILTONHEAD-502804 MLS

Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

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.