Headlands Homes for Sale

Headlands Homes for Sale

Welcome to the enchanting subdivision of Headlands, nestled in the heart of Hilton Head Island, South Carolina, within the picturesque Beaufort County. Known for its stunning natural beauty and laid-back coastal lifestyle, Headlands offers a unique blend of tranquility and convenience, making it the perfect place to call home.

As you explore the homes for sale in Headlands, you'll discover a variety of architectural styles, each designed to harmonize with the lush surroundings. From charming single-family homes to modern coastal retreats, these residences boast spacious layouts and inviting outdoor living spaces, ideal for enjoying the island's temperate climate. Many properties feature stunning views of the nearby marshes and lagoons, allowing residents to immerse themselves in the breathtaking scenery that Hilton Head Island is renowned for.

Living in Headlands means embracing a lifestyle filled with outdoor adventure and leisure. Residents have easy access to pristine beaches, world-class golf courses, and an array of recreational activities. Whether you enjoy cycling along scenic paths, kayaking in tranquil waters, or simply soaking up the sun on the beach, Headlands offers something for everyone.

Plus, the subdivision is conveniently located near a variety of dining, shopping, and entertainment options, ensuring that you have everything you need just a stone’s throw away.

If you're looking to invest in a piece of paradise, explore the homes for sale in Headlands today. Discover your dream home in this idyllic community, where coastal charm meets modern living. Your perfect island retreat awaits!

Newest Headlands Homes for Sale

9 Shadewood Lane, Hilton Head Island
$1,110,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512235 MLS
Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Courtesy of RE/MAX Island Realty

Start Your Search
board logo

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.

board logo

This information is deemed reliable, but not guaranteed. Neither the Lowcountry Regional MLS, nor the listing broker, nor their agents or subagents are responsible for the accuracy of the information. The buyer is responsible for verifying all information. This information is provided by the Lowcountry Regional MLS for use by its members and is not intended for use for any other purpose.