9 Shadewood Lane, Hilton Head Island
8435248876
Real Estate Company
Golf and lagoon view homes near the Country Club of Hilton Head with neighborhood pool and convenient main gate location
The Headlands is a popular neighborhood in Hilton Head Plantation featuring homes with golf course and lagoon views near the Country Club of Hilton Head. Homes range from $500,000 to $900,000+, with access to a neighborhood pool and all HHP amenities including beach, tennis, and leisure trails.
Two ways to stay ahead of the market
Private beach access and wooded settings
Golf community around Oyster Reef course
Updated homes with lagoon settings
Near beach park and Port Royal Sound
Exclusive waterfront with Sound views
Near rec center with lazy river pool
Villas and townhomes in HHP
Sound, marsh, and lagoon-front properties
Premium homesites with water views
Villas with water views
All island golf course properties
Complete HHP guide
The Headlands is one of Hilton Head Plantation's most popular neighborhoods, featuring homes with golf course and lagoon views near the Country Club of Hilton Head. Its convenient location near HHP's main gate and neighborhood pool make it attractive to families and active residents.
The Headlands is one of Hilton Head Plantation's most sought-after neighborhoods, combining golf course views, a neighborhood pool, and a prime location near the main gate. Residents enjoy the best of HHP living—quiet residential streets, mature landscaping, and easy access to the full range of plantation amenities.
Homes in The Headlands range from cozy single-level residences to larger two-story family homes, many featuring views of the Country Club of Hilton Head golf course or scenic lagoons. The neighborhood's classic Lowcountry architecture blends seamlessly with the natural surroundings, with live oaks and pines providing shade and privacy throughout.
The Headlands borders the Country Club of Hilton Head, a semi-private club featuring an 18-hole, par-72 Rees Jones-designed golf course. The club opened in 1986 and offers a full-service country club experience including a state-of-the-art fitness center, indoor and outdoor pools, an outstanding tennis center, and club dining. As a ClubCorp affiliate, members can access clubs throughout the world.
Membership is optional for HHP residents, with various levels available to match different interests. Whether you're an avid golfer or simply enjoy the fitness and social amenities, the Country Club provides an attractive option right at The Headlands' doorstep.
One of The Headlands' key advantages is its location near HHP's main gate. This provides quick access to Main Street Village (shopping, dining, Publix, Barnes & Noble) just outside the gates, as well as the hospital, schools, and other island amenities. For residents who value easy in-and-out access while maintaining the security and community feel of HHP, The Headlands offers an ideal balance.
The Headlands features its own neighborhood pool, providing a convenient gathering spot for families and a place to cool off on summer days without traveling to HHP's main Spring Lake facility. Residents also enjoy full access to all plantation amenities: two miles of beach at Dolphin Head, the Spring Lake Recreation Center with lazy river pool, tennis and pickleball courts, Skull Creek Marina, over 10 miles of leisure trails, and two protected nature conservancies.
Headlands homes typically range from $500,000 to $900,000+, with pricing dependent on square footage, lot position, golf course frontage, lagoon views, and renovation status. Updated homes with premium views command the highest prices.
Yes, The Headlands has its own neighborhood pool, one of several neighborhood-specific pools within HHP. Residents also have access to the main Spring Lake Recreation Center with its lazy river pool, as well as the Country Club of Hilton Head pools (with membership).
No, Country Club of Hilton Head membership is optional for HHP residents. The club is semi-private, meaning non-members can play the golf course at higher rates, but membership provides access to fitness, tennis, pools, and dining. Various membership levels are available.
No, Hilton Head Plantation does not permit short-term vacation rentals (Airbnb, VRBO, etc.) in any of its neighborhoods, including The Headlands. This policy maintains the residential character and makes HHP attractive to full-time residents and second-home owners.
The Headlands offers golf views near the Country Club of Hilton Head, a neighborhood pool, and convenient main gate location. Hickory Forest provides private beach access; Dolphin Head is closest to the beach park; Ribaut Island offers exclusive waterfront. Each neighborhood has its own character within HHP.
Headlands homes pay standard Hilton Head Plantation POA fees, which cover gate security, road maintenance, common areas, and amenity access. Country Club membership fees are separate and optional. Contact us for current fee amounts.
All property details, pricing, POA fees, and club membership information are subject to change. Buyers should verify all information through HHP POA, Country Club of Hilton Head, and professional advisors. Page last reviewed: December 2025.

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