The Headlands Homes for Sale – Hilton Head Plantation
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.
Deb Fielden
Russ Fielden
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HHP Neighborhoods
Hickory Forest
Private beach access and wooded settings
Oyster Reef
Golf community around Oyster Reef course
Crooked Pond
Updated homes with lagoon settings
Dolphin Head
Near beach park and Port Royal Sound
Ribaut Island
Exclusive waterfront with Sound views
Spring Lake
Near rec center with lazy river pool
Explore HHP Property Types
HHP Condos
Villas and townhomes in HHP
Waterfront Homes
Sound, marsh, and lagoon-front properties
Waterfront Lots
Premium homesites with water views
Waterfront Condos
Villas with water views
HHI Golf Homes
All island golf course properties
All HHP Real Estate
Complete HHP guide
Quick Facts: The Headlands
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.
- Price Range: $500,000 to $900,000+ for single-family homes
- Home Sizes: 1,500 to 4,800+ square feet
- Home Styles: Classic Lowcountry architecture with golf course, lagoon, and wooded views
- Neighborhood Pool: Yes—Headlands has its own pool and activities
- Golf: Adjacent to Country Club of Hilton Head (semi-private, Rees Jones design)
- Location: Near main gate for easy access to Main Street Village and island amenities
- HHP Amenities: 2 miles of beach, pools, marina, tennis, 10+ miles leisure trails
- Short-Term Rentals: Not permitted in Hilton Head Plantation
Living in The Headlands
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.
Country Club of Hilton Head
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.
Convenient Location
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.
Neighborhood & HHP Amenities
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.
The Headlands – FAQs
What is the price range for homes in The Headlands?
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.
Does The Headlands have its own pool?
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).
Is Country Club membership required?
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.
Are short-term rentals allowed in The Headlands?
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.
How does The Headlands compare to other HHP neighborhoods?
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.
What are the POA fees for The Headlands?
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.
Disclaimer
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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