Best Areas to Live in Hilton Head Island

Hilton Head's "neighborhoods" are, more than almost any other market in this dataset, a set of distinct, privately-governed plantation communities -- Sea Pines, Palmetto Dunes, Hilton Head Plantation, Wexford, Port Royal, Shipyard, Long Cove, Indigo Run, and Windmill Harbour among them -- each with its own character, price level, and POA dues structure.

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Sea Pines: the island's original, largest plantation community

Sea Pines, developed starting in 1957 by Charles Fraser on 5,200 acres at the island's southern tip, is both the first development on Hilton Head Island and its largest gated community today. It carries the island's highest disclosed median home price among sourced plantations (roughly $1.2 million per one trailing-3-month 2026 figure, though down 7.8% year-over-year; a separate citation put the figure at $1,295,000), anchored by Harbour Town's iconic red-and-white striped lighthouse and the Harbour Town Golf Links course that hosts the RBC Heritage PGA Tour event annually.

Palmetto Dunes: a comparatively more attainable mid-island resort community

Palmetto Dunes, a 1,800-acre mid-island resort and residential community with deepwater access to Broad Creek, carried a notably lower median sale price around $765,000 as of April 2026 -- a real, meaningful gap below Sea Pines' figure, even though a separate March 2026 citation for Palmetto Dunes' median LIST price ($1,025,000, up ~10% YoY) suggests active listings there are trending upward.

Wexford Plantation: a smaller, highly amenitized private community

Wexford Plantation, near the island's south end off William Hilton Parkway, is a smaller private community of about 450 homes, featuring a championship golf course, a $5.2 million clubhouse, and a harbor with one of only four lock systems on the entire US East Coast -- a genuinely distinctive amenity most other Hilton Head communities don't carry.

A broader set of plantations, and a real, disclosed research gap

Beyond Sea Pines, Palmetto Dunes, and Wexford -- the three plantations with specifically sourced 2026 pricing in this research pass -- Hilton Head Plantation, Port Royal, Shipyard, Long Cove, Indigo Run, and Windmill Harbour are all real, established gated communities each with their own character and amenity mix, but this pass did not independently confirm current, specific median-price figures for each of them. This gap is disclosed here rather than filled with an invented number; pull current listing data for any specific community under consideration.

POA dues are a real, ongoing cost that varies meaningfully by community

Across Hilton Head's gated plantation communities, annual POA/club dues commonly run $2,000-$8,000+ for standard amenity access, and can exceed $10,000/year for luxury communities carrying golf, marina, or full-service club dues on top of base POA fees -- confirm a specific community's current dues structure directly rather than assuming it matches another plantation's figure.

Key takeaways

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Last reviewed: 2026-08-24. Independent research; not financial, tax, or legal advice -- confirm current figures with a local professional before making a decision.