Short-Term Rentals · Hilton Head Island & the Lowcountry
Whether a Hilton Head Island property can generate short-term rental income is determined before the first guest inquiry — by the community covenant governing the parcel and the Town of Hilton Head Island's permit framework that applies island-wide. Buyers who understand both layers make more confident offers on the right properties.
Roughly 70 percent of Hilton Head Island sits within gated, master-planned communities governed by property owners' associations — and those governing documents, not proximity to the water, determine whether a property can be rented on a short-term basis. Some communities have oriented their entire infrastructure toward vacation rental use. Others prohibit it by covenant, enforcing minimum lease terms that preclude short-term occupancy entirely. The line between those two categories does not always follow intuitive geography, and it is the first question any buyer with a rental income objective must answer.
Layered on top of community rules is a separate municipal requirement: the Town of Hilton Head Island regulates any rental of fewer than 30 days through its own annual permit program, business license requirement, and accommodations tax framework. Community permission and Town compliance are independent obligations. Both apply simultaneously, and a purchase built on rental income assumptions must clear both before those assumptions hold.
Short-Term Rentals · Hilton Head Island & the Lowcountry
The island's STR-permitted inventory divides between major gated resort communities built around vacation rental activity and un-gated beachside neighborhoods where owner-operators have found a consistent rental audience. In the gated resort tier, Sea Pines Resort — encompassing Harbour Town, South Beach Marina, and the island's southernmost oceanfront — is the most active STR market on the island. Palmetto Dunes Oceanfront Resort, positioned mid-island with direct ocean frontage and an extensive lagoon system, operates similarly; the noted exception is the Leamington neighborhood within Palmetto Dunes, which prohibits STR for single-family detached homes while permitting it for villas and condominiums. Shipyard, a central gated community with golf, beach access through the Shipyard Beach Club, and a substantial inventory of townhomes and villas, carries a high concentration of active rental properties.
The un-gated beachside tier includes some of the island's highest-concentration STR addresses. Forest Beach — organized around Coligny Beach Park and extending along the beachfront in both directions — includes oceanfront single-family homes and condominium buildings such as Surf Court Villas, and is among the island's most active short-term rental neighborhoods. Folly Field, a mid-island community with a long rental history, includes resort-managed properties and gated condo complexes such as The Island Club and Hilton Head Beach and Tennis Resort. Singleton Beach, Bradley Beach, and Burkes Beach complete the beachside STR tier — smaller neighborhoods where more recent construction has been designed and positioned specifically for vacation rental capacity.
Seven communities on Hilton Head Island prohibit short-term rentals through their governing covenants: Hilton Head Plantation, Indigo Run, Long Cove Club, Palmetto Hall, Wexford, Windmill Harbour, and Port Royal Plantation inside its gate. These communities enforce minimum lease terms — typically 90 days to six months — that preclude vacation rental use. For buyers drawn to these communities for their residential character, amenity depth, or long-term appreciation profile, the ownership thesis is built around primary residence or long-term lease value, not rental income.
Port Royal Plantation requires one specific clarification for buyers. The short-term rental prohibition is a POA covenant that applies inside the gate. The MLS, however, carries a separate designated area — 'PR Outside Gate' — which includes the Wimbledon Court villas, recorded with no POA fee, where short-term rentals are permitted. Any property listed under the Port Royal area name must be evaluated for whether the specific parcel falls inside or outside the gate, because the rental rules differ between them. This is a configuration specific to Port Royal; the other six communities listed above do not carry an analogous outside-gate designation, and their prohibitions apply without qualification.
Community permission is necessary but not sufficient. Every short-term rental on Hilton Head Island — defined by the Town as any rental of fewer than 30 days — also requires a Town annual STR permit and an active Town business license. The 2026 permit fee is $150 per bedroom per year, assessed on an annual May 1 through April 30 cycle. Renewals submitted after April 30 carry a $250 late fee. The Town expanded its enforcement capacity in FY2026, adding six full-time STR-dedicated staff positions; compliance obligations are actively monitored. Operators must also establish an account with the Town's Revenue Services Office and file on a quarterly basis.
The applicable tax stack on short-term rental gross revenue includes South Carolina state sales tax, South Carolina state accommodations tax, a Town of Hilton Head Island accommodations tax, and a Beach Preservation Fee — estimated in aggregate at roughly 9 to 13 percent of gross rental revenue. Exact rates should be confirmed with the Town Revenue Services Office and the South Carolina Department of Revenue at filing time. One material fact for any buyer: Town STR permits are non-transferable and non-refundable. The permit is issued to the specific property and owner for the permit year; it does not convey at closing. Buyers who intend to begin rental operations promptly after purchase should build the Town's application and processing timeline into their post-closing plan.
COAST brokered by eXp Realty has represented buyers across Hilton Head Island's full range of STR-viable property types — oceanfront single-family homes in Forest Beach and Sea Pines, villa and condominium inventory in Palmetto Dunes and Shipyard, and beachside properties in Folly Field and the island's smaller coastal neighborhoods. The firm's agents carry community-level knowledge that distinguishes properties where rental income is a realistic component of the ownership case from those where covenant restrictions or permit considerations make it a secondary factor.
Since 2022, COAST brokered by eXp Realty has closed $964 million in volume across 1,340 transactions — including the highest-priced residential sale on Hilton Head Island in 2025, a $12.5 million oceanfront estate at 15 Bald Eagle in Sea Pines, represented by COAST's own agents. The firm holds the #1 position among eXp teams in South Carolina by volume. For buyers targeting STR-eligible inventory, that market depth translates to accurate community-level knowledge, rigorous due-diligence around covenant and permit verification, and transaction experience that accounts for the STR-specific considerations affecting timing, operating cost, and long-term ownership structure.
The Market · June 2026
Source: Hilton Head Area Association of REALTORS® — published June 2026 market report.
Community by Community
| Community | Short-term rentals |
|---|---|
| Bradley Beach | Permitted — with a Town of Hilton Head permit + business license |
| Burkes Beach | Permitted — with a Town of Hilton Head permit + business license |
| Folly Field | Permitted — with a Town of Hilton Head permit + business license |
| Forest Beach | Permitted — with a Town of Hilton Head permit + business license |
| Palmetto Dunes | Permitted — with a Town of Hilton Head permit + business license |
| Sea Pines | Permitted — with a Town of Hilton Head permit + business license |
| Shelter Cove | Permitted — with a Town of Hilton Head permit + business license |
| Shipyard | Permitted — with a Town of Hilton Head permit + business license |
| Singleton Beach | Permitted — with a Town of Hilton Head permit + business license |
| Belfair | Varies by property — confirm before purchase |
| Bluffton | Varies by property — confirm before purchase |
| Daufuskie Island | Varies by property — confirm before purchase |
| May River | Varies by property — confirm before purchase |
| Old Town Bluffton | Varies by property — confirm before purchase |
| Palmetto Bluff | Confirm by property and HOA |
| River Club | Confirm by property and HOA |
| Baynard Park | Not permitted |
| Berkeley Hall | Not permitted |
| Colleton River | Not permitted |
| Hampton Hall | Not permitted |
| Hampton Lake | Not permitted |
| Hilton Head Plantation | Not permitted |
| Indigo Run | Not permitted |
| Leamington | Not permitted |
| Long Cove Club | Not permitted |
| Moss Creek | Not permitted |
| Oldfield | Not permitted |
| Palmetto Bay | Not permitted |
| Palmetto Hall | Not permitted |
| Port Royal | Not permitted inside the gate; permitted outside |
| Rose Hill | Not permitted |
| Spanish Wells | Not permitted |
| Wexford | Not permitted |
| Windmill Harbour | Not permitted |
Community rules as maintained in the COAST brokered by eXp Realty community guides; the Town of Hilton Head STR permit + business license applies island-wide on top of any community rule. Always verify the specific property and regime before an offer.
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Questions about short-term-rental? A COAST agent will respond personally — no obligation.
Buy with COAST
COAST brokered by eXp Realty represents buyers across Hilton Head Island's short-term rental market — from Sea Pines and Palmetto Dunes to Forest Beach and Folly Field — with the community knowledge, due-diligence discipline, and transaction depth to help you identify STR-viable properties, navigate the covenant and permit verification process, and close with confidence. Contact us to discuss your ownership objectives and the current inventory that fits them.
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