Hilton Head, SC

Find Your Hilton Head STR Realtor

Hilton Head Island's world-class golf courses, pristine beaches, and gated resort communities make it a premier destination for upscale family vacations. Connect with realtors who specialize in Hilton Head short-term rental investments.

$315 Avg Nightly Rate
68% Avg Occupancy
$78K+ Avg Annual Revenue
24-Hour Match Guarantee - Get connected with a Hilton Head STR specialist within 24 hours

Get Matched with a Hilton Head Expert

By submitting, you agree to our Privacy Policy.
100% Free - No Obligation

Why Invest in Hilton Head STRs?

A premier island resort destination with year-round appeal and upscale clientele

World-Class Golf Tourism

Home to 24 championship golf courses including Harbour Town, Hilton Head attracts golf enthusiasts year-round who seek premium accommodations.

Gated Community Premium

Sea Pines, Palmetto Dunes, and other gated communities offer exclusive resort amenities that command higher nightly rates and attract discerning guests.

Upscale Family Destination

Families seeking beach vacations with a touch of luxury choose Hilton Head for its pristine beaches, bike trails, and family-friendly atmosphere.

Strong Seasonal Revenue

Peak season from March through October delivers premium rates, while mild winters attract snowbirds and golf groups for extended stays.

What a Hilton Head STR Expert Brings

Local knowledge that makes the difference

  • Plantation & Community Expertise - Know which gated communities allow STRs and have the best rental performance
  • Resort Licensing Navigation - Guide you through Beaufort County STR permits and community rental rules
  • Golf Package Revenue - Accurate income estimates factoring in golf tournaments and seasonal demand
  • Island Vendor Network - Connections to property managers, cleaners, and maintenance professionals familiar with island living
  • HOA & Regime Fee Analysis - Understand community fees, rental caps, and restrictions before you buy

Ready to Find Your Hilton Head STR Expert?

Get matched with a local specialist who knows the Hilton Head market inside and out.

Get Matched Free

Frequently Asked Questions

Common questions about STR investing in Hilton Head

What are the STR regulations in Hilton Head Island, South Carolina?

Hilton Head Island requires a rental business license and accommodations tax registration through Beaufort County. Operators must collect 13% combined accommodations tax. Most importantly, individual plantation communities (Sea Pines, Palmetto Dunes, Shipyard, etc.) set their own rental policies which may be more restrictive than island regulations. Some communities limit rental frequency, require minimum stays, or mandate using specific property management companies.

What is the average ROI for vacation rentals in Hilton Head?

Hilton Head is a premium resort market with STR properties generating 6-9% gross yields on higher property values. Properties averaging $315/night with 68% occupancy can gross $78,000+ annually. Oceanfront villas command 40-50% premiums over golf course views. The upscale guest demographic means well-maintained properties with quality furnishings consistently outperform budget-focused competitors. Golf packages and family reunions drive strong group bookings.

Which Hilton Head plantation is best for STR investment?

Sea Pines is the most prestigious with Harbour Town and beach access commanding top rates. Palmetto Dunes offers excellent beach access and the Robert Trent Jones golf course. Shipyard provides more affordable entry with good amenities. Port Royal is quieter with loyal repeat guests. Hilton Head Plantation restricts rentals to longer stays. Outside plantations, properties along Coligny and Forest Beach offer beach access without gated community fees but lack resort amenities.

When is peak season for Hilton Head vacation rentals?

Peak season runs March through October with highest rates in June-July during family beach season. Spring (March-May) brings excellent golf weather and Heritage golf tournament crowds. Fall (September-October) offers pleasant temperatures and lower rates. Winter sees reduced demand but mild weather attracts snowbirds and golf groups for extended stays. The RBC Heritage golf tournament (April) commands premium rates island-wide.

What are typical HOA and regime fees for Hilton Head rentals?

Hilton Head properties typically have two fee layers: POA (Property Owners Association) fees for the plantation community ($200-$500/month) plus individual building regime fees for condos ($300-$800/month). These cover security gates, landscaping, pools, beach access, and building insurance/maintenance. Some communities charge rental assessment fees (1-3% of rental income) to cover wear from guests. Always factor these costs into ROI calculations as they significantly impact net returns.

Nearby STR Markets

Our agents also cover these popular Southeast areas