Vacation rentals in Hilton Head, South Carolina

Neighborhoods in Hilton Head

• Downtown

  Walkable core — restaurants, hotels, nightlife.

• Old Town

  Historic streets, boutique shops, brick storefronts.

• Waterfront

  Water views, sunset walks, harbor or riverfront dining.

• Arts District

  Galleries, murals, indie coffee, late-night venues.

• University District

  College energy, cheap eats, walkable, lively.

• Uptown

  Quieter, residential, family-friendly side of town.

Browse by property type

• Cabins in Hilton Head
• Beach houses in Hilton Head
• Condos in Hilton Head
• Villas in Hilton Head
• Tiny homes in Hilton Head
• Lofts in Hilton Head
• Treehouses in Hilton Head
• A-frames in Hilton Head
• Yurts in Hilton Head
• Lakehouses in Hilton Head
• Ski chalets in Hilton Head
• Mansions in Hilton Head

Browse by amenity

• Hilton Head stays with hot tub
• Hilton Head stays with pool
• Hilton Head stays with ev charger
• Hilton Head stays with pet-friendly
• Hilton Head stays with gigabit wi-fi
• Hilton Head stays with dedicated workspace
• Hilton Head stays with fireplace
• Hilton Head stays with home gym
• Hilton Head stays with sauna
• Hilton Head stays with kid-friendly
• Hilton Head stays with bbq grill
• Hilton Head stays with ocean view
• Hilton Head stays with mountain view
• Hilton Head stays with lake access
• Hilton Head stays with ski-in / ski-out

Frequently asked questions

Are vacation rentals in Hilton Head cheaper than hotels?

Often yes — especially for groups of 3+ or stays of 3+ nights. Per-night rates also drop sharply with weekly and monthly discounts.

What's the best neighborhood to stay in Hilton Head?

It depends on your trip. We've split Hilton Head into neighborhood guides above so you can match vibe to itinerary.

Do I pay booking fees on StayFlow?

No. Every stay on StayFlow is direct with the host — you pay the host, not us.

Can I bring my dog to Hilton Head?

Yes — filter the city by Pet-friendly to see every stay that allows pets.