Hilton Head's foot-shaped barrier island sits just across the Georgia line. Gated plantation communities (Sea Pines, Palmetto Dunes, Shipyard) house most luxury rentals. Golf is everywhere, the beach is firm enough to bike, and October is the sweet spot for weather plus price.
Affiliate links. About our partners.
Spa on Port Royal Sound 1221 offers a spacious setting with two bedrooms and two bathrooms, with sea views and a private pool.
Beachfront location with beautiful sea views.
Beachfront Location with direct access and stunning sea views.
Spacious two-bedroom apartment with access to a shared pool and beach.
Beach + Pool Access: Colorful Hilton Head Condo! in Hilton Head Island offers direct beachfront access and a spacious layout.
Direct beachfront access with stunning sea views.
Beachfront location with direct access and stunning sea views.
Breakers 215 in Hilton Head Island offers direct beachfront access and stunning sea views.
Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Hilton Head Island.
The entire place is yours with sea view and balcony.
Beachfront location with direct access and a private pool.
Seaside 211 in Hilton Head Island offers a holiday home with one bedroom and a living room.
The Village Palmetto Dunes offers a serene holiday home experience in Hilton Head Island with a private beach and outdoor swimming pool.
Affiliate link.
If a hand-picked, design-led hotel sounds better than a vacation rental, Skylark Travel Group covers the same destinations with curated boutique stays, Mr & Mrs Smith, exclusive deals, real human concierge.
Sponsored.
Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.
