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.
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The entire place is yours with beachfront location and a private pool.
6 Terra Bella Trace in Hilton Head Island offers direct beachfront access with stunning ocean views.
7 bedrooms and 7 bathrooms with private pool and beachfront access.
The entire place is yours, featuring 6 bedrooms, 5 bathrooms, and private amenities.
Beachfront Location: Paradise in Hilton Head Island offers direct beachfront access with stunning sea views.
The holiday home offers direct beachfront access with Hilton Head Island Beach just a few steps away.
Alexander Beach House in Hilton Head Island offers spacious holiday home accommodations with three bedrooms and two bathrooms.
Beachfront location with beautiful sea views.
Filter by dates, bedrooms, price, and distance to water. These are the full Vrbo and Booking.com inventories for Hilton Head Island.
Beachfront Location with direct access and stunning sea views.
Spacious two-bedroom apartment with access to a shared pool and beach.
Beachfront Location: Shorewood 511 in Hilton Head Island offers direct beachfront access and stunning sea views.
Beach + Pool Access: Colorful Hilton Head Condo! in Hilton Head Island offers direct beachfront access and a spacious layout.
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Direct beachfront access with stunning sea views.
Beachfront location with direct access and stunning sea views.
Hampton Place 6407 in Hilton Head Island offers direct beachfront access and stunning sea views.
The Hilton Head Resort features a private beach area and two swimming pools.
Bags made from recycled sails. Handcrafted in Maine.
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Spacious Accommodations with direct access to the beach.
Breakers 215 in Hilton Head Island offers direct beachfront access and stunning sea views.
The entire place is yours with sea view and balcony.
Beachfront location with direct access and a private pool.
The Village Palmetto Dunes offers a serene holiday home experience in Hilton Head Island with a private beach and outdoor swimming pool.
Oceanfront vacation home just steps from the beach.
Beachfront location with direct access to the beach.
Hampton Place 5501 in Hilton Head Island offers direct beachfront access and stunning sea views.
Design-led hotels and villas via Skylark Travel Group. Mr & Mrs Smith properties, exclusive deals, real human concierge.
205 Windsor Place in Hilton Head Island offers a holiday home with one bedroom and two bathrooms.
The holiday home features a beachfront location and stunning sea views.
Oceanfront, Sea Pines, Pool & Private Beach Access is a recently renovated vacation home in Hilton Head Island where guests can make the most of its outdoor swimming pool, garden, and terrace.
Oceanfront Condo - Hilton Head Island offers accommodations in Hilton Head Island, a few steps from Hilton Head Island Beach South.
Omni Hilton Head Oceanfront Resort is located in the exclusive Palmetto Dunes community.
Pool Access! Oceanfront Hilton Head Island Condo offers accommodations in Hilton Head Island, a few steps from Hilton Head Island Beach South.
Oceanfront Hilton Head Villa Salt & Sunrise offers accommodations in Hilton Head Island, a 3-minute walk from Driessen Beach Park.
Oceanfront Hilton Head Island Condo with Pool! offers accommodations in Hilton Head Island, a few steps from Hilton Head Island Beach South.
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.
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Hand-picked for genuine waterfront. New finds and off-season picks, sent when there is something worth sending. No spam.
