Book Luxury Short Stay Rentals in Hilton Head Island

We selected the 86 homes worth renting in this location

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Home spotlights in Hilton Head Island

Savannah Style

Savannah Style

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Overlooking bustling Broughton Street, this apartment delivers when it comes to location. This is the heart of historic Savannah.

Cameo Pink

Cameo Pink

  • 6 guests

  • 3 bedrooms

Park Circle, North Charleston

With ample space and chic, comfortable furniture, Cameo Pink is a practical and stylish option for a getaway with family or friends – and if you’re travelling with a bigger group, you can also rent the house next door. The flowing, open layout and great natural light make it a lovely place to spend time in day and night, and the rocking chairs on the porch are perfect for chatting as the sun sets or just relaxing with a book.

Woodpecker's Island

Woodpecker's Island

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Space, warmth and greenery all contribute to the laid-back luxury feel of this modern home. Behind trendy, pale-grey wooden cladding, find an airy open-plan living area, brightly lit by tall windows.

Among The Dunes

Among The Dunes

  • 15 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

We’ve got to hand it to this gorgeous home — or should we say mansion — on Hilton Head Island. As far as luxurious hideaways go, this one exudes class.

We selected the top 3% holiday homes in Hilton Head Island Short Stay Rentals

Explore the 86 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Checkered

Checkered

  • 10 guests

  • 5 bedrooms

Cannonborough Elliotborough, Charleston

Historical Hideout

Historical Hideout

  • 8 guests

  • 4 bedrooms

North Historic District, Savannah

Riverfront Retreat

Riverfront Retreat

  • 6 guests

  • 2 bedrooms

North Historic District, Savannah

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Summer Heat

Summer Heat

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Square Dance

Square Dance

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

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Check upcoming rates & availability for Hilton Head Island Short Stay Rentals

Frequently asked questions

Browse our curated collection of Short Stay Rentals in Hilton Head Island, Beaufort County, South Carolina, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Hilton Head Island luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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