Book Luxury Holiday Rentals in Hilton Head Island

Award-winning homes from £98

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Home spotlights in Hilton Head Island

Salty Breeze

Salty Breeze

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

In between Harbour Town and South Beach on Hilton Head Island, this home epitomises holiday living with beach vibes abound thanks to the spot's whiteboard walls and maritime-themed furnishings. We particularly love the generous amount of social space; there's a double-volume living room and myriad of areas for guests to gather.

Summer Duck

Summer Duck

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

On a picturesque street of swaying palm trees sits this traditional Victorian home. Built in 1885, it has a square, symmetrical exterior, covered porches, high ceilings and exposed beams.

Carolina Wren

Carolina Wren

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Arriving at this home is a bit like falling into Charleston’s version of The Secret Garden – a traditional shopfront gives very little indication of the impressive homes that sit behind it. Part of a larger complex, there’s a beautifully landscaped communal garden and terrace for guests to enjoy when the weather is just right.

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Amid sandy strands and a network of lagoons, this villa is in one of the most picturesque areas of South Carolina. In just ten minutes, you can move from the water basin's grassy banks to the ocean through the scenic woodland between the two.


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

Explore the 86 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Gateway to Savannah

Gateway to Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Leafy & Peach

Leafy & Peach

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, Charleston

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Hilton Head Island, Beaufort County, South Carolina, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Hilton Head Island, Beaufort County, South Carolina, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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