Book Luxury Holiday Rentals in Hilton Head Island

Award-winning homes from £98

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Home spotlights in Hilton Head Island

Wicker

Wicker

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Surrounded by lagoons on all sides, this low-country home is tucked into the flora and fauna of Hilton Head Island. The gracious nature of the home makes it ideal for both a short summer weekend and long stay alike.

Cotillion

Cotillion

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

This home may look traditional on the outside, but inside it's very much shaking things up. Slow Southern days unwind on the pastel painted veranda, with its rocking chairs and swing – the perfect spot to get lost in a good book or natter with the rest of your group over an iced tea.

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Located on the second floor of a restored wood-fronted home in the heart of Charleston’s Cannonborough-Elliotborough neighbourhood, this home boasts an enviable position and charming interiors. Exposed trusses add an element of drama to the whitewashed living area and, thanks to its open concept, it’s also a lovely space in which to relax and spend quality time as a group.

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 94 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Double Trouble

Double Trouble

  • 15 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

In the Heart of Savannah

In the Heart of Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, 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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