Book Luxury Holiday Rentals in Hilton Head Island

Award-winning homes from £98

Home spotlights in Hilton Head Island

Double Trouble

Double Trouble

  • 15 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Just short walk away from the beach on Hilton Head Island, this villa is offers true coastal chic. Part of a community development, the home has access to basketball and tennis courts, but there are plenty of tournaments to be had in the house too, with a foosball table and swimming pool.

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.

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.

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

A sweet summer’s day comes easy in this elegant, Georgian-style home. After a rejuvenating sleep in one of the lavish bedrooms, all you’ll want is to get out into the sun.


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

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Most popular homes in Hilton Head Island

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Summer Heat

Summer Heat

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Neptune's Den

Neptune's Den

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Oystercatcher

Oystercatcher

  • 6 guests

  • 2 bedrooms

Hilton Head Island, Beaufort County

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Sands & Shimmer

Sands & Shimmer

  • 6 guests

  • 2 bedrooms

Hilton Head Island, Beaufort County

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

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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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