Hilton Head Island Luxury Houses

Award-winning homes from £98

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Home spotlights in Hilton Head Island

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.

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.

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.

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 Houses

Explore the 34 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, Charleston

Salty Breeze

Salty Breeze

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

River Reach

River Reach

  • 7 guests

  • 3 bedrooms

Folly Beach, Charleston County

Patriot Games

Patriot Games

  • 9 guests

  • 3 bedrooms

Fernandina Beach, Nassau County

Leafy & Peach

Leafy & Peach

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Southern Charm

Southern Charm

  • 10 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

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Frequently asked questions

All Plum Guide houses in Hilton Head Island, Beaufort County, South Carolina, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Hilton Head Island, Beaufort County, South Carolina, United States before approving it, so you can book with peace of mind.

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