The Best Homes in Hilton Head Island

Award-winning homes from £98

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Home spotlights in Hilton Head Island

Southern Charm

Southern Charm

  • 10 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Embracing past and present, as all Charleston homes should, a careful balance of contemporary southern living with traditional features gives this home an elegant feel. Featuring beautiful hardwood floors, exposed beams and customary shutters, you’ll feel grounded in this historic location.

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Spend just a few minutes of lounging on the deck, looking out on the sprawling greens of the Fazio Golf Course, and you'll understand why this Hilton Head home is a must-visit. It's situated in the gated Palmetto Dunes, an oceanfront resort bursting with outdoor activities, including tennis, surf lessons and kayaking in the saltwater lagoon.

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.

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

This historic home has been beautifully brought to life by its Charleston-native hosts. Immediately you’re welcomed by the traditional panelled exterior, the polished beams and hardwood floors that run throughout.


We selected the top 3% holiday homes in Hilton Head Island Best Homes

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Most popular homes in Hilton Head Island

Salty Breeze

Salty Breeze

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Savannah Serenity

Savannah Serenity

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Sands & Shimmer

Sands & Shimmer

  • 6 guests

  • 2 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

Damn Fine Coffee

Damn Fine Coffee

  • 11 guests

  • 5 bedrooms

North Charleston, Charleston County

In the Heart of Savannah

In the Heart of Savannah

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

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Frequently asked questions

Searching for your dream home in Hilton Head Island, Beaufort County, South Carolina, United States? You've come to the right place: we’re the official selection of the world’s best homes. Our collection of homes in Hilton Head Island, Beaufort County, South Carolina, United States come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. We obsessively check each home for you, so you can book a short or extended stay with peace of mind.

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