Book Luxury Holiday Rentals in Hilton Head Island

Award-winning homes from £98

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Home spotlights in Hilton Head Island

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Time to polish off the ring and get down on one knee because this home has us head over heels. Only two hundred metres from the beach, this Hilton Head Island villa is a luxurious, private hideaway made for lazy summer days.

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.

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.


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

Suburban Haven

Suburban Haven

  • 5 guests

  • 2 bedrooms

North Charleston, Charleston County

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

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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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