Book Luxury Holiday Rentals in Hilton Head Island

Award-winning homes from £98

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Home spotlights in Hilton Head Island

Leafy & Peach

Leafy & Peach

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Southern family living meets beach charm at this home on Hilton Head Island. The wraparound porch, pool and ping-pong table make it the perfect place to while away long afternoons in the sun.

Carolina Wren

Carolina Wren

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Arriving at this home is a bit like falling into Charleston’s version of The Secret Garden – a traditional shopfront gives very little indication of the impressive homes that sit behind it. Part of a larger complex, there’s a beautifully landscaped communal garden and terrace for guests to enjoy when the weather is just right.

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Just behind Upper King Street, this home benefits from a great location and plenty of peace and quiet. Part of a larger complex of homes, there is a lovely shared garden for residents to use, and with plenty of ancient trees, you won’t be running out of shady corners either.

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 96 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Among The Dunes

Among The Dunes

  • 15 guests

  • 6 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

Summer Duck

Summer Duck

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Lime Green Wish

Lime Green Wish

  • 8 guests

  • 4 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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