Hilton Head Island Large Homes

We selected the 96 homes worth renting in this location

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Home spotlights in Hilton Head Island

Charming Savannah Retreat

Charming Savannah Retreat

  • 8 guests

  • 3 bedrooms

North Historic District, Savannah

Come experience the charm and history of Savannah with a stay at this beautiful loft in the heart of the North Historic District. With three spacious bedrooms, it’s perfect for larger groups or families looking for a cozy retreat.

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

There is a certain kind of charm only found in the South, and this house has it in spades. Beautifully situated on the grounds of a vast private estate, surrounded by golf courses, and resting in the shadow of a stunning forest, this is an ideal spot for a restful and luxurious retreat for a family or a group of friends.

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.

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.


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

Explore the 96 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Square Dance

Square Dance

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Among The Dunes

Among The Dunes

  • 15 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

Suburban Haven

Suburban Haven

  • 5 guests

  • 2 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

Cotillion

Cotillion

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

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Frequently asked questions

Find large holiday homes in Hilton Head Island, Beaufort County, South Carolina, United States and book your next getaway. Our homes come fully furnished with the best-equipped kitchens, multiple bathrooms, and all linen included. Book today and enjoy a short or extended stay in one of our top large holiday homes in Hilton Head Island, Beaufort County, South Carolina, United States. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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