Hilton Head Island Large Homes

We selected the 94 homes worth renting in this location

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Home spotlights in Hilton Head Island

Oglethorpe Oasis

Oglethorpe Oasis

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

A peaceful retreat nestled in the heart of Savannah's North Historic District, between the charming Oglethorpe Square and bustling Broughton Street. Guests will find themselves within walking distance from a plethora of experiences to savour from shopping sprees, savouring delectable cuisine, to immersing oneself in rich history and culture with splendid museums and tourist attractions at every corner.

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.

Salty Breeze

Salty Breeze

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

In between Harbour Town and South Beach on Hilton Head Island, this home epitomises holiday living with beach vibes abound thanks to the spot's whiteboard walls and maritime-themed furnishings. We particularly love the generous amount of social space; there's a double-volume living room and myriad of areas for guests to gather.

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.


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

Explore the 94 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Cotillion

Cotillion

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

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

Rockfish

Rockfish

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Sands & Shimmer

Sands & Shimmer

  • 6 guests

  • 2 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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