Book Luxury Vacation Rentals with a Private Chef in Hilton Head Island

We selected the 86 homes worth renting in this location

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Home spotlights in Hilton Head Island

Historical Hideout

Historical Hideout

  • 8 guests

  • 4 bedrooms

North Historic District, Savannah

Location is everything at this historic home, perfectly positioned between Savannah’s vibrant dining and shopping scenes around Oglethorpe Square and Columbia Square, as well as its leafy parks. Inside, you’ll find immaculate interiors that impress just as much as the setting.

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.

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.

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Part of Sea Pines Plantation, where it all started for holiday rentals on beautiful Hilton Head Island, this fully renovated home is the perfect place to switch off and relax. Just a short walk from the beach, and with all the gated community's excellent amenities on hand, it's a peaceful and private getaway surrounded by pretty gardens and mature trees.


We selected the top 3% holiday homes in Hilton Head Island Vacation Rentals with a Private Chef

Explore the 86 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Oak & Brick

Oak & Brick

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

A Stroll in Savannah

A Stroll in Savannah

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Slow Charm

Slow Charm

  • 8 guests

  • 3 bedrooms

North Historic District, Savannah

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Oystercatcher

Oystercatcher

  • 6 guests

  • 2 bedrooms

Hilton Head Island, Beaufort County

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Savannah Style

Savannah Style

  • 4 guests

  • 1 bedrooms

North Historic District, Savannah

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, Charleston

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Check upcoming rates & availability for Hilton Head Island Vacation Rentals with a Private Chef


Frequently asked questions

Explore our unbeatable collection of luxury Vacation Rentals with a Personal Chef in Hilton Head Island, Beaufort County, South Carolina, United States. Each and every home in our range comes fully furnished with excellently-equipped kitchens, essential bathroom toiletries, and all necessary linens included. Tested aspects of any home range from Wifi speed and shower pressure to a space's feel and design, so there really is nothing left to chance on our mission to discover the greatest properties on offer. Enjoy a stay in one of the Holiday Rentals in Hilton Head Island with a Private Chef today, and remember your trip for all the right reasons. And don't hesitate to contact our team of experts if you require any assistance, as it is their pleasure to help make the process easy.

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