Book Family Friendly Rentals in Hilton Head Island

We selected the 42 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Under 1

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Home spotlights in Hilton Head Island

Patriot Games

Patriot Games

  • 9 guests

  • 3 bedrooms

Fernandina Beach, Nassau County

Escape to Amelia Island and this pretty home, bursting with Southern charm. Traditional in style (think white clapboarding and shuttered windows) it's a slice of country living just steps away from the local marina – you'll even find rocking chairs on the covered veranda.

Dixie Chic

Dixie Chic

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Welcome to small but charming Charleston, once again topping Condé Nast Traveler's Readers' Choice Awards. Whether you’re here to explore its colonial architecture, tuck into excellent Creole and BBQ food or savour the blossoming cocktail scene, you’re going to need somewhere to stay smack bang in the heart of the buzz.

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.

White Ibis

White Ibis

  • 11 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

This beautiful home has a prime location overlooking the Palmetto Dunes lagoon. Just ten minutes’ walk from Hilton Head’s dazzling sands, it’s an ideal base for a beach holiday.


We selected the top 3% holiday homes in Hilton Head Island Family Friendly Rentals

Explore the 42 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Rocking Chair Residence

Rocking Chair Residence

  • 20 guests

  • 10 bedrooms

Cannonborough Elliotborough, Charleston

Suburban Haven

Suburban Haven

  • 5 guests

  • 2 bedrooms

North Charleston, Charleston County

Cameo Pink

Cameo Pink

  • 6 guests

  • 3 bedrooms

Park Circle, North Charleston

Hominy

Hominy

  • 8 guests

  • 4 bedrooms

Cannonborough Elliotborough, Charleston

Woodpecker's Island

Woodpecker's Island

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Fairway Breeze

Fairway Breeze

  • 9 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Ain't She Sweet

Ain't She Sweet

  • 16 guests

  • 8 bedrooms

Cannonborough Elliotborough, Charleston

Swing Kings

Swing Kings

  • 8 guests

  • 4 bedrooms

Radcliffeborough, Charleston

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Check upcoming rates & availability for Hilton Head Island Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Hilton Head Island, Beaufort County, South Carolina, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Hilton Head Island Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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