Rent Hilton Head Island Homes with Swimming Pools

We selected the 12 homes worth renting in this location

Home spotlights in Hilton Head Island

Double Trouble

Double Trouble

  • 15 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Just short walk away from the beach on Hilton Head Island, this villa is offers true coastal chic. Part of a community development, the home has access to basketball and tennis courts, but there are plenty of tournaments to be had in the house too, with a foosball table and swimming pool.

Smoke on the Water

Smoke on the Water

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Amid sandy strands and a network of lagoons, this villa is in one of the most picturesque areas of South Carolina. In just ten minutes, you can move from the water basin's grassy banks to the ocean through the scenic woodland between the two.

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.

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

A sweet summer’s day comes easy in this elegant, Georgian-style home. After a rejuvenating sleep in one of the lavish bedrooms, all you’ll want is to get out into the sun.


We selected the top 3% holiday homes in Hilton Head Island Homes with Swimming Pools

Explore the 12 most perfect homes in our collection

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Most popular homes in Hilton Head Island

Neptune's Den

Neptune's Den

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Pluto's Promise

Pluto's Promise

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Glory Days

Glory Days

  • 12 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Wicker

Wicker

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Leafy & Peach

Leafy & Peach

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Grand Designs

Grand Designs

  • 14 guests

  • 5 bedrooms

Hilton Head Island, Beaufort County

Woodpecker's Island

Woodpecker's Island

  • 6 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Island Pines

Island Pines

  • 8 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

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Popular in Hilton Head Island

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Hilton Head Island, Beaufort County, South Carolina, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Hilton Head Island Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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