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Holiday rentals in Hilton Head and Villas - Holiday Lettings - Holiday Rentals Hilton Head

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1,936 Holiday homes

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Holiday villa rental

South Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £200 / night

£1,395 / week

1 / 19

Ski condo to rent in South Beach

South Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £136 / night

£953 / week

1 / 23

Villa rental in South Beach

South Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,234 / week

1 / 30

Home rental in South Beach

South Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £288 / night

£2,015 / week

1 / 27

Condo rental in South Beach

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £210 / night

£1,470 / week

1 / 30

Holiday home in South Beach

South Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £220 / night

£1,538 / week

1 / 30

South Beach holiday condo rental

South Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £188 / night

£1,315 / week

1 / 27

Holiday condo in South Beach

South Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £235 / night

£1,642 / week

1 / 30

South Beach ski villa to rent.

South Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £471 / night

£3,294 / week

1 / 30

Holiday villa in South Beach

South Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £237 / night

£1,653 / week

1 / 30

South Beach holiday condo rental

South Beach condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £197 / night

£1,378 / week

1 / 27

Holiday villa in South Beach

South Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £249 / night

£1,739 / week

1 / 21

Villa accommodation in South Beach

South Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £215 / night

£1,504 / week

1 / 24

South Beach ski home to rent.

South Beach house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 20

from £937 / night

£6,554 / week

1 / 30

Holiday condo in Hilton Head

Hilton Head condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £211 / night

£1,475 / week

1 / 30

Condo rental in South Beach

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £211 / night

£1,475 / week

1 / 30

Holiday home in South Beach

South Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £569 / night

£3,983 / week

1 / 30

South Beach holiday condo rental

South Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £122 / night

£850 / week

1 / 20

Holiday condo in South Beach

South Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £402 / night

£2,812 / week

1 / 30

Ski condo to rent in South Beach

South Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £325 / night

£2,273 / week

1 / 30

Holiday condo in South Beach

South Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £300 / night

£2,095 / week

1 / 30

South Beach holiday condo rental

South Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£1,085 / week

1 / 30

Holiday condo in South Beach

South Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £258 / night

£1,802 / week

1 / 30

Holiday home in South Beach

South Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £254 / night

£1,774 / week

1 / 28

Holiday condo in South Beach

South Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £357 / night

£2,497 / week

1 / 29

Holiday apartment in South Beach

South Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £110 / night

£769 / week

1 / 13

South Beach holiday condo rental

South Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £296 / night

£2,066 / week

1 / 29

Condo rental in South Beach

South Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £241 / night

£1,688 / week

1 / 25

Ski condo to rent in South Beach

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £261 / night

£1,825 / week

1 / 30

Holiday condo in South Beach

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £260 / night

£1,820 / week

1 / 30

Holiday home in South Beach

South Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £164 / night

£1,148 / week

1 / 26

Condo rental in South Beach

South Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £241 / night

£1,682 / week

1 / 29

Holiday villa rental

South Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £197 / night

£1,378 / week

1 / 28

South Beach holiday condo rental

South Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £218 / night

£1,521 / week

1 / 30

Ski villa to rent in South Beach

South Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £164 / night

£1,142 / week

1 / 30

South Beach holiday condo rental

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £250 / night

£1,745 / week

1 / 30

Holiday villa in South Beach

South Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £141 / night

£987 / week

1 / 13

Holiday condo in South Beach

South Beach condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £275 / night

£1,923 / week

1 / 30

Holiday condo in South Beach

South Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £519 / night

£3,627 / week

1 / 30

South Beach ski villa to rent.

South Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £273 / night

£1,911 / week

1 / 24

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Hilton Head holidays

SAND & SUNSHINE: Hilton Head lies on the Intracoastal Waterway and encompasses 42 square miles of semi- tropical, Lowcountry geography, including unspoilt sea marshes, creeks and lagoons, heavily wooded forests of tall pines, palmettos, magnolias and live oaks, and 12 miles of broad Atlantic beach. The Island's weather is ideal for those wanting to soak up the sunshine with subtropical climate year round.

LOCAL EATS: Dining is a serious pastime on the Island. With access to both salt marsh and coastal woodland abundance, it's no wonder Island chefs make these fresh, local ingredients the stars of their menu. While our distinctive Lowcountry cuisine rightfully receives much attention, Island restaurants and eateries offer variety in both cuisine and atmosphere. From the casual-style barbeque joint to fine dining al fresco under starry skies, eating out at one of over 250 local restaurants satisfies.

GET OUTSIDE: Launch from heights of up to 75 feet as you zip through an ecotour with ZipLine Hilton Head. Eight interconnected ziplines fly over live oaks as you spot boats and Broad Creek below. Feeling brave? A 900-foot dual cable lets adrenaline junkies race to the finish line. For those happy keeping both feet near ground, the Island is a bicyclist's heaven with over 100 miles of paved pathways. Practise casting a shrimp nett and pulling a crab pot aboard a hands-on water excursion or try the four-hour night shark fishing trip - local outfitters take families out to catch an up-close glimpse of nature's wonders and creatures. Dolphin fans will delight!

TAKE A WALK ON THE WATER SIDE: At the Island's six public marina villages, find shops, restaurants and plenty of ways to play. Broad Creek Marina in one of the Island's quietest neighbourhoods, this laid-back marina offers water sports and nature tours.

A marina-in-the-round, Harbor Town Yacht Basin is surrounded by cafés, shops and galleries. This popular Sea Pines Resort destination features the Island's iconic candy-striped Harbor Town Lighthouse, water activities and family entertainer Gregg Russell performing under the Liberty Oak tree.

The relaxed setting on Broad Creek makes Palmetto Bay Marina a great destination for dinner and drinks. The North End's Skull Creek boasts three fabulous waterfront restaurants - Hudson's Seafood House on the Docks, an Island institution with a fishing fleet (they'll even prepare your own catch); Skull Creek Boathouse, featuring an outdoor buoy bar; and the stylish Chart House, where fresh seafood pairs brilliantly with Lowcountry ingredients.

Visit the home of Jake The Salty Dog at South Beach Marina with a fishing village vibe drawing visitors looking to relax by the water with a cold drink and southern food favourites.

Information provided by: Hilton Head Island Visitor and Convention Bureau

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