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

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434 Holiday homes

Holiday apartment with shared pool in Hilton Head

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Gem at Fiddlers Cove” Very nice and very clean condo. It had everything we needed. Walking distance to the beach and pools. Great location not far from many restaurants and sights. The owner Barbara answered all of our questions promptly and provided info when we needed it.

from £91 / night

£591 / week

1 / 12

Holiday apartment in Hilton Head

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £119 / night

£834 / week

1 / 29

Holiday villa in Hilton Head

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £128 / night

£891 / week

1 / 15

Hilton Head holiday villa accommodation

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Comfortable” Enjoyed staying in the condo. Good location. Loved the boardwalk crossing the marsh to the beach: good bird watching! I will come back

from £137 / night

£682 - £1,181 / week

1 / 61

Hilton Head holiday apartment rental

Hilton Head apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £274 / night

£1,915 / week

1 / 27

Holiday home with swimming pool in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £456 / night

£3,369 - £5,906 / week

1 / 35

Hilton Head holiday condo rental

Hilton Head condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £182 / night

£1,091 / week

1 / 12

Holiday condo with shared pool, golf nearby in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,018 / week

1 / 19

Holiday home in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £476 / night

£3,052 - £5,906 / week

1 / 49

Holiday home in Hilton Head

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £727 / night

£5,088 / week

1 / 12

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £96 / night

£666 / week

1 / 32

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £115 / night

£805 / week

1 / 22

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £131 / night

£916 / week

1 / 26

Holiday home in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

from £1,999 / night

£13,991 / week

1 / 38

Hilton Head holiday cottage rental

Hilton Head cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £107 / night

£749 / week

1 / 27

Holiday home rental

Hilton Head house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from £476 / night

£2,973 - £5,509 / week

1 / 44

Holiday villa in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £182 / night

£1,272 / week

1 / 17

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £181 / night

£2,968 / week

1 / 53

Holiday home with golf nearby in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,135 / night

£6,807 - £16,337 / week

1 / 32

Holiday condo in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £326 / night

£2,272 - £6,087 / week

1 / 15

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £146 / night

£1,091 / week

1 / 12

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £260 / night

£1,817 / week

1 / 6

Holiday home with swimming pool in Hilton Head

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £226 / night

£1,582 / week

1 / 33

Holiday home with swimming pool in Hilton Head

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 17

“Great Vacation Rental in Hilton Head” We just spent 2 weeks at Mimi's Place, a wonderful home on the beach with easy access to golf, water sports, shopping and dining. With a range of ages (4 years to 72) we thought this place was perfect for us. Ping pong table, huge dining table, great pool and hot tub and location (just steps from the beach) make this a house we will definitely come back to. Booking was easy and Beachside Getaways was able to help us with bike rentals and is very knowledgeable about the area activities available.

from £753 / night

£6,302 - £8,284 / week

1 / 50

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £187 / night

£1,304 / week

1 / 9

Hilton Head holiday villa rental

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £364 / night

£2,544 / week

1 / 11

Villa rental in Hilton Head with shared pool

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £137 / night

£954 / week

1 / 17

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £455 / night

£3,180 / week

1 / 32

Apartment rental in Hilton Head with shared pool

Hilton Head apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £227 / night

£1,589 / week

1 / 38

Hilton Head holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £318 / night

£2,226 / week

1 / 18

Hilton Head holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £129 / night

£900 / week

1 / 16

Holiday condo in Hilton Head

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £250 / night

£1,749 / week

1 / 23

Holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £191 / night

£1,336 / week

1 / 23

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £267 / night

£4,263 / week

1 / 35

Hilton Head holiday villa rental

Hilton Head villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £137 / night

£954 / week

1 / 21

Holiday condo in Hilton Head

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £409 / night

£2,862 / week

1 / 26

Holiday home in Hilton Head

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £222 / night

£1,554 / week

1 / 31

Holiday home in Hilton Head

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

from £528 / night

£3,131 - £5,906 / week

1 / 67

Holiday condo with shared pool in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £273 / night

£1,908 / week

1 / 6

Holiday condo in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £114 / night

£795 / week

1 / 15

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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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