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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 £92 / night

£596 / week

1 / 12

Holiday home with swimming pool in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from £461 / night

£5,403 / week

1 / 35

Holiday home in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £481 / night

£3,082 / week

1 / 49

Hilton Head holiday apartment rental

Hilton Head apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £277 / night

£1,933 / week

1 / 27

Holiday condo with shared pool in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £138 / night

£963 - £1,572 / week

1 / 27

Holiday home in Hilton Head

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £736 / night

£5,151 / week

1 / 12

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £96 / night

£673 / week

1 / 32

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £132 / night

£925 / week

1 / 26

Holiday home in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

from £2,017 / night

£14,113 / week

1 / 38

Holiday home in Hilton Head

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £254 / night

£1,778 / week

1 / 13

Holiday home rental

Hilton Head house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from £481 / night

£3,002 / week

1 / 44

Hilton Head holiday cottage rental

Hilton Head cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £108 / night

£757 / week

1 / 27

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £116 / night

£813 / week

1 / 22

Holiday home with swimming pool in Hilton Head

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £229 / night

£1,597 / week

1 / 33

Hilton Head holiday home rental

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

“Great Family Reunion” Our family reunion included 8 adults, 6 kids ages 12-16, and a 3 year old princess. The house was perfectly designed. The kids and two sets of parents occupied the pool level with the 5 bedrooms & 5 in-room bathrooms, media room, laundry room, sitting room, & powder room. Grandma & Grandpa and parents with toddler stayed in the two rooms on the main floor. The beautiful Great Room and very large dining room table easily accommodated all of us. Every window had great views. Kitchen, Great Room, & Master patio had lovely ocean views. Another laundry room on this level with a wonderful little ice maker kept all drinks full of cubes. (Directions are in drawer below ice maker.) Elevator was a nice convenience. The very short & level boardwalk to the beach made it easy to set up our EZ Pop-Up and carry chairs & coolers. The 3rd floor patio offered great views of beach & fireworks. The beach on the evening of July 4th was one big party! The kids loved the freedom of biking to Coligny to buy Italian ice & frozen custard at Rita's and souvenirs at the Shell Shop & other fun shops. Everyone at Beachside Getaway was extremely responsive and terrific to work with. Forest Beach Bikes was great. A word of caution-LOCK YOUR BIKE! One of our unlocked bikes was stolen when parked near Frosty Frog--another highly frequented establishment. The house and beach were so comfortable that no one wanted to go anyplace else. The golfers in the group didn't even want to golf. We did go to South Beach once so the kids could tie-die Salty Dog T-shirts. We cooked every meal in the well-stocked kitchen or used the gas grill. The only problem was the hot tub. It kept blowing a fuse so it never got hot. Maintenance tried to fix it to no avail. But everything else was so enjoyable that the hot tub not working was not a big deal. This is our 2nd reunion in Hilton Head. (We hail from Texas, Georgia, & Florida.) Our first house was great but this house was better. Our group will only stay in the North Forest Beach neighborhood.

from £561 / night

£3,402 / week

1 / 52

Holiday villa in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,283 / week

1 / 17

Holiday villa with swimming pool in Hilton Head

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £163 / night

£1,390 / week

1 / 53

Holiday condo with shared pool, golf nearby in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £179 / night

£1,100 - £1,283 / week

1 / 19

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 £761 / night

£6,363 / week

1 / 50

Holiday condo with shared pool in Hilton Head

Hilton Head condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £254 / night

£1,778 / week

1 / 16

Holiday home with golf nearby in Hilton Head

Hilton Head house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,310 / night

£9,165 - £16,496 / week

1 / 32

Holiday home in Hilton Head

Hilton Head house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

from £533 / night

£5,963 / week

1 / 67

Holiday condo in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £328 / night

£2,291 - £6,140 / week

1 / 15

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £147 / night

£1,100 / week

1 / 12

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £262 / night

£1,833 / week

1 / 6

Villa rental in Hilton Head with shared pool

Hilton Head villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £140 / night

£981 / week

1 / 11

Hilton Head holiday home rental

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“location” House is located for best access possible; shopping and the beach. Laid out well. Having been here for the past three years now, the house needs some upgrading both in fixtures: leaks and the frig has damaged shelving. Upon our arrival a cabinet door hinge came off. The plants and the fact the leaves are never racked up and carried off around the pool make it impossible to keep the pool clean. In our case the pool was cleaned and almost immediately a storm came and you could almost walk on the debris, some large in the pool. Needs upgrading and modernizing some.

from £241 / night

£1,681 / week

1 / 29

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £188 / night

£1,315 / week

1 / 9

Villa rental in Hilton Head with shared pool

Hilton Head villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £138 / night

£963 / week

1 / 17

Holiday villa with shared pool in Hilton Head

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £460 / night

£3,220 / week

1 / 32

Apartment rental in Hilton Head with shared pool

Hilton Head apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £230 / night

£1,610 / week

1 / 38

Home rental in Hilton Head with swimming pool

Hilton Head house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 26

from £1,061 / night

£6,363 / week

1 / 90

Hilton Head holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £322 / night

£2,254 / week

1 / 18

Hilton Head holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £156 / night

£1,091 / week

1 / 16

Holiday condo in Hilton Head

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £252 / night

£1,765 / week

1 / 23

Holiday condo rental

Hilton Head condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £194 / night

£1,353 / week

1 / 23

Hilton Head holiday villa rental

Hilton Head villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £346 / night

£2,817 / week

1 / 38

Holiday condo in Hilton Head

Hilton Head condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £413 / night

£2,887 / week

1 / 26

Holiday home in Hilton Head

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £225 / night

£1,569 / week

1 / 31

Holiday condo with shared pool in Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £275 / night

£1,925 / week

1 / 6

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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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