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50 Best Hilton Head Vacation rentals on Holiday Lettings - Beach rentals

1,690 Vacation rentals

Vacation apartment with shared pool in Hilton Head

Hilton Head apartment

6

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $92 / night

$630 - $670 / week

Vacation villa in Hilton Head

Hilton Head villa

2

  • Child friendly
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $86 / night

$602 / week

Vacation condo rental

Hilton Head condo

6

  • Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$916 / week

Vacation villa in Hilton Head

Hilton Head villa

24

  • Beach/lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $207 / night

$1,260 - $1,684 / week

Vacation townhouse with shared pool, golf nearby in Hilton Head

Hilton Head townhouse

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $287 / night

$2,004 / week

Vacation condo in Hilton Head

Hilton Head condo

6

  • Nearest beach 0.1 mi
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $125 / night

$160 - $240 / week

Condo rental in Hilton Head with shared pool

Hilton Head condo

32

  • Swimming pool
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $114 / night

$687 - $1,374 / week

Hilton Head Vacation villa accommodation

Hilton Head villa

52

  • Beach/lakeside relaxation
  • •  Nearest beach 0.4 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$544 - $1,031 / week

Apartment rental in Hilton Head with indoor pool, golf nearby

Hilton Head apartment

42

  • Beach/lakeside relaxation
  • •  Nearest beach 6 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $115 / night

$802 / week

Apartment rental in Hilton Head with shared pool

Hilton Head apartment

6

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $113 / night

$790 / week

Hilton Head Vacation home rental

Hilton Head house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $130 / night

$650 - $1,250 / week

Vacation villa in Hilton Head

Hilton Head villa

6

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$745 - $1,031 / week

Vacation villa rental

Hilton Head villa

5

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $264 / night

$1,815 / week

Vacation home with swimming pool, golf nearby in Hilton Head

Hilton Head house

32

  • Nearest beach 2 mi
  • •  Swimming pool
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $373 / night

$2,720 / week

Villa rental in Hilton Head with shared pool

Hilton Head villa

6

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $175 / night

$1,226 - $1,432 / week

Hilton Head Vacation villa rental

Hilton Head villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $287 / night

$1,941 / week

Vacation condo with shared pool in Hilton Head

Hilton Head condo

6

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,775 - $2,176 / week

Vacation home with shared pool in Hilton Head

Hilton Head house

2

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $120 / night

$600 - $1,000 / week

Vacation villa in Hilton Head

Hilton Head villa

4

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,025 / week

Vacation apartment with shared pool, golf nearby in Hilton Head

Hilton Head apartment

13

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $144 / night

$859 / week

Home rental in Hilton Head with golf nearby

Hilton Head house

12

  • Beach/lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Child friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $378 / night

$2,628 / week

Vacation villa rental

Hilton Head villa

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $295 / night

$2,061 / week

Vacation condo with shared pool in Hilton Head

Hilton Head condo

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$1,002 / week

Vacation villa with swimming pool, tennis court in Hilton Head

Hilton Head villa

33

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $75 / night

$573 - $1,002 / week

Vacation condo rental

Hilton Head condo

5

  • Nearest beach 0.3 mi
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $69 / night

$464 - $1,054 / week

Vacation condo with shared pool in Hilton Head

Hilton Head condo

8

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $109 / night

$745 - $1,747 / week

Vacation condo with shared pool, golf nearby in Hilton Head

Hilton Head condo

5

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

Hilton Head Vacation home rental

Hilton Head house

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from $765 / night

$3,950 - $14,950 / week

Vacation villa with golf nearby in Hilton Head

Hilton Head villa

18

  • Beach/lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $148 / night

$1,034 - $6,404 / week

Vacation villa rental

Hilton Head villa

42

  • Beach/lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$516 - $1,134 / week

Vacation villa with shared pool, golf nearby in Hilton Head

Hilton Head villa

2

  • Nearest beach 0 mi
  • •  Swimming pool
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,042 / week

Vacation home with swimming pool, golf nearby in Hilton Head

Hilton Head house

8

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $516 / night

$3,607 / week

Vacation villa with shared pool in Hilton Head

Hilton Head villa

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $110 / night

$600 - $1,075 / week

Vacation home with swimming pool in Hilton Head

Hilton Head house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $188 / night

$1,316 - $3,885 / week

Vacation home rental

Hilton Head house

32

  • Beach/lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $378 / night

$2,210 - $2,748 / week

Hilton Head Vacation apartment rental

Hilton Head apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $148 / night

$1,034 / week

Hilton Head Vacation home rental

Hilton Head house

1

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

from $344 / night

$2,405 / week

Vacation apartment with shared pool, golf nearby in Hilton Head

Hilton Head apartment

2

  • Nearest beach 1 mi
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $126 / night

$1,140 - $1,924 / week

Vacation villa with indoor pool in Hilton Head

Hilton Head villa

11

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $200 / night

$1,120 - $2,913 / week

Vacation apartment with shared pool in Hilton Head

Hilton Head apartment

28

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $103 / night

$687 / week