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

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1,682 Vacation rentals

Travelers going to Hilton Head are booking March dates now. Secure your vacation rental today and have the perfect trip.

(1) Excellent 

14

Hilton Head Vacation villa rental

Coastal South Carolina / Hilton Head

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Our villa is an end unit with lots of natural light and magnificent views over the waterway and the George Fazio golf course. The deck, which overlooks the 3rd and 7th fairways, provides mile long water vistas while the dining room has a great view of the 7th green and  …see more

from $93 / night

$650 - $1150 / week

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from $93 / night

10

Hilton Head Vacation condo rental

Coastal South Carolina / Hilton Head

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
HILTON HEAD ISLAND, SOUTH CAROLINA, USA. "SMILING FACES, BEAUTIFUL PLACES"PRETTY 2 BED/2 BATHROOM CONDO IN FIDDLERS COVE, 3 MINUTES WALK FROM AWARD WINNING BEACH. GOLFERS PARADISE. CYCLE THE ISLAND, GO TO THE GYM, PLAY TENNIS IN 10 TENNIS COURTS ON SI  …see more

from $145 / night

$875 / week

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from $145 / night

32

Villa rental in Hilton Head with shared pool

Coastal South Carolina / Hilton Head

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Island: Hilton Head Island may only be 12 miles by 5 miles wide, but you’ll find everything you need here for the ultimate Island retreat. Enjoy days basking in the sun on some of the best beaches in the country. Get into the swing of things at your choice of  …see more

from $75 / night

$475 - $1030 / week

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from $75 / night

10

Vacation villa in Hilton Head

Coastal South Carolina / Hilton Head

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Immaculately clean unit. Tile and carpet throughout. The views are outstanding from the unit's balcony. This Villa is a beautifully decorated one bedroom stay with a queen bed, queen-size sleeper sofa, and built-in bunk beds for 2 children (sleeps 4-6 comfortabl  …see more

from $100 / night

$700 / week

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from $100 / night

(2) Very Good 

22

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $75 / night

$700 - $800 / week

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from $75 / night

(6) Excellent 

27

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $140 / night

$900 - $1145 / week

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from $140 / night

(19) Very Good 

26

Coastal South Carolina / Hilton Head

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning

 …see more

from $75 / night

$475 - $850 / week

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from $75 / night

(8) Excellent 

21

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $90 / night

$630 / week

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from $90 / night

(2) Excellent 

19

Coastal South Carolina / Hilton Head

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $99 / night

$495 - $1643 / week

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from $99 / night

23

Coastal South Carolina / Hilton Head

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $129 / night

$655 - $1415 / week

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from $129 / night

(5) Excellent 

25

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $119 / night

$595 - $1285 / week

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from $119 / night

(14) Excellent 

20

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $95 / night

$595 - $985 / week

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from $95 / night

(3) Very Good 

0

Coastal South Carolina / Hilton Head

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $210 / night

$1048 - $1699 / week

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from $210 / night

(2) Excellent 

28

Coastal South Carolina / Hilton Head

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $239 / night

$1205 - $3909 / week

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from $239 / night

(12) Very Good 

0

Coastal South Carolina / Hilton Head

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $158 / night

$789 - $1199 / week

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from $158 / night

(1) Excellent 

17

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $129 / night

$665 - $1435 / week

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from $129 / night

(2) Excellent 

33

Coastal South Carolina / Hilton Head

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $169 / night

$865 - $1555 / week

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from $169 / night

(21) Excellent 

22

Coastal South Carolina / Hilton Head

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $120 / night

$700 - $875 / week

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from $120 / night

0

Coastal South Carolina / Hilton Head

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $170 / night

$849 - $1299 / week

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from $170 / night

(3) Excellent 

23

Coastal South Carolina / Hilton Head

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $139 / night

$715 - $1535 / week

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from $139 / night

(20) Excellent 

22

Coastal South Carolina / Hilton Head

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool

 …see more

from $100 / night

$600 - $925 / week

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from $100 / night

19

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $129 / night

$625 - $1345 / week

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from $129 / night

37

Coastal South Carolina / Hilton Head

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $139 / night

$695 - $1475 / week

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from $139 / night

0

Coastal South Carolina / Hilton Head

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $220 / night

$1099 - $2859 / week

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from $220 / night

(4) Excellent 

27

Coastal South Carolina / Hilton Head

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $119 / night

$575 - $1245 / week

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from $119 / night

(3) Very Good 

25

Coastal South Carolina / Hilton Head

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $209 / night

$1045 - $2255 / week

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from $209 / night

21

Coastal South Carolina / Hilton Head

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $309 / night

$1535 - $3325 / week

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from $309 / night

0

Coastal South Carolina / Hilton Head

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $192 / night

$1029 - $1599 / week

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from $192 / night

(1) Excellent 

23

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $269 / night

$1355 - $2925 / week

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from $269 / night

0

Coastal South Carolina / Hilton Head

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $220 / night

$1099 - $2899 / week

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from $220 / night

0

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $190 / night

$948 - $1899 / week

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from $190 / night

0

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $128 / night

$548 - $999 / week

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from $128 / night

0

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $248 / night

$1238 - $1999 / week

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from $248 / night

25

Coastal South Carolina / Hilton Head

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $149 / night

$725 - $1575 / week

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from $149 / night

(11) Very Good 

21

Coastal South Carolina / Hilton Head

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $61 / night

$425 - $850 / week

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from $61 / night

(1) Excellent 

20

Coastal South Carolina / Hilton Head

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $350 / night

$1922 - $3670 / week

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from $350 / night

(2) Excellent 

22

Coastal South Carolina / Hilton Head

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from $369 / night

$1825 - $3945 / week

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from $369 / night

0

Coastal South Carolina / Hilton Head

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $194 / night

$969 - $1799 / week

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from $194 / night

(10) Excellent 

66

Coastal South Carolina / Hilton Head

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

 …see more

from $110 / night

$636 - $1360 / week

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from $110 / night

0

Coastal South Carolina / Hilton Head

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $290 / night

$1348 - $3299 / week

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from $290 / night