Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

4 Beachside Drive - Oceanside Home at South Beach Marina

Hilton Head Island
Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most ...
Home 4 / 4 / 10

*
Online booking available

$380 - $659
Per Night

$1895 - $3295
Per Week

Ocean One 522 - Outstanding Oceanside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. ...
Condo 2 / 2 / 5

*
Online booking available

$200 - $315
Per Night

$995 - $1575
Per Week

2 Braddock Cove Club - View, Views, Views.

Hilton Head Island
Coming soon - under renovation Bedding Configuration: 2 King, 1 Queen, 1 Sleeper Sofa, 2 Full Addi...
Villa 4 / 4 / 12

*
Online booking available

$142 - $314
Per Night

$995 - $2495
Per Week

1457 Sound Villas - This very spacious waterfront villa h...

Hilton Head Island
1457 Sound Villas - This very spacious waterfront villa has two living areas, This very spacious wa...
Villa 4 / 4 / 10

*
Online booking available

$242 - $242
Per Night

$1695 - $3795
Per Week

1870 Beachside Tennis - Waterfront and 2nd Floor - Can't ...

Hilton Head Island
1870 Beachside Tennis - Waterfront and 2nd Floor - Can't beat the views. This newly updated spaciou...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

3121 Villamare - 1st Floor beautifully furnished w/ court...

Hilton Head Island
3121 Villamare - 1st Floor beautifully furnished w/ courtyard views. Located Oceanfront in Palmetto...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the po...
Villa 3 / 3 / 8

*
Online booking available

$99 - $228
Per Night

$695 - $1895
Per Week

2411 Seacrest - Oceanview, 4th Floor and renovated.

Hilton Head Island
Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental lo...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2495
Per Week

Surf Court 58 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 3 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

7636 Huntington - 5 Bedrooms and All new kitchen - Book Now!

Hilton Head Island
Start de-stressing the moment you walk in on the main floor and see the shaded lagoon view through s...
Villa 5 / 4 / 12

*
Online booking available

$199 - $399
Per Night

$1395 - $3095
Per Week

2 bedroom resort view condo

Hilton Head Island
2 bedroom resort view condo Unit Description: This spacious condo is only a short distance from the...
Condo 2 / 2 / 10

*
Online booking available

$155 - $375
Per Night

$1085 - $2625
Per Week

709 Barrington Park-Lagoon View & on the Ocean! Available...

Hilton Head Island
709 Barrington Park-Lagoon View & on the Ocean! Available 4/19-25 (6 nights) Enjoy a fabulous vacat...
Villa 1 / 2 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1095
Per Week

2215 Seacrest - 2nd Floor 3 Bedroom Villa - Pretty.

Hilton Head Island
2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 bathroom, villa in Sea...
Villa 3 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $2895
Per Week

3507 Windsor Court South-Oceanfront 5th Floor 3 BR Pentho...

Hilton Head Island
3507 Windsor Court South-Oceanfront 5th Floor 3 BR Penthouse. Wow views This 5th floor OCEANFRONT p...
Villa 3 / 3 / 8

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

Red Maple 20

Hilton Head Island
4 BD/4 BA two story home with Private Pool (can be heated) & Lagoon View. King, Queen, Queen & 2 Bun...
Home 4 / 4 / 12

*
Online booking available

$330 - $550
Per Night

$1650 - $2750
Per Week

7634 Huntington-3 BR w/ pretty canal views - New on Vrbo

Hilton Head Island
Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa i...
Villa 3 / 4 / 10

*
Online booking available

$128 - $285
Per Night

$895 - $2195
Per Week

Fairway Lane 71

Hilton Head Island
2 BD/2 BA villa w/ golf & lagoon view. Queen & 2 Twins. Sofa bed. (Linens for a fee.) Free S. Beach ...
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

Lake Forest 3356

Hilton Head Island
3 BD/3 BA townhouse with lagoon view. 2 Kings & 2 Twins. Pool & Tennis onsite. Walk or bike to the F...
Villa 3 / 3 / 8

*
Online booking available

$190 - $330
Per Night

$950 - $1650
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$235 - $419
Per Night

$1175 - $2095
Per Week

72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March t...

Hilton Head Island
72 Dune Lane - 2nd Row Ocean Rent as 3, 4 or 5 BR March thru May This pretty 2nd row ocean Low Coun...
Home 5 / 5 / 12

*
Online booking available

$285 - $285
Per Night

$1995 - $5195
Per Week

184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. wal...

Hilton Head Island
184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. walk to the beach. Within earshot of the roll...
Villa 1 / 2 / 4

*
Online booking available

$85 - $142
Per Night

$595 - $1195
Per Week

1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath vi...

Hilton Head Island
1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Cara...
Villa 1 / 1 / 3

*
Online booking available

$85 - $142
Per Night

$595 - $2100
Per Week

2 bedroom resort view

Hilton Head Island
2 bedroom resort view Unit Description: This 2 bedroom villa is located within the largest plantati...
Condo 2 / 2 / 8

*
Online booking available

$168 - $999
Per Night

$1176 - $6993
Per Week

Crabline Court 34

Hilton Head Island
5 BD/ 4 BA multi-story Home with Private Pool* & Spa* can be heated for *additional fee. King, King...
Home 5 / 4 / 12

*
Online booking available

$385 - $770
Per Night

$1925 - $3850
Per Week

Spotted Sandpiper 12

Hilton Head Island
4 BD/ 3 BA 2nd Row Ocean View home. King, Queen, 2 Twins & Double & Twin. High Speed Internet. Multi...
Home 4 / 3 / 9

*
Online booking available

$500 - $1000
Per Night

$2500 - $5000
Per Week

 

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