Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Queens Grant 568

Hilton Head Island
Queens Grant 568 is a two bedroom villa located just a short walk from the beach and tennis center i...
Villa 2 / 2 / 10

*
Online booking available

$170 - $315
Per Night

$840 - $1575
Per Week

Sand Dollar 32

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Welcome to your new vacation getaw...
Home 4 / 4 / 10

*
Online booking available

$745 - $1730
Per Night

$3710 - $8330
Per Week

St. Andrews Common 1758, End Unit, 2 Bedrooms, Pool, Slee...

Hilton Head Island
1758 St. Andrews Common in Palmetto Dunes. Spacious 1st floor St. Andrews property with private cour...
Condo 2 / 2 / 7

*
Online booking available

$150 - $259
Per Night

$750 - $1295
Per Week

Golfmaster 304, 2 Bedrooms, Large Pool, Tennis, Sleeps 10

Hilton Head Island
304 Golfmaster in Shipyard Plantation is located near the Clipper Golf Course. This 2 bedroom, 2.5 b...
Condo 2 / 2.5 / 10

*
Online booking available

$111 - $239
Per Night

$555 - $1195
Per Week

Planters Wood 24, 5 Bedroom, Private Heated Pool, Golf Vi...

Hilton Head Island
24 Planters Wood Drive is a beautiful 5 bedroom 4 bath home with a large lanai and heatable large po...
Home 5 / 4 / 11

*
Online booking available

$285 - $946
Per Night

$1895 - $4730
Per Week

712 Barrington Park - Lagoon view villa - Oceanfront Comp...

Hilton Head Island
712 Barrington Park - Lagoon view villa - Oceanfront Complex - Sleeps 4 Enjoy a fun vacation in the...
Villa 1 / 1.5 / 4

*
Online booking available

$495 - $1095
Per Week

2311 Racquet Club-Beautiful 1st floor flat quick walk to ...

Hilton Head Island
2311 Racquet Club-Beautiful 1st floor flat quick walk to Harbour Town! Recently renovated, this tra...
Villa 3 / 2 / 8

*
Online booking available

$595 - $3000
Per Week

19 Egret St -Family Fun & 25 yards to the beach.

Hilton Head Island
19 Egret is a 4 bedroom, 3 bath home located just 20 yards from the beach. This lovely home has so m...
Home 4 / 3 / 10

*
Online booking available

$1995 - $5395
Per Week

6 Beach Arbor 1st Floor End Unit. Walk to the Beach, Pool...

Hilton Head Island
6 Beach Arbor 1st Floor End Unit. Walk to the Beach, Poolside, Pet Friendly Setting The Price, Amen...
Villa 2 / 2 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 6

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

38 Crabline Court- Near Ocean, Pet Friendly, Pool

Hilton Head Island
38 Crabline Court: 5 BR/ 4 BA, Sleeps 14, .6 miles to the beach   First Floor: Kitchen, Living, Din...
Home 5 / 4 / 14

*
Online booking available

$400 - $760
Per Night

$2800 - $5320
Per Week

3 Surf Watch Way: Singleton Beach, Near Ocean

Hilton Head Island
3 Surfwatch Way: 6 BR/ 6.5 BA, Sleeps 18, .2 miles to the beach   First Floor: Kitchen, Living, Din...
Home 6 / 6.5 / 18

*
Online booking available

$510 - $1160
Per Night

$3185 - $8120
Per Week

Fabulous 6 BR Home with Pool, Spa, 2 Master Suites & Easy...

Hilton Head Island
Fabulous 6 BR Home with Pool, Spa, 2 Master Suites & Easy Walk to Beach! **Sandpiper 21** Locate...
Home 6 / 6.5 / 12

*
Online booking available

$600 - $1000
Per Night

$3000 - $7500
Per Week

Greens 146

Hilton Head Island
Greens 146 is a two-bedroom, two and a half bath condo located in Shipyard Plantation and overlooks ...
Condo 2 / 2.5 / 6

*
Online booking available

$170 - $315
Per Night

$840 - $1575
Per Week

Sylvan Lane 3

Hilton Head Island
This Sea Pines home is perfect for golf lovers and families as it is located on the 7th hole of Hero...
Home 3 / 3 / 10

*
Online booking available

$310 - $945
Per Night

$1575 - $4725
Per Week

71 Heritage Road

Hilton Head Island
Welcome to 71 Heritage Road located in the heart of Sea Pines Plantation! This beautiful single flo...
Home 3 / 2 / 8

*
Online booking available

$285 - $495
Per Night

$1995 - $3465
Per Week

Captains Walk 424, 5 Bedrooms, Penthouse , Pool, Sleeps 12

Hilton Head Island
Captains Walk 424 is a 5 Bedroom Penthouse condo with amazing views of ocean, beach, pools and palms...
Condo 5 / 3.5 / 12

*
Online booking available

$439 - $1199
Per Night

$2195 - $5995
Per Week

Sailmaster 37, 2 Bedrooms, Pool, Patio, Sleeps 6

Hilton Head Island
37 Sailmaster Commons, Shipyard - Located in the popular gated community of Shipyard Plantation, thi...
Condo 2 / 2.5 / 6

*
Online booking available

$119 - $239
Per Night

$595 - $1195
Per Week

Xanadu 20-A, 3 Bedroom, Pool, Tennis, Walk to Beach, Slee...

Hilton Head Island
20-A Xanadu is a 3 bedroom, 3 bath penthouse villa located 3rd row from the beach. Xanadu Villas has...
Condo 3 / 3 / 8

*
Online booking available

$170 - $319
Per Night

$850 - $1595
Per Week

1203 Seacrest- Awesome Ocean Views of grounds, pool and b...

Hilton Head Island
1203 Seacrest- Awesome Ocean Views of grounds, pool and beach. Located on the second floor of the l...
Villa 2 / 2 / 6

*
Online booking available

$995 - $2595
Per Week

Seascape Villa 3036 - Resort View - 2Br/ 2Bt

Hilton Head Island
The first floor of the villa has updated furnishings, an entertainment center with TV, VCR and DVD m...
Condo 2 / 2 / 6

*
Online booking available

$92 - $127
Per Night

$460 - $960
Per Week

Beautifully Renovated Springwood Villa, Free Bikes, Tenni...

Hilton Head Island
Beautifully Renovated Springwood Villa, Free Bikes, Tennis, and Pool Includes: 1 King, 1 Queen, 1 Q...
Villa 2 / 3.5 / 6

*
Online booking available

$116 - $149
Per Night

$495 - $1095
Per Week

Beachside Tennis 1893

Hilton Head Island
Beachside Tennis 1893 is a two-bedroom, two-bath condo offers views of both the ocean and Calibogue ...
Villa 2 / 2 / 8

*
Online booking available

$310 - $650
Per Night

$1575 - $3290
Per Week

Bald Eagle Road 11

Hilton Head Island
Relax and take in the sights and sounds of a Hilton Head Island vacation under the oak trees in the ...
Home 6 / 5 / 15

*
Online booking available

$1200 - $2590
Per Night

$6020 - $12950
Per Week

Cassina Lane 7

Hilton Head Island
This unique home is just one row from the ocean! It boasts coastal chic décor with lots of gathering...
Home 6 / 5 / 12

*
Online booking available

$585 - $1240
Per Night

$2940 - $6230
Per Week

 

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