Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Isla...
Villa 3 / 3 / 6

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

Lake Forest 3356

Hilton Head Island
3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Pr...
Villa 3 / 3 / 8

*
Online booking available

$235 - $330
Per Night

$1175 - $1650
Per Week

Courtside 51 - Updated Delightful Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Ocean Club Villa 26 - 2 BR 2 BA Oceanside Townhome Hilton...

Hilton Head Island
Ocean Club Villa 26 - 2 BR 2 BA Oceanside Townhome Hilton Head, Sc This oceanfront complex on South...
Condo 2 / 2 / 6

*
Online booking available

$170 - $280
Per Night

$850 - $1400
Per Week

Ocean Dunes Villas 312 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

1103 Villamare-1st floor Villa just steps to the beach!

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean and is surround...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Courtside 86 - 3 Bedroom Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool ...
Condo 3 / 3.5 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

Seaside Villa 283 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Villa 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tangle...

Hilton Head Island
Nicely decorated 2 BR, 2 & 1/2 bath townhouse stye Tanglewood Villa Tastefully furnished town home ...
Condo 2 / 2.5 / 4

*
Online booking available

$115 - $215
Per Night

$550 - $1075
Per Week

3101 Seacrest- Direct Oceanfront. Fully Renovated & more!

Hilton Head Island
This OCEANFRONT 3 bedroom, 3 bath villa located on the first floor of building 3 of the SeaCrest Res...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

Hilton Head Island
Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented com...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Cl...

Hilton Head Island
117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Club & Plantation Club Right in the middle o...
Home 4 / 2.5 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
Per Week

Shorewood 437 - Fully Remodeled 2015 Ocean & Pool View

Hilton Head Island
Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, whe...
Condo 2 / 2 / 6

*
Online booking available

$190 - $379
Per Night

$950 - $1895
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2600
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. Sleep Sofa Linens available...
Villa 1 / 1 / 4

*
Online booking available

$170 - $219
Per Night

$850 - $1095
Per Week

458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the...

Hilton Head Island
458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. These 3 Bedroom, 3.5 Bath spacious...
Villa 3 / 3.5 / 9

*
Online booking available

$128 - $128
Per Night

$895 - $1695
Per Week

Waterford C-5 - Shipyard Townhouse

Hilton Head Island
Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisur...
Condo 2 / 2 / 6

*
Online booking available

$139 - $215
Per Night

$695 - $1075
Per Week

77A Dune Ln- Brand New home w/ Oceanviews - 7/4-11 Week A...

Hilton Head Island
77A Dune Ln- Brand New home w/ Oceanviews - 7/4-11 Week Available. Custom built and completed in 20...
Home 5 / 5.5 / 16

*
Online booking available

$571 - $571
Per Night

$3995 - $10295
Per Week

Regal Sea Pines Home, Free Pool Bikes Tennis Pet Friendly

Hilton Head Island
LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach ...
Home 4 / 3.5 / 10

*
Online booking available

$128 - $500
Per Night

$895 - $2000
Per Week

Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes &...

Hilton Head Island
Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes & Tennis, 2 Master bd Be Right in the Middl...
Condo 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

17 Kingston Cove - Charming beach cottage and renovated!

Hilton Head Island
This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 completely ...
Home 3 / 2 / 8

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to t...

Hilton Head Island
306 Tennismaster. 3 BR Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse vill...
Villa 3 / 3 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Surf Court 12 - 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 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Hilton Head Island
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches eve...
Villa 4 / 3.5 / 8

*
Online booking available

$1295 - $2395
Per Week

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

 

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