Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nat...

Hilton Head Island
263 Stoney Creek-Pretty, Peaceful Marsh Views for the Nature Lovers. 263 Stoney Creek is a wonderfu...
Villa 2 / 2.5 / 6

*
Online booking available

$160 - $500
Per Night

$525 - $2500
Per Week

Ocean Dunes Villa 102 - Deluxe 1 BR 1 BA Oceanview Condo

Hilton Head Island
Renovated in 2010, this beautifully decorated one bedroom villa has a full kitchen, combined living ...
Condo 1 / 1 / 4

*
Online booking available

$101 - $203
Per Night

$560 - $1015
Per Week

Ocean Dunes Villa 307-Oceanfront, 3rd Floor, Spectacular ...

Hilton Head Island
Ocean Dunes Villa 307-Oceanfront, 3rd Floor, Spectacular Ocean and pool view Ocean Dunes 307 is a n...
Condo 1 / 1 / 6

*
Online booking available

$122 - $259
Per Night

$665 - $1295
Per Week

77A Dune-New Homes with Awesome Ocean Views, Pool, Spa & ...

Hilton Head Island
77A Dune-New Homes with Awesome Ocean Views, Pool, Spa & So Much More This custom built home with o...
Home 5 / 6 / 16

*
Online booking available

$800 - $800
Per Night

$4095 - $10354
Per Week

1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk t...

Hilton Head Island
1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk to Shopping & Dining Delightful 2 bedroom, ...
Villa 2 / 2 / 8

*
Online booking available

$200 - $280
Per Night

$1050 - $2795
Per Week

Captain's Cove 493

Hilton Head Island
Captain's Cove 493 is a four-bedroom, three-bath town home located across the street from the beach ...
Villa 4 / 3 / 10

*
Online booking available

$215 - $515
Per Night

$1120 - $2555
Per Week

20 Hilton Head Beach Villa

Hilton Head Island
Welcome to 20 Hilton Head Beach Villa, located in a gated complex in South Forest Beach.  The condo ...
Condo 3 / 3 / 8

*
Online booking available

$230 - $440
Per Night

$1610 - $3080
Per Week

3 Sweet Gum Court

Hilton Head Island
Welcome to 3 Sweet Gum Court located in the heart of Sea Pine Plantation! This wonderfully update s...
Home 3 / 3 / 8

*
Online booking available

$240 - $325
Per Night

$1190 - $2275
Per Week

8 Hilton Head Cabana

Hilton Head Island
Welcome to 8 Hilton Head Cabana located in South Forest Beach! This 2 story villa has been updated ...
Home 2 / 1.5 / 6

*
Online booking available

$115 - $190
Per Night

$805 - $1330
Per Week

Xanadu 6-C, 1 Bedroom, Large Pool, Tennis, Walk to Beach

Hilton Head Island
Walk to the beach or stroll among lush greenery and a meandering stream when you stay at this charmi...
Condo 1 / 1 / 4

*
Online booking available

$108 - $209
Per Night

$758 - $1464
Per Week

2 Bedrooms - Golf Views - Townhouse

Hilton Head Island
Evian 125 has lovely decor and beautiful views. The town home has a large French doors leading ont...
Villa 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

3 BR Home plus Den, 2 Living Areas & Private Pool with Go...

Hilton Head Island
3 BR Home plus Den, 2 Living Areas & Private Pool with Golf Course View **Willow Oak 2** Situate...
Home 3 / 3.5 / 9

*
Online booking available

$350 - $450
Per Night

$1750 - $3000
Per Week

3102 Island Club - 2 Bedroom Ground-Floor Oceanview Villa!

Hilton Head Island
You will love the ultra-convenience of this ground floor 2-bedroom, 2-bath villa in the family-frien...
Villa 2 / 2 / 7

*
Online booking available

$895 - $1995
Per Week

46 Plantation Drive - 4 BR home in the heart of Sea Pines!

Hilton Head Island
Enjoy long fairway views from this ranch style, 4 bedroom home! All on one level, this home boasts a...
Home 4 / 4 / 8

*
Online booking available

$1195 - $3195
Per Week

12 Beachside-Pretty Beach Cottage in South Beach Marina A...

Hilton Head Island
12 Beachside-Pretty Beach Cottage in South Beach Marina Area. Charming 3 bedroom, 2 bathroom beach ...
Home 3 / 2 / 6

*
Online booking available

$260 - $260
Per Night

$1050 - $3095
Per Week

1502 Seacrest -5th Floor, Beautiful Oceanviews -

Hilton Head Island
This lovely 2 bedroom, 2 bath villa with an ocean view is located in building 1 on the fifth floor a...
Villa 2 / 2 / 8

*
Online booking available

$200 - $280
Per Night

$1050 - $2752
Per Week

9 Lands End Rd - Fully renovated, beautiful view & Pool O...

Hilton Head Island
9 Lands End Rd - Fully renovated, beautiful view & Pool On-Site Right out of the pages of Coastal L...
Home 4 / 3 / 8

*
Online booking available

$340 - $340
Per Night

$1470 - $4374
Per Week

898 Ketch Court-Steps to Harbourtown, pool & dining, Shop...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities 898 Ketch Court is a bea...
Villa 3 / 3.5 / 6

*
Online booking available

$180 - $720
Per Night

$700 - $3600
Per Week

Ocean Club 40 - Rooftop Deck!! Ocean Front

Hilton Head Island
With an over 660 square ft. rooftop deck plus a deck off of the living room area, guests staying in ...
Condo 3 / 3 / 6

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

7636 Huntington- 5 BRs & Quick walk to the Beach- Beautiful!

Hilton Head Island
Incredible lagoon views from this 5 bedroom, 4 bathroom Huntington villa. Start unwinding the moment...
Villa 5 / 4 / 12

*
Online booking available

$360 - $480
Per Night

$1414 - $4150
Per Week

New To Market! Pet Friendly 3 BR Villa, Free Bikes and Te...

Hilton Head Island
New To Market! Pet Friendly 3 BR Villa, Free Bikes and Tennis! 2301H Call for Reservations - Brad: ...
Villa 3 / 3 / 8

*
Online booking available

$158 - $750
Per Night

$845 - $3000
Per Week

932 Cutter Court -Steps to Harbourtown & Trolley Ride to ...

Hilton Head Island
932 Cutter Court -Steps to Harbourtown & Trolley Ride to the Beach. LOCATION, LOCATION, LOCATION? 3...
Villa 3 / 3.5 / 6

*
Online booking available

$140 - $1000
Per Night

$630 - $5000
Per Week

Oceanfront 1st Floor Villa with Larger Living and Kitchen...

Hilton Head Island
Oceanfront 1st Floor Villa with Larger Living and Kitchen Area! **Breakers 114** This charming o...
Villa 1 / 1 / 4

*
Online booking available

$170 - $200
Per Night

$750 - $1195
Per Week

3 Bedroom Townhouse on #1 Fairway of Harbour Town Links!

Hilton Head Island
**Heritage 2221** This lovely 3 Bedroom Townhouse is the perfect choice for guests who enjoy Golf...
Villa 3 / 3 / 8

*
Online booking available

$230 - $1000
Per Night

$1000 - $5000
Per Week

Hilton Head Resort 3117

Hilton Head Island
Hilton Head Resort 3117 is a two bedroom condo within walking distance to the beach, and centrally l...
Villa 2 / 2 / 6

*
Online booking available

$115 - $260
Per Night

$595 - $1295
Per Week

 

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