Hilton Head Island Luxury Vacation Rentals

Luxury vacation rentals on Hilton Head Island include large private homes, oceanfront villas and rentals in the most prestigious Hilton Head resorts. Luxury rentals in upscale communities, such as our Sea Pines homes and Palmetto Dunes homes, offer resort amenities such as golf courses, biking trails, tennis courts and outdoor swimming pools.

Our collection of luxury home rentals feature 3 to 6 bedrooms with room to sleep 6 to 20 guests. Many of these remarkable properties offer private heated pools and hot tubs, screened-in porches, and backyard grilling areas or outdoor kitchens. Inside these luxury Hilton Head rentals, gourmet kitchens, flat-screen HD televisions, game tables and Jacuzzi tubs are just some of the amenities available.

Browse the list below to explore our collection of luxury vacation rentals on Hilton Head Island. Then, book online today to secure your luxury Hilton Head accommodations with Wyndham Vacation Rentals.

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Display: 33 Results
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Filters: Location: Hilton Head IslandLuxury Rentals
Mooring Buoy 162

Hilton Head Island, South Carolina
Bedrooms: 5
Baths: 4 Full + 1 Half
Type: Home
Sleeps: 10
Proximity: Walk to Beach
View: Community View

St. Andrews Place 11

Hilton Head Island, South Carolina
Bedrooms: 4
Extra Sleeping Area: Other
Baths: 3 Full + 1 Half
Type: Home
Sleeps: 14
Proximity: Bike to Beach
View: Golf Course View

Sandhill Crane 22

Hilton Head Island, South Carolina
Bedrooms: 6
Baths: 6 Full + 1 Half
Type: Home
Sleeps: 18
Proximity: On the Beach
View: Oceanfront

Sandhill Crane 24

Hilton Head Island, South Carolina
Bedrooms: 5
Baths: 5 Full + 1 Half
Type: Home
Sleeps: 18
Proximity: On the Beach
View: Oceanfront

Burns Court 01

Hilton Head Island, South Carolina
Bedrooms: 4
Baths: 4 Full + 1 Half
Type: Home
Sleeps: 8
Proximity: Walk to Beach
View: Community View

Sandpiper 29

Hilton Head Island, South Carolina
Bedrooms: 6
Extra Sleeping Area: Other
Baths: 6 Full
Type: Home
Sleeps: 20
Proximity: Walk to Beach
View: Community View

Braddock Cove Club 12

Hilton Head Island, South Carolina
Bedrooms: 4
Baths: 4 Full + 1 Half
Type: Home
Sleeps: 8
Proximity: Walk to Beach
View: Waterway View

Baynard Cove 102

Hilton Head Island, South Carolina
Bedrooms: 6
Extra Sleeping Area: Other
Baths: 5 Full + 2 Half
Type: Home
Sleeps: 20
Proximity: Bike to Beach
View: Golf Course View

Singleton Beach 1

Hilton Head Island, South Carolina
Bedrooms: 6
Baths: 5 Full + 2 Half
Type: Home
Sleeps: 16
Proximity: On the Beach
View: Oceanfront

Guscio Way 1

Hilton Head Island, South Carolina
Bedrooms: 6
Baths: 7 Full + 1 Half
Type: Home
Sleeps: 18
Proximity: On the Beach
View: Oceanfront

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Hilton Head Island, SC 29928
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© 2012 Wyndham Vacation Rentals North America, LLC. Wyndham Vacation Rentals and related marks are registered trademarks and/or service marks in the United States and internationally. All rights reserved.
Destinations and travel times are subject to availability and confirmed on a first come, first served basis. Price includes only accommodations and specifically excludes travel costs and other expenses that may be incurred. Price are based in U.S. dollars (USD), and do not include tax. Promotional discounts may not apply to all properties. Offer may not be combined with any other promotion, discount, or coupon. Other restrictions may apply. Offer void where prohibited by law.