Labor Day Vacation Rentals in Hilton Head Island

Make Labor Day weekend unforgettable with luxury Hilton Head vacation rentals in prime beachside communities like Sea Pines, Palmetto Dunes, and Forest Beach. Hilton Head’s warm early-fall weather, scenic coastline, championship golf courses, bike trails, and seasonal events make it an ideal destination for families, couples, and groups looking to extend summer with memorable outdoor experiences. From oceanfront villas and private pool homes to spacious retreats near Harbour Town and island dining, we offer premium rentals perfect for your Labor Day getaway.

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31 properties returned

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Favorite
02 Ruddy Turnstone
House
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- 4 Beds
- 3 Baths
- Sleeps 8
- 27 Views
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Favorite
11 Painted Bunting Road
House
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- 6 Beds
- 7.5 Baths
- Sleeps 18
- 16 Views
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Favorite
16 Heron Street
House
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- 7 Beds
- 6 Bathrooms + 2 Half Baths
- Sleeps 18
- 27 Views
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Favorite
10 Wren Drive
House
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- 4 Beds
- 3 Baths
- Sleeps 12
- 24 Views
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Dog Friendly Rental Specials

Don't leave your four legged BFF at home on your next Hilton Head Island trip. Here at Coastal Home and Villa, we have a collection of dog friendly properties. We would love to host you and Fido on your next trip to Hilton Head Island! Browse our select properties that are dog friendly. The pet fee is $250 plus tax. If you are bringing your furry friend to one of our select dog friendly rentals - please reach out to our office in advance to pay the additional fee and confirm your four legged BFF.

Favorite
14 Spotted Sandpiper
House
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- 4 Beds
- 3 Baths
- Sleeps 10
- 32 Views
Book Now
Dog Friendly Rental Specials

Don't leave your four legged BFF at home on your next Hilton Head Island trip. Here at Coastal Home and Villa, we have a collection of dog friendly properties. We would love to host you and Fido on your next trip to Hilton Head Island! Browse our select properties that are dog friendly. The pet fee is $250 plus tax. If you are bringing your furry friend to one of our select dog friendly rentals - please reach out to our office in advance to pay the additional fee and confirm your four legged BFF.

Favorite
01 Gadwall
House
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- 5 Beds
- 5 Baths
- Sleeps 10
- 21 Views
Book Now
Favorite
09 Baynard Park Road
House
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- 4 Beds
- 3.5 Baths
- Sleeps 10
- 13 Views
Book Now
Dog Friendly Rental Specials

Don't leave your four legged BFF at home on your next Hilton Head Island trip. Here at Coastal Home and Villa, we have a collection of dog friendly properties. We would love to host you and Fido on your next trip to Hilton Head Island! Browse our select properties that are dog friendly. The pet fee is $250 plus tax. If you are bringing your furry friend to one of our select dog friendly rentals - please reach out to our office in advance to pay the additional fee and confirm your four legged BFF.

Favorite
31 Willow Oak Road West
House
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- 5 Beds
- 4.5 Baths
- Sleeps 12
- 29 Views
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Favorite
48 Willow Oak Road West
House
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- 3 Beds
- 2.5 Baths
- Sleeps 12
- 22 Views
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Favorite
02 Man O' War
House
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- 5 Beds
- 5.5 Baths
- Sleeps 14
- 37 Views
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Favorite
11 Bald Eagle Road
House
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- 6 Beds
- 5.5 Baths
- Sleeps 17
- 34 Views
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Favorite
07 Painted Bunting Road
House
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- 5 Beds
- 5.5 Baths
- Sleeps 20
- 23 Views
Book Now

Labor Day Vacation Rentals in Hilton Head Island

02 Ruddy Turnstone

11 Painted Bunting Road

16 Heron Street

10 Wren Drive

Dog Friendly Rental Specials

14 Spotted Sandpiper

Dog Friendly Rental Specials

01 Gadwall

09 Baynard Park Road

Dog Friendly Rental Specials

31 Willow Oak Road West

48 Willow Oak Road West

02 Man O' War

11 Bald Eagle Road

07 Painted Bunting Road