Vacations in Hilton Head Island

Vacations in Hilton Head Island

2 travelers

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Cheap Hilton Head Island package deals

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$270 - $680$680 - $1,091$1,091 - $1,502$1,502 - $1,913$1,913+ per night

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Most popular Hilton Head Island flight and hotel deals

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Courtyard by Marriott Hilton Head Island - Hilton Head Island - Patio
Courtyard by Marriott Hilton Head Island - Hilton Head Island - Patio
Courtyard by Marriott Hilton Head Island
8.5 Very good
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$398
Spark by Hilton Hilton Head Island - Hilton Head Island - Bedroom
Spark by Hilton Hilton Head Island - Hilton Head Island - Bedroom
Spark by Hilton Hilton Head Island
7.7 Good
Free Wi-Fi
Pool
Pet friendly
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$310
Beach House Resort Hilton Head Island - Hilton Head Island - Bar
Beach House Resort Hilton Head Island - Hilton Head Island - Bar
Beach House Resort Hilton Head Island
7.8 Good
Pool
Pet friendly
Spa
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$486
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Pool
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Pool
Hilton Beachfront Resort and Spa Hilton Head Island
7.8 Good
Free Wi-Fi
Pool
Spa
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$433
3503 Windsor Court South - Hilton Head Island
3503 Windsor Court South - Hilton Head Island
3503 Windsor Court South
8 Very good
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$696
DoubleTree by Hilton Hilton Head Island - Hilton Head Island - Bedroom
DoubleTree by Hilton Hilton Head Island - Hilton Head Island - Bedroom
DoubleTree by Hilton Hilton Head Island
7.9 Good
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$328
6401 Hampton Place - Hilton Head Island
6401 Hampton Place - Hilton Head Island
6401 Hampton Place
8.8 Very good
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$890
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island
8.5 Very good
Pool
Pet friendly
Spa
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$506
501 Windsor Place - Hilton Head Island
501 Windsor Place - Hilton Head Island
501 Windsor Place
10 Wonderful
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$724
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head
8.1 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New Orleans Louis Armstrong
Breakfast
3 nights + flight
$328
711 Barrington Park - Hilton Head Island
711 Barrington Park - Hilton Head Island
711 Barrington Park
8 Very good
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$733
3228 Villamare - Hilton Head Island
3228 Villamare - Hilton Head Island
3228 Villamare
9 Wonderful
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$786
Bluewater Resort & Marina by Spinnaker Resorts - Hilton Head Island - Building
Bluewater Resort & Marina by Spinnaker Resorts - Hilton Head Island - Building
Bluewater Resort & Marina by Spinnaker Resorts
9.3 Wonderful
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$410
Holiday Inn Express Hilton Head Island By IHG - Hilton Head Island - Bedroom
Holiday Inn Express Hilton Head Island By IHG - Hilton Head Island - Bedroom
Holiday Inn Express Hilton Head Island By IHG
7.6 Good
Free Wi-Fi
Pool
Pet friendly
Spa
New Orleans Louis Armstrong
Breakfast
3 nights + flight
$635
4110 Windsor Court North by Beach Properties of Hilton Head - Hilton Head Island
4110 Windsor Court North by Beach Properties of Hilton Head - Hilton Head Island
4110 Windsor Court North by Beach Properties of Hilton Head
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$696
1510 Villamare - Hilton Head Island - Living room
1510 Villamare - Hilton Head Island - Living room
1510 Villamare
8 Very good
Parking
Free Wi-Fi
Pool
New Orleans Louis Armstrong
Meals not included
3 nights + flight
$701

When to book a vacation in Hilton Head Island

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Hilton Head Island package deals

  • There are loads of types of vacations in Hilton Head Island and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $97; Family vacation $317; Romantic vacation $360; Luxury vacation $158; Budget vacation $337.

Where to stay in Hilton Head Island

Our map will help you find the perfect place to stay for your vacation in Hilton Head Island by showing you the exact location of each hotel.

Everything you need to know for your vacation in Hilton Head Island

Hilton Head Island vacation information

Top vacation (Flight+Hotel)$97
Family vacation (Flight+Hotel)$317
Romantic vacation (Flight+Hotel)$360
Luxury vacation (Flight+Hotel)$158
Budget vacation (Flight+Hotel)$337