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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$424 - $1,011$1,011 - $1,598$1,598 - $2,184$2,184 - $2,771$2,771+ per night

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Most popular Hilton Head Island flight and hotel deals

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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
7.8 Good
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Breakfast
3 nights + flight
$487
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites
8.7 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Newark
Breakfast
3 nights + flight
$568
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
New York LaGuardia
Meals not included
3 nights + flight
$692
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
Louisville Intl
Meals not included
3 nights + flight
$689
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
7.8 Good
Parking
Free Wi-Fi
Pool
New York LaGuardia
Meals not included
3 nights + flight
$558
The Westin Hilton Head Island Resort & Spa - Hilton Head Island - Restaurant
The Westin Hilton Head Island Resort & Spa - Hilton Head Island - Restaurant
The Westin Hilton Head Island Resort & Spa
8.5 Very good
Free Wi-Fi
Pool
Pet friendly
Spa
New York LaGuardia
Meals not included
3 nights + flight
$777
2286 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Living room
2286 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Living room
2286 Heritage Villas at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$1,027
Players Club Resort - Hilton Head Island - Outdoors view
Players Club Resort - Hilton Head Island - Outdoors view
Players Club Resort
8.3 Very good
Parking
Free Wi-Fi
Pool
New York LaGuardia
Meals not included
3 nights + flight
$530
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island - Hilton Head Island - Pool
Sonesta Resort Hilton Head Island
8.4 Very good
Pool
Pet friendly
Spa
New York LaGuardia
Meals not included
3 nights + flight
$780
Xanadu A1 - Hilton Head Island - Pool
Xanadu A1 - Hilton Head Island - Pool
Xanadu A1
8.2 Very good
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$914
Coral Sands Resorts by Palmera - Hilton Head Island - Living room
Coral Sands Resorts by Palmera - Hilton Head Island - Living room
Coral Sands Resorts by Palmera
8.7 Very good
Parking
Free Wi-Fi
Pool
Louisville Intl
Meals not included
3 nights + flight
$695
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head
8.2 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Newark
Breakfast
3 nights + flight
$521
245 Stoney Creek Villa at The Sea Pines Resort - Hilton Head Island
245 Stoney Creek Villa at The Sea Pines Resort - Hilton Head Island
245 Stoney Creek Villa at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$1,037
Red Roof Inn Hilton Head Island - Hilton Head Island - Bedroom
Red Roof Inn Hilton Head Island - Hilton Head Island - Bedroom
Red Roof Inn Hilton Head Island
5.5 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$424
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort
8.5 Very good
Free Wi-Fi
Pool
New York LaGuardia
Meals not included
3 nights + flight
$1,287
149 Harbourwood Villa at The Sea Pines Resort - Hilton Head Island
149 Harbourwood Villa at The Sea Pines Resort - Hilton Head Island
149 Harbourwood Villa at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$1,099

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 $69; Family vacation $257; Romantic vacation $306; Luxury vacation $158; Budget vacation $144.

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)$69
Family vacation (Flight+Hotel)$257
Romantic vacation (Flight+Hotel)$306
Luxury vacation (Flight+Hotel)$158
Budget vacation (Flight+Hotel)$144