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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$250 - $724$724 - $1,198$1,198 - $1,672$1,672 - $2,146$2,146+ 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
8.8 Very good
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$505
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
7.9 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$315
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites - Hilton Head Island - Living room
Palmera Inn and Suites
8.6 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$378
Beach House Resort Hilton Head - Hilton Head Island - Restaurant
Beach House Resort Hilton Head - Hilton Head Island - Restaurant
Beach House Resort Hilton Head
8.1 Very good
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$566
Hotel Carolina A Days Inn by Wyndham - Hilton Head Island - Building
Hotel Carolina A Days Inn by Wyndham - Hilton Head Island - Building
Hotel Carolina A Days Inn by Wyndham
6.4 Okay
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$263
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
8.6 Very good
Free Wi-Fi
Pool
Pet friendly
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$606
Home2 Suites by Hilton Hilton Head - Hilton Head Island - Patio
Home2 Suites by Hilton Hilton Head - Hilton Head Island - Patio
Home2 Suites by Hilton Hilton Head
8.8 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$393
Hilton Garden Inn Hilton Head - Hilton Head Island - Patio
Hilton Garden Inn Hilton Head - Hilton Head Island - Patio
Hilton Garden Inn Hilton Head
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$333
Sonesta Resort Hilton Head Island - Hilton Head Island - Bedroom
Sonesta Resort Hilton Head Island - Hilton Head Island - Bedroom
Sonesta Resort Hilton Head Island
8.2 Very good
Pool
Pet friendly
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$560
Coral Sands Resort by Palmera - Hilton Head Island - Pool
Coral Sands Resort by Palmera - Hilton Head Island - Pool
Coral Sands Resort by Palmera
8.7 Very good
Parking
Free Wi-Fi
Pool
Richmond Byrd Intl
Meals not included
3 nights + flight
$547
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
Baltimore/Washington
Breakfast
3 nights + flight
$339
SpringHill Suites by Marriott Hilton Head Island - Hilton Head Island - Building
SpringHill Suites by Marriott Hilton Head Island - Hilton Head Island - Building
SpringHill Suites by Marriott Hilton Head Island
8.4 Very good
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Breakfast
3 nights + flight
$375
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
6.1 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
$261
Holiday Inn Express Hilton Head Island - Hilton Head Island - Patio
Holiday Inn Express Hilton Head Island - Hilton Head Island - Patio
Holiday Inn Express Hilton Head Island
7.6 Good
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
$385
Omni Hilton Head Oceanfront Resort - Hilton Head Island - Pool
Omni Hilton Head Oceanfront Resort - Hilton Head Island - Pool
Omni Hilton Head Oceanfront Resort
8.7 Very good
Free Wi-Fi
Pool
Pet friendly
Spa
Grand Rapids Gerald R. Ford Intl
Meals not included
3 nights + flight
$780
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Pool
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Pool
Hilton Head Island Beach & Tennis Resort
8.5 Very good
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
$521

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 $348; Family vacation $258; Luxury vacation $515; Budget vacation $368.

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)$348
Family vacation (Flight+Hotel)$258
Luxury vacation (Flight+Hotel)$515
Budget vacation (Flight+Hotel)$368

Hilton Head Island vacation: Search Hilton Head Island vacation packages on KAYAK. KAYAK is a travel tool that searches Hilton Head Island trips on hundreds of travel sites to help you find the Hilton Head Island package that suits you best. Discover Hilton Head Island deals now and book your Hilton Head Island flight and hotel today.

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