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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$310 - $713$713 - $1,117$1,117 - $1,521$1,521 - $1,925$1,925+ 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
8.6 Very good
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$419
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
8.1 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$355
Marriott's Surf Watch, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Surf Watch, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Surf Watch, A Marriott Vacation Club Resort
9.6 Wonderful
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$596
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
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$433
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Lounge
Hilton Beachfront Resort and Spa Hilton Head Island - Hilton Head Island - Lounge
Hilton Beachfront Resort and Spa Hilton Head Island
7.9 Good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$524
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
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$485
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
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$388
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
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$489
Xanadu A1 - Hilton Head Island - Beach
Xanadu A1 - Hilton Head Island - Beach
Xanadu A1
8.2 Very good
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$708
Coral Sands Resort by Palmera - Hilton Head Island - Living room
Coral Sands Resort by Palmera - Hilton Head Island - Living room
Coral Sands Resort by Palmera
8.6 Very good
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$468
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head - Hilton Head Island - Pool
Hampton Inn Hilton Head
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
$385
Island Links Resort by Palmera - Hilton Head Island - Pool
Island Links Resort by Palmera - Hilton Head Island - Pool
Island Links Resort by Palmera
9 Wonderful
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$481
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
8.6 Very good
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$406
Marriott's Grande Ocean, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Grande Ocean, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Grande Ocean, A Marriott Vacation Club Resort
9.1 Wonderful
Free Wi-Fi
Pool
Spa
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$620
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
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$309
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Living room
Hilton Head Island Beach & Tennis Resort - Hilton Head Island - Living room
Hilton Head Island Beach & Tennis Resort
8 Very good
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$578

Last minute vacation packages to Hilton Head Island

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The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes
8.6 Very good
Parking
Free Wi-Fi
Pool
Montreal Pierre Elliott Trudeau Intl
Meals not included
3 nights + flight
$1,202
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort - Hilton Head Island - Pool
Marriott's Monarch at Sea Pines, A Marriott Vacation Club Resort
8.9 Very good
Free Wi-Fi
Pool
Montreal Pierre Elliott Trudeau Intl
Meals not included
3 nights + flight
$1,097
Evian Hilton Head Island - Hilton Head Island - Pool
Evian Hilton Head Island - Hilton Head Island - Pool
Evian Hilton Head Island
Montreal Pierre Elliott Trudeau Intl
Meals not included
3 nights + flight
$1,107

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