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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$357 - $794$794 - $1,230$1,230 - $1,666$1,666 - $2,103$2,103+ 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
8.7 Very good
Free Wi-Fi
Pool
Harrisburg
Meals not included
3 nights + flight
$425
Marriott's Barony Beach Club - Hilton Head Island - Pool
Marriott's Barony Beach Club - Hilton Head Island - Pool
Marriott's Barony Beach Club
Free Wi-Fi
Pool
Spa
Harrisburg
Meals not included
3 nights + flight
$581
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 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Harrisburg
Breakfast
3 nights + flight
$373
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
9.7 Wonderful
Free Wi-Fi
Pool
Harrisburg
Meals not included
3 nights + flight
$601
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
Harrisburg
Breakfast
3 nights + flight
$365
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
Harrisburg
Meals not included
3 nights + flight
$521
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
Grand Rapids Gerald R. Ford Intl
Meals not included
3 nights + flight
$509
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
Harrisburg
Meals not included
3 nights + flight
$465
Xanadu A1 - Hilton Head Island - Beach
Xanadu A1 - Hilton Head Island - Beach
Xanadu A1
8.2 Very good
Parking
Free Wi-Fi
Pool
Harrisburg
Meals not included
3 nights + flight
$675
Hilton Grand Vacations Club Ocean Oak Resort Hilton Head - Hilton Head Island - Pool
Hilton Grand Vacations Club Ocean Oak Resort Hilton Head - Hilton Head Island - Pool
Hilton Grand Vacations Club Ocean Oak Resort Hilton Head
9 Wonderful
Pool
Harrisburg
Meals not included
3 nights + flight
$649
Royal Dunes - Hilton Head Island - Living room
Royal Dunes - Hilton Head Island - Living room
Royal Dunes
9.1 Wonderful
Parking
Free Wi-Fi
Pool
Harrisburg
Meals not included
3 nights + flight
$478
Seawatch at Island Club - Hilton Head Island - Balcony
Seawatch at Island Club - Hilton Head Island - Balcony
Seawatch at Island Club
8.1 Very good
Parking
Free Wi-Fi
Pool
Grand Rapids Gerald R. Ford Intl
Meals not included
3 nights + flight
$439
Evian Hilton Head Island - Hilton Head Island - Pool
Evian Hilton Head Island - Hilton Head Island - Pool
Evian Hilton Head Island
Harrisburg
Meals not included
3 nights + flight
$585
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
Harrisburg
Meals not included
3 nights + flight
$617
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
7.8 Good
Free Wi-Fi
Pool
Pet friendly
Harrisburg
Breakfast
3 nights + flight
$397
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
7.9 Good
Free Wi-Fi
Pool
Harrisburg
Meals not included
3 nights + flight
$542

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