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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$445 - $1,686$1,686 - $2,926$2,926 - $4,167$4,167 - $5,407$5,407+ 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
Newark
Meals not included
3 nights + flight
$701
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
Newark
Breakfast
3 nights + flight
$533
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
Newark
Breakfast
3 nights + flight
$570
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
8.1 Very good
Pool
Pet friendly
Manchester
Meals not included
3 nights + flight
$853
110 Windsor Place - Hilton Head Island
110 Windsor Place - Hilton Head Island
110 Windsor Place
8.8 Very good
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$1,136
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
Newark
Meals not included
3 nights + flight
$760
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
Newark
Meals not included
3 nights + flight
$827
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
Newark
Meals not included
3 nights + flight
$743
2296 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Restaurant
2296 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Restaurant
2296 Heritage Villas at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
White Plains Westchester County
Meals not included
3 nights + flight
$1,138
Palmetto Beach Retreat - Hhbt Resort B349 Villa - Hilton Head Island - Pool
Palmetto Beach Retreat - Hhbt Resort B349 Villa - Hilton Head Island - Pool
Palmetto Beach Retreat - Hhbt Resort B349 Villa
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$1,025
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
Manchester
Meals not included
3 nights + flight
$990
Seaside Sanctuary - Villa Steps from Beach - Hilton Head Island - Beach
Seaside Sanctuary - Villa Steps from Beach - Hilton Head Island - Beach
Seaside Sanctuary - Villa Steps from Beach
9.2 Wonderful
Free Wi-Fi
Manchester
Meals not included
3 nights + flight
$808
2514 Windsor Place II - Hilton Head Island - Living room
2514 Windsor Place II - Hilton Head Island - Living room
2514 Windsor Place II
8.7 Very good
Parking
Free Wi-Fi
Pool
Manchester
Meals not included
3 nights + flight
$1,108
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
Newark
Breakfast
3 nights + flight
$601
Sandy Escape - Beachside Villa - Hilton Head Island - Balcony
Sandy Escape - Beachside Villa - Hilton Head Island - Balcony
Sandy Escape - Beachside Villa
7.6 Good
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$932
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
7.9 Good
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
$646

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