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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$353 - $1,653$1,653 - $2,953$2,953 - $4,253$4,253 - $5,553$5,553+ 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
Indianapolis
Meals not included
3 nights + flight
$448
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
Indianapolis
Meals not included
3 nights + flight
$370
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
Indianapolis
Meals not included
3 nights + flight
$547
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
Denver Intl
Breakfast
3 nights + flight
$495
Beach House Resort Hilton Head Island - Hilton Head Island - Restaurant
Beach House Resort Hilton Head Island - Hilton Head Island - Restaurant
Beach House Resort Hilton Head Island
8.1 Very good
Pool
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$516
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
Indianapolis
Meals not included
3 nights + flight
$543
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
Indianapolis
Meals not included
3 nights + flight
$500
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
Indianapolis
Meals not included
3 nights + flight
$414
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
Indianapolis
Meals not included
3 nights + flight
$510
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
Indianapolis
Breakfast
3 nights + flight
$391
Marriott's Barony Beach Club, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Barony Beach Club, A Marriott Vacation Club Resort - Hilton Head Island
Marriott's Barony Beach Club, A Marriott Vacation Club Resort
9.1 Wonderful
Free Wi-Fi
Pool
Spa
Indianapolis
Meals not included
3 nights + flight
$527
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
Indianapolis
Meals not included
3 nights + flight
$601
Doubletree By Hilton Head - Hilton Head Island
Doubletree By Hilton Head - Hilton Head Island
Doubletree By Hilton Head
7.7 Good
Parking
Free Wi-Fi
Pool
Indianapolis
Meals not included
3 nights + flight
$430
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
Indianapolis
Breakfast
3 nights + flight
$398
Simple Rewards Inn - Hilton Head Island - Bedroom
Simple Rewards Inn - Hilton Head Island - Bedroom
Simple Rewards Inn
8.5 Very good
Parking
Free Wi-Fi
Pet friendly
Indianapolis
Meals not included
3 nights + flight
$394
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
Indianapolis
Meals not included
3 nights + flight
$598

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