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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$402 - $821$821 - $1,240$1,240 - $1,659$1,659 - $2,078$2,078+ 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
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$494
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
Washington, D.C. Reagan-National
Breakfast
3 nights + flight
$407
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$667
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$631
Night Heron 64 - Hilton Head Island - Living room
Night Heron 64 - Hilton Head Island - Living room
Night Heron 64
8.8 Very good
Parking
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,009
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
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$549
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort - Hilton Head Island - Patio
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort - Hilton Head Island - Patio
Marriott's Harbour Point and Sunset Pointe at Shelter Cove, A Marriott Vacation Club Resort
8.2 Very good
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$619
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
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$513
Luxury Beach House W/ Backyard Oasis. Heated Pool. - Hilton Head Island - Living room
Luxury Beach House W/ Backyard Oasis. Heated Pool. - Hilton Head Island - Living room
Luxury Beach House W/ Backyard Oasis. Heated Pool.
8.5 Very good
Parking
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,445
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
Washington, D.C. Reagan-National
Breakfast
3 nights + flight
$453
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$911
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$626
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$677
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$713
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
7.7 Good
Free Wi-Fi
Pool
Pet friendly
Washington, D.C. Reagan-National
Breakfast
3 nights + flight
$428
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
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$574

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