Vacations in Hilton Head Island

Vacations in Hilton Head Island

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C$ 326 - C$ 1,312C$ 1,312 - C$ 2,297C$ 2,297 - C$ 3,282C$ 3,282 - C$ 4,267C$ 4,267+ 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
8.9 Very good
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 544
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
7.9 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Cincinnati Cinci./N. Kentucky
Breakfast
3 nights + flight
C$ 389
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
Cincinnati Cinci./N. Kentucky
Breakfast
3 nights + flight
C$ 493
Beach House Resort Hilton Head - Hilton Head Island - Restaurant
Beach House Resort Hilton Head - Hilton Head Island - Restaurant
Beach House Resort Hilton Head
8 Very good
Pool
Pet friendly
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 588
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
8 Very good
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 514
Hotel Carolina A Days Inn by Wyndham - Hilton Head Island - Building
Hotel Carolina A Days Inn by Wyndham - Hilton Head Island - Building
Hotel Carolina A Days Inn by Wyndham
6.4 Okay
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 377
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
Cincinnati Cinci./N. Kentucky
Breakfast
3 nights + flight
C$ 500
Sonesta Resort Hilton Head Island - Hilton Head Island - Bedroom
Sonesta Resort Hilton Head Island - Hilton Head Island - Bedroom
Sonesta Resort Hilton Head Island
8.3 Very good
Pool
Pet friendly
Spa
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 619
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
8.7 Very good
Parking
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 573
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
Boston Logan Intl
Meals not included
3 nights + flight
C$ 746
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
Cincinnati Cinci./N. Kentucky
Breakfast
3 nights + flight
C$ 432
245 Stoney Creek Villa at The Sea Pines Resort - Hilton Head Island - Restaurant
245 Stoney Creek Villa at The Sea Pines Resort - Hilton Head Island - Restaurant
245 Stoney Creek Villa at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
C$ 1,101
The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes - Hilton Head Island
The Village Palmetto Dunes
8.5 Very good
Parking
Free Wi-Fi
Pool
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 771
Simple Rewards Inn - Hilton Head Island - Bedroom
Simple Rewards Inn - Hilton Head Island - Bedroom
Simple Rewards Inn
8.3 Very good
Parking
Free Wi-Fi
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
C$ 430
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 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 325
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
Cincinnati Cinci./N. Kentucky
Meals not included
3 nights + flight
C$ 684

Last minute vacation packages to Hilton Head Island

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2248 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Restaurant
2248 Heritage Villas at The Sea Pines Resort - Hilton Head Island - Restaurant
2248 Heritage Villas at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Memphis
Meals not included
3 nights + flight
C$ 1,668
149 Harbourwood Villa at The Sea Pines Resort - Hilton Head Island - Beach
149 Harbourwood Villa at The Sea Pines Resort - Hilton Head Island - Beach
149 Harbourwood Villa at The Sea Pines Resort
Parking
Free Wi-Fi
Pool
Memphis
Meals not included
3 nights + flight
C$ 1,741
Marriott's Heritage Club, A Marriott Vacation Club Resort - Hilton Head Island - Lounge
Marriott's Heritage Club, A Marriott Vacation Club Resort - Hilton Head Island - Lounge
Marriott's Heritage Club, A Marriott Vacation Club Resort
8 Very good
Harbour Town
Free Wi-Fi
Pool
Rochester Greater Rochester Intl
Meals not included
3 nights + flight
C$ 1,449

When to book a vacation in Hilton Head Island

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

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: Search Hilton Head Island vacation packages on KAYAK. KAYAK is a travel tool that searches Hilton Head Island trips on hundreds of travel sites to help you find the Hilton Head Island package that suits you best. Discover Hilton Head Island deals now and book your Hilton Head Island flight and hotel today.

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