Book 5 Star Hotels in Callawassie Island

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Dec 3 - Dec 4
Tonight
Check prices in Callawassie Island for tonight, Dec 3 - Dec 4
Dec 4 - Dec 5
Tomorrow night
Check prices in Callawassie Island for tomorrow night, Dec 4 - Dec 5

Featured Callawassie Island 5 Stars Hotels

Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

3 out of 5
1575 Fording Island Rd Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
7 mi from city center
$92 nightly
The price is $101 total per night
$101 total
Dec 14 - Dec 15
Total with taxes and fees
Guests staying at Hilton Garden Inn Hilton Head enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. A stay here includes free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Pet friendly
Hampton Inn Hilton Head

Hampton Inn Hilton Head

2.5 out of 5
1 Dillon Road Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
11.84 mi from city center
$91 nightly
The price is $100 total per night
$100 total
Dec 14 - Dec 15
Total with taxes and fees
Guests staying at Hampton Inn Hilton Head enjoy an outdoor pool, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. The front desk is staffed 24 hours a day to help with securing valuables and concierge services. Other amenities at this golf hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
12.93 mi from city center
$168 nightly
The price is $185 total per night
$185 total
Dec 21 - Dec 22
Total with taxes and fees
The Westin Hilton Head Island Resort & Spa features a golf course, a full-service spa, and 3 outdoor pools. Valet parking is available for USD 30 per day. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this beach hotel include a 24-hour gym, a sauna, and a hot tub.
Pool
Hot Tub
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
12.98 mi from city center
$92 nightly
The price is $102 total per night
$102 total
Dec 4 - Dec 5
Total with taxes and fees
At Palmera Inn and Suites, guests have access to a gym, a hot tub, and a conference center. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Hot Tub
Breakfast included
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
13.65 mi from city center
$173 nightly
The price is $191 total per night
$191 total
Dec 9 - Dec 10
Total with taxes and fees
Guests of Hilton Beachfront Resort & Spa Hilton Head Island have access to a full-service spa, 2 outdoor pools, and an indoor pool. Valet parking is available for USD 29 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this beach resort include a gym, a steam room, and free WiFi in public areas.
Pool
Spa
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
13.74 mi from city center
$230 nightly
The price is $249 total per night
$249 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Omni Hilton Head Oceanfront Resort have access to a full-service spa, 3 outdoor pools, and a children's pool. Onsite parking is available, both free self and paid valet parking (USD 32.10 per night)—also useful is limo/town car service. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and meeting rooms.
Pool
Spa
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
13.92 mi from city center
$175 nightly
The price is $192 total per night
$192 total
Dec 7 - Dec 8
Total with taxes and fees
Guests of Sonesta Resort Hilton Head Island have access to a full-service spa, 2 outdoor pools, and a 24-hour gym. Valet parking is available for USD 25 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive Hilton Head Island SC
Free Cancellation
13.91 mi from city center
$99 nightly
The price is $109 total per night
$109 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Guests of Holiday Inn Express Hilton Head Island by IHG have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 10 per night, and there's also a free beach shuttle. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and securing valuables. Additional amenities include conference space, a 24-hour business center, and a seasonal outdoor pool.
Pool
Breakfast included
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
14.16 mi from city center
$115 nightly
The price is $127 total per night
$127 total
Dec 8 - Dec 9
Total with taxes and fees
At Beach House Resort Hilton Head, guests enjoy an outdoor pool, a children's pool, and free WiFi in public areas. Limited parking is available. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and securing valuables. Other amenities at this beach hotel include conference space, a 24-hour business center, and free newspapers.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Callawassie Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best 5 star hotels in Callawassie Island

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Callawassie Island. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Callawassie Island hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Callawassie Island 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Callawassie Island with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $100 to $249
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 11,023 5 star hotels in Callawassie Island!

Callawassie Island hotels essential information

Accommodation
11,023 hotels
Lowest Price
$100
Highest Price
$249
Popular hotels
Holiday Inn Express Hilton Head Island by IHG, Sonesta Resort Hilton Head Island, Omni Hilton Head Oceanfront Resort, Hilton Beachfront Resort & Spa Hilton Head Island, Palmera Inn and Suites, Beach House Resort Hilton Head, The Westin Hilton Head Island Resort & Spa, Hampton Inn Hilton Head, Hilton Garden Inn Hilton Head

Recent Reviews

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

5/5 Excellent
"All in all, a great stay for us. Couldn’t have asked for more."
A verified traveler stayed at Sonesta Resort Hilton Head Island
Posted 19 hours ago
Sonesta Resort Hilton Head Island

More to Explore