
Deals on vacations and trips to Callawassie Island
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Callawassie Island flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Planters Inn on Reynolds Square
Historic Downtown Savannah
Price was $561, price is now $408 per person
$408
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
This boutique hotel features a full-service spa and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A business center, a picnic area, and express check-out are also on offer.

JW Marriott Savannah Plant Riverside District
Historic Downtown Savannah
Save 100% on your flight
Price was $810, price is now $544 per person
$544
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
A full-service spa, 12 restaurants, and a 24-hour gym are all featured at this luxury hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. Relax with a drink at one of the 3 bars/lounges and enjoy the a rooftop terrace.

11 Singleton Beach by Avantstay Oceanfront Retreat w/ Private Pool + Boardwalk Near Hilton Head Hotspots
Mid Island
Save 100% on your flight
Price was $7,566, price is now $5,180 per person
$5,180
per person
Nov 22 - Nov 29
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

Seawatch at Island Club
Mid Island
Save 100% on your flight
Price was $1,077, price is now $770 per person
$770
per person
Oct 21 - Oct 24
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
This condo features a gym and a seasonal outdoor pool. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.

Kimpton Brice Hotel by IHG
Historic Downtown Savannah
Price was $1,133, price is now $813 per person
$813
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
Top Callawassie Island hotels deals

Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle, Hilton Head Island, SC
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $206 total per night
$206 total
Oct 5 - Oct 6
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this luxury resort. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Spa

Sonesta Resort Hilton Head Island
130 Shipyard Drive, Hilton Head Island, SC
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $224 total per night
$224 total
Sep 28 - Sep 29
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Families will appreciate the children's club and onsite laundry facilities. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.
Pool
Hot Tub

Beach House Resort Hilton Head
1 South Forest Beach Drive, Hilton Head Island, SC
Free Cancellation
Reserve now, pay when you stay
$181 nightly
The price is $199 total per night
$199 total
Oct 7 - Oct 8
Total with taxes and fees
This hotel features 2 bars/lounges, a beach bar, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the outdoor pool, poolside bar, and concierge services.
Pool
Pet friendly

Omni Hilton Head Oceanfront Resort
23 Ocean Lane, Hilton Head Island, SC
Free Cancellation
Reserve now, pay when you stay
$317 nightly
The price is $344 total per night
$344 total
Sep 28 - Sep 29
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
Pool
Spa

The Westin Hilton Head Island Resort & Spa
2 Grasslawn Ave, Hilton Head Island, SC
Free Cancellation
Reserve now, pay when you stay
$230 nightly
The price is $252 total per night
$252 total
Oct 5 - Oct 6
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area.
Pool
Hot Tub

Coral Sands Resorts by Palmera
66 Pope Avenue, Hilton Head Island, SC
3 outdoor pools, 3 outdoor tennis courts, and a lazy river are all featured at this smoke-free aparthotel. There's fun for all ages with a children's club and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Washer
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View all propertiesLowest 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.
Popular places to visit
Tanger Outlets Hilton Head
4.5/5(36 reviews)
You can search for that perfect souvenir at Tanger Outlets Hilton Head during your trip to Bluffton. Wander the beautiful beaches and seaside in this family-friendly area.
May River Golf Club at Palmetto Bluff
5/5(5 reviews)
Enjoy a round of golf in Bluffton at May River Golf Club at Palmetto Bluff. Wander the beautiful beaches and seaside in this family-friendly area.
Rose Hill Mansion
You can find out about the history of Bluffton with a stop at Rose Hill Mansion. Amble around this family-friendly area's beautiful beaches, or seek out the golf courses.
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