Callawassie Island Vacation Rentals

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Vacation Rentals in Callawassie Island

Our top choices for Callawassie Island vacation rentals

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (830)
"Perfect for a family getaway"
Coral Sands Resorts by Palmera

Island Links Resort by Palmera

3.0 star property
9.4 out of 10, Exceptional, (319)
"This was a great place to stay with our family! Pools were fun, condo was clean & nice, and beach was just a few minutes away! (The free shuttle was great too!) "
Island Links Resort by Palmera

Sunset Rentals | Duck Hawk 27

10.0 out of 10, Exceptional, (18)
"We loved getting to stay in this home. The location was perfect and the home was even better than we expected! We loved it and felt at home. "
Sunset Rentals | Duck Hawk 27

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great place for vacation on the beach, nice, clean and quiet areas "
$311 nightly
The price is $342
Sep 30 - Oct 1
Total with taxes and fees
Marriott's Barony Beach Club

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (163)
"We had so much fun. The pools were clean and fun for grandchildren. I would definitely stay again "
$491 nightly
The price is $540
Sep 26 - Sep 27
Total with taxes and fees
Marriott's Grande Ocean

Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

10.0 out of 10, Exceptional, (32)
"15 family members stayed at this home to celebrate my 60th BD. The house was equipped with everything and more. So inviting, comfortable and spacious. The owner was super responsive and very helpful. Already planning a return stay."
Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
$467 nightly
The price is $514
Sep 22 - Sep 23
Total with taxes and fees
Marriott's Monarch at Sea Pines

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.4 out of 10, Very Good, (32)
"The property was clean and well furnished and accessible to the beach and other amenities."
Hilton Head Island Beach and Tennis Resort

Players Club Resort

4.0 star property
8.4 out of 10, Very Good, (7)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
$175 nightly
The price is $193
Sep 5 - Sep 6
Total with taxes and fees
Players Club Resort

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

9.8 out of 10, Exceptional, (75)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay ... very good location"
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (59)
"Outstanding "
$263 nightly
The price is $289
Sep 28 - Sep 29
Total with taxes and fees
Marriott's Harbour Club

Montage Palmetto Bluff Residences

5.0 star property
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
$1,795 nightly
The price is $1,975
Sep 11 - Sep 12
Total with taxes and fees
Montage Palmetto Bluff Residences

37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

9.8 out of 10, Exceptional, (173)
"Large, comfortable home with great proximity to beach. Lots of beach and pool toys. Pool was amazing. Really good communication with host."
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

9.6 out of 10, Exceptional, (5)
"Great house for multiple families. BestNest provided everything we needed and wanted. Would definitely rent again!"
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (240)
"This condo was clean, the bed comfortable and decor was nicely done. "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

9.4 out of 10, Exceptional, (196)
"We enjoyed our stay and access to the Hilton was awesome."
$350 nightly
The price is $384
Sep 8 - Sep 9
Total with taxes and fees
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

10.0 out of 10, Exceptional, (155)
"We had the best week spent on the beach and in the pool. This was our second time staying in this house and we will definitely be back. "
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

Ocean Walk by VTrips

3.5 star property
9.6 out of 10, Exceptional, (4)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
Ocean Walk by VTrips

1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!

9.0 out of 10, Wonderful, (77)
"Our family enjoyed our stay at Hilton Head. The house is so large, and it was nice to spread out and have plenty of parking. The location is amazing - a short walk to the beach. The house is a bit dated, but the beds are comfortable and all the appliances worked great. It was very dog friendly. We enjoyed having a private pool. We would stay here again. "
1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (133)
"The property was very clean and well kept."
Bluewater Resort & Marina by Spinnaker Resorts
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.
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Top Callawassie Island Hotel Reviews

Find out more about Callawassie Island

Find out more about Callawassie Island

Everything you need to know about Callawassie Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Callawassie Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Callawassie Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Callawassie Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Callawassie Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Callawassie Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Callawassie Island rentals

At Expedia, we put the best Callawassie Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Callawassie Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Callawassie Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callawassie Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.