A sunset over a lake with a dock and distant trees silhouetted against the sky.

Callawassie Island Holiday Rentals

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Our top choices for Callawassie Island holiday rentals

1. Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is

Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is
Okatie
The price is NZ$1,256
includes taxes & fees
31 Aug - 1 Sept
Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is

2. Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (92 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
The price is NZ$468
includes taxes & fees
31 Aug - 1 Sept
Carriage House within 5 minute walk of Old Town Bluffton

3. Gorgeous Waterfront Battery Creek Retreat

Gorgeous Waterfront Battery Creek Retreat
Beaufort
10.0 out of 10, Exceptional, (119 reviews)
"The location was lovely and made for the perfect getaway. "
United States
Jim S.
The price is NZ$344
includes taxes & fees
31 Aug - 1 Sept
Gorgeous Waterfront Battery Creek Retreat

4. Charming Coastal Casa on Beaufort's Battery Creek

Charming Coastal Casa on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (51 reviews)
"Clean and beautiful. We will definitely stay here again - thank you!"
United States
Ashleigh C.
The price is NZ$344
includes taxes & fees
31 Aug - 1 Sept
Charming Coastal Casa on Beaufort's Battery Creek

5. Mariners' Nautical Nest on Port Royal's Battery Creek

Mariners' Nautical Nest on Port Royal's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (43 reviews)
"Perfect location "
United States
Jayda M.
The price is NZ$344
includes taxes & fees
31 Aug - 1 Sept
Mariners' Nautical Nest on Port Royal's Battery Creek

6. The Grey Pearl on Port Royal's Battery Creek

The Grey Pearl on Port Royal's Battery Creek
Beaufort
10.0 out of 10, Exceptional, (38 reviews)
"Beaufort is a great place to visit. Our host answered all our questions and plan to return next year. "
United States
Douglas A.
The price is NZ$337
includes taxes & fees
4 Sept - 5 Sept
The Grey Pearl on Port Royal's Battery Creek

7. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is NZ$736
includes taxes & fees
31 Aug - 1 Sept
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

8. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (47 reviews)
"Great location! "
United States
Clayton M.
The price is NZ$579
includes taxes & fees
2 Sept - 3 Sept
Low Country Living In Old Town Bluffton

9. Legacy Loft in Award-Winning Habersham Community

Legacy Loft in Award-Winning Habersham Community
Habersham
10.0 out of 10, Exceptional, (19 reviews)
"We had a fantastic stay, Austin was great! "
United States
Brian S.
The price is NZ$493
includes taxes & fees
7 Sept - 8 Sept
Legacy Loft in Award-Winning Habersham Community

10. Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.2 out of 10, Wonderful, (67 reviews)
"We really enjoyed our stay! The pool was great, and we especially loved the easy access to the less crowded beach!"
United States
Abigail H.
The price is NZ$482
includes taxes & fees
31 Aug - 1 Sept
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

11. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (118 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is NZ$752
includes taxes & fees
31 Aug - 1 Sept
The Bluffton Farmhouse

12. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay for USCB graduation!"
United States
Michelle R.
Bluffton Retreat, Pet Friendly

13. Newly Renovated, Spacious 2bd Apartment w Parking!

Newly Renovated, Spacious 2bd Apartment w Parking!
Historic District
9.8 out of 10, Exceptional, (22 reviews)
"Clean, convenient to restaurants. Beds were super comfortable!"
United States
Sue L.
Newly Renovated, Spacious 2bd Apartment w Parking!

14. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is NZ$578
includes taxes & fees
7 Sept - 8 Sept
Marriott's Harbour Club

15. Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
The price is NZ$566
includes taxes & fees
7 Sept - 8 Sept
Walk to Beach: Hilton Head Condo w/ Pool Access

16. Casa Gabriela no pet fees 1.2 miles from the beach. North End.str permit 069298

Casa Gabriela no pet fees 1.2 miles from the beach. North End.str permit 069298
Mid Island
9.8 out of 10, Exceptional, (26 reviews)
"Wonderful location and a perfect spot for us while visiting. We loved the area and hope to be back soon!"
United States
Kelly E.
The price is NZ$576
includes taxes & fees
31 Aug - 1 Sept
Casa Gabriela no pet fees 1.2 miles from the beach. North End.str permit 069298

17. 3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
Historic District
9.8 out of 10, Exceptional, (103 reviews)
"The Cottage is a wonderful place to stay! EVERYTHING you need for a very relaxing stay! INCLUDING Beach pass & chairs! Centrally located- convenient to everything! Host is very responsive. Quiet neighborhood. Will definitely be back!"
United States
Suzan J.
The price is NZ$632
includes taxes & fees
31 Aug - 1 Sept
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

18. Queen Bed | Non-Smoking

Queen Bed | Non-Smoking
Ridgeland SC
10.0 out of 10, Exceptional, (280 reviews)
"Perfect location for quick visits, close restaurants made dining straightforward while staying here!"
United States
Anonymous traveller
The price is NZ$131
includes taxes & fees
31 Aug - 1 Sept
Queen Bed | Non-Smoking

19. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (156 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$534
includes taxes & fees
7 Sept - 8 Sept
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

20. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Callawassie Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Callawassie Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Callawassie Island. Seeing all the best attractions is bound to make you fall in love with Callawassie Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Callawassie Island short-term rentals, that won’t be hard to do.

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