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Callawassie Island Vacation Rentals

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Our top choices for Callawassie Island vacation rentals

1. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is CA $336
CA $370 total
includes taxes & fees
Nov 14 - Nov 15
Marriott's SurfWatch

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is CA $203
CA $223 total
includes taxes & fees
Nov 9 - Nov 10
Marriott's Harbour Club

3. C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.8 out of 10, Exceptional, (11 reviews)
"Extremely clean and very well kept. Perfect for what we were looking for. Price was very affordable, awesome stay!!!"
United States
Maggie M.
The price is CA $179
CA $331 total
includes taxes & fees
Oct 18 - Oct 19
C & N Lodging, Bluffton, SC

4. 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, (97 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
The price is CA $160
CA $397 total
includes taxes & fees
Oct 18 - Oct 19
Carriage House within 5 minute walk of Old Town Bluffton

5. Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (17 reviews)
"It’s an adorable little apartment. It was perfect for our overnight stay."
United States
Julia T.
The price is CA $233
CA $376 total
includes taxes & fees
Oct 19 - Oct 20
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

6. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (41 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
GOLF CART! Remodeled home near Old Town, Xbox!

7. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is CA $287
CA $633 total
includes taxes & fees
Oct 18 - Oct 19
The Bluffton Farmhouse

8. 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, (98 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is CA $238
CA $657 total
includes taxes & fees
Oct 18 - Oct 19
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

9. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (30 reviews)
"Great location!"
United States
T C.
The price is CA $192
CA $525 total
includes taxes & fees
Oct 21 - Oct 22
Old Town + Walk to restaurant + EV Charger

10. Old Town Bluffton Cottage | Pet-Friendly, Big Yard

Old Town Bluffton Cottage | Pet-Friendly, Big Yard
Old Town Bluffton
9.4 out of 10, Exceptional, (146 reviews)
"This is a perfect little long weekend get away retreat! Very clean, close to everything walking distance to shops restaurants the river and parks. The bed was extremely comfortable. We were in town for a family reunion and had family that were staying close by it was the perfect spot to gather a visit. We will definitely book again next year for the union."
United States
Eric
The price is CA $214
CA $498 total
includes taxes & fees
Oct 22 - Oct 23
Old Town Bluffton Cottage | Pet-Friendly, Big Yard

11. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is CA $257
CA $283 total
includes taxes & fees
Nov 5 - Nov 6
Marriott's Monarch at Sea Pines

12. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is CA $203
CA $223 total
includes taxes & fees
Nov 2 - Nov 3
Marriott's Heritage Club

13. 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

14. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (155 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
The price is CA $110
CA $354 total
includes taxes & fees
Oct 19 - Oct 20
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

15. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (94 reviews)
"Great stay"
United States
Matt H.
The price is CA $101
CA $556 total
includes taxes & fees
Oct 26 - Oct 27
Beachfront Condo w/ Pool Access in Hilton Head!

16. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
Mid Island
9.6 out of 10, Exceptional, (118 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is CA $64
CA $468 total
includes taxes & fees
Oct 26 - Oct 27
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

17. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Excellent stay Property close to shops and restaurants in Bluffton. Property was nice and quiet"
United States
Michael G.
The price is CA $306
CA $527 total
includes taxes & fees
Oct 21 - Oct 22
Bluffton Retreat, Pet Friendly

18. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (50 reviews)
"Super great location easy to walk everywhere. Easy to check in and out and adorable cottage."
United States
angela d.
The price is CA $319
CA $537 total
includes taxes & fees
Oct 28 - Oct 29
Low Country Living In Old Town Bluffton

19. Coligny Beach, Pools, & Shops- Few Steps Away

Coligny Beach, Pools, & Shops- Few Steps Away
South End
9.6 out of 10, Exceptional, (96 reviews)
"Great Location. Was very clean and accommodating."
United States
Cheryl M.
The price is CA $195
CA $496 total
includes taxes & fees
Nov 15 - Nov 16
Coligny Beach, Pools, & Shops- Few Steps Away

20. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is CA $247
CA $579 total
includes taxes & fees
Nov 3 - Nov 4
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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