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

Callawassie Island Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Callawassie Island vacation rentals

A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

1. Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (133 reviews)
"After a booking mixup on what Expedia had listed & what the property details were.. we were happily surprised that the staff & GM made an exception for our reservation. Everyone was very helpful, room was great, clean, great outdoor spaces & easy beach access."
United States
Cory
$174 nightly
The price is $191
Nov 20 - Nov 21
Total with taxes and fees
Marriott's Monarch at Sea Pines
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

2. 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
$143 nightly
The price is $157
Nov 5 - Nov 6
Total with taxes and fees
Marriott's Heritage Club
A modern kitchen with a built-in refrigerator, microwave, and coffee maker. There is a dining area with a wooden table and chairs, and a living room with a sofa and a window with curtains.

3. C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.8 out of 10, Exceptional, (12 reviews)
"Extremely clean and very well kept. Perfect for what we were looking for. Price was very affordable, awesome stay!!!"
United States
Maggie M.
$210 nightly
The price is $231
Oct 27 - Oct 28
Total with taxes and fees
C & N Lodging, Bluffton, SC
A spacious living room with a gray sofa, ottoman, and patterned rug. A ceiling fan and an air conditioning unit are visible.

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, (100 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
$254 nightly
The price is $279
Oct 27 - Oct 28
Total with taxes and fees
Carriage House within 5 minute walk of Old Town Bluffton
A kitchen with white cabinets, a microwave, an oven, and a sink. There is a door leading to another room.

5. Charming Coastal Casa on Beaufort's Battery Creek

Charming Coastal Casa on Beaufort's Battery Creek
Beaufort
9.8 out of 10, Exceptional, (53 reviews)
"The view was worth it, peaceful"
United States
Amanda
$186 nightly
The price is $205
Oct 30 - Oct 31
Total with taxes and fees
Charming Coastal Casa on Beaufort's Battery Creek
An outdoor seating area with wicker furniture and a glass table, overlooking a body of water and a grassy area.

6. Beaufort's Blue Heron Hideaway on Battery Creek

Beaufort's Blue Heron Hideaway on Battery Creek
Beaufort
9.4 out of 10, Exceptional, (42 reviews)
"Excellent place to stay."
United States
Luis
$180 nightly
The price is $198
Oct 31 - Nov 1
Total with taxes and fees
Beaufort's Blue Heron Hideaway on Battery Creek
A modern kitchen with white cabinetry, a wooden island with stools, a stone fireplace, and a view of the ocean through large windows.

7. Gorgeous Waterfront Battery Creek Retreat

Gorgeous Waterfront Battery Creek Retreat
Beaufort
9.8 out of 10, Exceptional, (128 reviews)
"Loved the views. Would definitely rent again."
United States
Thomas F.
$187 nightly
The price is $206
Oct 30 - Oct 31
Total with taxes and fees
Gorgeous Waterfront Battery Creek Retreat
A swimming pool with multiple lanes and lounge chairs, surrounded by a fenced area and buildings in the background.

8. 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.
$219 nightly
The price is $241
Oct 27 - Oct 28
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

9. 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, (148 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
$293 nightly
The price is $325
Oct 27 - Oct 28
Total with taxes and fees
Old Town Bluffton Cottage | Pet-Friendly, Big Yard
A modern living space with a kitchen, dining area, and a seating area with a view.

10. 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, (42 reviews)
"Great and clean place to stay if you are wanting something close by to Parris Island for those who have loved ones graduating from basic training for the Marines. There aren’t any amenities but the Hunting Beach State Park is really nice and only about 30 minutes away."
United States
Sherry H.
$181 nightly
The price is $199
Oct 27 - Oct 28
Total with taxes and fees
The Grey Pearl on Port Royal's Battery Creek
A covered outdoor seating area with a view of the sunset over a body of water.

11. 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, (158 reviews)
"It was a very nice vacation club. They had activities planned throughout the day that you could attend if you’d like. My kids really enjoyed themselves."
United States
Gary T
$127 nightly
The price is $140
Nov 4 - Nov 5
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

12. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (64 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
$143 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Marriott's Harbour Club
A modern kitchen with white cabinets, a large island with stools, a built-in oven, and a microwave.

13. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
10.0 out of 10, Exceptional, (31 reviews)
"Great location!"
United States
T C.
$347 nightly
The price is $361
Oct 27 - Oct 28
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
A compact RV interior with a kitchenette, a seating area with a sofa and cushions, and a small dining table.

14. Amazing Airstream, Beaufort, SC-Enjoy the Journey!

Amazing Airstream, Beaufort, SC-Enjoy the Journey!
Beaufort
9.4 out of 10, Exceptional, (29 reviews)
"Such a quaint, eclectic Airstream! Loved the decor. It was such a neat place to stay. We were visiting Paris Island because my son will be in basic soon. We hope to stay here again soon! Corner was such a great host. All of his recommendations for food and attractions were on point. Perfect visit."
United States
hunter j.
$159 nightly
The price is $175
Oct 27 - Oct 28
Total with taxes and fees
Amazing Airstream, Beaufort, SC-Enjoy the Journey!
A wooden deck with a glass table and chairs, overlooking a lake with trees and a distant building.

15. The Drift at Port Royal on Battery Creek

The Drift at Port Royal on Battery Creek
Beaufort
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay and plan to rent from you again."
United States
Anita M.
$186 nightly
The price is $205
Oct 27 - Oct 28
Total with taxes and fees
The Drift at Port Royal on Battery Creek
A staircase with white railings and wooden steps leading to a landing.

16. 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.
$404 nightly
The price is $444
Oct 28 - Oct 29
Total with taxes and fees
The Bluffton Farmhouse
A lake with a dock, surrounded by lush greenery and a clear sky.

17. 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.
$250 nightly
The price is $252
Oct 27 - Oct 28
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
A modern living room with a wooden ceiling, a TV, a sofa, a coffee table, and a dining area with bar stools.

18. 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, (99 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
$432 nightly
The price is $449
Nov 9 - Nov 10
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern living room with a fireplace, a ceiling fan, and a large window with curtains.

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

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (42 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.
$402 nightly
The price is $442
Nov 1 - Nov 2
Total with taxes and fees
GOLF CART! Remodeled home near Old Town, Xbox!
A living room with a dining area, a sofa, a coffee table, and a TV.

20. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
Sea Pines
9.2 out of 10, Wonderful, (219 reviews)
"Quiet accommodations within biking/walking distance to Harbour Town, providing all your basic needs!"
United States
Jamie B.
$282 nightly
The price is $310
Oct 27 - Oct 28
Total with taxes and fees
Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
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

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

8/10 Good
"Our room at the Westin was well appointed and pretty much immaculate. Very comfy beds and linens. The resort itself is definitely showing its age — but we were told by staff that the public areas and exterior are undergoing a massive upgrade in the coming months. The beach in front of the hotel is beautiful. Soft, wide beach that was easy to walk on. Definitely consider springing for an oceanFRONT room — the view and sunrise is wonderful. We stayed on the third floor, and I would definitely ask for third floor or higher if you want that expansive ocean view."
Michele 1-night trip
Posted 1 hour ago
The Westin Hilton Head Island Resort & Spa

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 $140 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.

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