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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Callawassie Island vacation rentals

A spacious living room with a brown leather sofa, a white armchair, and a fireplace.

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

Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is
Okatie
$745 nightly
The price is $822
Nov 2 - Nov 3
Total with taxes and fees
Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is
A covered outdoor area with a pool, lounge chairs, and a sofa.

2. 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
$369 nightly
The price is $406
Nov 1 - Nov 2
Total with taxes and fees
Marriott's SurfWatch
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

3. 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
$251 nightly
The price is $276
Nov 3 - Nov 4
Total with taxes and fees
Marriott's Heritage Club
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, (95 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
$255 nightly
The price is $280
Oct 15 - Oct 16
Total with taxes and fees
Carriage House within 5 minute walk of Old Town Bluffton
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.

5. C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.8 out of 10, Exceptional, (11 reviews)
"Great place to stay. Charming decor, comfortable bed. Great communication with host. "
United States
Erika H.
$210 nightly
The price is $231
Oct 4 - Oct 5
Total with taxes and fees
C & N Lodging, Bluffton, SC
A wooden boardwalk leading to a dock over a calm body of water, surrounded by trees and a clear sky.

6. 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)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
$259 nightly
The price is $262
Oct 4 - Oct 5
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

7. 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
$294 nightly
The price is $326
Oct 6 - Oct 7
Total with taxes and fees
Old Town Bluffton Cottage | Pet-Friendly, Big Yard
A beach with waves approaching the shore.

8. 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.
$495 nightly
The price is $544
Oct 9 - Oct 10
Total with taxes and fees
GOLF CART! Remodeled home near Old Town, Xbox!
A beach with a wooden fence, sand, and grass.

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.
$349 nightly
The price is $364
Oct 5 - Oct 6
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
A staircase with white railings and wooden steps leading to a landing.

10. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (124 reviews)
"Great location, close to everything"
United States
Kerry L.
$404 nightly
The price is $444
Oct 5 - Oct 6
Total with taxes and fees
The Bluffton Farmhouse
A waterfront restaurant with outdoor seating and a view of the water.

11. 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
$166 nightly
The price is $183
Oct 7 - Oct 8
Total with taxes and fees
Disney's Hilton Head Island Resort
A wooden boardwalk leading to a beach with a bicycle parked on it.

12. 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
$326 nightly
The price is $359
Nov 2 - Nov 3
Total with taxes and fees
Marriott's Monarch at Sea Pines
A beach with a wooden fence, sand, and grass.

13. 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, (97 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
$473 nightly
The price is $494
Oct 4 - Oct 5
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

14. 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)
"Ocean view was great! The pool was well maintained, warm and with a good amount of chairs. Super close to Coligny beach and shops! Loved our time there and will be back! "
United States
Gary B.
$358 nightly
The price is $394
Oct 21 - Oct 22
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A playground with various play structures including slides and climbing frames, surrounded by trees.

15. 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, (116 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
$305 nightly
The price is $335
Oct 11 - Oct 12
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A covered patio with two chairs and a table, overlooking a lake with a fence in the background.

16. 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 5 - Oct 6
Total with taxes and fees
Charming Coastal Casa on Beaufort's 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.

17. Gorgeous Waterfront Battery Creek Retreat

Gorgeous Waterfront Battery Creek Retreat
Beaufort
10.0 out of 10, Exceptional, (122 reviews)
"The location was lovely and made for the perfect getaway. "
United States
Jim S.
$186 nightly
The price is $205
Oct 4 - Oct 5
Total with taxes and fees
Gorgeous Waterfront Battery Creek Retreat
A wide flat walkway to beach.

18. 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.
$234 nightly
The price is $257
Oct 26 - Oct 27
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A beach scene with tall grasses in the foreground and the sun setting over the ocean.

19. Ocean View Condo - Perfect location! 2 BR 2 BA

Ocean View Condo - Perfect location! 2 BR 2 BA
Mid Island
9.8 out of 10, Exceptional, (104 reviews)
"Great location and amazing view! We loved our stay!"
United States
Elizabeth K.
$341 nightly
The price is $375
Oct 5 - Oct 6
Total with taxes and fees
Ocean View Condo - Perfect location! 2 BR 2 BA
A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

20. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
$260 nightly
The price is $286
Oct 10 - Oct 11
Total with taxes and fees
Beach Daze-Gorgeous new shower! Bikes Included
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

SpringHill Suites by Marriott Beaufort

SpringHill Suites by Marriott Beaufort

10/10 Excellent
"Staff was super helpful."
Katherine 2-night trip
Posted 4 hours ago
SpringHill Suites by Marriott Beaufort

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 $237 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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