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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Callawassie Island vacation rentals

A covered outdoor area with a pool, lounge chairs, and a sofa.

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
$213 nightly
The price is $234
Oct 31 - Nov 1
Total with taxes and fees
Marriott's SurfWatch
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

2. 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 8 - Nov 9
Total with taxes and fees
Marriott's Harbour 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 20 - Oct 21
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, (99 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
$252 nightly
The price is $277
Oct 20 - Oct 21
Total with taxes and fees
Carriage House within 5 minute walk of Old Town Bluffton
A wooden boardwalk leading to a dock over a calm body of water, surrounded by trees and a clear sky.

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.
$259 nightly
The price is $262
Oct 20 - Oct 21
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
A beach with waves approaching the shore.

6. 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.
$409 nightly
The price is $449
Nov 1 - Nov 2
Total with taxes and fees
GOLF CART! Remodeled home near Old Town, Xbox!
A staircase with white railings and wooden steps leading to a landing.

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.
$404 nightly
The price is $444
Oct 21 - Oct 22
Total with taxes and fees
The Bluffton Farmhouse
A beach with a wooden fence, sand, and grass.

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.
$445 nightly
The price is $464
Nov 3 - Nov 4
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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 21 - Oct 22
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

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
$306 nightly
The price is $339
Oct 22 - Oct 23
Total with taxes and fees
Old Town Bluffton Cottage | Pet-Friendly, Big Yard
A wooden boardwalk leading to a beach with a bicycle parked on it.

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
$178 nightly
The price is $196
Nov 18 - Nov 19
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.

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
$143 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Marriott's Heritage Club
A waterfront restaurant with outdoor seating and a view of the water.

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
$166 nightly
The price is $183
Oct 29 - Oct 30
Total with taxes and fees
Disney's Hilton Head Island Resort
A wide flat walkway to beach.

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.
$224 nightly
The price is $246
Oct 20 - Oct 21
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

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.
$360 nightly
The price is $396
Oct 21 - Oct 22
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

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.
$299 nightly
The price is $329
Oct 25 - Oct 26
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116
A spacious kitchen with wooden bar stools, a dining table, and a refrigerator.

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.
$321 nightly
The price is $353
Oct 21 - Oct 22
Total with taxes and fees
Bluffton Retreat, Pet Friendly
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

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.
$317 nightly
The price is $348
Oct 26 - Oct 27
Total with taxes and fees
Low Country Living In Old Town Bluffton
A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

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

Coligny Beach, Pools, & Shops- Few Steps Away
South End
9.6 out of 10, Exceptional, (97 reviews)
"Great Location. Was very clean and accommodating."
United States
Cheryl M.
$316 nightly
The price is $347
Nov 18 - Nov 19
Total with taxes and fees
Coligny Beach, Pools, & Shops- Few Steps Away
A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

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.
$313 nightly
The price is $345
Nov 2 - Nov 3
Total with taxes and fees
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

Beach House Resort Hilton Head

Beach House Resort Hilton Head

8/10 Good
"Great pool. The pool restaurant was a bit expensive. Staff was great"
Jason 4-night trip
Posted 10 hours ago
Beach House Resort Hilton Head

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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