Callawassie Island holiday homes

We found 409 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Callawassie Island

Showing deals for:8 Jan - 15 Jan

Interior
Exterior
Interior
Dining
Exceptional
(43 reviews)

Luxury Waterfront Estate Near Hilton Head Island!!

Bluffton

8% off
NZ$21,857
for 7 nights, 1 home
NZ$3,122 per night
includes taxes & fees
Luxury Waterfront Estate Near Hilton Head Island!!
Living area
Private kitchen
Exterior
Living area
Wonderful
(16 reviews)

Breath and Relax/can sleep up to 6 guest/pets ok

Bluffton

8% off
NZ$3,554
for 7 nights, 1 home
NZ$508 per night
includes taxes & fees
Breath and Relax/can sleep up to 6 guest/pets ok
Great room, living & dining area.
The pool at the River House , this is for the entire family.  Heated & cooled
Living room w/fireplace and large 65" smart TV.  Opens onto the large deck
The fire pit and picnic area next to the pool at the River House.
Exceptional
(44 reviews)

Beautiful Callawassie Island Home w/ Free Golf & Tennis / Dogs Stay for free!

Bluffton

8% off
NZ$5,263
for 7 nights, 1 home
NZ$752 per night
includes taxes & fees
Beautiful Callawassie Island Home w/ Free Golf & Tennis / Dogs Stay for free!
View from kitchen sink out to dining room, porch & marsh
View from porch
Low Country Cottage located within the gates of Colleton River Club
Spacious kitchen area
Exceptional
(88 reviews)

~ Tranquil Low Country Cottage ~Water Views ~Private Setting

Bluffton

12% off
NZ$4,134
for 7 nights, 1 cottage
NZ$591 per night
includes taxes & fees
~ Tranquil Low Country Cottage ~Water Views ~Private Setting
Interior
Room
Interior
Private kitchen
Excellent
(9 reviews)

The Best Rest in Okatie

Bluffton

8% off
NZ$2,128
for 7 nights, 1 home
NZ$304 per night
includes taxes & fees
The Best Rest in Okatie
Interior
Private kitchen
Interior
Interior
Exceptional
(24 reviews)

Old Town Bluffton Beaches and Birdies House

Bluffton

7% off
NZ$4,626
for 7 nights, 1 home
NZ$661 per night
includes taxes & fees
Old Town Bluffton Beaches and Birdies House
Exterior
Bridge St. Bungalow
Terrace/patio
Interior
Exceptional
(130 reviews)

Bridge St. Guest Cottage in Old Town Brand New!

Bluffton

8% off
NZ$2,594
for 7 nights, 1 home
NZ$371 per night
includes taxes & fees
Bridge St. Guest Cottage in Old Town Brand New!
Pool
Private kitchen
Living area
Living area
Exceptional
(14 reviews)

House with a view/sleep upto 6 Guest, pets welcome

Bluffton

8% off
NZ$3,554
for 7 nights, 1 home
NZ$508 per night
includes taxes & fees
House with a view/sleep upto 6 Guest, pets welcome
Living area
Room
Exterior
Private kitchen
Exceptional
(14 reviews)

Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!

Port Royal

7% off
NZ$2,736
for 7 nights, 1 home
NZ$391 per night
includes taxes & fees
Clean 2 BR - 5 minutes to PI + Beach - Coffee, Blackstone, and Pergola - NEW!
Dining
Living area
Private kitchen
Exterior
Exceptional
(14 reviews)

Fishcamp on 14th - Renovated & Walkable in Port Royal w/ Pool

Port Royal

8% off
NZ$5,965
for 7 nights, 1 home
NZ$852 per night
includes taxes & fees
Fishcamp on 14th - Renovated & Walkable in Port Royal w/ Pool
Private upper porch - perfect for morning coffee or a glass of wine!
Boats docked at Fishcamp, Port Royal's newest restaurant
Beautiful 100 yr. old pine floors throughout the house.
Fishcamp on 11th St - newest restaurant on the water -- you can walk to it!
Wonderful
(63 reviews)

Just 2 mi. to Parris Island & Beaufort, Walk to Beach & Shops - Sleeps 6 - Wi-FI

Port Royal

9% off
NZ$2,885
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Just 2 mi. to Parris Island & Beaufort, Walk to Beach & Shops - Sleeps 6 - Wi-FI
Exterior
Interior
Private kitchen
Living area
Exceptional
(49 reviews)

Low Country Living In Old Town Bluffton

Bluffton

8% off
NZ$3,446
for 7 nights, 1 home
NZ$492 per night
includes taxes & fees
Low Country Living In Old Town Bluffton
Exterior
Property grounds
Private kitchen
Interior
Exceptional
(75 reviews)

"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton

Bluffton

8% off
NZ$3,597
for 7 nights, 1 cottage
NZ$514 per night
includes taxes & fees
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
Room
Private kitchen
Private kitchen
Exterior
Exceptional
(122 reviews)

Old Town Bluffton 1 bedroom 1 bath apartment

Bluffton

8% off
NZ$3,563
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Old Town Bluffton 1 bedroom 1 bath apartment
Living area
Living area
Living area
36 inch tv/remote/cable channels 2-76/movie channels
Exceptional
(80 reviews)

DeepWater Peaceful Reflections

Beaufort

10% off
NZ$2,621
for 7 nights, 1 apartment
NZ$374 per night
includes taxes & fees
DeepWater Peaceful Reflections
Interior
Interior
Outdoor dining
Dining
Exceptional
(124 reviews)

Huge Beautiful Golf Cottage!! Sleeps 8!!

Bluffton

12% off
NZ$4,062
for 7 nights, 1 cottage
NZ$580 per night
includes taxes & fees
Huge Beautiful Golf Cottage!! Sleeps 8!!
Dining
Terrace/patio
Private kitchen
Living area
Exceptional
(10 reviews)

The Blue Green Heron 5 miles to Parris Island

Port Royal

8% off
NZ$1,992
for 7 nights, 1 cottage
NZ$285 per night
includes taxes & fees
The Blue Green Heron 5 miles to Parris Island
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Callawassie Island getaway

Learn about the unique charm of Callawassie Island with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Callawassie Island

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Callawassie Island a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hilton Head National Golf Club (6.5 mi / 10.5 km)
  • Country Club of Hilton Head (8.6 mi / 13.9 km)
  • May River Golf Club at Palmetto Bluff (8.8 mi / 14.1 km)
  • Port Royal Golf Club (12.5 mi / 20.1 km)
  • The Golf Courses of Palmetto Dunes (12.8 mi / 20.6 km)
  • Heron Point by Pete Dye at Sea Pines Resort (12.9 mi / 20.7 km)

Exploring the natural landscape of Callawassie Island

Whether you're looking for adventure or just want to spend some time taking in the scenery, Callawassie Island is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • The Sands (10.4 mi / 16.7 km)
  • Spanish Moss Trail (12 mi / 19.3 km)
  • Henry C. Chambers Waterfront Park (12.8 mi / 20.7 km)
  • Folly Field Beach Park (13 mi / 20.9 km)
  • Burkes Beach (13.2 mi / 21.2 km)
  • Folly Field Beach (13.2 mi / 21.2 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Callawassie Island?
The most desirable types of holiday homes in Callawassie Island are houses. Prefer something different? Bookabach offers a variety of options to match our guests' requirements, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday home in Callawassie Island?
The average price for a holiday home in Callawassie Island depends on several factors, including property type, length of stay and season. Whether you're in search of a sprawling villa with a pool or a comfy cabin for just you and your sweetheart, just add your travel dates to discover stays with great value.
How much does it cost to rent a beach house in Callawassie Island?
Prices for beach houses in Callawassie Island may vary depending on the size and type of the property and when you're travelling. All you have to do is enter your travel dates into Bookabach and the number of guests to see available options and prices. From there you can use our filters to tailor your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday homes in Callawassie Island?
Pack a suitcase and a bone for your puppy dog because Callawassie Island has four properties that throw out the welcome mat to doggie guests. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Callawassie Island?
Add an extra element of fun to your adventure by booking your crew into one of the three houses with a private pool in Callawassie Island. Use our search filter to find properties with pools on Bookabach, then spend lazy days splashing about in a swimming pool that's all your own.
What are popular home amenities in Callawassie Island?
The most popular home amenities people search for in Callawassie Island are a barbecue grill, a swimming pool and a fireplace. Whether you're taking a trip with family, friends or even pets, Bookabach holiday homes provide the best amenities for chilling out with your loved ones.
Are there large group holiday homes in Callawassie Island?
With four Callawassie Island properties that can host a group of five or more people, you can bring a few extra buddies or family members along. Whether you're planning an informal gathering or a birthday party, Bookabach will help you book the ideal space for the occasion.
Are there holiday homes in Callawassie Island that welcome kids?
With four family-friendly holiday homes available in Callawassie Island, there's never been a better time to introduce your kids to the joys of travel. Just click on our "Properties good for families" filter box to search for stays that come with amenities ideal for holidaying families, such as multiple bedrooms, backyards, hot tubs and bunk beds.
What are the top attractions for families in Callawassie Island?
Keep your kids occupied at these fun family-friendly attractions in Callawassie Island:
  • Station 300
  • Port Royal Sound Foundation - Maritime Centre
  • Tanger Outlets Hilton Head
Are there holiday homes with WiFi in Callawassie Island?
You'll have a choice of three holiday homes with WiFi in Callawassie Island. If you'd like to disconnect from the world during your break, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Callawassie Island?
Decide on your travel dates and then make use of our filters to search for holiday homes with ac in Callawassie Island on Bookabach. With four air-conditioned properties available here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Callawassie Island?
It's a good idea to check with the Callawassie Island holiday property you're looking at on Bookabach as the age limit differs. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Callawassie Island for?
How long you can book a holiday home in Callawassie Island differs according to the property. Just enter your selected travel dates to view a list of options offering extended stays. With tons of features such as air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you're sure to find somewhere perfect to call your home away from home in Callawassie Island.

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