Callawassie Island Vacation Rentals

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Vacation Rentals in Callawassie Island

Pool
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Pool
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (30)
"Hilton head, beach resort and tennis club was exactly as described. The property was clean, and perfectly situated for the beach and pool. The pool was the biggest pool I had seen seen anywhere. I highly recommend this."
Coastal Condo w/ Balcony & Luxe Resort Amenities!
Sun loungers
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
10.0 out of 10, Exceptional, (181)
"Great property and easy access to beach with many great restaurants close by! This is our second time staying in the condo and we really enjoy it."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
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Outdoor pool
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (66)
"Property was freshly updated and conveniently located on the first floor. All necessary amenities were available including a pretty comfortable power recliner. We would definitely stay here again. Thanks!"
The price is CA $273
CA $624 total
includes taxes & fees
Jun 9 - Jun 10
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
TV
Seaside Villa 376 - Spectacular Ocean Views
10.0 out of 10, Exceptional, (32)
"We really enjoyed the views, easy access to surrounding shopping and eats and beautiful property which we selected. Will do it again and again in the future. Plan on multiple returns!!!"
Seaside Villa 376 - Spectacular Ocean Views
On the beach, sun loungers, beach towels
LUXURY OCEAN VIEW VILLA - NEWLY RENOVTED, 65" 4K TV - 2 BIKES INC, BEACH RESORT
10.0 out of 10, Exceptional, (283)
"The villa was perfect for us. Had everything we needed and appreciated a nice welcome gift. Short walk beach and the included bikes were awesome. Unit was very clean and great communication from owners. Would rent again!"
LUXURY OCEAN VIEW VILLA - NEWLY RENOVTED, 65" 4K TV - 2 BIKES INC, BEACH RESORT
Pool
Tranquil first floor condo - Hilton Head Beach & Tennis C107
10.0 out of 10, Exceptional, (9)
"We had a great time. The beach and pool are a short walk, probably 300-400 feet. Convenient to lots of great restaurants. Perfect for just the two of us"
Tranquil first floor condo - Hilton Head Beach & Tennis C107
Property grounds
Ocean side view the waves from balcony,steps to beach,Pool,complex is oceanfront
10.0 out of 10, Exceptional, (90)
"Great place to stay on HHI. Right on the beach and near restaurants and stores. Clean, comfortable apartment. Highly recommend it."
The price is CA $259
CA $546 total
includes taxes & fees
May 19 - May 20
Ocean side view the waves from balcony,steps to beach,Pool,complex is oceanfront
Property grounds
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
9.8 out of 10, Exceptional, (35)
"Location was very nice. The beach is beautiful! The property itself needs some looking after. The bathroom door does not close for instance. The faucet in the shower needs help. Not a repeat stay i'm afraid."
The price is CA $203
CA $449 total
includes taxes & fees
May 16 - May 17
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
Outdoor pool, a heated pool
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
9.8 out of 10, Exceptional, (162)
"Place & arrangements were great but next time we hope for more ocean view where we stay! Thank you! Stay was too short to enjoy bikes & more pool time!"
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
Pool
Hilton Head Condo w/ Pool Access - Walk to Beach!
9.8 out of 10, Exceptional, (73)
"Very clean, check in was easy and quick. The condo met our needs and was very inviting. We had three adults and two teenagers. Easy access to the pool and beach. Great location to restaurants and shopping. Overall excellent stay. Would definitely come back again."
Hilton Head Condo w/ Pool Access - Walk to Beach!
Pool
Barefoot Bungalow! 2nd back from ocean front Gorgeous Couple’s Retreat
9.8 out of 10, Exceptional, (137)
"The condo was a perfect size for a couple’s getaway. It’s exactly as photographed, and we appreciated the cleanliness, ease of check in, and all the essentials stocked for our stay. Kendall was great and we hope to book with him again."
The price is CA $217
CA $467 total
includes taxes & fees
May 19 - May 20
Barefoot Bungalow! 2nd back from ocean front Gorgeous Couple’s Retreat
Beach nearby, sun loungers, beach towels
Elegance at the beach -Ocean View Villa, Gorgeous! float in...
9.8 out of 10, Exceptional, (49)
"Beautifully decorated condo. Perfect for a couple. Everything was exactly as stated in the description. Great communication with the host - restaurant recommendations, checking in to make sure everything was okay and to see if we needed anything. Loved the anniversary cookies waiting for us upon arrival. Would definitely recommend this condo. We hope to stay there again."
Elegance at the beach -Ocean View Villa, Gorgeous! float in...
Exterior
Daufuskie Island Getaway, 2 Bedroom, 2 Bath, Take a break from it ALL
9.8 out of 10, Exceptional, (51)
"We had the best time. Owner was really nice and responded immediately. The home was great, clean and smelled good. We’ll definitely go back and stay here."
Daufuskie Island Getaway, 2 Bedroom, 2 Bath, Take a break from it ALL
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, (115)
"Nothing bad to say "
Bluewater Resort & Marina by Spinnaker Resorts
Pool
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
9.6 out of 10, Exceptional, (91)
"This house is very spacious with lots of rooms. There are 2 bedrooms with full bathrooms and a third half bathroom. The location allows for easy access to very many places to visit including the Spring Lake recreation center where the pool, lazy river and splash pad is located. There are many restaurants near by as well as grocery stores and shopping outlets. The host is very responsive and so very helpful providing information not only about the house but things to do and places to see. The...
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
Indoor pool, outdoor pool
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (161)
"We hope to come back and revisit in the near future! Best accommodations we have ever booked on VRBO!!!"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Outdoor dining
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
9.6 out of 10, Exceptional, (9)
"As others have said this is a small place, but it gets the job done. The pickleball courts are right across the way and we used them a lot. Unfortunately, the large pool was broken for a couple of days, but once working it was great. The walk to the beach was easy, as well. I would recommend this place."
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
Exterior
The Evan Cottage - Recently Updated!
9.6 out of 10, Exceptional, (157)
"Just wanted a place to read and write for a couple of days Very nice little cabin and friendly people Will try to get this place first when I go back"
The Evan Cottage - Recently Updated!
Sun loungers, beach towels
Cottage/Tiny House Living Accommodation in Beaufort for Cost-conscious Traveler
9.6 out of 10, Exceptional, (278)
"Very cute tiny space, just perfect for the two of us and our pup. (And no extra charge for a pet!)"
Cottage/Tiny House Living Accommodation in Beaufort for Cost-conscious Traveler
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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.

Callawassie Island Vacation Rental Travel Info

Other types of properties in Callawassie Island you may be interested in

3 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Omni Hilton Head Oceanfront Resort
4.0 star property
8.8 out of 10, Excellent, (1004)
"We stayed in the south building and it seemed newly renovated. Love the “beach” Colors in the room along with the small kitchenette and the double bathroom sink (with one outside the toilet area). Very clean, staff were attentive, beach was terrific! Location was very good too. My only suggestion - there is a $40/day resort fee. That SHOULD include beach chairs or the use of bikes. While I appreciated the ability to park and the other small perks included in the fee - most of those are standard...
The price is CA $565
CA $692 total
includes taxes & fees
May 27 - May 28
Omni Hilton Head Oceanfront Resort
Exterior
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, (1007)
" We have stayed here before and we’re looking forward to our stay for the evening. When we arrived we were not informed that the hotel was under renovation. The pool and tiki bar were shut down . We did spend a few hours at the beach and they had music in the hotel lounge that evening which was nice . We were looking forward to pool time , I wish we had been made aware of the construction. I suggest anyone booking in the near future check in on the process of this . They are still charging...
The price is CA $286
CA $373 total
includes taxes & fees
May 22 - May 23
Beach House Resort Hilton Head
Exterior
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1002)
"The staff are amazing and the area is beautiful "
The price is CA $441
CA $544 total
includes taxes & fees
May 16 - May 17
Sonesta Resort Hilton Head Island
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callawassie Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callawassie Island vacation rentals we have selected for you start as low as CA $203 per night. Entering your travel dates in the search wizard 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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