Callawassie Island Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Callawassie Island

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (615)
"Was not happy with the check in process - they tried to immediately set up a meeting about a time share. Otherwise it was fine"
Coral Sands Resorts by Palmera

NEW Oceanfront estate, Sleeps16, Accepting Reservations now

10.0 out of 10, Exceptional, (1)
NEW Oceanfront estate, Sleeps16, Accepting Reservations now

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (263)
"I loved that it was nice relaxing getaways but still had options as far as games and other events happening if i wanted to take part. Definitely will be planning a trip back with the entire family."
Island Links Resort by Palmera

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

9.4 out of 10, Exceptional, (252)
"Went with my husband for a quick weekend away for Valentine's. Property was just as advertised"
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (234)
"Excellent Service."
The price is AU$634
includes taxes & fees
4 Mar - 5 Mar
Marriott's Barony Beach Club

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (201)
"The winter projects in the garage didn't bother us because we liked everything else. Lori and Scott were ready to help with any questions we had. We really liked having a tiny place that had everything. I called it the Thumbelina house. Bikes and walks were wonderful. Spectrum needs to make access to network easier....not the owners' faults. We already want to come back"
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

Beach Front With Ocean View

9.6 out of 10, Exceptional, (95)
"Nice apartment with a good location "
Beach Front With Ocean View

Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

10.0 out of 10, Exceptional, (100)
"My husband and I stayed for a long weekend. We would absolutely stay here again. Goggle maps had trouble finding the location so I'd recommend searching for the resort rather than street address. The location was perfect and the unit was spotless and beautifully renovated. "
Second Floor Ocean View - Steps from the Beach!!! 1 BD, 1 BA in a gated Resort

Seawatch at Island Club

3.0 star property
9.2 out of 10, Wonderful, (21)
"Sensational. Lots of things to do on site. Safe. Beautiful location right on the beach. "
Seawatch at Island Club

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

10.0 out of 10, Exceptional, (68)
"We had our adult children meet us in Hilton Head for a family vacation. We were very impressed by the home. It is a beautiful home and all of us had our own space and bathroom. The management team replied promptly to any questions/issues. Definitely would recommend! "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (128)
"The Island is enjoyable but the property itself needs to be upgraded "
The price is AU$746
includes taxes & fees
5 Mar - 6 Mar
Marriott's Monarch at Sea Pines

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.6 out of 10, Excellent, (22)
"The property was well kept and very clean. We loved that the beach was walking distance. The property had everything we needed, even containers to store our food. We will indeed visit again."
Hilton Head Island Beach and Tennis Resort

Queens Grant Hilton Head Island

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was a great location for everything we did. We felt safe in the neighborhood and there was always a parking spot close to the house. All in all it was great."
Queens Grant Hilton Head Island

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (155)
"Great hotel"
The price is AU$791
includes taxes & fees
5 Mar - 6 Mar
Marriott's Grande Ocean

Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

8.8 out of 10, Excellent, (130)
"Beautiful view of the ocean, short walk to the beach. Condo was nice and clean. Its an older unit so had a musty smell. We would rent it again. "
Admirals Row 306: True Direct Oceanfront W/Panoramic Oceanview

One-level home, screened porch, close to beach/bike paths, dining and shopping

9.8 out of 10, Exceptional, (43)
"I had friends come in from all over the country to celebrate my birthday. The house was perfect for all of us! We had a lovely time."
One-level home, screened porch, close to beach/bike paths, dining and shopping

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (128)
"Perfect. Beautiful resort and really lovely unit. We had a 3 bedroom and it is huge. Was able to host our Christmas get together and the views are beautiful. Can’t imagine a negative comment…"
Bluewater Resort & Marina by Spinnaker Resorts

Ocean Villa C358 - Pool, Elevator, Top Floor

9.6 out of 10, Exceptional, (32)
"We had a wonderful time and we couldn’t ask for better accommodations. Close to the beach and restaurants along with most attractions. We will most definitely be back again "
Ocean Villa C358 - Pool, Elevator, Top Floor

LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

10.0 out of 10, Exceptional, (305)
"What a beautiful villa! My husband and I stayed here for a week in January. Very well-appointed condo. The attention to detail is superb with everything we needed from comfortable bedding to kitchenware, down to paper towels, dish soap and beach chairs! Tracey and Steve have used every inch of the layout of this condo purposefully with the guest in mind. Exceptionally clean and fresh! The bed and pillows were extremely comfortable, just the right amount of firmness. Plenty of storage space for...
LUXURY OCEAN VIEW VILLA - NEWLY UPDATED FOR 2025, - 2 BIKES INC, BEACH RESORT

Gorgeous View and just steps to the Beach!

9.6 out of 10, Exceptional, (190)
"Our recent stay at The Spa on Hilton Head Island was truly one for the books! The location is excellent—just steps from a beautiful sandy beach overlooking the Port Royal Sound. Plus, the proximity to shopping and restaurants is a great bonus.The condo itself is immaculate! It has been completely upgraded with cozy furniture and a well-equipped kitchen. The linens and towels are provided for both bedrooms and bathrooms, and the owner even supplies beach chairs and toys in a storage container.For...
Gorgeous View and just steps to the Beach!
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.
Don't see what you're looking for?
See all available properties in Callawassie Island
Save an average of 15% on thousands of hotels when you're signed in

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

Sonesta Resort Hilton Head Island

4.0 star property
8.4 out of 10, Very good, (1008)
"A lot of construction is happening right now. Woke up both mornings to sledgehammers! Not sure if it was bc I reserved my room through Expedia, but they gave me the furthest room available! The hotel wasn’t busy, not sure why the distance was necessary"
The price is AU$461
includes taxes & fees
9 Mar - 10 Mar
Sonesta Resort Hilton Head Island

Beach House Resort Hilton Head

4.0 star property
8.8 out of 10, Excellent, (464)
"Would definitely stay here again. Great location and beautiful pool and hot tub area. Friendly front desk. "
The price is AU$317
includes taxes & fees
6 Mar - 7 Mar
Beach House Resort Hilton Head

Omni Hilton Head Oceanfront Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Great resort"
The price is AU$520
includes taxes & fees
2 Mar - 3 Mar
Omni Hilton Head Oceanfront Resort
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.