Search Villas in Callawassie Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Villas in Callawassie Island and around

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

9.4 out of 10, Exceptional, (52)
"Very clean and well organized property. "
The price is €259
includes taxes & fees
4 Sept - 5 Sept
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Easy Breezy at Hilton Head Beach & Tennis

2.0 star property
The price is €259
includes taxes & fees
1 Sept - 2 Sept
Easy Breezy at Hilton Head Beach & Tennis

Tranquility in Paradise- 2bdr pet-friendly villa w/parking

9.6 out of 10, Exceptional, (5)
"Very good stay"
The price is €364
includes taxes & fees
1 Sept - 2 Sept
Tranquility in Paradise- 2bdr pet-friendly villa w/parking

2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

2.0 star property
The price is €309
includes taxes & fees
1 Sept - 2 Sept
2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

Great Panoramic Views meet Beach Modern Chic !

8.8 out of 10, Excellent, (52)
"There was an issue when we arrived that was taken care of promptly by the owner. The location was a short walk to the beach and offered many amenities for our family. The unit provided plenty of space for my family of five. There were a couple of maintenance issues which were repaired during our stay. Great communication with the owner."
The price is €227
includes taxes & fees
1 Sept - 2 Sept
Great Panoramic Views meet Beach Modern Chic !

Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

8.8 out of 10, Excellent, (3)
"We enjoyed our stay!! Starbucks right around the corner:), close bike ride to the beach and so much more"
The price is €328
includes taxes & fees
1 Sept - 2 Sept
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

Modern Island Serenity!

9.8 out of 10, Exceptional, (7)
"Very nice, clean, and organized for easy accommodation and adjustment. Love the back patio area too."
The price is €436
includes taxes & fees
1 Sept - 2 Sept
Modern Island Serenity!

OCEAN VIEW - TOP FLOOR

8.8 out of 10, Excellent, (101)
"Used the property with my son to attend the RBC Golf classic. Great views from the balcony, easy access to the local beach bar and watched some great golf for my son's birthday."
The price is €221
includes taxes & fees
4 Sept - 5 Sept
OCEAN VIEW - TOP FLOOR

Serenity in Paradise

10.0 out of 10, Exceptional, (5)
"Three generations of ladies enjoyed this stay very much. We actually extended our stay 2 days and the host could not have been more gracious. I highly recommend and will stay again!"
Serenity in Paradise

From the Owner Seen on HGTV Deluxe Beachfront Villa W/Beautiful Ocean Front View

8.8 out of 10, Excellent, (53)
"Nicely decorated! Comfortable and convenient."
The price is €403
includes taxes & fees
6 Sept - 7 Sept
From the Owner Seen on HGTV Deluxe Beachfront Villa W/Beautiful Ocean Front View

Newly Renovated Beachfront Villa with Ocean Views

10.0 out of 10, Exceptional, (1)
"Beautiful place! "
Newly Renovated Beachfront Villa with Ocean Views

Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

9.2 out of 10, Wonderful, (7)
"Everything was absolutely awesome we will be back Thank you so much"
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.

8.6 out of 10, Excellent, (19)
"Clean, quiet place that was perfect for our group for one night."
Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.

July 26-28 available Ocean view 4 condos from the beach Read our reviews

9.8 out of 10, Exceptional, (241)
"We really enjoyed our stay. Access to beach was incredible and amenities in the community were excellent. Condo was very clean, nicely decorated, and well stocked with everything we needed. Grounds were very well maintained! Will definitely stay here again!"
The price is €267
includes taxes & fees
1 Sept - 2 Sept
July 26-28 available Ocean view 4 condos from the beach Read our reviews

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

9.6 out of 10, Exceptional, (63)
"We had such a great time at Hilton Head. The apartment is small but very clean and there is everything what you need. The beach is so close! And you can see ocean from the balcony."
The price is €223
includes taxes & fees
20 Aug - 21 Aug
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

115 Capt John Fripp Villa - New to VRBO! Resort Access Included!

115 Capt John Fripp Villa - New to VRBO! Resort Access Included!

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

9.6 out of 10, Exceptional, (149)
"Perfect accomodations for a couple and weekend getaway."
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

2/2 Island Escape Villa-Walk To Beach-Pool

9.6 out of 10, Exceptional, (4)
"We so enjoyed our stay! The location was perfect. Even though the property is not beach front, it was so easy to get to the beach. There was a convenient paved path to the beach and we had access to a private bathroom (for guests of the condo complex) right near the boardwalk to the beach. The property also had great beach gear for us to use (chairs, umbrellas, and most helpfully a beach wagon)! We were also walking distance (about .8 miles) to the little downtown with shops and great...
2/2 Island Escape Villa-Walk To Beach-Pool

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

10.0 out of 10, Exceptional, (145)
"Great corner lot, close to beach and pool access. Quiet area. Great location!"
The price is €351
includes taxes & fees
19 Aug - 20 Aug
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124

10.0 out of 10, Exceptional, (1)
"We had a very pleasant stay in your condo. The kitchen is very functional, well equipped and the accommodation was very clean. The view is breathtaking and the birdsong is always pleasant to hear. Since we had a long stay, we really appreciated the storage for clothes and our personnal belongings. For remote work, communication was perfect, I had no problems. Have a nice day ! Élaine and Denis."
Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Callawassie Island Hotel Reviews