Villas in Callawassie Island

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Our top choices for Callawassie Island villas

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

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (53)
"Relaxing and comfortable stay"
United States
cheryl j.
$262 nightly
The price is $288
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Wave of relaxation - pet-friendly villa with parking.

Wave of relaxation - pet-friendly villa with parking.
Mid Island
9.4 out of 10, Exceptional, (6)
"We really enjoyed staying here. It was covenient to everything but still a quiet location in a pretty setting. "
United States
Karen H.
$342 nightly
The price is $376
Dec 25 - Dec 26
Total with taxes and fees
Wave of relaxation - pet-friendly villa with parking.

Steps to Beach & Pool | Family & Dog Friendly

Steps to Beach & Pool | Family & Dog Friendly
South End
$345 nightly
The price is $380
Jan 4 - Jan 5, 2026
Total with taxes and fees
Steps to Beach & Pool | Family & Dog Friendly

Modern Island Serenity!

Modern Island Serenity!
Mid Island
9.8 out of 10, Exceptional, (7)
"Very nice, clean, and organized for easy accommodation and adjustment. Love the back patio area too."
United States
Brian S.
$424 nightly
The price is $466
Dec 25 - Dec 26
Total with taxes and fees
Modern Island Serenity!

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (56)
"Quick getaway and had a nice weeknd."
United States
Ellen W.
$224 nightly
The price is $246
Dec 25 - Dec 26
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !

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

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
South End
9.6 out of 10, Exceptional, (71)
"Perfect location"
United States
Laura L.
$253 nightly
The price is $278
Dec 27 - Dec 28
Total with taxes and fees
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (58)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
$367 nightly
The price is $404
Dec 25 - Dec 26
Total with taxes and fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

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

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (146)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$308 nightly
The price is $339
Dec 25 - Dec 26
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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

2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed
2.0 star property
Mid Island
$248 nightly
The price is $272
Jan 5 - Jan 6, 2026
Total with taxes and fees
2 Outdoor Pools + Private Beach Access + Indoor Pool + King Bed

Serenity in Paradise

Serenity in Paradise
Mid Island
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!"
United States
Danna B.
$342 nightly
The price is $376
Dec 25 - Dec 26
Total with taxes and fees
Serenity in Paradise

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

Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.
Mid Island
8.4 out of 10, Very Good, (20)
"Check in was easy. Normally we would be at the beach but weather was bad so we were inside a lot. "
United States
Beneth A.
$429 nightly
The price is $472
Dec 25 - Dec 26
Total with taxes and fees
Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (105)
"Great place. Only problem was getting into locked area for beach chairs and he responded immediately when we called "
United States
Jana K.
$219 nightly
The price is $240
Jan 4 - Jan 5, 2026
Total with taxes and fees
OCEAN VIEW - TOP FLOOR

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

Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
Mid Island
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"
United States
Olga M.
$337 nightly
The price is $370
Dec 25 - Dec 26
Total with taxes and fees
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.

Come Enjoy the Ocean - Ocean Front Resort Newly Renovated Ocean Villa

Come Enjoy the Ocean - Ocean Front Resort Newly Renovated Ocean Villa
Mid Island
10.0 out of 10, Exceptional, (3)
"When looking for a place to stay on Hilton head island, I was looking for a nice place at an affordable price close to the beach. Well this this condo i got so much more! We booked for the week of Easter staying 4 days 3 nights, it was the perfect getaway as it was our first vacation with our newborn! The condo was super nice and clean, very well decorated and modern. When you walk into the condo it smelled like a newly built house with fresh paint which was really great knowing it was newly...
United States
Audrey H.
$349 nightly
The price is $384
Dec 25 - Dec 26
Total with taxes and fees
Come Enjoy the Ocean - Ocean Front Resort Newly Renovated Ocean Villa

Contemporary bliss- newly renovated cozy villa

Contemporary bliss- newly renovated cozy villa
South End
9.0 out of 10, Wonderful, (20)
"We enjoyed the property, very clean and organized and comfortable. "
United States
Danielle S.
$357 nightly
The price is $393
Dec 25 - Dec 26
Total with taxes and fees
Contemporary bliss- newly renovated cozy villa

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

Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
Mid Island
9.2 out of 10, Wonderful, (7)
"Everything was absolutely awesome we will be back Thank you so much"
United States
Nakeida Y.
$348 nightly
The price is $382
Dec 28 - Dec 29
Total with taxes and fees
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces

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

Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124
Mid Island
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."
Canada
Elaine R.
$350 nightly
The price is $385
Dec 25 - Dec 26
Total with taxes and fees
Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124

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

From the Owner Seen on HGTV Deluxe Beachfront Villa W/Beautiful Ocean Front View
South End
8.8 out of 10, Excellent, (56)
"Perfect stay for 2-3 people!"
United States
Logan C.
$382 nightly
The price is $420
Dec 30 - Dec 31
Total with taxes and fees
From the Owner Seen on HGTV Deluxe Beachfront Villa W/Beautiful Ocean Front View

Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf
Mid Island
10.0 out of 10, Exceptional, (148)
"Place was well located, spacious, and clean. We would definitely stay there again. "
United States
natalie e.
$386 nightly
The price is $424
Jan 3 - Jan 4, 2026
Total with taxes and fees
Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed

TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed
Mid Island
9.4 out of 10, Exceptional, (3)
"Perfect, clean condo for our one night stay in Hilton Head. Comfortable bed, felt like home! "
United States
Alysha H.
$313 nightly
The price is $344
Dec 25 - Dec 26
Total with taxes and fees
TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed
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

Find out more about Callawassie Island

Callawassie Island Villas information

Number of reviews
659
Accommodation
304 Villas
Lowest Price
$240
Highest Price
$472

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