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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Dataw Island villas

A wide sandy beach with gentle waves and a clear blue sky.

1. Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!

Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!
Fripp Island
9.8 out of 10, Exceptional, (118 reviews)
"Perfect spot for a quiet getaway. We loved our stay!"
United States
Jennifer M.
The price is CA $194
CA $596 total
includes taxes & fees
Nov 9 - Nov 10
Relax & Regroup at the Beach- HUGE Fall discounts! Check us out!
A pool area with lounge chairs and a covered seating area, surrounded by palm trees and a building with a balcony.

2. Captain John Fripp Villa Pool side and Ocean View

Captain John Fripp Villa Pool side and Ocean View
Fripp Island
10.0 out of 10, Exceptional, (36 reviews)
"Super clean and the best stocked kitchen we have ever seen. Overall awesome place and we hope to return."
United States
Nick N.
The price is CA $279
CA $865 total
includes taxes & fees
Nov 9 - Nov 10
Captain John Fripp Villa Pool side and Ocean View
A coastal view with a pathway leading to the beach, surrounded by trees and greenery.

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

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"Friendly host and clean place"
United States
Brandon B.
The price is CA $139
CA $384 total
includes taxes & fees
Dec 1 - Dec 2
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
A room with a large sliding glass door leading to a balcony with a view of the beach.

4. Newly Renovated Beachfront Villa with Ocean Views

Newly Renovated Beachfront Villa with Ocean Views
Mid Island
7.4 out of 10, Good, (3 reviews)
"Beautiful place! "
United States
Christina K.
The price is CA $251
CA $594 total
includes taxes & fees
Nov 9 - Nov 10
Newly Renovated Beachfront Villa with Ocean Views
A wooden balcony with two green chairs and a view of a residential area with trees and parked cars.

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

Tranquility in Paradise- 2bdr pet-friendly villa w/parking
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very good stay"
United States
Ellen W.
The price is CA $227
CA $523 total
includes taxes & fees
Nov 13 - Nov 14
Tranquility in Paradise- 2bdr pet-friendly villa w/parking
A two-story building with a stone facade, multiple windows, and a central entrance with an archway.

6. 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
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay!! Starbucks right around the corner:), close bike ride to the beach and so much more"
United States
Olga M.
The price is CA $208
CA $500 total
includes taxes & fees
Nov 9 - Nov 10
Newly Renovated Cozy/Modern Pet-Friendly Villa for the entire family to enjoy.
A balcony with a red chair and a small round table, a concrete wall, and a door leading to another room.

7. Serenity in Paradise

Serenity in Paradise
Mid Island
9.2 out of 10, Wonderful, (10 reviews)
"Awesome place to stay! We would love to come back!"
United States
Katelynn J.
The price is CA $238
CA $537 total
includes taxes & fees
Nov 25 - Nov 26
Serenity in Paradise
A ceiling with string lights, a window with blinds, and a wicker chair.

8. 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, (158 reviews)
"Place was amazing! Highly recommend for anyone wanting to come down to HH for the weekend "
United States
Alexander A.
The price is CA $139
CA $483 total
includes taxes & fees
Nov 10 - Nov 11
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
A beachside restaurant with outdoor seating, red umbrellas, and a view of the ocean.

9. 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
9.6 out of 10, Exceptional, (4 reviews)
"Cozy space close to the beach. Good food nearby and fun drinks by the pool or beach. A wonderful place to relax."
United States
Lyndon R.
The price is CA $125
CA $426 total
includes taxes & fees
Nov 13 - Nov 14
TWO Minute Walk to the Beach-Family Friendly Oceanside Resort-King Bed
A covered porch with a checkered floor, a chair, and a view of the surrounding greenery.

10. Modern Island Serenity!

Modern Island Serenity!
Mid Island
9.8 out of 10, Exceptional, (8 reviews)
"Room was great and host was very attentive "
United States
Todd E.
The price is CA $378
CA $786 total
includes taxes & fees
Nov 17 - Nov 18
Modern Island Serenity!
A living room with a sofa set, a coffee table, a TV, and a staircase.

11. 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
8.0 out of 10, Very good, (25 reviews)
"Clean, quiet place that was perfect for our group for one night."
United States
Tim B.
The price is CA $252
CA $637 total
includes taxes & fees
Nov 13 - Nov 14
Beautiful, Cozy 2022 Renovated Villa is a perfect place for a family vacation.
A house with a green door, a small window, and a welcome mat.

12. 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 reviews)
"Everything was absolutely awesome we will be back Thank you so much"
United States
Nakeida Y.
The price is CA $247
CA $549 total
includes taxes & fees
Nov 25 - Nov 26
Elegant and comfortable 2 bedroom pet-friendly villa w/ 2 parking spaces
A balcony with a table and chairs, a railing, and a view of a landscape with trees and a fence.

13. 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, (2 reviews)
"Excellent unit with awesome view. Kitchen so well equipped. Comfortable beds. Host is outstanding and responds quickly to any questions we had. Would definitely book this unit again."
United States
Debra H.
The price is CA $208
CA $541 total
includes taxes & fees
Nov 8 - Nov 9
Remodeled 1BR Direct Oceanfront- First Floor- Tennis & Pickleball HHB&T A124
A two-story building with balconies and a clear sky.

14. 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, (61 reviews)
"We’ve stayed at this resort several times but this was the best stay we’ve had so far!"
United States
Jennifer V.
The price is CA $208
CA $567 total
includes taxes & fees
Nov 12 - Nov 13
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
A building with a stone facade, two arched doorways, and a small garden area with plants and a concrete planter.

15. 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 reviews)
"We really enjoyed staying here. It was covenient to everything but still a quiet location in a pretty setting. "
United States
Karen H.
The price is CA $214
CA $507 total
includes taxes & fees
Nov 13 - Nov 14
Wave of relaxation - pet-friendly villa with parking.
A balcony with two Adirondack chairs, a small table with a plant, and a view of a body of water and buildings in the distance.

16. OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (125 reviews)
"Wonderful place to stay. We would stay there again"
United States
Connie W.
The price is CA $158
CA $365 total
includes taxes & fees
Nov 11 - Nov 12
OCEAN VIEW - TOP FLOOR
A hotel with multiple floors, a swimming pool, and a beach area with umbrellas.

17. Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor

Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Mid Island
9.8 out of 10, Exceptional, (49 reviews)
"Nice, laid back, down to earth resort. Lots of families. Very welcoming."
United States
Alyssa T.
The price is CA $240
CA $597 total
includes taxes & fees
Nov 9 - Nov 10
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
A balcony with a view of the ocean, a round table, two chairs, and a sofa with a patterned pillow.

18. Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen

Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
Mid Island
10.0 out of 10, Exceptional, (6 reviews)
"Very beautifully appointed unit. It was a wonderful trip with relaxation a great food. Owner was easy and a joy to work with!!!!"
United States
Blaise B.
The price is CA $320
CA $902 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Direct Oceanview King Villa • Steps to Beach • Gourmet Kitchen
A balcony with wicker furniture and a table, overlooking a beach at sunset.

19. Direct Oceanfront ~ KING Suite - Oceanfront Resort

Direct Oceanfront ~ KING Suite - Oceanfront Resort
Mid Island
Direct Oceanfront ~ KING Suite - Oceanfront Resort
A golf cart parked in front of a house with a bay window.

20. Hilton Head Paradise: 3BR/3BA, Close to Westin, Beach, Tennis & Golf

Hilton Head Paradise: 3BR/3BA, Close to Westin, Beach, Tennis & Golf
Mid Island
10.0 out of 10, Exceptional, (114 reviews)
"Lots of shopping near by. Great places to eat. Definitely will be back !"
United States
Mary S.
The price is CA $417
CA $808 total
includes taxes & fees
Nov 10 - Nov 11
Hilton Head Paradise: 3BR/3BA, Close to Westin, Beach, Tennis & Golf
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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Learn more about Dataw Island

Check out Marine Corps Recruit Depot Parris Island—just one of the popular sights to explore around Dataw Island.

See all hotels in Dataw Island
An aerial view of a coastal area with a bridge, docks, and residential buildings.

Top reviews in Dataw Island

A Best Western hotel with outdoor seating and umbrellas.
Best Western Sea Island Inn

Best Western Sea Island Inn

Best Western Sea Island Inn
Historic District

10/10 Excellent

Very beautiful hotel and location, staff was friendly and they have free bike rentals for guests!
Canada
Alexander
Reviewed July 10, 2026
Best Western Sea Island Inn

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