A coastal town with a lighthouse, marina, and golf course.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Hilton Head Island cottages

A two-story house with a white picket fence, a covered porch, and a staircase leading to the upper floor.

1. New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (23 reviews)
"The property provided everything we needed. Very convenient to the beach."
United States
Gary K.
The price is CA $210
CA $614 total
includes taxes & fees
Sep 29 - Sep 30
New Cottage: 4th row & fully fenced back yard!
A two-story house with a covered porch, a garage, and a staircase leading to the upper level.

2. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (30 reviews)
"Great location!"
United States
T C.
The price is CA $197
CA $520 total
includes taxes & fees
Sep 27 - Sep 28
Old Town + Walk to restaurant + EV Charger
A porch with a blue and white patterned rug, a wicker sofa with blue cushions, two wooden tables, and a wooden shelf with various items.

3. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
Daufuskie Island
9.4 out of 10, Exceptional, (19 reviews)
"Our stay was wonderful! Would for sure stay again :)"
United States
Angie B.
The price is CA $286
CA $553 total
includes taxes & fees
Sep 25 - Sep 26
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
A small, single-story building with a beige exterior and a white roof. It features a small porch with a striped awning and a window with a flower box.

4. Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.

Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.
North Beach
9.8 out of 10, Exceptional, (264 reviews)
"Great property and the location is excellent, very close to beach. Lots of beach supplies on site."
United States
Darin B.
The price is CA $176
CA $450 total
includes taxes & fees
Sep 29 - Sep 30
Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.
A kitchen with a dishwasher, sink, and a dining area with chairs and a table.

5. Lighthouse Cottage--1.5 blocks from beach.

Lighthouse Cottage--1.5 blocks from beach.
North Beach
9.2 out of 10, Wonderful, (282 reviews)
"We enjoyed our stay!"
United States
Audrey M.
The price is CA $182
CA $439 total
includes taxes & fees
Sep 29 - Sep 30
Lighthouse Cottage--1.5 blocks from beach.
A shower with a tiled floor and walls, a handheld showerhead, and a vertical drain.

6. Yellow door carriage house

Yellow door carriage house
Talahi Island
9.4 out of 10, Exceptional, (33 reviews)
"It was perfectly located for what we wanted to do and a comfortable stay."
United States
Emma M.
The price is CA $89
CA $231 total
includes taxes & fees
Sep 27 - Sep 28
Yellow door carriage house
A yellow house with a white picket fence, an American flag, and a sign that says "Roses for Sale."

7. Rose's Folie PETS Fenced Yard. North End

Rose's Folie PETS Fenced Yard. North End
North Beach
9.2 out of 10, Wonderful, (348 reviews)
"This was the cutest cottage and was absolutely perfect for our mini vacation!"
United States
Lora K.
The price is CA $247
CA $882 total
includes taxes & fees
Oct 25 - Oct 26
Rose's Folie PETS Fenced Yard. North End
A covered porch with a ceiling fan, wicker chairs, a table with a colorful tablecloth, and a view of the backyard.

8. A Little Salty All PETS Screen Porch Beach

A Little Salty All PETS Screen Porch Beach
South Beach
10.0 out of 10, Exceptional, (126 reviews)
"Everything was perfect! It was our second time staying at one of the owners’ properties, and I will always seek them out first when visiting Tybee. From start to finish, everything is smooth, the homes are immaculate, and they make you feel very welcome."
United States
Dominic F.
The price is CA $212
CA $709 total
includes taxes & fees
Oct 25 - Oct 26
A Little Salty All PETS Screen Porch Beach

9. New, unique custom-built cottage, between Savannah and Tybee Island.

New, unique custom-built cottage, between Savannah and Tybee Island.
Talahi Island
10.0 out of 10, Exceptional, (18 reviews)
"Great place, and attentive owners!"
United States
Stephen S.
The price is CA $184
CA $404 total
includes taxes & fees
Sep 29 - Sep 30
New, unique custom-built cottage, between Savannah and Tybee Island.
A covered porch with white chairs and a yellow door, overlooking a garden.

10. Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah
Thunderbolt
9.8 out of 10, Exceptional, (35 reviews)
"Everything was nice, very clean, quiet location "
United States
Claudia L.
The price is CA $155
CA $392 total
includes taxes & fees
Sep 28 - Sep 29
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah
A waterfront restaurant with outdoor seating and a sign reading "Tubby's Tank House".

11. Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah

Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah
Thunderbolt
9.6 out of 10, Exceptional, (39 reviews)
"What a cute and cozy place! Perfectly centered in the middle of everything, we enjoyed our bday trip immensely. So did our pups."
United States
Dillon
The price is CA $147
CA $375 total
includes taxes & fees
Sep 28 - Sep 29
Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah

12. Flips Flop PETS Screened porches Beach Close

Flips Flop PETS Screened porches Beach Close
South Beach
9.8 out of 10, Exceptional, (321 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed at this beautiful historic cottage for a few nights with family and it was amazing. The house is beautiful and met our needs perfectly. beds were super comfy and the house was fully stocked with everything we needed. The porches were...
United States
Wendy M.
The price is CA $275
CA $1,021 total
includes taxes & fees
Sep 27 - Sep 28
Flips Flop PETS Screened porches Beach Close
A two-story house with a covered patio, a staircase, and a view of the surrounding trees.

13. The Coral Pelican - 1 Block to Sand and Ocean!

The Coral Pelican - 1 Block to Sand and Ocean!
Fripp Island
9.8 out of 10, Exceptional, (26 reviews)
"Enjoyed our stay here. Kids and husband loved it and we all had a great time on fripp. Would rent again. "
United States
Neely T.
The price is CA $141
CA $791 total
includes taxes & fees
Sep 30 - Oct 1
The Coral Pelican - 1 Block to Sand and Ocean!
A white house with a blue door and a covered porch.

14. Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah
Thunderbolt
9.6 out of 10, Exceptional, (29 reviews)
"The house was very nice and a perfect size for 2 people! "
United States
Rhett H.
The price is CA $155
CA $392 total
includes taxes & fees
Sep 30 - Oct 1
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah
A building with a brick facade, a wooden deck with chairs, and a signboard.

15. Beach Haven circa 1914 - Ocean Block/Beach Side of Butler Avenue!

Beach Haven circa 1914 - Ocean Block/Beach Side of Butler Avenue!
South Beach
9.8 out of 10, Exceptional, (121 reviews)
"Clean property, very well-located and well appointed. Would definitely recommend for a group of 3 families."
United States
vishnu t.
The price is CA $275
CA $1,007 total
includes taxes & fees
Oct 19 - Oct 20
Beach Haven circa 1914 - Ocean Block/Beach Side of Butler Avenue!
A spacious living room with a fireplace, a round coffee table, a sofa, and a spiral staircase.

16. 2-Story Carriage House on Forsyth Park!

2-Story Carriage House on Forsyth Park!
Midtown
9.0 out of 10, Wonderful, (114 reviews)
"This is a cute historic carriage house in an excellent location next to Grant Park. Perfect for two couples but…the one bathroom is small. A good value and the location is worth it."
United States
Julie K.
The price is CA $154
CA $369 total
includes taxes & fees
Sep 29 - Sep 30
2-Story Carriage House on Forsyth Park!

17. Bead Cottage, Private Pool, Screen Porch. Ocean

Bead Cottage, Private Pool, Screen Porch. Ocean
South Beach
9.8 out of 10, Exceptional, (9 reviews)
"Easy check in, keys well placed, the cottage was clean and a 5 min walk to a beautiful beach."
United States
Jan M.
The price is CA $289
CA $895 total
includes taxes & fees
Oct 18 - Oct 19
Bead Cottage, Private Pool, Screen Porch. Ocean
A single-story house with a front porch, a garage, and a small yard.

18. Historic Cottage | Walk to Forsyth | King + Queen

Historic Cottage | Walk to Forsyth | King + Queen
Historic Downtown Savannah
10.0 out of 10, Exceptional, (5 reviews)
"We had such a pleasant stay in this charming cottage-the location is ideal for walking to beautiful sights, excellent restaurants and any necessities you might need. The hosts were kind and responsive-thanks again for the opportunity to stay here!"
United States
Danielle K.
Historic Cottage | Walk to Forsyth | King + Queen
A house with a porch, a welcome sign, and a staircase leading to the door.

19. Tiny Cottage 535 in Savannah's Landmark Historic District

Tiny Cottage 535 in Savannah's Landmark Historic District
Historic Downtown Savannah
9.6 out of 10, Exceptional, (341 reviews)
"We enjoyed our stay in the cottage. Close to River Street and very clean."
United States
Jenny B.
The price is CA $128
CA $265 total
includes taxes & fees
Sep 28 - Sep 29
Tiny Cottage 535 in Savannah's Landmark Historic District
A patio area with outdoor furniture, a grill, and decorative plants.

20. Tiny Cottage 537 in Savannah's Historic District!

Tiny Cottage 537 in Savannah's Historic District!
Historic Downtown Savannah
9.6 out of 10, Exceptional, (278 reviews)
"Very convenient location "
United States
zackjenkins14
The price is CA $128
CA $265 total
includes taxes & fees
Sep 28 - Sep 29
Tiny Cottage 537 in Savannah's Historic District!
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 Hilton Head Island Hotel Reviews

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

10/10 Excellent
"Just great quality place"
Suzanne 4-night trip
Posted 2 hours ago
The Westin Hilton Head Island Resort & Spa

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews
2,397
Accommodation
142 Cottages
Lowest Price
CA $231
Highest Price
CA $1,021

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between CA $231 and CA $1,021 per night. No matter your budget, you're sure to find a perfect place to touch base with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Hilton Head Island?
Pack your bags and pick from 142 cottages in Hilton Head Island. Looking for a place where you can reconnect with nature? Expedia will help you find your ideal escape in a few easy clicks.
Are there any family-friendly cottages in Hilton Head Island?
Book in to Ocean Gate 2 Bedroom Cottage By Redawning and make your family escape to Hilton Head Island a memorable one. This family-friendly cottage has a 3-star rating and handy amenities such as an oven and a barbecue grill. Once you've checked in and dropped off your luggage, there are tons of family-friendly attractions to discover around Hilton Head Island. Hilton Head Island Beaches and Coligny Beach guarantee fun for young and old.
Why book your cottage in Hilton Head Island with Expedia?
Booking a cottage in Hilton Head Island is as easy as clicking on your travel dates and selecting your ideal place for a vacation in the outdoors. From luxurious retreats to low-cost properties and cottages that have amenities like laundry facilities, Expedia has something for all styles and tastes. As for terrific deals? We've have them as well!
How can I find cheap cottages in Hilton Head Island?
The quickest way to find cheap cottages in Hilton Head Island is with Expedia's filter tool. Narrow your search results by amenities, budget and star rating to access awesome rates with only a few clicks.
What is there to do in Hilton Head Island near my cottage?
There are lots of wonderful things to fill your days in Hilton Head Island. Explore renowned attractions like Golden Bear Golf Club, Mitchelville Freedom Park and Folly Field Beach Park. Singleton Beach, Port Royal Golf Club and Fort Howell are other must-see's.

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