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

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Our top choices for Hilton Head Island cottages

1. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (29 reviews)
"The property location is very convenient, within walking distance to shopping, restaurants and the May River. The communication from the host was excellent and the unit was clean and comfortable."
United States
richard l.
The price is £283
includes taxes & fees
14 Sept - 15 Sept
Old Town + Walk to restaurant + EV Charger

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

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (22 reviews)
"The property provided everything we needed. Very convenient to the beach."
United States
Gary K.
The price is £321
includes taxes & fees
20 Sept - 21 Sept
New Cottage: 4th row & fully fenced back yard!

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, (18 reviews)
"Our stay was wonderful! Would for sure stay again :)"
United States
Angie B.
The price is £291
includes taxes & fees
10 Sept - 11 Sept
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

4. Lighthouse Cottage--1.5 blocks from beach.

Lighthouse Cottage--1.5 blocks from beach.
North Beach
9.2 out of 10, Wonderful, (280 reviews)
"We enjoyed our stay!"
United States
Audrey M.
The price is £238
includes taxes & fees
10 Sept - 11 Sept
Lighthouse Cottage--1.5 blocks from beach.

5. Mess Hall. All Pets. North Beach. Screen porch

Mess Hall. All Pets. North Beach. Screen porch
North Beach
9.8 out of 10, Exceptional, (456 reviews)
"The property is beautifully maintained. It’s such a cozy place for family and pets.The host is incredibly warm, kind and very helpful with any of my questions. We will definitely be coming back!"
United States
Dana D.
The price is £446
includes taxes & fees
10 Sept - 11 Sept
Mess Hall. All Pets. North Beach. Screen porch

6. 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 £211
includes taxes & fees
14 Sept - 15 Sept
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

7. 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 £128
includes taxes & fees
15 Sept - 16 Sept
Yellow door carriage house

8. 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 £219
includes taxes & fees
15 Sept - 16 Sept
New, unique custom-built cottage, between Savannah and Tybee Island.

9. 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, (38 reviews)
"Very clean, well built and beautifully landscaped. The cottage had everything we needed right there. It was perfect for us."
United States
James
The price is £222
includes taxes & fees
10 Sept - 11 Sept
Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah

10. A Little Salty All PETS Screen Porch Beach

A Little Salty All PETS Screen Porch Beach
South Beach
10.0 out of 10, Exceptional, (125 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 £408
includes taxes & fees
10 Sept - 11 Sept
A Little Salty All PETS Screen Porch Beach

11. 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)
"Nice and comfortable for our short stay."
United States
Jeff D.
The price is £144
includes taxes & fees
21 Sept - 22 Sept
Tiny Cottage 535 in Savannah's Landmark Historic District

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

Rose's Folie PETS Fenced Yard. North End
North Beach
9.2 out of 10, Wonderful, (347 reviews)
"This was the cutest cottage and was absolutely perfect for our mini vacation!"
United States
Lora K.
The price is £459
includes taxes & fees
13 Sept - 14 Sept
Rose's Folie PETS Fenced Yard. North End

13. 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, (277 reviews)
"Very convenient location "
United States
zackjenkins14
The price is £143
includes taxes & fees
14 Sept - 15 Sept
Tiny Cottage 537 in Savannah's Historic District!

14. Couples Retreat / FREE Golf Cart, Bikes & Kayaks / PRIVATE Dock on a Tidal Creek

Couples Retreat / FREE Golf Cart, Bikes & Kayaks / PRIVATE Dock on a Tidal Creek
Tybee Island
10.0 out of 10, Exceptional, (53 reviews)
"Missy was the perfect host and the house was idyllic."
United States
Gregory S.
The price is £380
includes taxes & fees
14 Sept - 15 Sept
Couples Retreat / FREE Golf Cart, Bikes & Kayaks / PRIVATE Dock on a Tidal Creek

15. 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, (28 reviews)
"The house was very nice and a perfect size for 2 people! "
United States
Rhett H.
The price is £213
includes taxes & fees
14 Sept - 15 Sept
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

16. 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, (262 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 £282
includes taxes & fees
27 Sept - 28 Sept
Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.

17. 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 £546
includes taxes & fees
13 Sept - 14 Sept
Flips Flop PETS Screened porches Beach Close

18. 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, (120 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 £634
includes taxes & fees
17 Sept - 18 Sept
Beach Haven circa 1914 - Ocean Block/Beach Side of Butler Avenue!

19. 3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
Historic District
9.8 out of 10, Exceptional, (104 reviews)
"Enjoyed our stay. Cute and comfortable. Wish we were able to take better advantage of the big back yard. A pleasant walk to the downtown area."
United States
Richard S.
The price is £277
includes taxes & fees
16 Sept - 17 Sept
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

20. Two Mermaids PETS 2 POOLS HOT TUB

Two Mermaids PETS 2 POOLS HOT TUB
South Beach
9.8 out of 10, Exceptional, (230 reviews)
"wonderful stay, good location"
United States
Barbara C.
The price is £652
includes taxes & fees
14 Sept - 15 Sept
Two Mermaids PETS 2 POOLS HOT TUB
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

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Hilton Head Island Cottages information

Number of reviews
3,104
Accommodation
142 Cottages
Lowest Price
£128
Highest Price
£652

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between £128 and £652 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?
If you want to slow the pace down a notch in Hilton Head Island, you can't beat Ocean Gate 2 Bedroom Cottage By Redawning. With a 3-star rating and conveniences like WiFi and a barbecue grill, you'll find it easy to settle in at this family-friendly cottage. After checking in and chilling out together in your comfy new digs, it's time to hit the road and start exploring. Hilton Head National Golf Club and Singleton Beach are some of the best family-friendly attractions in Hilton Head Island.
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 holiday 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.