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

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Our top choices for Hilton Head Island cottages

1. Gypsy Sea Cottage - A Beachside Retreat

Gypsy Sea Cottage - A Beachside Retreat
Mid Island
The price is CA $253
CA $645 total
includes taxes & fees
Sep 8 - Sep 9
Gypsy Sea Cottage - A Beachside Retreat

2. Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (27 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 CA $214
CA $544 total
includes taxes & fees
Sep 22 - Sep 23
Old Town + Walk to restaurant + EV Charger

3. 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 CA $227
CA $620 total
includes taxes & fees
Sep 29 - Sep 30
New Cottage: 4th row & fully fenced back yard!

4. 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, (17 reviews)
"The most perfect tucked away location, quiet, and super roomy!"
United States
Chasta P.
The price is CA $280
CA $548 total
includes taxes & fees
Sep 7 - Sep 8
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

5. Yellow door carriage house

Yellow door carriage house
Talahi Island
9.2 out of 10, Wonderful, (32 reviews)
"Very nice little place. Peaceful. Close to everything we were in town for and more. Loved it"
United States
Brenda J.
The price is CA $94
CA $235 total
includes taxes & fees
Aug 30 - Aug 31
Yellow door carriage house

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

Mess Hall. All Pets. North Beach. Screen porch
North Beach
9.8 out of 10, Exceptional, (457 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 CA $263
CA $840 total
includes taxes & fees
Sep 14 - Sep 15
Mess Hall. All Pets. North Beach. Screen porch

7. 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 CA $231
CA $495 total
includes taxes & fees
Sep 2 - Sep 3
Lighthouse Cottage--1.5 blocks from beach.

8. 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 CA $209
CA $488 total
includes taxes & fees
Aug 30 - Aug 31
Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.

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 CA $145
CA $373 total
includes taxes & fees
Aug 31 - Sep 1
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, (124 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 $250
CA $755 total
includes taxes & fees
Aug 30 - Aug 31
A Little Salty All PETS Screen Porch Beach

11. 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 $187
CA $401 total
includes taxes & fees
Sep 9 - Sep 10
New, unique custom-built cottage, between Savannah and Tybee Island.

12. 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 $143
CA $374 total
includes taxes & fees
Aug 31 - Sep 1
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

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

Rose's Folie PETS Fenced Yard. North End
North Beach
9.2 out of 10, Wonderful, (349 reviews)
"Cozy and comfy cottage. "
United States
Brenda A.
The price is CA $243
CA $878 total
includes taxes & fees
Sep 13 - Sep 14
Rose's Folie PETS Fenced Yard. North End

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, (28 reviews)
"The house was very nice and a perfect size for 2 people! "
United States
Rhett H.
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

15. 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 $292
CA $1,034 total
includes taxes & fees
Sep 3 - Sep 4
Flips Flop PETS Screened porches Beach Close

16. 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)
"Great house with a lovely view of the marsh. House was spotlessly clean and had all the essentials needed. Host was super nice and very responsive. I would definitely stay here again. "
United States
Geoff D.
The price is CA $176
CA $827 total
includes taxes & fees
Aug 31 - Sep 1
The Coral Pelican - 1 Block to Sand and Ocean!

17. 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, (103 reviews)
"The Cottage is a wonderful place to stay! EVERYTHING you need for a very relaxing stay! INCLUDING Beach pass & chairs! Centrally located- convenient to everything! Host is very responsive. Quiet neighborhood. Will definitely be back!"
United States
Suzan J.
The price is CA $229
CA $524 total
includes taxes & fees
Aug 31 - Sep 1
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

18. 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 CA $126
CA $262 total
includes taxes & fees
Aug 30 - Aug 31
Tiny Cottage 535 in Savannah's Landmark Historic District

19. 2-Story Carriage House on Forsyth Park!

2-Story Carriage House on Forsyth Park!
Midtown
9.0 out of 10, Wonderful, (111 reviews)
"Wonderful stay! Great location! Will return again!"
United States
christopher h.
The price is CA $152
CA $361 total
includes taxes & fees
Aug 30 - Aug 31
2-Story Carriage House on Forsyth Park!

20. 2 Mi to Downtown Savannah: Historic Home!

2 Mi to Downtown Savannah: Historic Home!
3.0 star property
Midtown
The price is CA $224
CA $558 total
includes taxes & fees
Aug 30 - Aug 31
2 Mi to Downtown Savannah: Historic Home!
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

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews
2,565
Accommodation
142 Cottages
Lowest Price
CA $235
Highest Price
CA $1,034

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between CA $235 and CA $1,034 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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