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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Hilton Head Island cottages

A hallway with a wooden bench, a dining area with a table and chairs, and a kitchen area with cabinets and a countertop.

1. Gypsy Sea Cottage - A Beachside Retreat

Gypsy Sea Cottage - A Beachside Retreat
Mid Island
The price is NZ$812
includes taxes & fees
7 Sept - 8 Sept
Gypsy Sea Cottage - A Beachside Retreat
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, (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 NZ$646
includes taxes & fees
21 Sept - 22 Sept
Old Town + Walk to restaurant + EV Charger
A two-story house with a white picket fence, a covered porch, and a staircase leading to the upper floor.

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 NZ$752
includes taxes & fees
29 Sept - 30 Sept
New Cottage: 4th row & fully fenced back yard!
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.

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)
"Our stay was wonderful! Would for sure stay again :)"
United States
Angie B.
The price is NZ$661
includes taxes & fees
7 Sept - 8 Sept
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
A shower with a tiled floor and walls, a handheld showerhead, and a vertical drain.

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 NZ$284
includes taxes & fees
2 Sept - 3 Sept
Yellow door carriage house
A porch with two rocking chairs and a small table, overlooking a fenced yard.

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 NZ$989
includes taxes & fees
8 Sept - 9 Sept
Mess Hall. All Pets. North Beach. Screen porch
A kitchen with a dishwasher, sink, and a dining area with chairs and a table.

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 NZ$597
includes taxes & fees
2 Sept - 3 Sept
Lighthouse Cottage--1.5 blocks from beach.
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.

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 NZ$580
includes taxes & fees
30 Aug - 31 Aug
Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.
A waterfront restaurant with outdoor seating and a sign reading "Tubby's Tank House".

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 NZ$453
includes taxes & fees
31 Aug - 1 Sept
Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah
A covered porch with a ceiling fan, wicker chairs, a table with a colorful tablecloth, and a view of the backyard.

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 NZ$907
includes taxes & fees
30 Aug - 31 Aug
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 NZ$489
includes taxes & fees
30 Aug - 31 Aug
New, unique custom-built cottage, between Savannah and Tybee Island.
A covered porch with white chairs and a yellow door, overlooking a garden.

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 NZ$453
includes taxes & fees
31 Aug - 1 Sept
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah
A yellow house with a white picket fence, an American flag, and a sign that says "Roses for Sale."

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)
The price is NZ$1,031
includes taxes & fees
13 Sept - 14 Sept
Rose's Folie PETS Fenced Yard. North End
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, (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 NZ$1,225
includes taxes & fees
3 Sept - 4 Sept
Flips Flop PETS Screened porches Beach Close
A two-story house with a covered patio, a staircase, and a view of the surrounding trees.

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 NZ$1,160
includes taxes & fees
13 Sept - 14 Sept
The Coral Pelican - 1 Block to Sand and Ocean!
A wooden pier extending into calm waters with several fishing boats docked at the end.

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 NZ$635
includes taxes & fees
30 Aug - 31 Aug
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
A house with a porch, a welcome sign, and a staircase leading to the door.

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 NZ$318
includes taxes & fees
30 Aug - 31 Aug
Tiny Cottage 535 in Savannah's Landmark Historic District
A spacious living room with a fireplace, a round coffee table, a sofa, and a spiral staircase.

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 NZ$434
includes taxes & fees
30 Aug - 31 Aug
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 NZ$674
includes taxes & fees
30 Aug - 31 Aug
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

Palmera Inn and Suites

Palmera Inn and Suites

10/10 Excellent
"Great hotel! Super convenient location and awesome amenities. Clean room and common spaces. Will definitely come back!"
Michelle 6-night trip
Posted less than an hour ago
Palmera Inn and Suites

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews
2,565
Accommodation
140 Cottages
Lowest Price
NZ$284
Highest Price
NZ$1,225

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between NZ$284 and NZ$1,225 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 140 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.
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.