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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hilton Head Island cottages

A colonial-style house with a brick chimney, surrounded by azaleas and large trees with Spanish moss.

1. Old Town Bluffton Cottage | Pet-Friendly, Big Yard

Old Town Bluffton Cottage | Pet-Friendly, Big Yard
Old Town Bluffton
9.4 out of 10, Exceptional, (146 reviews)
"This is a perfect little long weekend get away retreat! Very clean, close to everything walking distance to shops restaurants the river and parks. The bed was extremely comfortable. We were in town for a family reunion and had family that were staying close by it was the perfect spot to gather a visit. We will definitely book again next year for the union."
United States
Eric
The price is CA $192
CA $468 total
includes taxes & fees
Oct 6 - Oct 7
Old Town Bluffton Cottage | Pet-Friendly, Big 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 $198
CA $534 total
includes taxes & fees
Oct 5 - Oct 6
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, (24 reviews)
"The property provided everything we needed. Very convenient to the beach."
United States
Gary K.
The price is CA $212
CA $613 total
includes taxes & fees
Oct 7 - Oct 8
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, (19 reviews)
"Our stay was wonderful! Would for sure stay again :)"
United States
Angie B.
The price is CA $288
CA $566 total
includes taxes & fees
Oct 4 - Oct 5
Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!
A residential area with multiple houses, each featuring a front porch and a lawn.

5. Daufuskie Island Beachfront 2 Bedroom Cottage

Daufuskie Island Beachfront 2 Bedroom Cottage
Melrose on the Beach
9.0 out of 10, Wonderful, (200 reviews)
"Beautiful place to stay if you’re in the area…..great communication with the property manager and very accommodating."
United States
Kelly M.
The price is CA $354
CA $843 total
includes taxes & fees
Oct 4 - Oct 5
Daufuskie Island Beachfront 2 Bedroom Cottage
Exterior

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 $102
CA $248 total
includes taxes & fees
Oct 5 - Oct 6
Yellow door carriage house
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, (282 reviews)
"We enjoyed our stay!"
United States
Audrey M.
The price is CA $178
CA $432 total
includes taxes & fees
Nov 2 - Nov 3
Lighthouse Cottage--1.5 blocks from beach.
A patio area with outdoor furniture, a grill, and decorative plants.

8. 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 quiet and easy to navigate. Cozy for a solo getaway."
United States
Rozan K.
The price is CA $129
CA $269 total
includes taxes & fees
Oct 6 - Oct 7
Tiny Cottage 537 in Savannah's Historic District!
A covered porch with two rocking chairs, a ceiling fan, and a front door with a green door frame.

9. Southern Gem Near Forsyth: Walk to Sights & Bites

Southern Gem Near Forsyth: Walk to Sights & Bites
3.0 star property
Thunderbolt
The price is CA $257
CA $839 total
includes taxes & fees
Oct 18 - Oct 19
Southern Gem Near Forsyth: Walk to Sights & Bites
A two-story house with a covered porch, a small garden, and a palm tree.

10. Marsh Hen Den - 5 Min to SAV / 15 to Beach by Lucky Savanah

Marsh Hen Den - 5 Min to SAV / 15 to Beach by Lucky Savanah
Thunderbolt
10.0 out of 10, Exceptional, (22 reviews)
"Marsh Hen Den was very clean, the kitchen had everything we needed for a quick stay. It was beautifully decorated."
United States
Joe W.
The price is CA $174
CA $416 total
includes taxes & fees
Oct 8 - Oct 9
Marsh Hen Den - 5 Min to SAV / 15 to Beach by Lucky Savanah
A house with a porch, a welcome sign, and a staircase leading to the door.

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)
"We enjoyed our stay in the cottage. Close to River Street and very clean."
United States
Jenny B.
The price is CA $129
CA $269 total
includes taxes & fees
Oct 6 - Oct 7
Tiny Cottage 535 in Savannah's Landmark Historic District
A white house with a blue door and a covered porch.

12. 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 $165
CA $404 total
includes taxes & fees
Oct 14 - Oct 15
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah
A waterfront restaurant with outdoor seating and a sign reading "Tubby's Tank House".

13. 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 $149
CA $378 total
includes taxes & fees
Oct 5 - Oct 6
Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah
Exterior

14. 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 $219
CA $449 total
includes taxes & fees
Oct 18 - Oct 19
New, unique custom-built cottage, between Savannah and Tybee Island.
A covered porch with a ceiling fan, wicker chairs, a table with a colorful tablecloth, and a view of the backyard.

15. 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 $228
CA $732 total
includes taxes & fees
Oct 13 - Oct 14
A Little Salty All PETS Screen Porch 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.

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, (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 $213
CA $496 total
includes taxes & fees
Nov 2 - Nov 3
Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.
A wooden deck with a white swing bed, hanging lights, and a hanging chandelier.

17. 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 CA $309
CA $718 total
includes taxes & fees
Oct 7 - Oct 8
Couples Retreat / FREE Golf Cart, Bikes & Kayaks / PRIVATE Dock on a Tidal Creek
Screened porch - Screened Porch

18. 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 $292
CA $957 total
includes taxes & fees
Oct 18 - Oct 19
Bead Cottage, Private Pool, Screen Porch. Ocean
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, (117 reviews)
"Very clean and kitchen was well stocked."
United States
Jennifer
The price is CA $155
CA $368 total
includes taxes & fees
Oct 5 - Oct 6
2-Story Carriage House on Forsyth Park!
Welcome to "Flips" Flop House c1926! Fully restored historic Tybee beach cottage! View of Back River from front porch! Full of vintage charm & details! ****Click on the Media Tab for this property to view a great interactive floor plan and photo file!****

20. 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 $277
CA $1,030 total
includes taxes & fees
Oct 13 - Oct 14
Flips Flop PETS Screened porches Beach Close
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

8/10 Good
"The location"
frank 1-night trip
Posted 2 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews
2,172
Accommodation
142 Cottages
Lowest Price
CA $248
Highest Price
CA $1,030

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between CA $248 and CA $1,030 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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