Search Hilton Head Island Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14
In one month
Dec 26 - Dec 28
In two months
Jan 23 - Jan 25

Cottages in Hilton Head Island

House (2 Bedrooms) | Floor plan
Beach Getaway 2BR w/ Pool + Modern Comforts

Cottage in Mid Island

2.0 star property
8.0 out of 10, Very Good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
$298 nightly
The price is $311
Nov 30 - Dec 1
Total with taxes and fees
Beach Getaway 2BR w/ Pool + Modern Comforts
Exterior
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Cottage in Old Town Bluffton

9.4 out of 10, Exceptional, (125)
"Great location! A lot of restaurants that are amazing and in walking distance. House location trumps any of the small flaws of the house IMO. "
United States
Barbie P.
$249 nightly
The price is $273
Dec 1 - Dec 2
Total with taxes and fees
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Exterior
Modern Carriage House in Old Town Bluffton + Walkable to everything!

Cottage in Old Town Bluffton

9.8 out of 10, Exceptional, (22)
"Nice location in a sweet town"
United States
Maryellen M.
$329 nightly
The price is $342
Nov 30 - Dec 1
Total with taxes and fees
Modern Carriage House in Old Town Bluffton + Walkable to everything!
Fridge, microwave, oven, stovetop
Gypsy Sea Cottage - A Seaside Retreat

Cottage in Mid Island

$330 nightly
The price is $375
Dec 5 - Dec 6
Total with taxes and fees
Gypsy Sea Cottage - A Seaside Retreat
Property grounds
New Cottage: 4th row & fully fenced back yard!

Cottage in Mid Island

9.6 out of 10, Exceptional, (18)
"Enjoyed our weekend away, especially the ability to travel with our dogs. Great location and nice dog friendly rental with everything we needed. Wonderful host as well. "
United States
Nancy H.
$442 nightly
The price is $490
Dec 7 - Dec 8
Total with taxes and fees
New Cottage: 4th row & fully fenced back yard!
Floor plan
Central Hilton Head Retreat 2BR Near Beaches

Cottage in Mid Island

2.0 star property
$282 nightly
The price is $293
Nov 30 - Dec 1
Total with taxes and fees
Central Hilton Head Retreat 2BR Near Beaches
House (2 Bedrooms) | Floor plan
Stylish 2BR Townhome Near Bradley Beach + Pool

Cottage in Mid Island

2.0 star property
$291 nightly
The price is $303
Dec 3 - Dec 4
Total with taxes and fees
Stylish 2BR Townhome Near Bradley Beach + Pool
Front of property
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Cottage in Mid Island

2.0 star property
$295 nightly
The price is $307
Nov 30 - Dec 1
Total with taxes and fees
Family-friendly 2BR Home w/ Sofa Bed Hilton Head
House (2 Bedrooms) | Floor plan
Family 2BR Retreat Near Beach + Pool Hilton Head

Cottage in Mid Island

2.0 star property
$303 nightly
The price is $316
Nov 30 - Dec 1
Total with taxes and fees
Family 2BR Retreat Near Beach + Pool Hilton Head
House (3 Bedrooms) | Floor plan
Spacious 3BR Hilton Head Getaway + Pool Access

Cottage in Mid Island

2.0 star property
$334 nightly
The price is $348
Dec 2 - Dec 3
Total with taxes and fees
Spacious 3BR Hilton Head Getaway + Pool Access
Floor plan
Hilton Head 2BR Escape w/ Pool & Sofa Bed

Cottage in Mid Island

2.0 star property
$310 nightly
The price is $324
Dec 1 - Dec 2
Total with taxes and fees
Hilton Head 2BR Escape w/ Pool & Sofa Bed
House (2 Bedrooms) | Floor plan
Renovated 2BR Hilton Head Home Walk to Shops

Cottage in Mid Island

2.0 star property
$308 nightly
The price is $322
Dec 14 - Dec 15
Total with taxes and fees
Renovated 2BR Hilton Head Home Walk to Shops
House (2 Bedrooms) | Floor plan
Hilton Head 2BR Townhouse Walk to Shops & Dining

Cottage in Mid Island

2.0 star property
$300 nightly
The price is $313
Nov 30 - Dec 1
Total with taxes and fees
Hilton Head 2BR Townhouse Walk to Shops & Dining
House (2 Bedrooms) | Floor plan
Bright 2BR Townhome Pool & Beach Minutes Away

Cottage in Mid Island

2.0 star property
$308 nightly
The price is $322
Dec 21 - Dec 22
Total with taxes and fees
Bright 2BR Townhome Pool & Beach Minutes Away
House (3 Bedrooms) | Floor plan
Hilton Head 3BR Retreat Pool, Dining & Shops

Cottage in Mid Island

2.0 star property
$354 nightly
The price is $370
Dec 1 - Dec 2
Total with taxes and fees
Hilton Head 3BR Retreat Pool, Dining & Shops
House (2 Bedrooms) | Floor plan
Cozy 2BR Hilton Head Townhome w/ Pool Access

Cottage in Mid Island

2.0 star property
2.0 out of 10, (1)
"The place smelled really bad like cigarettes. Go into the bathroom and it smelled like sewage. Rugs were filthy black dirt on our feet. Queen size bed right in the living room behind the tv."
United States
Ava
$294 nightly
The price is $306
Nov 30 - Dec 1
Total with taxes and fees
Cozy 2BR Hilton Head Townhome w/ Pool Access
Exterior
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

Cottage in Thunderbolt

9.6 out of 10, Exceptional, (25)
"Great cottage, enjoyed the location, convenient to Savannah and Tybee Island."
United States
Will D.
$238 nightly
The price is $265
Dec 1 - Dec 2
Total with taxes and fees
Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah
Terrace/patio
MidShipTury Cottage - 5 minutes to SAV / 15 to Beach by Lucky Savannah

Cottage in Thunderbolt

10.0 out of 10, Exceptional, (17)
"Very nice, clean and cozy. "
United States
Robert S.
$239 nightly
The price is $267
Dec 1 - Dec 2
Total with taxes and fees
MidShipTury Cottage - 5 minutes to SAV / 15 to Beach by Lucky Savannah
Exterior
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

Cottage in Thunderbolt

9.8 out of 10, Exceptional, (20)
"Great quiet location. Perfect for couples traveling. Clean, interior design is great! Would stay again. Excellent! "
United States
John P.
$239 nightly
The price is $267
Dec 1 - Dec 2
Total with taxes and fees
Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah
Exterior
Historic District + Hot Tub + Walk to Forsyth Park

Cottage in Historic Downtown Savannah

8.0 out of 10, Very Good, (3)
"Very responsive hosts. Lovely backyard, walking distance from historic downtown Savannah. We had a great time!"
United States
Cheryl L.
$276 nightly
The price is $312
Dec 10 - Dec 11
Total with taxes and fees
Historic District + Hot Tub + Walk to Forsyth Park
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Hampton Inn Hilton Head

Hampton Inn Hilton Head

10/10 Excellent
"The staff were kind and friendly and helpful. The room was clean and quiet, the bed and pillows were great, the A/C worked well and the desk was nice for early morning work."
David 2-night trip
Posted 2 days ago
Hampton Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews
188
Accommodation
135 Cottages
Lowest Price
$265
Highest Price
$490

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prices for cottages in Hilton Head Island range between $265 and $490 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 135 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.

Explore a world of travel with Expedia