Compare Hilton Head Island Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Hilton Head Island

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Bluffton SC
$296 nightly
The price is $326 total per night
$326 total
May 8 - May 9
Total with taxes and fees
At this cottage, guests have access to laundry facilities, local meal delivery service, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Beautiful Cottage on Hilton Head Island, White

Beautiful Cottage on Hilton Head Island, White

Hilton Head Island SC
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger

Bluffton SC
$380 nightly
The price is $397 total per night
$397 total
Apr 29 - Apr 30
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Updated Wilson Village 4 Bedroom Cottage Amenity access available

Updated Wilson Village 4 Bedroom Cottage Amenity access available

Bluffton SC
At this cottage, guests have access to a gym, laundry facilities, and barbecue grills.
Pool
Kitchen
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton

"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton

Bluffton SC
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Beautiful Cottage on Hilton Head Island, Blue

Beautiful Cottage on Hilton Head Island, Blue

Hilton Head Island SC
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Relaxing 2 BR cottage, walking distance to beach

Relaxing 2 BR cottage, walking distance to beach

Hilton Head Island SC
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Huge Beautiful Golf Cottage!! Sleeps 8!!

Huge Beautiful Golf Cottage!! Sleeps 8!!

Bluffton SC
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Cedar Bluff Cabin in May in Old Town Bluffton on the river

Cedar Bluff Cabin in May in Old Town Bluffton on the river

Bluffton SC
At this cottage, guests have access to a gym, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Hilton Head Island
View all properties
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.

Hotel Options in Hilton Head Island

    Hilton Beachfront Resort & Spa Hilton Head Island

    Hilton Beachfront Resort & Spa Hilton Head Island

    1 Hotel Circle Hilton Head Island SC
    $244 nightly
    The price is $268 total per night from Apr 26 to Apr 27
    $268 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8.4/10 Very Good! (1,469 reviews)
    Sonesta Resort Hilton Head Island

    Sonesta Resort Hilton Head Island

    130 Shipyard Drive Hilton Head Island SC
    $342 nightly
    The price is $376 total per night from Apr 26 to Apr 27
    $376 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8.8/10 Excellent! (1,300 reviews)
    Holiday Inn Express Hilton Head Island by IHG

    Holiday Inn Express Hilton Head Island by IHG

    10 Tanglewood Drive Hilton Head Island SC
    $156 nightly
    The price is $172 total per night from May 26 to May 27
    $172 total
    May 26 - May 27
    Total with taxes and fees
    8.4/10 Very Good! (511 reviews)

Cottages

Book a cottage in Hilton Head Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Hilton Head Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Hilton Head Island better.

Cottage apartments in Hilton Head Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Hilton Head Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Hilton Head Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Hilton Head Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Hilton Head Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Hilton Head Island Cottages essential information

Accommodation
137 Cottages
Lowest Price
$172
Highest Price
$397
Popular accommodation
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE, Beautiful Cottage on Hilton Head Island, White, Old Town + Walk to restaurant + EV Charger, Updated Wilson Village 4 Bedroom Cottage Amenity access available, "Nauti-Jayne" coastal cottage in Historic Old Town Bluffton, Beautiful Cottage on Hilton Head Island, Blue, Relaxing 2 BR cottage, walking distance to beach, Huge Beautiful Golf Cottage!! Sleeps 8!!, Cedar Bluff Cabin in May in Old Town Bluffton on the river

More to Explore