Best Cottages in Hilton Head Island in 2026

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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hilton Head Island cottages

1. Gypsy Sea Cottage - A Beachside Retreat

Mid Island

includes taxes & fees

8 Sept - 9 Sept

2. Old Town + Walk to restaurant + EV Charger

Old Town Bluffton

richard l.

includes taxes & fees

19 Aug - 20 Aug

3. New Cottage: 4th row & fully fenced back yard!

Mid Island

Gary K.

includes taxes & fees

22 Aug - 23 Aug

4. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

Daufuskie Island

Caroline A.

includes taxes & fees

19 Aug - 20 Aug

5. Yellow door carriage house

Talahi Island

Brenda J.

includes taxes & fees

20 Aug - 21 Aug

6. Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

Thunderbolt

Claudia L.

includes taxes & fees

23 Aug - 24 Aug

7. Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.

North Beach

Deloris W.

includes taxes & fees

19 Aug - 20 Aug

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

North Beach

Dana D.

includes taxes & fees

23 Aug - 24 Aug

View all properties

Find holiday rentals that suit your style

Private holiday homes

Condos

Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Home2 Suites by Hilton Hilton Head

10/10 Excellent

"Clean room, comfortable bed , bathroom very clean. Kitchen very clean and plenty of utensils, plates, cups— big fridge!! Breakfast with good options."

Omni Hilton Head Oceanfront Resort

8/10 Good

"Ama at reception was super helpful and friendly! She was great and sweet. Customer service throughout the resort was great. I don’t give it a 10 out of 10 because of the property itself pretty old they renovated and try to maintain but you can tell it’s just painting over old issues. Beach and Pool were great."

Hilton Garden Inn Hilton Head

8/10 Good

"The property was clean and nice. The staff was friendly. The rooms were as expected. The only thing I hated was the very thin pillows. Bring ur own if you stay here. The mattress was on the thin/hard side. The parking garage is nice, but fills up quick. The property is about 15 mins from the beach and behind a gas station."

Spark By Hilton Hilton Head Island

8/10 Good

"MopThe property was well kept, the staff were helpful, breakfast was nutritional, but the juice was left sitting out, and it was room temperature which I would have preferred to be cold. The hotel had a $10 a day parking fee which I thought should have been free for the customers. The beach wasn't far, and the hotel did have a shuttle to transport customer's to the beach, but if you preferred to drive your own vehicle there was pay parking near the beach $3.35 during the week, and $5.35 on the weekend, but they close at 5 p.m, so be prepared if you're driving your vehicle and want to spend the day at the beach. It's a nice place, but if I could say anything to the management, it would be that an air vent installed in the bathroom would be a plus for this property. I would recommend this hotel, great place to go."

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Number of reviews	2,734
Accommodation	142 Cottages
Lowest Price	£135
Highest Price	£545

Frequently asked questions

How much do cottages in Hilton Head Island cost?

Prices for cottages in Hilton Head Island range between £135 and £545 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?

If you want to slow the pace down a notch in Hilton Head Island, you can't beat Ocean Gate 2 Bedroom Cottage By Redawning. With a 3-star rating and conveniences like WiFi and a barbecue grill, you'll find it easy to settle in at this family-friendly cottage. After checking in and chilling out together in your comfy new digs, it's time to hit the road and start exploring. Hilton Head National Golf Club and Singleton Beach are some of the best family-friendly attractions in Hilton Head Island.

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 holiday 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

More ways to book

Book Cottages in Hilton Head Island on Expedia.com

Search Hilton Head Island Cottages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hilton Head Island cottages

1. Gypsy Sea Cottage - A Beachside Retreat

2. Old Town + Walk to restaurant + EV Charger

3. New Cottage: 4th row & fully fenced back yard!

4. Gorgeous Boho 2-bedroom cottage nestled in nature on Daufuskie Island!

5. Yellow door carriage house

6. Coastal Grandma Cottage - 5 min to SAV, 15 to Beach By Lucky Savannah

7. Dreamsicle Beach Cottage. Near beach & restaurants. Pet friendly+large backyard.

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

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

10. Charming Tiny Cottage, 5min to SAV, 15min to Beach by Lucky Savannah

11. A Little Salty All PETS Screen Porch Beach

12. New, unique custom-built cottage, between Savannah and Tybee Island.

13. Lighthouse Cottage--1.5 blocks from beach.

14. Tiny Cottage 535 in Savannah's Landmark Historic District

15. Historic District - Hot Tub - Walk to Forsyth Park

16. 2-Story Carriage House on Forsyth Park!

17. Flips Flop PETS Screened porches Beach Close

18. Tiny Cottage 537 in Savannah's Historic District!

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

20. MidShipTury Cottage - 5 minutes to SAV / 15 to Beach by Lucky Savannah

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Home2 Suites by Hilton Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Frequently asked questions

Explore a world of travel with Expedia