Hilton Head Island Cottages from CA $229

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

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Our top choices for Hilton Head Island cottages

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

Mid Island

Gary K.

CA $636 total

includes taxes & fees

Sep 28 - Sep 29

2. Old Town + Walk to restaurant + EV Charger

Old Town Bluffton

T C.

CA $520 total

includes taxes & fees

Sep 20 - Sep 21

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

Daufuskie Island

Angie B.

CA $549 total

includes taxes & fees

Sep 20 - Sep 21

4. Yellow door carriage house

Talahi Island

Emma M.

CA $229 total

includes taxes & fees

Sep 20 - Sep 21

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

North Beach

Darin B.

CA $448 total

includes taxes & fees

Sep 23 - Sep 24

6. Lighthouse Cottage--1.5 blocks from beach.

North Beach

Audrey M.

CA $464 total

includes taxes & fees

Oct 20 - Oct 21

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

North Beach

Dana D.

CA $852 total

includes taxes & fees

Sep 23 - Sep 24

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

North Beach

Lora K.

CA $888 total

includes taxes & fees

Sep 23 - Sep 24

9. A Little Salty All PETS Screen Porch Beach

South Beach

Dominic F.

CA $709 total

includes taxes & fees

Oct 12 - Oct 13

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

Talahi Island

Stephen S.

CA $395 total

includes taxes & fees

Sep 29 - Sep 30

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

Thunderbolt

Claudia L.

CA $389 total

includes taxes & fees

Sep 22 - Sep 23

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

Thunderbolt

James

CA $375 total

includes taxes & fees

Sep 22 - Sep 23

13. Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

Thunderbolt

Rhett H.

CA $389 total

includes taxes & fees

Sep 22 - Sep 23

14. Flips Flop PETS Screened porches Beach Close

South Beach

"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...

Wendy M.

CA $1,013 total

includes taxes & fees

Sep 27 - Sep 28

15. Bead Cottage, Private Pool, Screen Porch. Ocean

South Beach

Jan M.

CA $930 total

includes taxes & fees

Oct 18 - Oct 19

16. Coastal Cottage 4 Blocks from Beach, fall specials & military discounts

South Beach

Dane C.

CA $1,339 total

includes taxes & fees

Sep 22 - Sep 23

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

Historic Downtown Savannah

Jenny B.

CA $265 total

includes taxes & fees

Sep 23 - Sep 24

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

Historic Downtown Savannah

zackjenkins14

CA $265 total

includes taxes & fees

Sep 22 - Sep 23

19. 2-Story Carriage House on Forsyth Park!

Midtown

christopher h.

CA $361 total

includes taxes & fees

Sep 29 - Sep 30

20. Jingle Bells Square Cottage

Historic Downtown Savannah

David G.

CA $355 total

includes taxes & fees

Sep 22 - Sep 23

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Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent

"It was very quiet. Staff were nice. Bring back the waffle maker!"

The Westin Hilton Head Island Resort & Spa

10/10 Excellent

"I stayed here based on the glowing reviews from past visitors. The hotel was clean, up to date and had plenty of activities and amenities. I stayed in a very clean and spacious room. I had a descent view of the water and could even catch the evening poolside movies from my balcony. Every staff member i encountered greeted me with a smile. We had a power outage,completely out of the hotel's control, but the staff was apologeyic and considerate. They were close to all the things I wanted to do but staying at one of the hotel pools was also a perfect option. I am so glad I stayed here."

Sonesta Resort Hilton Head Island

10/10 Excellent

"Our stay at Sonesta was incredibly relaxing! There are so many amenities and restaurants on site, right by the beach, and kind staff. Chef Riley was incredibly friendly and helpful, and makes the most delicious omelets. Jeff, the concierge, made our honeymoon stay so special!"

Courtyard by Marriott Hilton Head Island

8/10 Good

"Check-in was easy and the room/bathroom were very nice/clean. I do not understand the showers that only have a half panel and leave a large opening for water to splash out, but it seems like more hotels are using those. The gym was nice and so was the rooftop pool (great views!). The hotel is conveniently located a street over from a lot of shopping/dining, is less than a ten-minute walk to the beach, and only a few minutes drive to things like mini golf and additional fine dining. I'd stay there again."

Spark By Hilton Hilton Head Island

8/10 Good

"Our stay was decent but I do not know that we would stay again. I am used to staying at Hampton by Hilton and this is definitely a few notches below. It used to be that when a hotel said breakfast included it was not just a continental breakfast but that is what it is. The pool was nice and clean. The rooms were decent and well maintained. The location was great which is why we picked it. Horrible parking and not enough space. Doors to the rooms are outside so it reminds me of a super budget motel. Price was decent so between price and location we were ok with our decision."

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Hilton Head Island Cottages information

Number of reviews	2,914
Accommodation	142 Cottages
Lowest Price	CA $229
Highest Price	CA $1,339

Frequently asked questions

How much do cottages in Hilton Head Island cost?

Prices for cottages in Hilton Head Island range between CA $229 and CA $1,339 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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Search Hilton Head Island Cottage Rentals from CA $229

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hilton Head Island cottages

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

2. Old Town + Walk to restaurant + EV Charger

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

4. Yellow door carriage house

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

6. Lighthouse Cottage--1.5 blocks from beach.

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

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

9. A Little Salty All PETS Screen Porch Beach

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

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

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

13. Herrin Hideout - in the heart of the Lowcountry by Lucky Savannah

14. Flips Flop PETS Screened porches Beach Close

15. Bead Cottage, Private Pool, Screen Porch. Ocean

16. Coastal Cottage 4 Blocks from Beach, fall specials & military discounts

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

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

19. 2-Story Carriage House on Forsyth Park!

20. Jingle Bells Square Cottage

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Hilton Head Island Cottages information

Frequently asked questions

Explore a world of travel with Expedia