Search Cottages in Hilton Head Island

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Compare 105 Cottages in Hilton Head Island with updated reviews, rates, and availability.

Relaxing 2 BR cottage, walking distance to beach
9.8 out of 10, Exceptional, (6)
"This unit was very pretty and clean. The screen in porch was especially nice. Kitchen had plenty of glassware and dishes. My suggestions would be that the queen bed is over due for a new mattress and the livinging area furniture needs the upholstery cleaned. I would stay again."
Relaxing 2 BR cottage, walking distance to beach
Home w/ Screened Porch < 1 Mi to Old Town Bluffton
3.0 star property
Home w/ Screened Porch < 1 Mi to Old Town Bluffton
Family-friendly Hilton Head Home, Walk to Beach!
3.0 star property
Family-friendly Hilton Head Home, Walk to Beach!
Fully Renovated Custom Home in The Heart of Palmetto Bluff, With Golf Membership
10.0 out of 10, Exceptional, (11)
"Rental was perfect for our group and generously accommodated dogs. Will definitely stay again! Thank you, Joshua!"
Fully Renovated Custom Home in The Heart of Palmetto Bluff, With Golf Membership
Bluffton Vacation Rental w/ Private Hot Tub
3.0 star property
10.0 out of 10, Exceptional, (3)
"Great location. Host was responsive and communicative We will be back "
Bluffton Vacation Rental w/ Private Hot Tub
Updated Wilson Village 4 Bedroom Cottage Amenity access available
10.0 out of 10, Exceptional, (67)
"Walking distance to everything we needed. House had great layout. And communication with owners was perfect!"
Updated Wilson Village 4 Bedroom Cottage Amenity access available
Updated Hilton Head Island Resort Cottage w/ Patio
9.0 out of 10, Wonderful, (25)
"Great location. Everyone in the entire process was very helpful"
Updated Hilton Head Island Resort Cottage w/ Patio
Cottage Living is the life for me! Sleeps 8!
10.0 out of 10, Exceptional, (13)
"Everything we could possibly have needed and more! The rental team was great with outstanding communication, and the cottage had everything we could possibly need and more. It's really well built, wide plank floors, really solid walls--super quiet at night. We were visiting family in the Bluffton area, so the location was perfect for us, and it's super close to Hilton Head as well (we split our time between Bluffton and Hilton Head). LOTS to do in Old Town Bluffton, cute shops, etc. and great...
Cottage Living is the life for me! Sleeps 8!
The Cottage with the RED DOOR, 5 minute walk to May River, restaurants & shops
10.0 out of 10, Exceptional, (2)
"The house was so cute and cozy. Great location to Old Town Bluffton we could walk there. It was very nice and private. It was very clean and had everything we needed. I would definitely recommend this place. Thanks Linda"
The Cottage with the RED DOOR, 5 minute walk to May River, restaurants & shops
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
10.0 out of 10, Exceptional, (27)
"This place was in an excellent and quiet location with a lovely view from the back porch. It was a great size, and the owners were really accommodating and excellent to work with! "
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
Bright Hilton Head Cottage w/ Deck ~ 2 Mi to Beach
9.4 out of 10, Exceptional, (25)
"It was a good experience. Check in was a little unorthodox but everything worked out. It is a great house. A little older with the actual feel of a well loved southern beach home. It had a lot of character and it told a real story of the people that own and love the house. If walls could talk I bet it would have some wonderful stories to tell. Really happy it was the house we chose."
Bright Hilton Head Cottage w/ Deck ~ 2 Mi to Beach
1 Old House Cay - Private Island Oasis
1 Old House Cay - Private Island Oasis
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
10.0 out of 10, Exceptional, (140)
"Well appointed, charming and relaxing. A perfect get away. The hosts went above and beyond to make us comfortable and the home is clean, fully stocked and beautifully tranquil. Close to the action of Bluffton and Hilton Head, yet nestled into the nature of the low country. Thank you again for sharing your home. We will be back. Paul & Victoria"
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
10.0 out of 10, Exceptional, (33)
"Loved this cute little house. Perfect for our family of 4 to stay for the weekend. Can walk anywhere, perfect park right across the street. "
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
9.6 out of 10, Exceptional, (107)
"It is a great location. Other house on the property was extremely noisy Friday night. Otherwise all was well. They were quiet rest of weekend. I believe the boys had friends over. No one took the garbage out on Thursday night so garbage can pretty full. "
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
9.8 out of 10, Exceptional, (21)
"We had friends in from out of town for my wife's birthday. The location of the property made it ideal for spending time with us and for attending the dinner held at the Hampton Hall club. "
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
Huge Beautiful Golf Cottage!! Sleeps 8!!
10.0 out of 10, Exceptional, (107)
"This property is great! It looked exactly like it did on the listing. The owner was very helpful and very responsive! We would stay there again if the need arises!"
Huge Beautiful Golf Cottage!! Sleeps 8!!
Stunning brand new designer home Nestled in nature & perfect for entertaining
10.0 out of 10, Exceptional, (3)
"We had an incredible stay - everything as advertised. Perfect home and location for a family trip"
Stunning brand new designer home Nestled in nature & perfect for entertaining
Carriage house on the Bluff
9.6 out of 10, Exceptional, (20)
"A relaxing retreat pre/post Hurricane Helene and Milton. A most accommodating host and a pleasantly clean and fully equipped home. Thank you"
Carriage house on the Bluff
Beautiful Cottage on Hilton Head Island, Pink
7.8 out of 10, Good, (7)
"The negative: If you are looking for true beach access, this is not for you. To get to the beach, you have to walk about 10 minutes through the woods. The beach is fairly deserted, very "marshy", lots of dead ocean creatures, no chair rentals or vendors. We ended up driving everyday about 20 minutes to Coligny. Also, the house is near a small airport and planes flew over many times each day (sometimes very low). The positive: The house is beautiful and very comfortable. Beautifully furnished....
Beautiful Cottage on Hilton Head Island, Pink
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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Other property types in Hilton Head Island

Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (603)
"I didn‘t like the grill‘s in the grill area, 1 Gas Grill funktionierte nicht und sie waren in einem dreckigen Zustand, das passte nicht zum Rest der gut gepflegten Immobilie!"
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
9.8 out of 10, Exceptional, (12)
"This beach house was a beautiful home. All beds were comfortable bathrooms all worked well. The only issue was the beach access was a very difficult way for anyone to get to the beach because their access was closed and we had to go to the side, which was never stated in the Description it says ocean front beach home !! very difficult to carry things to the beach for the family when you’re paying a price for oceanfront Beach Home !!!you want it to be an oceanfront beach home? That’s why I had to...
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (255)
"Very nice place. "
Island Links Resort by Palmera
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.

Frequently asked questions

How much do cottages in Hilton Head Island cost?
Prepare to pay between and per night for cottages in Hilton Head Island. Whatever your budget, a wonderful stay is just a few clicks away on Expedia. 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?
Lock in your vacation dates and then choose from 105 cottages in Hilton Head Island. Picturing a place where you can get in touch with nature? Expedia will help you find your ideal stay in a simple click or two.
Why book your cottage in Hilton Head Island with Expedia?
Reserving a cottage in Hilton Head Island is as easy as clicking on your travel dates and picking an ideal place for outdoor fun and relaxation. From luxurious retreats to low-cost stays and cottages that offer conveniences like a kitchen, Expedia has something for all tastes and styles. As for terrific deals? We’ve got your back!
How can I find cheap cottages in Hilton Head Island?
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