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Featured Cottages in Hilton Head Island

Updated Wilson Village 4 Bedroom Cottage Amenity access available
Smart TV, fireplace
Updated Wilson Village 4 Bedroom Cottage Amenity access available
10.0 out of 10, Exceptional, (65)
"Great 5 days with our family. The house is so well designed with many different living spaces including front and rear porches. Wonderful Southern charm! The owners and house manager were so helpful too. Great place. We will be back!"
Updated Wilson Village 4 Bedroom Cottage Amenity access available
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
Fridge, microwave, oven, stovetop
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
10.0 out of 10, Exceptional, (29)
"My family and I really enjoyed staying here. We especially loved the porch. Great place for drinking coffee and looking out at the Spanish moss. Awesome location too!"
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
Beach nearby, beach towels
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
10.0 out of 10, Exceptional, (25)
"We truly enjoyed our stay at this property in Hilton Head. The community this townhome is located in is incredible. There's walking and biking paths throughout, with tons of trees and beautifully maintained landscapes to shade you during your walks. The property itself was very clean and looks exactly how it's pictured. The property owner was very responsive to any inquiries we had leading up to and during our stay. I'm already counting down the days until we return!"
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
New Cottage: 4th row & fully fenced back yard!
Beach nearby
New Cottage: 4th row & fully fenced back yard!
10.0 out of 10, Exceptional, (11)
"Great location with short walk to the beach. Beautiful fenced backyard. Everything you need for a day at the beach. Owner very responsive. Lovely interior. Looking forward to visiting again soon. "
New Cottage: 4th row & fully fenced back yard!
Relaxing 2 BR cottage, walking distance to beach
Fridge, microwave, oven, dishwasher
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
Charming Carriage house Near Old Town Bluffton!
Children's area
Charming Carriage house Near Old Town Bluffton!
10.0 out of 10, Exceptional, (15)
"I enjoyed staying in the carriage house. It was very comfortable, convenient, and I felt safe as I was traveling by myself. Everything worked very well and I Will reserve it again should the need arise. Thank you. It was very charming and I enjoyed walking around the town of Bluffton"
The price is AU$595
includes taxes & fees
18 Sept - 19 Sept
Charming Carriage house Near Old Town Bluffton!
Home w/ Screened Porch < 1 Mi to Old Town Bluffton
House (3 Bedrooms) | Interior
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!
Interior
Family-friendly Hilton Head Home, Walk to Beach!
3.0 star property
Family-friendly Hilton Head Home, Walk to Beach!
Bluffton Vacation Rental w/ Private Hot Tub
Interior
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 Hilton Head Island Resort Cottage w/ Patio
View from property
Updated Hilton Head Island Resort Cottage w/ Patio
9.0 out of 10, Wonderful, (24)
"The house was super clean, beds were soft and comfortable for a side sleeper. Location was perfect for the beach. My only wish was that the back yard was more enclosed because we were right on the corner with a view on the street, so it didn't have a feeling of being in a back yard. The refrigerator also made a whole lot of noise, so we had to turn it off and on. Maybe the compressor needs replacement. Thanks for the stay!"
Updated Hilton Head Island Resort Cottage w/ Patio
Treehouse in Forest by the Sea Walk to Harbourtown
Property grounds
Treehouse in Forest by the Sea Walk to Harbourtown
9.8 out of 10, Exceptional, (45)
"Beautiful, tranquil stay in a treehouse surrounded by lush trees /deer come to visit and eat out of your hand. Close to so many things to do by bike , car, or a short walk. After a fun filled day you will love the comfortable bed after sitting on the gorgeous deck under the trees! My husband and I truly enjoyed this property and all it has to offer."
Treehouse in Forest by the Sea Walk to Harbourtown
Cottage Living is the life for me! Sleeps 8!
Interior
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
Living area
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
Bright Hilton Head Cottage w/ Deck ~ 2 Mi to Beach
Property grounds
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
Beach
1 Old House Cay - Private Island Oasis
1 Old House Cay - Private Island Oasis
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
10.0 out of 10, Exceptional, (139)
"We had a wonderful stay at Peter's charming cottage! We especially loved the views from the large windows, the spacious screened in porch and sunsets on the dock. This is truly a peaceful & secluded retreat. The cottage matched the description perfectly and was conveniently located just a short drive from shops, restaurants, and the beach. Peter was very responsive and shared great recommendations for exploring the surrounding areas. Overall, it was a wonderful experience, and we’d...
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Property grounds
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
9.6 out of 10, Exceptional, (104)
"Very comfortable home right in the heart of Bluffton. Would definitely stay again!!"
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
Fridge, microwave, stovetop, dishwasher
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
9.8 out of 10, Exceptional, (20)
"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!!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Huge Beautiful Golf Cottage!! Sleeps 8!!
10.0 out of 10, Exceptional, (105)
"We are Hampton Hall residents and enjoyed having several out of town guests in for my wife's 50th birthday weekend. The accommodations, relaxing environment, and proximity to the social club made this a very special stay and a great weekend for our celebration."
Huge Beautiful Golf Cottage!! Sleeps 8!!
Stunning brand new designer home Nestled in nature & perfect for entertaining
View from property
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
Don't see what you're looking for?
See all available properties in Hilton Head Island
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 outdoor pools, pool umbrellas, pool loungers
Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (592)
"We were not there long just 2 days only to sleep didn't get a chance to use the amenities. Sorry we had more down time."
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Pool
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!
Marriott's Barony Beach Club
Restaurant
Marriott's Barony Beach Club
3.5 star property
9.6 out of 10, Exceptional, (228)
" Excellent check in and unit very clean and spacious. "
The price is AU$647
includes taxes & fees
30 Sept - 1 Oct
Marriott's Barony Beach Club
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?
Cottages in Hilton Head Island range between and per night. These retreats offer a chance to soak up nature’s beauty — at a price you can afford. This price was 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?
Claim your holiday time and pick from cottages in Hilton Head Island. Yearning for a place where you can surround yourself with nature? Expedia will help you find the ideal property in just a click or two.
What is there to do in Hilton Head Island near my cottage?
Whatever you’re interested in, Hilton Head Island has loads to keep you occupied. Coligny Beach, The Sandbox and Singleton Beach are on many visitors’ lists. Don’t leave without exploring Folly Field Beach, Folly Field Beach Park and Burkes Beach either. With Expedia’s hotel deals in Hilton Head Island, you’ll be able to discover more wonderful attractions like these with the money you save.