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

Carriage house on the Bluff
8.8 out of 10, Excellent, (6)
"Great host that was there when we needed and a very quiet and cozy place to stay away from the crowds on Hilton Head"
Carriage house on the Bluff
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
10.0 out of 10, Exceptional, (22)
"The property was clean and easy to get to. There was an issue with the gate passes, but when I contacted the property owner those got reset loved quickly. It was a great stay for us, our adult children and their spouses."
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
9.6 out of 10, Exceptional, (101)
"This property really is in the perfect spot! My husband and I stayed here for Memorial Weekend, and were pleasantly surprised at the number of fantastic restaurants that were just steps away! We were also close to the river, where we were able to walk our pup in the mornings and evenings. The Pearl is right next door, and was the perfect place for an anniversary dinner while we were there. The property itself was clean and comfortable, particularly for two or a small family. We will definitely...
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
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"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
10.0 out of 10, Exceptional, (19)
"Beautiful cottage close to Wight Park, Hayward House and local shops. A little Bluffton gem of a place! Will be back."
"Nauti-Jayne" coastal cottage in Historic Old Town Bluffton
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
9.8 out of 10, Exceptional, (16)
"There wasnt anything to hate about this beautiful little home! Fully stocked kitchen, great bathrooms, beds are super comfortable, tvs in every room. But the key is the back yard! What a great little spot, big porch, deer, birds, and so much more! I highly recommend this rental and would snag it again if i come back down "
Chic Bluffton Cottage w/ Yard, 7 Mi to Beach!
Updated Home < 1 Mile to Old Town Bluffton!
3.0 star property
Updated Home < 1 Mile to Old Town Bluffton!
Family-friendly Hilton Head Home, Walk to Beach!
3.5 star property
Family-friendly Hilton Head Home, Walk to Beach!
Walk to the Beach!- Sleeps 4... 5 Star Resort
Walk to the Beach!- Sleeps 4... 5 Star Resort
Bluffton Vacation Rental w/ Private Hot Tub
3.5 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, (63)
"We loved everything about our stay in Palmetto Bluff. It was a great 5 days - there is so much to do and it was magical for both the adults and kids. The house is perfect and well situated. We will be back!"
Updated Wilson Village 4 Bedroom Cottage Amenity access available
Updated Hilton Head Island Resort Cottage w/ Patio
9.0 out of 10, Wonderful, (21)
"We had a wonderful time! House was great for family of five. Biking is not as accessible for young children, but we did not plan to bike this visit. Close to everything!"
Updated Hilton Head Island Resort Cottage w/ Patio
Treehouse in Forest by the Sea Walk to Harbourtown
9.8 out of 10, Exceptional, (44)
"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!
10.0 out of 10, Exceptional, (9)
"I was hesitant to book a vrbo because we've had bad experiences in past with private home vacation rentals on another booking platform. After the last one I swore "never again." I booked this property for a family trip to bring my elderly parents so my father could have what will most likely be his last visit with his sister who lives in the area. I'm so glad I gave private vacation home rental another shot and that we found this property. It made the trip absolutely perfect. The home is...
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
Bright Hilton Head Cottage w/ Deck ~ 2 Mi to Beach
9.2 out of 10, Wonderful, (22)
"House was great for the Heritage. Trolly stop was a short walk from the house and the first drop off to get back. Easy to get to the grocery store and restaurants just outside Sea Pines."
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, (135)
"Loved being able to leave the rush behind and escape to this property! We used the provided cooler daily on our excursions and when we returned enjoyed quiet peaceful walks. Hosts were always prompt with replies to our questions. The screened porch was a favorite spot to listen to the birds and marsh life, a great experience!"
Private Island - Soulfully Peaceful Access to Nature & Wildlife Watching
Huge Beautiful Golf Cottage!! Sleeps 8!!
10.0 out of 10, Exceptional, (96)
"PROPERTY WAS CLEAN AND WELL EQUIPTED. OWNER WAS WONDERFUL TO DEAL WITH. I HIGHLY RECOMMEND."
Huge Beautiful Golf Cottage!! Sleeps 8!!
Beautiful Cottage on Hilton Head Island, Pink
7.2 out of 10, Good, (5)
"The property itself was adequate, however there was only one roll of paper towels for the entire six day stay and only one roll of toilet paper in each bathroom. No toiletries were offered (soap, shampoo, laundry detergent, etc...) - not a huge deal but not a very welcoming, hospitable environment. This feeling was reinforced by the host who, instead of checking in to see how things were going, sent a string of harassing text messages questioning the number of cars there, number of guests,...
Beautiful Cottage on Hilton Head Island, Pink
Updated Cottage: 4th row, fenced yard
10.0 out of 10, Exceptional, (8)
"My wife, dog, and I stayed here for 5 nights and it was awesome. Amazing location, super clean, very comfortable. The communication with Robert was top notch, we really enjoyed our stay. If we return to HHI, we’ll definitely be booking here again."
Updated Cottage: 4th row, fenced yard
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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.

Other property types in Hilton Head Island

Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (516)
"Whole trip was perfect! Room was great, facilities were great, location was perfect. Definately hoping to make a return trip."
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
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, (228)
"Clean property, kid friendly, quiet... friendly and accommodating staff. Large spacious rooms "
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.

Hilton Head Island Cottages information

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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 vacation 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.
Why book your cottage in Hilton Head Island with Expedia?
Reserving a cottage in Hilton Head Island is as simple as clicking on your travel dates and selecting your ideal place for outdoor relaxation and recreation. From upmarket retreats to inexpensive properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes. As for awesome deals? We have them too!
How can I find cheap cottages in Hilton Head Island?
Expedia can help you track down cheap cottages in Hilton Head Island. To discover your dream stay in just a few keystrokes, try out the filter tool to refine your search by budget, amenities and star rating.
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.

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