Villa vacation rentals in Chatham County

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Popular amenities for Chatham County villa rentals

Private villa rentals

Villa in Hilton Head Island
4.67 out of 5 average rating, 6 reviews

Walk to Beach 2BR Waterview 2nd-Floor | Balcony

KristineRating, 5 stars2 months ago
Great location and view. Well stocked villa convenient to the beach and salty dog. Very nicely decorated .
Villa in Hilton Head Island
4.67 out of 5 average rating, 3 reviews

Cozy Sea Pines condo near Beach, Golf Course

SherriRating, 5 stars14 months ago
The views were wonderful ! Andrew was very responsive and helpful when we had a small issue. Hoping to be back again.
Villa in Hilton Head Island
4.67 out of 5 average rating, 6 reviews

1028 Caravel Court: Stylish updated Villa

MeghanRating, 5 stars12 months ago
We really enjoyed our stay at the condo. I was a bit worried with a baby that staying in Harbor Town would be loud at night, but it was quiet and super family friendly. We loved being able to walk to the playground with our kid or grab a bite to eat. We cooked breakfast and lunch several times, and it had what we needed. The host provided clear directions on where to get our parking voucher, and the voucher gave directions on getting a weekly sea pines parking pass (we didn’t read it and so we had to circle around). I texted a question, and we got a reply back shortly after. We would absolutely stay here again!
Villa in Savannah
4.69 out of 5 average rating, 100 reviews

The Grant by Black Swan - Historic Views

SusanRating, 5 stars1 month ago
Black swan is in the heart of where you want to be in Savannah. You will be close to the riverfront and all the parks. MORE than enough to do for 3-4 days in Savannah without even thinking about driving.
Villa in Hilton Head Island
4.5 out of 5 average rating, 6 reviews

Charming 2BR Ketch Court, Harbour Town

SimonRating, 5 stars2 months ago
Great little spot exactly where you want to be on SeaPines
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

Enjoy a short stay at 2-bed water view villa

RobertRating, 5 stars14 months ago
We LOVED our stay and will definitely be back!! Everything was perfect !
Villa in Hilton Head Island
4.83 out of 5 average rating, 6 reviews

2233 Heritage: Walk to the RBC Heritage from this

KariRating, 5 stars15 months ago
The unit was much larger than I anticipated, and the backyard was beautiful! I think the bathrooms and kitchen could use a renovation, but they’re still great. The bed was comfortable in the master bedroom and the bikes being available was a nice touch.
Villa in Savannah
4.7 out of 5 average rating, 128 reviews

The Grant by Black Swan - Off Bull & Broughton

AmandaRating, 5 stars3 weeks ago
This apartment was great, the premium bedding and other amenities were a great touch. Great location, easy to walk to everything. The only problem we had , the elevator was out of service all 4 days. This is a building management problem though, not the hosts. But keep this in mind if you must have an elevator for mobility.

Luxury villa rentals

Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

1414 South Beach Villa ~ Direct Walkout to Beach

JuneRating, 5 stars1 month ago
We loved staying at this villa in South Beach. The location in Sea Pines really cannot be beat, and the view and proximity to the water make it particularly special. We loved having two sitting areas, as it allowed the adults to have a quiet retreat when the kids wanted to watch tv. The kitchen was well-stocked and well-organized. The house was very clean and attractively furnished.
Villa in Hilton Head Island

Updated Turtle Lane 3 BR 4th Floor Oceanfront

LiseRating, 5 stars12 months ago
We had a wonderful 5 days in Hilton Head. The location was perfect. The view and beach were beautiful. The beds were very comfortable. The kitchen was well stocked. We would definitely stay there again,
Villa in Hilton Head Island
5 out of 5 average rating, 4 reviews

1425 South Beach: Ocean View Villa. 4 Bedrooms, Fr

KarrieRating, 5 stars1 week ago
One of the cleanest AirBnB’s that provides you with just about everything you need! Although, there is a lot of beautiful decor, making this home very cozy, that does not get cleaned. However, we still loved the spacious living/dining areas. The only thing we didn’t like about the bedrooms upstairs, was the bathroom being tucked away in one of the rooms, instead of in a communal space. The kitchen was perfect and well equipped for cooking large meals. The sun room was a really enjoyable extra space and the back porch was great after a long day at the beach to set our things. The only issue we had was a broken AC upstairs on the 1st night, but it was resolved by noon the next day. I appreciated how there were no rules to how low we could turn the AC down, as there are in so many rentals. Of course, the views, the surrounding serenity, and the shortest walk to the beach, was amazing. The bikes were just another fun plus to this AirBnB. Would not hesitate to book this villa again! Thanks!
Villa in Hilton Head Island
4.9 out of 5 average rating, 10 reviews

HabourTown Villa perfect for families & golf trips

MattRating, 5 stars26 months ago
The townhouse was as advertised. Each bedroom had a television, bathroom and plenty of linens. The home was very clean. Water pressure in the shower was great. The back deck was relaxing and gave each of us a chance for morning coffee in peace. The location was well located. It was only a short walk to lighthouse, marina and shops. All the golf courses we played were outside of Sea Pines but within a 20-30 minute drive. Next time we would rent bikes to explore more of Sea Pines. I would definitely stay there again and Darcy was a great host.
Villa in Hilton Head Island
5 out of 5 average rating, 3 reviews

288 Stoney Creek - Sea Pines - 3 Bed 3.5 Bath Slee

PaulomiRating, 5 stars11 months ago
Mark’s place is beautiful and the location is excellent! Walking distance from harbor town and a 8 minute bike ride to the beach.
Guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 20 reviews

Turtle Club

JoyceRating, 5 stars8 months ago
We loved the condo! It is a perfect location! The condo was very nice and comfortable. Laura is a wonderful host and I highly recommend her place!
Villa in Hilton Head Island
4.75 out of 5 average rating, 4 reviews

4 Lands End Court - Complete Remodel for 2022!

SaraRating, 5 stars63 months ago
Great location. Steps to the beach and the salty dog.
Guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 12 reviews

Great Blue Heron - an iTrip Hilton Head Home

JayRating, 5 stars7 months ago
Location was great, right across the street from the Sea Pine shops and a very short walk or bike ride to the Sea Pines racquet club. Condo was clean and quiet with a nice view of the lagoon right off the back deck. Would definitely rent again.

Villa rentals with a pool

Guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 31 reviews

1602 Port Villa

AnthonyRating, 5 stars10 months ago
Cheryl was a great host. Always quick to respond to any questions. The location and the villa are wonderful. Would definitely stay again!
Villa in Hilton Head Island
4.83 out of 5 average rating, 18 reviews

Twin Oaks 207 | Condo in Hilton Head

LaurenRating, 5 stars1 month ago
This place was fantastic! We were a large group and had plenty of room in this house. The kids loved their own private space, and there was a good-sized pool. The house was in a perfect location near Harbor Town, and it was only a 10-minute drive to the grocery store. We'd definitely stay here again!
Villa in Hilton Head Island
4.75 out of 5 average rating, 12 reviews

2BR condo with balcony & bay views - walk to beach

TammyRating, 5 stars1 week ago
Very clean and well located, close to beach and South Beach Marina, very safe surroundings
Villa in Hilton Head Island
4.82 out of 5 average rating, 17 reviews

Heart of Sea Pines | Retreat to the Beach

JohnRating, 5 stars7 months ago
I felt that the location in Sea Pines was excellent for our budget - we were attending a destination wedding. The unit was clean, well maintained, and relaxing. Communication with Carolina Coast was excellent and it was very convenient and easy to pick up our rental packet. Only very minor negative was finding the place. The entrance to this set of units was not the first left off of Light House Road from the traffic circle (as the address and GPS showed) but was the first right off the traffic circle on Greenwood Ave. This was our first visit, and will be returning and would be very happy to use Carolina Coast Rentals in the future.
Top guest favorite
Villa in Hilton Head Island
5 out of 5 average rating, 22 reviews

Awesome location for golf/tennis/ pickleball/beach

KateRating, 5 stars11 months ago
We loved our stay! We were able to bike and take the trolley to the beach, restaurants, ice cream, and shops. The condo had everything we needed. The beds were extremely comfortable and the pool was beautiful. Our family of teens loved the location and we were comfortable letting them bike places on their own. We saw a lot of wildlife from deer to alligators!
Villa in Hilton Head Island
5 out of 5 average rating, 6 reviews

503 Plantation Club | Dog Friendly | Pool

AshleyRating, 5 stars9 months ago
Great place to stay when visiting Hilton Head! The team were very helpful and responsive, offered an early check in which was extremely helpful with kids and place was clean.
Guest favorite
Villa in Daufuskie Island
5 out of 5 average rating, 14 reviews

Daufuskie Point of View

LizRating, 5 stars1 month ago
Patricia’s place was perfect for our family. Dafuski is a unique place and this was exactly what we wanted. Patricia was open and honest about what was available on the island and what was not. Her property manager, Susan, was outstanding. She was knowledgeable, flexible, and friendly. The location and set up of the condo was perfect. We loved having our coffee on the deck and walking the beach every morning. Super helpful that we can bring our dogs as well. I think we found our perfect place on Dafuski. Thank you so much Patricia and Susan!
Superhost
Villa in Hilton Head Island
4.95 out of 5 average rating, 19 reviews

Calm Villa Sea Pines - an iTrip Hilton Head Home

ScottRating, 5 stars22 months ago
This was the perfect place to gather family together and just relax. the location was great! We walked to the lighthouse, tennis courts, bike rentals and shops. The trolley made it easy to get to the beach. But I would recommend that you have at least one car go to the beach club just in case you need to get back to your place quick. The trolleys were a little slow sometimes. The place was very, very clean. Our family enjoyed the large kitchen table for eating together and playing games. Lots of kitchen cabinet storage so you can store your groceries, water and other drinks. The host had us prepared for arrival with clear and very timely communications. Can't wait for another chance to come here!!

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