Villa vacation rentals in Hilton Head Island

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Popular amenities for Hilton Head Island villa rentals

Private villa rentals

Superhost
Villa in Hilton Head Island
4.83 out of 5 average rating, 47 reviews

0.4 mi. to the beach! 3 bd/3 full ba w/golf cart!

AdaRating, 5 stars1 week ago
Summer was so amazingly responsive! And their home was very comfy and welcoming! So convenient to have golf cart and access to a private beach. Kids couldn’t get enough of it! Beds were so comfy.
Guest favourite
Villa in Hilton Head Island
4.97 out of 5 average rating, 63 reviews

Beautiful Coastal 3BR Villa - 5 min walk to beach

DanicaRating, 5 stars2 weeks ago
Very nice property. The whole complex is beautiful with 2 pools. The house was super clean and updated. Short walk to the beach. One thing to keep in mind if traveling with young kids, there are no bath tubs, only showers. It was a little tricky with 2 toddlers but we figured it out. Overall, really nice place!
Villa in Hilton Head Island
4.96 out of 5 average rating, 23 reviews

Ocean Palm Villa - 2 Bedroom Unit 501-2

SheaRating, 5 stars10 months ago
Terry was the absolute best host and you won’t find a better value on the island. The location is perfect (we rode our bikes to the Westin pool and beach everyday) and we love this less commercialized part of the island. You can also bike to mini golf and various shops. We enjoyed a day of golfing with the vouchers included in the stay. The villa is private with a screened in porch off the back where we enjoyed watching alligators and birds. We loved every second and can’t wait to come back again next summer!
Guest favourite
Villa in Hilton Head Island
4.88 out of 5 average rating, 26 reviews

3 BR/3 B Ocean Palms Villa with Westin Amenities

KellyRating, 5 stars6 months ago
We had such a good time on vacation at this Air BnB. We will definitely be back! Everything was as described and the Westin amenities were great.
Villa in Hilton Head Island
4.76 out of 5 average rating, 45 reviews

Walk to the Park, Coligny Shops & Dining

KimRating, 5 stars4 months ago
It’s a beautiful property! We felt right at home. It is walkable to many restaurant shops and the beach. We had a fantastic stay!
Top guest favourite
Villa in Hilton Head Island
4.99 out of 5 average rating, 94 reviews

Coastal Resort Beach Villa < 1 Mi to Shore!

JulieRating, 5 stars1 month ago
Our host was fantastic and attentive and gave us lots of personalized recommendations to match our needs. Comfortable living space and lots to do within walking distance.
Guest favourite
Villa in Daufuskie Island
5 out of 5 average rating, 12 reviews

Daufuskie Point of View

TriciaRating, 5 stars8 months ago
We absolutely loved Daufuskie Island and this property! Mrs. Shannon was so very helpful with all her recommendations and her home is beautiful! You have an amazing view of the ocean, the golf cart that was included was perfect and she thought of everything you might need during your stay all the way down to the q-tips! Daufuskie is a simple, laid back, relaxing hidden gem of SC and we will DEFINITELY be back (maybe even retire there someday) Thank you Mrs. Shannon!!
Guest favourite
Villa in Hilton Head Island
4.93 out of 5 average rating, 82 reviews

Escape at Seascape Villas, quiet beach getaway

DiegoRating, 5 stars1 week ago
Excellent stay and Christian was always very responsive. The unit had plenty of space for two adults and four children. We had no issues at all. Everything was functional and the water pressure in the showers was great. The unit is a bit dated, but well kept. We enjoyed the easy walk to the beach and quick bike ride to the Coligny area. The provided beach gear and rolling cart were great to have. The bikes were too large for our kids, but Christian recommended a place where we could rent the sizes we needed and they were delivered right outside the unit. Overall, this was exactly what we needed for a long weekend family beach trip.

Luxury villa rentals

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

Oceanfront Luxury- Villamare 3524, Hilton Head!

RivesRating, 5 stars5 days ago
Suzanne is a great host and communicator. The villa is in an excellent location with a wonderful beach and pool view. The space is very clean well maintained. The complex is walking distance to golf and tennis/pickleball. The pools and hot tub are lovely. Suzanne's personalized guide book provides great detail on the villa as well as thoughtful recommendations. My family had a wonderful visit and highly recommend.
Villa in Hilton Head Island
4.82 out of 5 average rating, 34 reviews

Ocean One Unit 104 Ocean Front Garden View

WalterRating, 5 stars10 months ago
Ocean One is in a PERFECT location; an easy walk to Coligny Plaza with shops and dining. This unit is on the 1st floor which means you do not have to carry your stuff up an elevator or steps. It’s so close to the huge pool and the ocean. The complex has a security guard at the entrance but we felt safe with the family no matter where we were in the area. Sea Pines is very close with so much to do. We will definitely be back.
Guest favourite
Villa in Hilton Head Island
4.93 out of 5 average rating, 15 reviews

Peaceful 4BR Captain's Cove condo w/lagoon view/2

AnnRating, 5 stars2 weeks ago
We had a wonderful stay at this property. The location was perfect! Walked across the street to the private pool and then another 1 minute walk to the private beach. The deck looks over a beautiful pond and is a lovely place to start the day with coffee or breakfast. There is very spacious sunroom and living room along with a very large dining table to seat a large group. The kitchen is very spacious as well. The beds were very comfortable and we found everything very clean. There is a a general store on the plantation which is a short walk if you need some additional groceries. Very good recommendations for restaurants were also provided. There are plenty of fans throughout the home to keep the temp cool. Plenty of beach towels but beware of the beach chairs....they are VERY rusty so bring your own or pick some up while visiting. The only other item I need to mention is the staircase to the 2nd floor. It is spiral and not recommended for anyone with mobility issues.
Villa in Hilton Head Island
4.9 out of 5 average rating, 10 reviews

HabourTown Villa perfect for families & golf trips

MattRating, 5 stars25 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.
Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 20 reviews

Turtle Club

JoyceRating, 5 stars7 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
4.67 out of 5 average rating, 3 reviews

Newly Renovated | Stunning Views | Pool | SC203

DarcyRating, 5 stars5 months ago
We were looking for a quiet get away. Your property provided just that. The unit was clean and comfortable and the beach was amazing! We came at a unique time as the complex was undergoing some renovations. You shared that up front to avoid surprises, we appreciated that very much. And, while there was work being done, we didn’t really feel that. Kudos to the crew performing the work. The unit itself was very much as advertised and we cannot point to any specific areas where we were let down. The team who prepares and cares for your complex should be complimented. Finally, from reservation to checkout, your team provided everything we needed. Happy to say, we have starred your property for a future visit.

Villa rentals with a pool

Guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 13 reviews

Affordable 2 br/ba Villa~*Newly remodeled baths*

TroyRating, 5 stars10 months ago
We loved Mary Ellens space, it was comfortable, well equipped, and peaceful. We had everything we needed and felt right at home. We would recommend this space to anyone llooking for a quiet, comfortable place close to the beach, restsurants, shopping, and bike paths.
Superhost
Villa in Hilton Head Island
4.61 out of 5 average rating, 239 reviews

Oceanfront Villa in Hilton Head Island

ColleenRating, 5 stars1 week ago
We loved our stay! Family friends, short walk to the beach, great pool and playground on site. Our family had a great stay!
Guest favourite
Villa in Hilton Head Island
4.92 out of 5 average rating, 25 reviews

The Hilton Head Haven-golf views near pool & beach

TeriRating, 5 stars9 months ago
Julie was a delight to work with. She was quick to respond to our questions and last minute requests for information. She provided great tips and ideas for our vacation. The house has been recently updated with nice linens, appliances and furnishings. Internet was great even during a storm. We parked the car and biked to everything or used the free Dune Buggy! (One suggestion, I loved my Trike, as it had plenty of storage (front basket and huge large basket in back so no one had to carry things on their bikes). Be sure to map out the beach you want to enjoy most and start with the Disney beach at South end of beach. We rented chairs st the beach and really enjoyed the convenience! We also enjoyed the Dunes House restaurant on the beach at the North beach. Drinks were frosty and not too pricey! Last thing, sharks are out now but don't worry. I was super impressed with beach life guards. They were great at their duties! We had such a great trip and can't wait to come again!
Villa in Hilton Head Island
4.74 out of 5 average rating, 23 reviews

2BR 1st-Floor Dog Friendly | Patio | Pool

BriannaRating, 5 stars7 months ago
Great spot for a weekend getaway. Enjoyed walking to the beach and nearby restaurants. Location was clean and host was responsive.
Villa in Hilton Head Island
4.74 out of 5 average rating, 19 reviews

Updated 3BR Bayview 4th-Floor | Patio | Pool

WendyRating, 5 stars2 months ago
The stay was perfect! The owners have thought of everything you could possibly need. The condo was clean, bright and sunny! The location was perfect and we really enjoyed the views. If I come back to HHI I will definitely stay here again!
Top guest favourite
Villa in Hilton Head Island
4.92 out of 5 average rating, 25 reviews

NEW LISTING***Southern Charm Villa /Pamletto Dunes

AaronRating, 5 stars8 months ago
Incredibly responsive host. Perfect location near pool and backing up on the canal. Great value, highly recommend.
Top guest favourite
Villa in Hilton Head Island
5 out of 5 average rating, 22 reviews

Awesome location for golf/tennis/ pickleball/beach

KateRating, 5 stars9 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
4.9 out of 5 average rating, 10 reviews

Comfortable 3BR Golf Course View 1st-Floor

SophieRating, 5 stars3 months ago
Our family enjoyed our stay very much. The property is as pictured with all the listed amenities. Please note - you will need to bring your own spices and other ingredients needed to cook your own food however all the cookware/untensils are provided. The neighborhood is beautiful and quiet - surrounded by greenery. It's located next to a golf course, 2 beaches and lots of wonderful restaurants and shopping within 10-18mins driving. The provided golf cart was also fun to use for short trips in the community and to the beach as well. The hosts were responsive and friendly. We hope to return when we're back at Hilton Head.

Quick stats about villa rentals in Hilton Head Island

  • Total rentals

    970 properties

  • Nightly prices starting at

    $14 CAD before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    810 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    690 properties have a pool

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