Hilton Head Island Vacation Rentals from ￥49,681: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head : Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 .

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Our top choices for Hilton Head Island vacation rentals

1. Seas the Day! Beach & Sun, with Bikes & Chairs

South End

Robert

A waterfront restaurant with outdoor seating and a view of the water.

2. Disney's Hilton Head Island Resort

Mid Island

Melissa

A view from inside a building looking out to a paved area with palm trees and a body of water in the distance.

3. SeaClusion-Oceanview, Mini split AC, Beach Chairs

South End

Nicholas P.

A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

4. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

￥41,453 total

includes taxes & fees

Oct 1 - Oct 2

A sandy beach with blue umbrellas and lounge chairs.

5. STUNNING ocean view! Brand new listing

South End

xiaoming w.

A covered outdoor area with a view of the ocean, surrounded by greenery and a railing.

6. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

South End

Margaret

￥47,085 total

includes taxes & fees

Oct 4 - Oct 5

7. Coastal Nest - Oceanviews! Near Coligny

South End

Andrea R.

￥39,824 total

includes taxes & fees

Oct 6 - Oct 7

8. SeaRenity! Beautiful Reno! King bed! w/Bikes

South End

Sean L.

￥42,248 total

includes taxes & fees

Oct 7 - Oct 8

A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

9. Beachfront Condo w/ Pool Access in Hilton Head!

South End

Gary B.

￥61,972 total

includes taxes & fees

Oct 21 - Oct 22

A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

10. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Mid Island

Dora D.

￥51,847 total

includes taxes & fees

Oct 10 - Oct 11

A wooden deck with lounge chairs and a sign indicating sunleak for Sea Side Villas 1 & 2.

11. Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

South End

Elizabeth

￥47,085 total

includes taxes & fees

Oct 14 - Oct 15

An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

12. Marriott's Grande Ocean

South End

Richard

￥51,241 total

includes taxes & fees

Oct 20 - Oct 21

A deck with sun loungers overlooking a natural landscape.

13. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

South End

Shane W.

￥47,878 total

includes taxes & fees

Oct 1 - Oct 2

14. Beachfront Condo w/ Pool Access in Hilton Head!

South End

"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...

Manuel

￥60,701 total

includes taxes & fees

Oct 21 - Oct 22

15. Good Times and Tan Lines!-Central air, free bikes!

South End

Suzanne O.

￥45,906 total

includes taxes & fees

Oct 1 - Oct 2

16. Coastal Getaway: Oceanview Condo in Hilton Head

South End

Wendy C.

￥41,729 total

includes taxes & fees

Oct 22 - Oct 23

A landscaped area with tall trees, a paved path, and a view of the ocean.

17. Just Beachy! Absolute top notch design, Oceanviews

South End

Ashley B.

18. OceanEscape – Steps to the Beach

South End

Alycia R.

19. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

South End

John P.

￥58,115 total

includes taxes & fees

Oct 23 - Oct 24

A living room with a sofa, coffee table, and a dining area with chairs and a table. There is a ceiling fan, a TV mounted on the wall, and a large window offering a view of the outside.

20. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

South End

Dee W.

￥54,111 total

includes taxes & fees

Oct 1 - Oct 2

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Top Hilton Head Island Hotel Reviews

Sonesta Resort Hilton Head Island

10/10 Excellent

"We enjoyed our vacation at Sonesta. The staff was super nice and helpful, the place is clean and spacious. Out of the three nights they semi-cleaned our room once, but they did replenish the towels daily. I loved the location, pool, beach and trails. My toddler raves about the turtle feeding & the smores. I actually liked that there was a 18+ only pool, is nice to know if kids get annoying or loud the adults that just want peace can go there. The only thing we didn’t enjoy was the food, not great and super overpriced. We ordered to go be there was still a big service fee, we ended up door dashing from outside and that was considerably cheaper and better."

Players Club Resort

10/10 Excellent

"I’m hesitant to write this because I would love for this place to remain a secret but I couldn’t do it. Here is my 100% honest opinion. This place is incredible! The price was so low I almost didn’t book but went with my gut and boy was I pleased. The room was cheaper than the double tree by 30 bucks per night and it came with 2 bedrooms, full kitchen, living room, 2 bathrooms and a Sauna. A private in the unit sauna. Unreal. The living room and master bedroom had their own unattached balconies over looking the beautiful pond. The pond is full of life including giant carp, turtle’s and gators! We stayed out on the balcony for a couple hours watching the gators swim. Fun with just sitting no phone or tv screens, just enjoying the nature in the backyard. It’s less than 1 mile from cologne circle, seriously prime real estate less than a mile from the entrance to sea pines too. The reviews people left about it being dated are true but that didn’t bother us 1 but because it’s nice l, clean and comfortable. Some people will hate on anything and everything, so if you are one of them then don’t bother. If you want space to spread out and enjoy quality time with you family and friends i highly recommend suggest you book a room here! 5 of 5 stars for the staff so friendly. This was my first visit to the south and the staff really embodies that southern hospitality. Thank you for a great stay!"

Hotel Carolina

8/10 Good

"First time I stayed at a non contact hotel. One drawback is if you're early, you can't have an early check-in. Your room and pascode are sent at 4:pm. It's an older property, but the room was comaftable enough for what I needed. Good location, for stores and restaurants. Free parking, an elevator are welcome ameneties. I would consider returning to the Hotel Carolina."

Find out more about Hilton Head Island

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Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many vacation rentals are there in Hilton Head Island?

With 986 Expedia vacation rentals, you're sure to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

What’s a vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.

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Check prices for these dates

Our top choices for Hilton Head Island vacation rentals

1. Seas the Day! Beach & Sun, with Bikes & Chairs

2. Disney's Hilton Head Island Resort

3. SeaClusion-Oceanview, Mini split AC, Beach Chairs

4. Beach Daze-Gorgeous new shower! Bikes Included

5. STUNNING ocean view! Brand new listing

6. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

7. Coastal Nest - Oceanviews! Near Coligny

8. SeaRenity! Beautiful Reno! King bed! w/Bikes

9. Beachfront Condo w/ Pool Access in Hilton Head!

10. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

11. Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

12. Marriott's Grande Ocean

13. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

14. Beachfront Condo w/ Pool Access in Hilton Head!

15. Good Times and Tan Lines!-Central air, free bikes!

16. Coastal Getaway: Oceanview Condo in Hilton Head

17. Just Beachy! Absolute top notch design, Oceanviews

18. OceanEscape – Steps to the Beach

19. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

20. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Sonesta Resort Hilton Head Island

Players Club Resort

Spark By Hilton Hilton Head Island

Hotel Carolina

Doubletree by Hilton Hilton Head Island

Hilton Garden Inn Hilton Head

Coral Sands Resorts by Palmera

Find out more about Hilton Head Island

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