Holiday Rentals in Hilton Head Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Hilton Head Island

Aparthotel in South End

3.5 star property
9.4 out of 10, Exceptional, (868)
"Favorite place to stay when in Hilton Head. Convenient to everything we enjoy."
United States
Ledane
Coral Sands Resorts by Palmera

Condo resort in Mid Island

3.5 star property
9.6 out of 10, Exceptional, (240)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is €178
includes taxes & fees
30 Nov - 1 Dec
Marriott's Barony Beach Club

Aparthotel in Mid Island

3.0 star property
9.4 out of 10, Exceptional, (325)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera

Holiday Home in Mid Island

10.0 out of 10, Exceptional, (35)
"Great location and the property was first class."
United States
D B.
Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Condo resort in South End

3.5 star property
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is €209
includes taxes & fees
30 Nov - 1 Dec
Marriott's Grande Ocean

Condo in Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is €201
includes taxes & fees
1 Dec - 2 Dec
Marriott's Monarch at Sea Pines

Aparthotel in South End

4.0 star property
8.0 out of 10, Very good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
The price is €142
includes taxes & fees
5 Dec - 6 Dec
Players Club Resort

Holiday Home in Sea Pines

3.5 star property
9.0 out of 10, Wonderful, (60)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is €151
includes taxes & fees
10 Dec - 11 Dec
Marriott's Harbour Club

Condo in South End

3.5 star property
9.6 out of 10, Exceptional, (4)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
United States
Warren
Ocean Walk by VTrips

Holiday Home in Mid Island

9.8 out of 10, Exceptional, (174)
"Perfect amount if space and amenities! Beautiful hardwood floors and lots of beach equipment. Private pool!!!"
United States
maggi c.
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Holiday Home in Sea Pines

9.8 out of 10, Exceptional, (76)
"Property was great for a large family gathering. Lots of seating, well stocked kitchen, beautiful screened in porch, and close proximity to Harbor Town"
United States
Shelley S.
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Holiday Home in South End

9.8 out of 10, Exceptional, (109)
"Cute house! Loved that we could bring our dogs! It was a great location to beach and shops. "
United States
Michele K.
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

Condo in Mid Island

9.2 out of 10, Wonderful, (230)
"We had a nice stay, it was nice to be so close to the water! "
United States
April C.
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

Villa in South End

9.4 out of 10, Exceptional, (288)
"I really enjoyed the convenience of the location near the beach as well as the amenities in the unit. A perfect stay for me!"
United States
Ian C.
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

Aparthotel in North End

3.5 star property
9.6 out of 10, Exceptional, (137)
"The property was very clean and well kept."
United States
Cooky
Bluewater Resort & Marina by Spinnaker Resorts

Holiday Home in South End

9.0 out of 10, Wonderful, (80)
"Great place to stay."
United States
Jeff R.
1 minute to the Beach-New flooring-updated decor and pool area-FREE Pool Heat!

Holiday Home in South End

9.4 out of 10, Exceptional, (39)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place to stay for a large family gathering, plenty of space. Having 2 refrig. On the main floor and another upstairs we so helpful. The property was clean and as described. Elevator wasn’t working so taking luggage upstairs was the...
United States
Terri M.
Charming oceanfront home with brand new renovations and private pool & spa

Condo in Mid Island

3.5 star property
8.2 out of 10, Very good, (35)
"Liked everything "
United States
mike
Hilton Head Island Beach and Tennis Resort

Holiday Home in South End

9.8 out of 10, Exceptional, (198)
"We love this spot - clean - private - updated - very peaceful "
United States
Dayna C.
Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views

Holiday Home in South End

9.4 out of 10, Exceptional, (62)
"Absolutely Beautiful Huge Home!! Close to the Beach!!! "
United States
Mary Kelly F.
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hilton Head Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hilton Head Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as €142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hilton Head Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hilton Head Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hilton Head Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Adventure Cove, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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 holiday rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Hilton Head Island include Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!! and Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!.

How many holiday rentals are there in Hilton Head Island?

With 893 Expedia holiday rentals, you're guaranteed 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.