Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (243)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NZ$355
includes taxes & fees
26 Jan - 27 Jan
Marriott's Barony Beach Club

Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
Mid Island
8.0 out of 10, Very good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is NZ$540
includes taxes & fees
4 Jan - 5 Jan
Beach Getaway 2BR w/ Pool + Modern Comforts

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61)
"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 NZ$390
includes taxes & fees
3 Jan - 4 Jan
Marriott's Harbour Club

Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!
2.0 star property
South End
10.0 out of 10, Exceptional, (4)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$490
includes taxes & fees
6 Jan - 7 Jan
Cozy 2-bedroom villa close to Coligny!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
2.0 star property
South End
9.4 out of 10, Exceptional, (3)
"The unit was comfortable, clean and quiet and just as portrayed in the listing. I will definitely intend to book again in the future."
United States
Howard B.
The price is NZ$397
includes taxes & fees
5 Jan - 6 Jan
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!

Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort

Mermaid Cove Oceanview @ Coligny

Mermaid Cove Oceanview @ Coligny
3.0 star property
South End
10.0 out of 10, Exceptional, (6)
"Room was great, location to beach was convenient, pool was nice, early access time was perfect, parking was reasonable, price was comparable! We would definately stay again. The only issue was the indoor hallway had a urine smell which was off putting and elevator was a little scary."
Canada
Kerry S.
The price is NZ$441
includes taxes & fees
3 Jan - 4 Jan
Mermaid Cove Oceanview @ Coligny

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (104)
"Our stay was perfect!"
United States
Cathy R.
Elegance at the beach -Ocean View Villa, Gorgeous!

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
South End
9.6 out of 10, Exceptional, (72)
"Very nice! Great location "
United States
MaryAnn S.
The price is NZ$485
includes taxes & fees
4 Jan - 5 Jan
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access

SHOREthing! Beachside retreat w/ Bikes, Chairs

SHOREthing! Beachside retreat w/ Bikes, Chairs
South End
9.4 out of 10, Exceptional, (44)
"Good property, love the location"
United States
Josh K.
The price is NZ$441
includes taxes & fees
3 Jan - 4 Jan
SHOREthing! Beachside retreat w/ Bikes, Chairs

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (164)
"Great room and amenities. Unfortunately, we had a poor experience with the front desk at checkout. Took 5 stars directly to 3 . "
United States
Patrick
The price is NZ$403
includes taxes & fees
26 Jan - 27 Jan
Marriott's Grande Ocean

Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes
South End
9.8 out of 10, Exceptional, (154)
"Wonderful stay! The property was clean and beach access was great!"
United States
Charlotte T.
The price is NZ$424
includes taxes & fees
3 Jan - 4 Jan
Flip Flop Paradise-Steps to the Sand! Free Bikes

Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (96)
"The property was great for our needs, close to the beach, restaurants and biking trails. Owners were very easy to work with and very accommodating!"
United States
Kristin
The price is NZ$441
includes taxes & fees
3 Jan - 4 Jan
Castaways King Villa on Beach, Free Bikes!

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **
Mid Island
9.6 out of 10, Exceptional, (213)
"Property was nice and clean. Instructions were detailed and everything was fantastic. The "
United States
Amber M.
The price is NZ$417
includes taxes & fees
4 Jan - 5 Jan
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is NZ$390
includes taxes & fees
3 Jan - 4 Jan
Marriott's Heritage Club

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (53)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$501
includes taxes & fees
3 Jan - 4 Jan
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (58)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
The price is NZ$674
includes taxes & fees
3 Jan - 4 Jan
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Come Enjoy this recently remodeled Villa

Come Enjoy this recently remodeled Villa
Mid Island
9.2 out of 10, Wonderful, (5)
"Everything is was excellent!!!"
United States
Cheryl S.
The price is NZ$541
includes taxes & fees
3 Jan - 4 Jan
Come Enjoy this recently remodeled Villa

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
2.0 star property
Bluffton
8.6 out of 10, Excellent, (10)
"Very clean place and good location. Excellent communication from host. Highly recommend."
United States
WENDY O.
The price is NZ$392
includes taxes & fees
11 Jan - 12 Jan
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
9.8 out of 10, Exceptional, (83)
"Great!!"
United States
Duncan
Reel Paradise-Beautiful escape! Bikes & Chairs
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.
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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, 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 NZ$304 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 The Sandbox, 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?

Sunset Rentals | Duck Hawk 27: This highly rated holiday home rental in Hilton Head Island is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Other favourite homes for rent in Hilton Head Island are Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale and 4 Alder Lane--2nd row & steps from beach, newly renovated!.

How many holiday rentals are there in Hilton Head Island?

With 938 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 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. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.