Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Spacious 3BR Hilton Head Getaway + Pool Access

Spacious 3BR Hilton Head Getaway + Pool Access
2.0 star property
Mid Island
The price is NZ$475
includes taxes & fees
17 Feb - 18 Feb
Spacious 3BR Hilton Head Getaway + Pool Access

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (191 reviews)
"Great room and courteous staff"
United States
Brian
The price is NZ$435
includes taxes & fees
23 Feb - 24 Feb
Marriott's SurfWatch

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

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, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$474
includes taxes & fees
17 Feb - 18 Feb
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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 reviews)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61 reviews)
"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$537
includes taxes & fees
28 Feb - 1 Mar
Marriott's Harbour Club

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (57 reviews)
"Overall wonderful. Would stay again."
United States
kathie g.
The price is NZ$417
includes taxes & fees
17 Feb - 18 Feb
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.2 out of 10, Wonderful, (26 reviews)
"The owners really communicated well throughout the process, got us our instructions early and followed up throughout the process. Great house, great location!"
United States
Michael I.
The price is NZ$837
includes taxes & fees
22 Feb - 23 Feb
Old Town + Modern 4 BR + Fire Pit + EV Charger

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (146 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
The price is NZ$557
includes taxes & fees
17 Feb - 18 Feb
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (151 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
The price is NZ$408
includes taxes & fees
17 Feb - 18 Feb
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Renovated 2BR Hilton Head Home Walk to Shops

Renovated 2BR Hilton Head Home Walk to Shops
2.0 star property
Mid Island
The price is NZ$603
includes taxes & fees
17 Feb - 18 Feb
Renovated 2BR Hilton Head Home Walk to Shops

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (245 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NZ$421
includes taxes & fees
22 Feb - 23 Feb
Marriott's Barony Beach Club

Come Enjoy this recently remodeled Villa

Come Enjoy this recently remodeled Villa
Mid Island
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
The price is NZ$518
includes taxes & fees
17 Feb - 18 Feb
Come Enjoy this recently remodeled Villa

Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!
South End
9.6 out of 10, Exceptional, (39 reviews)
"Great place. Worked perfectly for our needs-access to the beach, close to cocktails, dining and shopping."
United States
Timothy H.
Salty Sand-Close to the pool, steps to the beach!

House with a view/sleep upto 6 Guest, pets welcome

House with a view/sleep upto 6 Guest, pets welcome
Bluffton
9.4 out of 10, Exceptional, (14 reviews)
"Excellent location. The house was roomy and clean. And best of all pet friendly. We’ll be back. "
United States
Deborah C.
The price is NZ$676
includes taxes & fees
19 Feb - 20 Feb
House with a view/sleep upto 6 Guest, pets welcome

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (56 reviews)
"Great family vacation & good location. "
United States
Brandi K.
The price is NZ$423
includes taxes & fees
17 Feb - 18 Feb
Great Panoramic Views meet Beach Modern Chic !

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (22 reviews)
"My wife and I went on our 3 year anniversary with our 6 month old son. We loved it! We walked the area a good bit. Some great food and shopping around. The condo was very clean and in a great location. We will definitely be back!"
United States
Blake
The price is NZ$415
includes taxes & fees
17 Feb - 18 Feb
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
South End
9.8 out of 10, Exceptional, (28 reviews)
"Very nice place and pool was awesome "
United States
Jack
The price is NZ$707
includes taxes & fees
17 Feb - 18 Feb
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (19 reviews)
"Enjoyed our weekend away, especially the ability to travel with our dogs. Great location and nice dog friendly rental with everything we needed. Wonderful host as well. "
United States
Nancy H.
The price is NZ$668
includes taxes & fees
17 Feb - 18 Feb
New Cottage: 4th row & fully fenced back yard!

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 reviews)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
The price is NZ$665
includes taxes & fees
19 Feb - 20 Feb
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
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$421 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 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 holiday rentals that Hilton Head Island has to offer?

RESTFUL RETREAT!: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Hilton Head Island are Beach. View. Suite. 1 br. 1 ba. Sleeps 5 and Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna.

How many holiday rentals are there in Hilton Head Island?

With 1056 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 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.