Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

2.0 star property
The price is NZ$623
includes taxes & fees
26 Feb - 27 Feb
Hilton Head 2BR Escape w/ Pool & Sofa Bed

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (192 reviews)
"Great room and courteous staff"
United States
Brian
The price is NZ$544
includes taxes & fees
3 Mar - 4 Mar
Marriott's SurfWatch

Condo resort in Sea Pines

Marriott's Harbour Club
3.5 star property
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$544
includes taxes & fees
3 Mar - 4 Mar
Marriott's Harbour Club

Holiday Home in Mid Island

Disney's Hilton Head Island Resort
3.5 star property
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
3.5 star property
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
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$476
includes taxes & fees
26 Feb - 27 Feb
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
9.6 out of 10, Exceptional, (58 reviews)
"Overall wonderful. Would stay again."
United States
kathie g.
The price is NZ$417
includes taxes & fees
26 Feb - 27 Feb
SeaClusion-Oceanview, Mini split AC, Beach Chairs
9.4 out of 10, Exceptional, (132 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
The price is NZ$491
includes taxes & fees
3 Mar - 4 Mar
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy walk to the beach, clean and extra thoughtful host! "
United States
Alysha H.
The price is NZ$461
includes taxes & fees
2 Mar - 3 Mar
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
9.4 out of 10, Exceptional, (54 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveller
The price is NZ$479
includes taxes & fees
2 Mar - 3 Mar
Beachy chic, steps from the beach!
2.0 star property
The price is NZ$627
includes taxes & fees
26 Feb - 27 Feb
Renovated 2BR Hilton Head Home Walk to Shops

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (169 reviews)
"Great hotel"
United States
WOOJIN
The price is NZ$681
includes taxes & fees
26 Feb - 27 Feb
Marriott's Grande Ocean
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$559
includes taxes & fees
26 Feb - 27 Feb
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
10.0 out of 10, Exceptional, (7 reviews)
"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$417
includes taxes & fees
26 Feb - 27 Feb
Mermaid Cove Oceanview @ Coligny
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.
The price is NZ$419
includes taxes & fees
26 Feb - 27 Feb
Salty Sand-Close to the pool, steps to the beach!
9.6 out of 10, Exceptional, (151 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
The price is NZ$500
includes taxes & fees
12 Mar - 13 Mar
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
8.8 out of 10, Excellent, (56 reviews)
"Great family vacation & good location. "
United States
Brandi K.
The price is NZ$504
includes taxes & fees
5 Mar - 6 Mar
Great Panoramic Views meet Beach Modern Chic !
10.0 out of 10, Exceptional, (77 reviews)
"Great stay"
United States
jeremy h.
The price is NZ$593
includes taxes & fees
26 Feb - 27 Feb
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
9.4 out of 10, Exceptional, (23 reviews)
"Would definitely stay there again "
United States
Matilda F.
Cute Condo close to Coligny Beach

Holiday Home in Old Town Bluffton

Old Town + Modern 4 BR + Fire Pit + EV Charger
9.2 out of 10, Wonderful, (27 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$782
includes taxes & fees
26 Feb - 27 Feb
Old Town + Modern 4 BR + Fire Pit + EV Charger
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$533 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 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?

Stunning oceanfront home with pool, private boardwalk, decks, & elevator: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 6 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 $1M Water View - Completely renovated Sea Pines Gem and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 1066 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.