Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

3.5 star property
The price is NZ$717
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (248 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is NZ$926
includes taxes & fees
31 Mar - 1 Apr
Marriott's Barony Beach 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

Condo resort in Sea Pines

Marriott's Harbour Club
3.5 star property
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is NZ$660
includes taxes & fees
27 Mar - 28 Mar
Marriott's Harbour Club
2.0 star property
The price is NZ$724
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Holiday Home in Palmetto Bluff

Montage Palmetto Bluff Residences
5.0 star property
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is NZ$3,354
includes taxes & fees
19 Apr - 20 Apr
Montage Palmetto Bluff Residences

Condo resort in Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is NZ$990
includes taxes & fees
25 Mar - 26 Mar
Marriott's Monarch at Sea Pines
3.0 star property
The price is NZ$740
includes taxes & fees
16 Apr - 17 Apr
Updated Hilton Head Condo: Balcony, Walk to Beach
3.5 star property
9.2 out of 10, Wonderful, (150 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$546
includes taxes & fees
11 Apr - 12 Apr
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is NZ$929
includes taxes & fees
26 Mar - 27 Mar
Marriott's SurfWatch

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (171 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$1,078
includes taxes & fees
28 Mar - 29 Mar
Marriott's Grande Ocean
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
The price is NZ$476
includes taxes & fees
13 Apr - 14 Apr
'wright by the Beach': Hilton Head Condo w/ Perks

Condo resort in Sea Pines

Marriott's Heritage Club
3.5 star property
9.4 out of 10, Exceptional, (67 reviews)
"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$736
includes taxes & fees
31 Mar - 1 Apr
Marriott's Heritage Club

Apartment in Historic Downtown Savannah

Newly Renovated 4 bed 3 bath & 2 Parking
2.0 star property
The price is NZ$1,457
includes taxes & fees
19 Apr - 20 Apr
Newly Renovated 4 bed 3 bath & 2 Parking

Apartment in Historic Downtown Savannah

The Juliette by AvantStay
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Excellent location. Within walking distance to most sites in the historic district and seldom had to use our car. Free, gated, onsite parking during the stay saved an additional $50/day. Well equipped kitchen, full sized refrigerator and ample seating appreciated."
United States
Stephen
The price is NZ$732
includes taxes & fees
23 Mar - 24 Mar
The Juliette by AvantStay

Apartment in Fripp Island

522 Sunsuite
3.0 star property
The price is NZ$578
includes taxes & fees
24 Mar - 25 Mar
522 Sunsuite

Aparthotel in South Beach

DeSoto Beach Gardens
2.5 star property
8.4 out of 10, Very good, (229 reviews)
"Cute little one bedroom. Check in person was very curt. The maintenance person was more helpful to us."
United States
Ashley
The price is NZ$334
includes taxes & fees
23 Mar - 24 Mar
DeSoto Beach Gardens

Aparthotel in Historic Downtown Savannah

The Grant by Black Swan
3.5 star property
9.2 out of 10, Wonderful, (322 reviews)
"Great place to stay! "
United States
Fernanda
The Grant by Black Swan

Aparthotel in Historic District - North

The Ann Savannah, Apartments By Marriott Bonvoy
4.0 star property
9.4 out of 10, Exceptional, (190 reviews)
"Great 4 bedroom suite. "
United States
Isune De los
The price is NZ$568
includes taxes & fees
12 Apr - 13 Apr
The Ann Savannah, Apartments By Marriott Bonvoy

Apartment in Historic Downtown Savannah

Comfortable Escape 2BR Historic Downtown
4.0 star property
9.0 out of 10, Wonderful, (10 reviews)
"Grocery store and coffee shop one block away and many sights were in walking distance. House was very clean and maintained."
United States
Matthew
The price is NZ$905
includes taxes & fees
1 Apr - 2 Apr
Comfortable Escape 2BR Historic Downtown
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$534 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 Coastal Discovery Museum, 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?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Hilton Head Island are Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 1018 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 Coastal Discovery Museum 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.