Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
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$926
includes taxes & fees
31 Mar - 1 Apr
Marriott's Harbour Club

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (196 reviews)
"Very clean room and resort "
United States
Larisa
The price is NZ$978
includes taxes & fees
11 Apr - 12 Apr
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

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
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$3,385
includes taxes & fees
29 Apr - 30 Apr
Montage Palmetto Bluff Residences

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is NZ$731
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Waterside by Spinnaker Resorts

Waterside by Spinnaker Resorts
3.0 star property
South End
8.8 out of 10, Excellent, (96 reviews)
"Waling distance to shops, restaurants and beach. Great rooms, super spacious. Clean comfortable beds and furniture. Pools were top notch!"
United States
Christopher
Waterside by Spinnaker Resorts

66 Fairway Lane at The Sea Pines Resort

66 Fairway Lane at The Sea Pines Resort
3.0 star property
Sea Pines
66 Fairway Lane at The Sea Pines Resort

Royal Dunes Resort

Royal Dunes Resort
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (181 reviews)
"I would definitely stay here again. The condos have 2 master suites which was very nice for two couples vacationing. It was conveniently located and usually just took us about 10 minutes to drive to wherever we were going."
United States
Diana
Royal Dunes Resort

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (172 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$1,261
includes taxes & fees
4 Apr - 5 Apr
Marriott's Grande Ocean

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
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$741
includes taxes & fees
11 Apr - 12 Apr
Marriott's Heritage Club

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
The price is NZ$895
includes taxes & fees
2 Apr - 3 Apr
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

2634 Calibogue Club at The Sea Pines Resort

2634 Calibogue Club at The Sea Pines Resort
4.0 star property
Sea Pines
2634 Calibogue Club at The Sea Pines Resort

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (150 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$549
includes taxes & fees
11 Apr - 12 Apr
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

852 Ketch Court at The Sea Pines Resort

852 Ketch Court at The Sea Pines Resort
3.0 star property
Sea Pines
852 Ketch Court at The Sea Pines Resort

6964 Fairway One at The Sea Pines Resort

6964 Fairway One at The Sea Pines Resort
4.0 star property
Sea Pines
6964 Fairway One at The Sea Pines Resort

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (248 reviews)
"Beautiful property "
United States
Charlotte
The price is NZ$948
includes taxes & fees
20 Apr - 21 Apr
Marriott's Barony Beach Club

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
The price is NZ$1,261
includes taxes & fees
6 Apr - 7 Apr
Marriott's Monarch at Sea Pines

Resort Amenities & Beach Access: Hilton Head Condo

Resort Amenities & Beach Access: Hilton Head Condo
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"The location of this unit is the absolute best in the complex. Watching the sun rise over the ocean while sipping coffee from the balcony was priceless. It was a quick walk to the boardwalk to get to the ocean, and the heated outdoor pool is in this building. The indoor pool, workout area, and hot tub were a quick walk down a couple buildings, but very easy to get to. The unit had a fully stocked kitchen. I highly recommend staying here and hope to return some day. "
United States
Ashley
Resort Amenities & Beach Access: Hilton Head Condo

Walk to Beach: Coligny Gem w/ Community Perks!

Walk to Beach: Coligny Gem w/ Community Perks!
3.5 star property
South End
Walk to Beach: Coligny Gem w/ Community Perks!

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
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$479
includes taxes & fees
31 Mar - 1 Apr
'wright by the Beach': Hilton Head Condo w/ Perks
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$543 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?

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 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.