Beginning of main content

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Holiday Rentals in Hilton Head

Estimated price for 1 night/2 adults

Coral Sands Resorts by Palmera
Coral Sands Resorts by Palmera
3.5 out of 5.0 66 Pope Avenue, Hilton Head Island, SC
4.6/5 (121 reviews)

We stayed in the new property. Resort is convenient to the beach, great dining and Coligny Plaza. Would definitely come back here.

Reviewed on 20 Jul. 2019
This family-friendly Hilton Head Island condo resort is located near the beach, within a 10-minute walk of Coligny Plaza and Sea Pines Forest Preserve. The Sandbox ...
Island Links Resort by Palmera
Island Links Resort by Palmera
3.0 out of 5.0 1 Coggins Point Road, Hilton Head Island, SC
4.5/5 (52 reviews)

We arrived after hours and they had everything we needed in a lock safe with easy to follow instructions. The room was amazing as well! Would definitely stay again!

Reviewed on 19 Jul. 2019
Situated in Hilton Head Island, this golf condo resort is within a 15-minute walk of Port Royal Golf Club and Adventure Cove. Barony Course at Port Royal Golf ...
Marriott's Barony Beach Club
Marriott's Barony Beach Club
3.5 out of 5.0 5 Grasslawn Ave, Hilton Head Island, SC
NZ$865
4.8/5 (114 reviews)

Great location, steps away from beach or pool. Rooms had kitchens so you could cook own meals.

Reviewed on 23 Jun. 2019
With direct access to the beach, this Hilton Head Island condo resort is within a 5-minute walk of Barony Course at Port Royal Golf Club, Bradley Beach, and ...
Ocean Palms Villas at Port Royal Resort
Ocean Palms Villas at Port Royal Resort
3.5 out of 5.0 14 Wimbledon Ct, Hilton Head Island, SC
NZ$444
4.2/5 (42 reviews)

Having access to the Westin amenities was great. However the Westin did close the gym in the middle of the day for a few days for refurbish

Reviewed on 2 Jun. 2019
Situated by the ocean, this spa condo building is within a 10-minute walk of Bradley Beach and Folly Field Beach Park. Barony Course at Port Royal Golf Club ...
Coral Reef Resort
Coral Reef Resort
3.0 out of 5.0 12 Valencia Road, Hilton Head Island, SC
4.8/5 (24 reviews)

Convenient, Clean, Air down stairs no working properly but. fixed it that day!!!

Reviewed on 31 May 2019
Situated in Hilton Head Island, this golf condo resort is within 1 mi (2 km) of Coligny Theater and Sea Pines Forest Preserve. Coligny Plaza and Van Der Meer ...
Waterside Resort by Spinnaker Resorts
Waterside Resort by Spinnaker Resorts
3.0 out of 5.0 45 Waterside Drive, Hilton Head Island, SC
4.3/5 (60 reviews)

Pretty good trip our family enjoyed the accommodations. One major complaint you guys need to do better with the WiFi.

Reviewed on 20 Aug. 2018
Situated near the airport, this condo building is within a 15-minute walk of Coligny Theater and Sea Pines Forest Preserve. Coligny Plaza and The Sandbox are ...
Royal Dunes
Royal Dunes
3.5 out of 5.0 8 Wimbledon Ct, Hilton Head Island, SC
4.5/5 (46 reviews)

Property was close to the beach, well kept, and had a pool. The staff were knowledgeable and helpful.

Reviewed on 19 Jul. 2019
Situated by the ocean, this condo building is within a 5-minute walk of Bradley Beach and Barony Course at Port Royal Golf Club. Folly Field Beach Park and Port ...
Bluewater Resort & Marina by Spinnaker Resorts
Bluewater Resort & Marina by Spinnaker Resorts
3.5 out of 5.0 10 Bluewater Marina Drive, Hilton Head Island, SC
4.8/5 (100 reviews)

Beautiful two bedroom unit, pool area was wonderful and fitness area had nice equipment. The grounds were fantastic. Would have been nice to have a smart tv in the living area so you can use your own Netflix account

Reviewed on 10 May 2019
This family-friendly Hilton Head Island condo resort is located on the waterfront, 1.9 mi (3 km) from Coastal Discovery Museum, and within 6 mi (10 km) of Adventure ...
Evian 166 - Two Bedroom Condo
Evian 166 - Two Bedroom Condo
3.5 out of 5.0 70 Shipyard Drive, Hilton Head Island, SC
Situated in Hilton Head Island, this golf vacation home is 0.4 mi (0.7 km) from Van Der Meer Tennis Academy and 2 mi (3.3 km) from Sea Pines Forest Preserve. ...
Map

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hilton Head holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hilton Head. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hilton Head. Seeing all the best attractions is bound to make you fall in love with Hilton Head. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hilton Head short-term rentals, that won’t be hard to do.

Other types of properties in Hilton Head you may be interested in

Estimated price for 1 night/2 adults

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

130 Shipyard Drive, Hilton Head Island, SC
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Sonesta Resort Hilton Head IslandNZ$343

11 Aug - 12 Aug

Sonesta Resort Hilton Head IslandNZ$343
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

23 Ocean Lane, Hilton Head Island, SC
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Omni Hilton Head Oceanfront ResortNZ$353

18 Aug - 19 Aug

Omni Hilton Head Oceanfront ResortNZ$353