Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is NZ$720
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
Mid Island
The price is NZ$717
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

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

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$700
includes taxes & fees
27 Mar - 28 Mar
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"The home and the amenities were perfect for our needs. Would highly recommend."
United States
Sean F.
The price is NZ$1,728
includes taxes & fees
22 Apr - 23 Apr
Old Town + Modern 4 BR + Fire Pit + EV Charger

Gated Community, Close to beach, heated pool, golf cart available

Gated Community, Close to beach, heated pool, golf cart available
Mid Island
9.8 out of 10, Exceptional, (87 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is NZ$2,159
includes taxes & fees
29 Mar - 30 Mar
Gated Community, Close to beach, heated pool, golf cart available

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$502
includes taxes & fees
20 Apr - 21 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.0 out of 10, Wonderful, (10 reviews)
"Had a great time- the place is exactly as advertised and the owner was extremely helpful and available if we had any questions. Loved our stay!"
United States
Christy T.
Coastal Nest - Oceanviews! Near Coligny

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (108 reviews)
"Our stay was perfect!"
United States
Cathy R.
Elegance at the beach -Ocean View Villa, Gorgeous!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (56 reviews)
"The condo was clean and nicely decorated. The kitchen was well equipped. Great location - just a few minutes walk to the beach. "
United States
Ellen
The price is NZ$571
includes taxes & fees
1 Apr - 2 Apr
Beachy chic, steps from the beach!

'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$477
includes taxes & fees
13 Apr - 14 Apr
'wright by the Beach': Hilton Head Condo w/ Perks

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$933
includes taxes & fees
20 Apr - 21 Apr
Marriott's Barony Beach Club

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (65 reviews)
"Great location!"
United States
Patricia D.
The price is NZ$646
includes taxes & fees
29 Mar - 30 Mar
Direct Ocean Front First Floor 1BR/1Bath Condo

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"It was a nice place to stay at. There was a hiccup with the cleaning but the owner was very apologetic - made it right so all good. "
United States
Shelly N.
The price is NZ$870
includes taxes & fees
27 Mar - 28 Mar
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Mid Island
9.6 out of 10, Exceptional, (103 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
The price is NZ$620
includes taxes & fees
7 Apr - 8 Apr
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!
South End
10.0 out of 10, Exceptional, (28 reviews)
"We enjoyed our short trip to the beach! Beautiful place, incredible location, thoughtful hosts! Would stay again!"
United States
Kirsten C.
The price is NZ$859
includes taxes & fees
1 Apr - 2 Apr
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger

Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger
Mid Island
10.0 out of 10, Exceptional, (58 reviews)
"It was the perfect place to hang out and location for our soccer games "
United States
Kevin B.
The price is NZ$3,880
includes taxes & fees
30 Mar - 31 Mar
Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger

Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!
South End
10.0 out of 10, Exceptional, (4 reviews)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$584
includes taxes & fees
1 Apr - 2 Apr
Cozy 2-bedroom villa close to Coligny!

Subtropical Stunner-King bed & bikes! Central Air!

Subtropical Stunner-King bed & bikes! Central Air!
South End
9.8 out of 10, Exceptional, (55 reviews)
"Great place"
United States
Diane J.
Subtropical Stunner-King bed & bikes! Central Air!

Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat
South End
10.0 out of 10, Exceptional, (191 reviews)
"Wonderful stay. Clean and comfortable. Kendall was responsive and helpful. The beach is beautiful. Thank you!"
United States
Sarah R.
Barefoot Bungalow! Ocean View Couple’s Retreat
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.