Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (65 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is NZ$451
includes taxes & fees
22 Apr - 23 Apr
SeaClusion-Oceanview, Mini split AC, Beach Chairs

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

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, (56 reviews)
"Nice condo. Easy walk to beach."
United States
A. D.
The price is NZ$498
includes taxes & fees
26 Apr - 27 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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$870
includes taxes & fees
14 May - 15 May
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (58 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$577
includes taxes & fees
22 Apr - 23 Apr
Beachy chic, steps from the beach!

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (18 reviews)
"Great road trip with my daughter! The place was perfect "
United States
Nicole H.
The price is NZ$438
includes taxes & fees
22 Apr - 23 Apr
Beach Daze-Gorgeous new shower! Bikes Included

Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, Exceptional, (44 reviews)
"The host was very helpful! The place was very clean. "
United States
cindy p.
The price is NZ$488
includes taxes & fees
22 Apr - 23 Apr
Beauty at the Beach! Oceanview King bed free bikes

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (136 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
The price is NZ$584
includes taxes & fees
26 Apr - 27 Apr
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Subtropical Stunner-King bed & bikes! Central Air!

Subtropical Stunner-King bed & bikes! Central Air!
South End
9.8 out of 10, Exceptional, (58 reviews)
"Great place"
United States
Diane J.
Subtropical Stunner-King bed & bikes! Central Air!

Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!

Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!
South End
9.8 out of 10, Exceptional, (143 reviews)
"Excellent and accommodating host! Well stocked and spacious condo. Excellent location for beach, shopping, etc. "
United States
Justin N.
The price is NZ$691
includes taxes & fees
22 Apr - 23 Apr
Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!

Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (112 reviews)
"5 stars in all areas! Great place to bring the family."
United States
Dani D.
The price is NZ$888
includes taxes & fees
22 Apr - 23 Apr
Luxury Penthouse near Beach, Tiki Hut, Coligny

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
South End
9.8 out of 10, Exceptional, (29 reviews)
"The host was so welcoming and responsive. The condo was perfect and had a chill vibe. Nearby golf at Sea Pines was exceptional. Perfectly situated for shopping, great food and the beach! "
United States
Dee B.
The price is NZ$991
includes taxes & fees
5 May - 6 May
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes
South End
9.6 out of 10, Exceptional, (116 reviews)
"Had a wonderful stay, great little condo on the beach"
United States
Jamie S.
SeaRenity! Beautiful Reno! King bed! w/Bikes

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
9.0 out of 10, Wonderful, (4 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
Oceanfront Hilton Head Island Condo w/ Pool!

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
Mid Island
10.0 out of 10, Exceptional, (208 reviews)
"Great condo for weekend stay in HHI.Owners communicated for well and super accommodating for our stay. "
United States
Brad Z.
The price is NZ$657
includes taxes & fees
22 Apr - 23 Apr
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees

2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees
Mid Island
9.8 out of 10, Exceptional, (115 reviews)
"This was a nice place to book! Close to activities, plenty of space, reasonable walk to beach. "
United States
Nikki L.
2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees

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)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is NZ$773
includes taxes & fees
23 Apr - 24 Apr
Old Town + Modern 4 BR + Fire Pit + EV Charger

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (109 reviews)
"The place was very clean, the host was kind and helpful, and the ocean view was amazing from the balcony. Would definitely stay here again. "
United States
Jackson S.
The price is NZ$522
includes taxes & fees
22 Apr - 23 Apr
OCEAN VIEW - TOP FLOOR

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$836
includes taxes & fees
26 Apr - 27 Apr
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (43 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$632
includes taxes & fees
22 Apr - 23 Apr
Low Country Living In Old Town Bluffton
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$489 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 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?

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 Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many holiday rentals are there in Hilton Head Island?

With 925 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 Coligny Theater, 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 Shipyard Golf Course and Coligny Plaza.

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.