Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

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$862
includes taxes & fees
14 May - 15 May
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (130 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
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, (57 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$531
includes taxes & fees
20 May - 21 May
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (174 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$1,218
includes taxes & fees
19 May - 20 May
Marriott's Grande Ocean

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$579
includes taxes & fees
16 May - 17 May
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$627
includes taxes & fees
3 June - 4 June
Low Country Living In Old Town Bluffton

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$640
includes taxes & fees
21 May - 22 May
Marriott's Heritage Club

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (24 reviews)
"Great location"
United States
Linda T.
The price is NZ$588
includes taxes & fees
14 May - 15 May
Old Town + Walk to restaurant + EV Charger

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
9.8 out of 10, Exceptional, (166 reviews)
"Very welcoming and a perfect place for a long weekend. "
United States
Joshua M.
The price is NZ$496
includes taxes & fees
14 May - 15 May
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

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$797
includes taxes & fees
17 May - 18 May
Old Town + Modern 4 BR + Fire Pit + EV Charger

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront & Across from Coligny-Walk Everywhere!

Oceanfront & Across from Coligny-Walk Everywhere!
South End
9.8 out of 10, Exceptional, (133 reviews)
"We had a really nice stay! Great location "
United States
Stefanie
The price is NZ$695
includes taxes & fees
15 May - 16 May
Oceanfront & Across from Coligny-Walk Everywhere!

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (80 reviews)
"Nice place. The Master bedroom was a bit too small. "
United States
William H.
The price is NZ$543
includes taxes & fees
14 May - 15 May
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

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, (151 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$514
includes taxes & fees
19 May - 20 May
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

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, (148 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$724
includes taxes & fees
14 May - 15 May
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!

Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!
South End
10.0 out of 10, Exceptional, (166 reviews)
"Cathy was very welcoming, provided snacks and champagne for our stay. Great communicator. The view was the best in the resort! Very relaxing stay. "
United States
Tammy K.
Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!

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$714
includes taxes & fees
21 May - 22 May
Marriott's Harbour Club

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (26 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is NZ$616
includes taxes & fees
20 May - 21 May
Bluffton Retreat, Pet Friendly

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (67 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is NZ$444
includes taxes & fees
25 May - 26 May
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (92 reviews)
"Great location!"
United States
Jessica G.
The price is NZ$637
includes taxes & fees
18 May - 19 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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$514 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 Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub and Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown.

How many holiday rentals are there in Hilton Head Island?

With 958 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.