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!

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

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (63 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
The price is NZ$442
includes taxes & fees
12 Apr - 13 Apr
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, (84 reviews)
"Great location!"
United States
Jessica G.
The price is NZ$690
includes taxes & fees
3 May - 4 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
9.8 out of 10, Exceptional, (93 reviews)
"Communication was very timely and the rental was very well cared for and clean."
United States
Paul C.
Reel Paradise-Beautiful escape! Bikes & Chairs

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (80 reviews)
"Beautiful home, pet friendly. Owner is super nice and accommodating. Home was used for my 50th birthday. Family came to visit from out of town. Everyone had a great time. House is located in a great area. Close to restaurants, grocery stores and beach. "
United States
Jessica R.
The price is NZ$1,338
includes taxes & fees
12 Apr - 13 Apr
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

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$737
includes taxes & fees
13 Apr - 14 Apr
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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$505
includes taxes & fees
12 Apr - 13 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!

Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!
South End
8.6 out of 10, Excellent, (27 reviews)
"My family and I had a nice stay. "
United States
Jim M.
The price is NZ$685
includes taxes & fees
14 Apr - 15 Apr
Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!

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$802
includes taxes & fees
22 Apr - 23 Apr
Old Town + Modern 4 BR + Fire Pit + EV Charger

'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$470
includes taxes & fees
13 Apr - 14 Apr
'wright by the Beach': Hilton Head Condo w/ Perks

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$855
includes taxes & fees
13 Apr - 14 Apr
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

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$639
includes taxes & fees
23 Apr - 24 Apr
Marriott's Harbour Club

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

Gated Community, Close to beach, heated pool, golf cart available to rent
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$2,203
includes taxes & fees
13 Apr - 14 Apr
Gated Community, Close to beach, heated pool, golf cart available to rent

SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes
South End
9.6 out of 10, Exceptional, (115 reviews)
"Had a wonderful stay, great little condo on the beach"
United States
Jamie S.
The price is NZ$489
includes taxes & fees
14 Apr - 15 Apr
SeaRenity! Beautiful Reno! King bed! w/Bikes

Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!

Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!
Mid Island
10.0 out of 10, Exceptional, (68 reviews)
"Very clean and beautiful property. The views are wonderful and the entire community is worth visiting. "
United States
Victoria Q.
Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!

Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (110 reviews)
"5 stars in all areas! Great place to bring the family."
United States
Dani D.
The price is NZ$897
includes taxes & fees
12 Apr - 13 Apr
Luxury Penthouse near Beach, Tiki Hut, Coligny

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (107 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$528
includes taxes & fees
19 Apr - 20 Apr
OCEAN VIEW - TOP FLOOR

Coastal Cove Villa

Coastal Cove Villa
South End
9.6 out of 10, Exceptional, (5 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$553
includes taxes & fees
13 Apr - 14 Apr
Coastal Cove Villa

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (58 reviews)
"Great family vacation & good location. "
United States
Brandi K.
The price is NZ$542
includes taxes & fees
12 Apr - 13 Apr
Great Panoramic Views meet Beach Modern Chic !
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$539 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 935 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 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.