A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (199 reviews)
"Great resort, great room "
United States
Crista
The price is NZ$1,517
includes taxes & fees
25 July - 26 July
Marriott's SurfWatch

Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.4 out of 10, Very good, (5 reviews)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
The price is NZ$549
includes taxes & fees
5 Aug - 6 Aug
Hilton Head Condo: Beach Supplies, Walk to Shore!

Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (86 reviews)
"Great location; carriage house was very nice! Offered everything we needed, very comfortable. Would definitely stay here again; highly recommend! "
United States
Anita
The price is NZ$486
includes taxes & fees
14 July - 15 July
Carriage House within 5 minute walk of Old Town Bluffton

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is NZ$754
includes taxes & fees
20 July - 21 July
Marriott's Harbour Club

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (8 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
The price is NZ$403
includes taxes & fees
14 July - 15 July
C & N Lodging, Bluffton, SC

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.8 out of 10, Exceptional, (33 reviews)
"Yes all in all it was a great stay close to everything had a very nice time."
United States
Thomas F.
The price is NZ$475
includes taxes & fees
20 July - 21 July
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Salty Shores! -Incredible ocean views

Salty Shores! -Incredible ocean views
South End
9.6 out of 10, Exceptional, (28 reviews)
"Perfect condo for two. Nice view of the ocean. Easy walk to the beach. Felt very safe. Shops, Dining all within a short distance."
United States
Kelly
Salty Shores! -Incredible ocean views

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (92 reviews)
"Great condo, location, beach. "
United States
Steven S.
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

Steps to the beach! Newly Remodeled! New furniture. Avail

Steps to the beach! Newly Remodeled! New furniture. Avail
Mid Island
9.6 out of 10, Exceptional, (112 reviews)
"Great location, great host, perfect space! Everything was super close and convenient. Would highly recommend"
United States
Jannyn
The price is NZ$680
includes taxes & fees
11 Aug - 12 Aug
Steps to the beach! Newly Remodeled! New furniture. Avail

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse
Sea Pines
9.4 out of 10, Exceptional, (211 reviews)
"The condo fulfilled our needs."
United States
susan a.
Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (175 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$2,031
includes taxes & fees
15 July - 16 July
Marriott's Grande Ocean

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is NZ$753
includes taxes & fees
2 Aug - 3 Aug
Pool Time & Island Vibes! Hilton Head Getaway

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, (83 reviews)
"Nice view from balcony, property was very clean. "
United States
Arnas C.
The price is NZ$633
includes taxes & fees
14 July - 15 July
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (114 reviews)
"Great stay!"
United States
Michael Z.
The price is NZ$563
includes taxes & fees
15 July - 16 July
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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, (61 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$587
includes taxes & fees
11 Aug - 12 Aug
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
10.0 out of 10, Exceptional, (132 reviews)
"Host was quick to reply to our questions, also kept us informed of the construction activity on the beach."
United States
Darwin K.
The price is NZ$502
includes taxes & fees
19 July - 20 July
Sunset Dunes Direct Beach Access

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
South End
9.0 out of 10, Wonderful, (78 reviews)
"Great time, would stay again"
United States
Anonymous traveller
Walk to Bars & Shops: Resort Condo in Hilton Head!

Beachfront Resort Villa steps from the beach w/2 pools, pickle ball, bike rental

Beachfront Resort Villa steps from the beach w/2 pools, pickle ball, bike rental
Mid Island
9.8 out of 10, Exceptional, (34 reviews)
"Great place pool and beach right there "
United States
Paul H.
Beachfront Resort Villa steps from the beach w/2 pools, pickle ball, bike rental

Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, Exceptional, (152 reviews)
"We enjoyed the beautiful ocean view! The villa was very accommodating and had everything we needed. Our host/hostess was very quick to respond to any questions that we had. We look forward to staying here again soon!"
United States
Connie Q.
The price is NZ$492
includes taxes & fees
21 July - 22 July
Stunning Oceanview Luxury Remodel, Bikes Included!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (64 reviews)
"Great location, short walk to beach and pool. "
United States
Amy H.
The price is NZ$644
includes taxes & fees
11 Aug - 12 Aug
Beachy chic, steps from the beach!
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$1,010 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. 

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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, 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?

3 Bald Eagle Immaculate Sea Pines Home: 6 Bedrooms, Pool, Brand New: This highly rated holiday home rental in Hilton Head Island offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. Other favourite homes for rent in Hilton Head Island are Fabulous 3-Bdrm Beach Home, Short Walk from Beach with Beautiful Golf Views and Beautiful Palmetto Dunes Vacation Home with Private Pool & Outdoor Living, 5 Min To Beach.

How many holiday rentals are there in Hilton Head Island?

With 994 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 Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Tybee Island Beach and Marine Corps Recruit Depot Parris Island are other popular places to visit in the area.

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.