Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

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

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
Walk to Bars & Shops: Resort Condo in 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

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 AU$434
includes taxes & fees
20 Apr - 21 Apr
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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, (147 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 AU$593
includes taxes & fees
19 Apr - 20 Apr
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)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is AU$644
includes taxes & fees
20 Apr - 21 Apr
Old Town + Modern 4 BR + Fire Pit + EV Charger

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 AU$594
includes taxes & fees
25 Apr - 26 Apr
Marriott's Harbour Club

2BD/2BATH Villa! Near Beach! HHR Building 3!

2BD/2BATH Villa! Near Beach! HHR Building 3!
Mid Island
9.4 out of 10, Exceptional, (11 reviews)
"Met all expectations "
United States
Bradley
The price is AU$527
includes taxes & fees
12 May - 13 May
2BD/2BATH Villa! Near Beach! HHR Building 3!

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 AU$1,795
includes taxes & fees
19 Apr - 20 Apr
Gated Community, Close to beach, heated pool, golf cart available to rent

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (58 reviews)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
The price is AU$779
includes taxes & fees
21 Apr - 22 Apr
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (42 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is AU$527
includes taxes & fees
22 Apr - 23 Apr
Low Country Living In Old Town Bluffton

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 AU$718
includes taxes & fees
14 May - 15 May
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
8.8 out of 10, Excellent, (11 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is AU$319
includes taxes & fees
21 Apr - 22 Apr
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

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 AU$771
includes taxes & fees
21 Apr - 22 Apr
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (23 reviews)
"Great location"
United States
Linda T.
The price is AU$555
includes taxes & fees
20 Apr - 21 Apr
Old Town + Walk to restaurant + EV Charger

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (173 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is AU$932
includes taxes & fees
30 Apr - 1 May
Marriott's Grande Ocean

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 AU$453
includes taxes & fees
20 Apr - 21 Apr
Great Panoramic Views meet Beach Modern Chic !

Come Enjoy this recently remodeled Villa

Come Enjoy this recently remodeled Villa
Mid Island
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
The price is AU$443
includes taxes & fees
19 Apr - 20 Apr
Come Enjoy this recently remodeled Villa

May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view
Mid Island
9.8 out of 10, Exceptional, (146 reviews)
"Really enjoyed the covered deck overlooking the lagoon, with the golf course also in view."
United States
Michael H.
May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy walk to the beach, clean and extra thoughtful host! "
United States
Alysha H.
The price is AU$425
includes taxes & fees
21 Apr - 22 Apr
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (130 reviews)
"Great location, very quiet and private street. Extremely pet friendly. We had an issue with the furnace but the host quickly took immediate action on getting a repair man to fix it. Our suggestions would be to fix the screen door and blinds for the sliding door and state there’s a charcoal grill instead of a gas grill. "
United States
Patti V.
The price is AU$748
includes taxes & fees
24 Apr - 25 Apr
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
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 favourite 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 depend 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 AU$459 per night. Entering your travel dates in the search wizard might find you 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.