Hilton Head Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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!

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)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$536
includes taxes & fees
20 May - 21 May
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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$755
includes taxes & fees
10 May - 11 May
Old Town + Modern 4 BR + Fire Pit + EV Charger

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
The price is NZ$748
includes taxes & fees
11 May - 12 May
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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 NZ$574
includes taxes & fees
11 May - 12 May
2BD/2BATH Villa! Near Beach! HHR Building 3!

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

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.4 out of 10, Exceptional, (6 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$387
includes taxes & fees
10 May - 11 May
C & N Lodging, Bluffton, SC

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (153 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
The price is NZ$538
includes taxes & fees
11 May - 12 May
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

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
10 May - 11 May
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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$632
includes taxes & fees
13 May - 14 May
Low Country Living In Old Town Bluffton

Beach Access: Oceanfront Hilton Head Studio

Beach Access: Oceanfront Hilton Head Studio
3.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"After a couple of bumps resolved, our stay was very good. Location is great also. We would definitely stay here again. Thanks to the owner and his hospitality crew."
United States
Marvin
The price is NZ$668
includes taxes & fees
5 June - 6 June
Beach Access: Oceanfront Hilton Head Studio

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, (81 reviews)
"Loved the location and the property. Everything was as described and we had an amazing and seamless time!"
United States
Dana F.
The price is NZ$1,295
includes taxes & fees
11 May - 12 May
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

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$758
includes taxes & fees
1 June - 2 June
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

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$713
includes taxes & fees
21 May - 22 May
Marriott's Harbour Club

Coastal Soul-Gorgeous Direct OceanFront!

Coastal Soul-Gorgeous Direct OceanFront!
South End
10.0 out of 10, Exceptional, (41 reviews)
"Room was just as advertised. Bed was comfy, beautiful view, walking distance to restaurants. Check in and out was very easy. The host was very helpful and reponses were very quick. We enjoyed out stay and would stay again."
United States
Angela S.
The price is NZ$773
includes taxes & fees
13 May - 14 May
Coastal Soul-Gorgeous Direct OceanFront!

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, (88 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$2,630
includes taxes & fees
17 May - 18 May
Gated Community, Close to beach, heated pool, golf cart available to rent

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$592
includes taxes & fees
10 May - 11 May
Old Town + Walk to restaurant + EV Charger

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (6 reviews)
"Yes, the host was very welcoming and answered my questions quickly. This property met my needs as a single traveler. The best thing about this condo was the location. I could watch the sunrise without leaving the condo, "
United States
Pam D.
The price is NZ$430
includes taxes & fees
11 May - 12 May
STUNNING ocean view! Brand new listing

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (70 reviews)
"Everything clean and view was amazing. Bed is sleeping on a piece of cheap tan foam on top of mattress. Needs to have a covering or something to keep from feeling it through thin sheets. And the pool and elevator is far on other end of unit. For us no problem but beware if you need elevator. Well kept grounds to beach."
United States
Deborah
The price is NZ$562
includes taxes & fees
11 May - 12 May
Direct Ocean Front First Floor 1BR/1Bath Condo

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

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (12 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is NZ$369
includes taxes & fees
19 May - 20 May
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
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.
Save an average of 15% on thousands of hotels when you're signed in

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$465 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 Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 944 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.