Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

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$509
includes taxes & fees
14 May - 15 May
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (129 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort

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$878
includes taxes & fees
14 May - 15 May
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

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$587
includes taxes & fees
26 Apr - 27 Apr
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

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$541
includes taxes & fees
30 Apr - 1 May
Great Panoramic Views meet Beach Modern Chic !

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (43 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is NZ$642
includes taxes & fees
29 Apr - 30 Apr
Low Country Living In 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)
"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$637
includes taxes & fees
29 Apr - 30 Apr
Marriott's Harbour Club

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 NZ$724
includes taxes & fees
30 Apr - 1 May
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (65 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
SeaClusion-Oceanview, Mini split AC, Beach Chairs

Coastal Cove Villa

Coastal Cove Villa
South End
9.8 out of 10, Exceptional, (6 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$555
includes taxes & fees
27 Apr - 28 Apr
Coastal Cove Villa

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, (86 reviews)
"Great location!"
United States
Jessica G.
The price is NZ$669
includes taxes & fees
3 May - 4 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (4 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$434
includes taxes & fees
26 Apr - 27 Apr
STUNNING ocean view! Brand new listing

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
The price is NZ$613
includes taxes & fees
30 Apr - 1 May
Beachfront Condo w/ Pool Access in Hilton Head!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Mid Island
9.6 out of 10, Exceptional, (105 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
The price is NZ$589
includes taxes & fees
27 Apr - 28 Apr
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (29 reviews)
"It was a nice cozy condo. TBH the space could use some updating but it was comfortable and for a short getaway it definitely worked for us. "
United States
Eric
The price is NZ$484
includes taxes & fees
26 Apr - 27 Apr
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

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, (131 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 NZ$935
includes taxes & fees
3 May - 4 May
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

Ocean View Condo - Perfect location! 2 BR 2 BA

Ocean View Condo - Perfect location! 2 BR 2 BA
Mid Island
9.8 out of 10, Exceptional, (90 reviews)
"Everything was wonderful. Great view! "
United States
Sarah R.
The price is NZ$654
includes taxes & fees
26 Apr - 27 Apr
Ocean View Condo - Perfect location! 2 BR 2 BA

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 NZ$680
includes taxes & fees
29 Apr - 30 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, (174 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is NZ$1,207
includes taxes & fees
29 Apr - 30 Apr
Marriott's Grande Ocean

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$586
includes taxes & fees
11 May - 12 May
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
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$597 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 925 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.