Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Hilton Head Island holiday rentals

Interior

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is HK$956
HK$3,346 total
includes taxes & fees
3 Jun - 4 Jun
Pool Time & Island Vibes! Hilton Head Getaway
Snack bar

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
On the 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, (58 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is HK$1,285
HK$2,879 total
includes taxes & fees
14 Jun - 15 Jun
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Beach

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 HK$1,461
HK$3,677 total
includes taxes & fees
3 Jun - 4 Jun
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Exterior

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, (140 reviews)
"Nice house right in the middle of old town"
United States
Rick C.
The price is HK$1,168
HK$2,379 total
includes taxes & fees
3 Jun - 4 Jun
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Beach nearby

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)
"This is a great spot right in old town Bluffton... walking distance to lots of great shops and restaurants. Host is very communicative. Highly recommend!"
United States
Rick P.
The price is HK$1,092
HK$2,835 total
includes taxes & fees
3 Jun - 4 Jun
Old Town + Walk to restaurant + EV Charger
Interior

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (7 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 HK$988
HK$1,793 total
includes taxes & fees
3 Jun - 4 Jun
C & N Lodging, Bluffton, SC
Exterior

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (84 reviews)
"We enjoyed our stay "
United States
Edward N.
The price is HK$2,030
HK$3,339 total
includes taxes & fees
5 Jun - 6 Jun
Great views of the New River close to Savannah and Hilton Head.
Property grounds

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 HK$1,026
HK$1,708 total
includes taxes & fees
3 Jun - 4 Jun
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
View from property

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 HK$3,597
HK$3,957 total
includes taxes & fees
11 Jun - 12 Jun
Marriott's Harbour Club
Interior

Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
The price is HK$815
HK$3,032 total
includes taxes & fees
16 Jun - 17 Jun
Walk to Beach: Hilton Head Condo w/ Pool Access
Terrace/patio

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, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is HK$1,951
HK$3,328 total
includes taxes & fees
8 Jun - 9 Jun
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
TV

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, (84 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 HK$882
HK$2,099 total
includes taxes & fees
3 Jun - 4 Jun
Carriage House within 5 minute walk of Old Town Bluffton
Property grounds

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (113 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is HK$737
HK$2,147 total
includes taxes & fees
9 Jun - 10 Jun
Elegance at the beach -Ocean View Villa, Gorgeous!
TV, DVD player

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (59 reviews)
"The condo was absolutely perfect. Newly renovated and beautiful. We hope to stay there again! The only downside was the broken elevator in the building, but we made it work!"
United States
Marissa
The price is HK$1,658
HK$3,151 total
includes taxes & fees
3 Jun - 4 Jun
Great Panoramic Views meet Beach Modern Chic !
On the beach, sun-loungers

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, (150 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 HK$1,587
HK$3,694 total
includes taxes & fees
5 Jun - 6 Jun
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Beach nearby

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, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
The price is HK$1,143
HK$3,385 total
includes taxes & fees
3 Jun - 4 Jun
Old Town + Modern 4 BR + Fire Pit + EV Charger
TV, offices

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach
South End
9.0 out of 10, Wonderful, (24 reviews)
"Everything was good i always stay in these condos and they never disappoint."
United States
Nick B.
The price is HK$674
HK$2,633 total
includes taxes & fees
4 Jun - 5 Jun
Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach
Interior

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 HK$1,763
HK$2,957 total
includes taxes & fees
3 Jun - 4 Jun
Low Country Living In Old Town Bluffton
Terrace/patio

Fully Renovated! Coastal Elegance &Tranquil Beach

Fully Renovated! Coastal Elegance &Tranquil Beach
Mid Island
10.0 out of 10, Exceptional, (50 reviews)
"Clean, comfortable, adorably decorated"
United States
Anonymous traveller
The price is HK$1,693
HK$3,911 total
includes taxes & fees
3 Jun - 4 Jun
Fully Renovated! Coastal Elegance &Tranquil 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

Palmera Inn and Suites

Palmera Inn and Suites

10/10 Excellent
"Very clean and spacious rooms. The small kitchen was useful. Priced right for the area. Breakfast was good."
Kirk 1-night trip
Posted 2 hours ago
Palmera Inn and Suites

Find out more about Hilton Head Island

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

  • View our selection of featured holiday rentals in Hilton Head Island
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Look no further and take a look at our great range of rental properties in Hilton Head Island!

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?

Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease 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 Great Beach House-2 min. Walk to Beach, Private Splash Pool, Gas Grill, 5 min. Walk to Coligny Plaza and Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub.

How many holiday rentals are there in Hilton Head Island?

With 999 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street 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.