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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Hilton Head Island holiday rentals

Indoor pool, 2 outdoor pools, pool cabanas (surcharge), pool loungers

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is HK$4,003
HK$4,403 total
includes taxes & fees
11 Apr - 12 Apr
Marriott's SurfWatch
On the beach

Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, Wonderful, (9 reviews)
"Had a great time- the place is exactly as advertised and the owner was extremely helpful and available if we had any questions. Loved our stay!"
United States
Christy T.
The price is HK$595
HK$1,982 total
includes taxes & fees
25 Mar - 26 Mar
Coastal Nest - Oceanviews! Near Coligny
On the beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (23 reviews)
"My wife and I went on our 3 year anniversary with our 6 month old son. We loved it! We walked the area a good bit. Some great food and shopping around. The condo was very clean and in a great location. We will definitely be back!"
United States
Blake
The price is HK$595
HK$1,982 total
includes taxes & fees
23 Mar - 24 Mar
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Sun-loungers

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, (103 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 HK$1,015
HK$2,711 total
includes taxes & fees
13 Apr - 14 Apr
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Interior

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is HK$1,339
HK$3,292 total
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!
On the beach, sun-loungers

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (55 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveller
The price is HK$783
HK$2,601 total
includes taxes & fees
25 Mar - 26 Mar
Beachy chic, steps from the beach!
On the beach

Shore To Please! Oceanview couples retreat w/bikes

Shore To Please! Oceanview couples retreat w/bikes
South End
9.8 out of 10, Exceptional, (58 reviews)
"The room is close to the beach, easy walk to restaurants and shops. Good place for 2 people."
United States
Callie
The price is HK$595
HK$1,982 total
includes taxes & fees
23 Mar - 24 Mar
Shore To Please! Oceanview couples retreat w/bikes
On the beach

Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (99 reviews)
"The property was great for our needs, close to the beach, restaurants and biking trails. Owners were very easy to work with and very accommodating!"
United States
Kristin
Castaways King Villa on Beach, Free Bikes!
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, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is HK$801
HK$2,286 total
includes taxes & fees
23 Mar - 24 Mar
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
On the beach

Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.8 out of 10, Exceptional, (56 reviews)
"Excellent location, bikes included, central air and comfy bed!"
United States
R D.
The price is HK$650
HK$2,033 total
includes taxes & fees
2 Apr - 3 Apr
Good Times and Tan Lines!-Central air, free bikes!
Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (171 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is HK$4,441
HK$4,886 total
includes taxes & fees
28 Mar - 29 Mar
Marriott's Grande Ocean
TV

3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views

3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
Sea Pines
9.4 out of 10, Exceptional, (198 reviews)
"Great location and clean. Bed was great "
United States
Jon H.
The price is HK$1,958
HK$3,998 total
includes taxes & fees
13 Apr - 14 Apr
3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
On the beach

OceanEscape – Steps to the Beach

OceanEscape – Steps to the Beach
South End
9.8 out of 10, Exceptional, (69 reviews)
"Great place for a quick getaway!"
United States
Bridget G.
The price is HK$595
HK$1,982 total
includes taxes & fees
25 Mar - 26 Mar
OceanEscape – Steps to the Beach
On the beach, sun-loungers

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

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.4 out of 10, Exceptional, (98 reviews)
"Great place great vacation thank you"
United States
Brett S.
The price is HK$662
HK$2,021 total
includes taxes & fees
13 Apr - 14 Apr
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Interior

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
The price is HK$572
HK$2,184 total
includes taxes & fees
13 Apr - 14 Apr
'wright by the Beach': Hilton Head Condo w/ Perks
On the beach

Totally Beachin' Coligny OceanViews w/Bikes/chairs

Totally Beachin' Coligny OceanViews w/Bikes/chairs
South End
10.0 out of 10, Exceptional, (205 reviews)
"Everything was clean and ready for our stay. "
United States
Cindy J.
The price is HK$796
HK$2,237 total
includes taxes & fees
23 Mar - 24 Mar
Totally Beachin' Coligny OceanViews w/Bikes/chairs
Beach

Condo w/ Pool 2BR Close to beach Free WiFi

Condo w/ Pool 2BR Close to beach Free WiFi
South End
9.8 out of 10, Exceptional, (29 reviews)
"Everything was perfect & just what we needed!"
United States
Abby S.
The price is HK$801
HK$2,243 total
includes taxes & fees
25 Mar - 26 Mar
Condo w/ Pool 2BR Close to beach Free WiFi
Sun-loungers

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 HK$1,018
HK$2,499 total
includes taxes & fees
21 Apr - 22 Apr
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
Sun-loungers

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (107 reviews)
"The place was very clean, the host was kind and helpful, and the ocean view was amazing from the balcony. Would definitely stay here again. "
United States
Jackson S.
The price is HK$1,001
HK$2,299 total
includes taxes & fees
3 Apr - 4 Apr
OCEAN VIEW - TOP FLOOR
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
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 HK$1,025
HK$1,741 total
includes taxes & fees
25 Mar - 26 Mar
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

8/10 Good
"Need more dinning, bar dose work for me. Other then that is was a great stay "
CRAIG 5-night trip
Posted 3 hours ago
Sonesta Resort Hilton Head Island

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
  • Use the map to find apartments and other holiday homes in the Hilton Head Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hilton Head Island while they last

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 Coastal Discovery Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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 Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 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 1018 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 Arts Center of Coastal Carolina, 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.