Hilton Head Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Hilton Head Island

3 outdoor pools, pool umbrellas, sun loungers
Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

3.5 star property
South End
9.4 out of 10, Exceptional, (863)
"The property was great & no problem with parking, the room was clean & very nice, it was quiet, the bed was sooo comfy!! We will definitely be back next summer!!!"
United States
Dianne
Coral Sands Resorts by Palmera
2 outdoor pools, pool umbrellas, sun loungers
Island Links Resort by Palmera

Island Links Resort by Palmera

3.0 star property
Mid Island
9.4 out of 10, Exceptional, (325)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera
A heated pool
Sunset Rentals | Duck Hawk 27

Sunset Rentals | Duck Hawk 27

Sea Pines
10.0 out of 10, Exceptional, (18)
"Great family home"
United States
Harpreet G.
Sunset Rentals | Duck Hawk 27
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers
Marriott's Grande Ocean

Marriott's Grande Ocean

3.5 star property
South End
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is ￥33,496
￥36,846 total
includes taxes & fees
Dec 3 - Dec 4
Marriott's Grande Ocean
Fridge, microwave, oven, stovetop
Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Mid Island
10.0 out of 10, Exceptional, (34)
"What a wonderful stay! Island Escape is the favorite house that our golf group has ever stayed in. With a convenient location in Palmetto Dunes, the house is super clean, comfortable, expertly furnished, and roomy. The multiple outdoor living areas are a bonus! We thoroughly enjoyed our stay- and would love to return!"
United States
George K.
Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna
Bar (on property)
Marriott's Barony Beach Club

Marriott's Barony Beach Club

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (239)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is ￥28,143
￥30,957 total
includes taxes & fees
Dec 3 - Dec 4
Marriott's Barony Beach Club
Superior Condo, 2 Bedrooms | View from room
Players Club Resort

Players Club Resort

4.0 star property
South End
8.0 out of 10, Very Good, (10)
"I stayed for 1 night an checked out the following morning an the property refused to refund me back my money for the night the unused night that I didn’t stay."
United States
Olivia
The price is ￥21,080
￥33,314 total
includes taxes & fees
Nov 28 - Nov 29
Players Club Resort
2 outdoor pools, free cabanas, pool umbrellas
Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines

3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is ￥30,437
￥33,482 total
includes taxes & fees
Dec 3 - Dec 4
Marriott's Monarch at Sea Pines
View from room
Marriott's Harbour Club

Marriott's Harbour Club

3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (60)
"Villa provided a perfect accommodation for adult children with parents- full kitchen was stocked with everything you need. Most kitchen items looked brand new! So close to Harbour Town shops and restaurants! It’s very quiet and the property is laid out to make even the balcony private! "
United States
Suzanna
The price is ￥24,319
￥26,751 total
includes taxes & fees
Dec 3 - Dec 4
Marriott's Harbour Club
Fridge, microwave, oven, stovetop
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

South End
9.8 out of 10, Exceptional, (107)
"Best location and just what we needed for two families with kids ranging from 18 to 2. Separate spaces for everyone! We all really enjoyed our vacation together! "
United States
James W.
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
North End
9.6 out of 10, Exceptional, (136)
"The place was very beautiful and comfortable!"
United States
Anonymous traveler
Bluewater Resort & Marina by Spinnaker Resorts
Smart TV, table tennis, books
Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!

South End
9.8 out of 10, Exceptional, (74)
"Great location & weather, and the house was everything we hoped for!"
United States
Peter B.
Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!
Interior
SEA PINES, RECENTLY UPDATED, PRIVATE POOL, GAME ROOM FOR ADULTS AND KIDS

SEA PINES, RECENTLY UPDATED, PRIVATE POOL, GAME ROOM FOR ADULTS AND KIDS

Sea Pines
10.0 out of 10, Exceptional, (100)
"Very spacious and comfortable house with tons of nice amenities. Walkable and bikeable to Harbor Town and other shopping and restaurants."
United States
Sarah F.
SEA PINES, RECENTLY UPDATED, PRIVATE POOL, GAME ROOM FOR ADULTS AND KIDS
Property amenity
Ocean Walk by VTrips

Ocean Walk by VTrips

3.5 star property
South End
9.6 out of 10, Exceptional, (4)
"This was the perfect little condo. Although it says it sleeps 6 and theres no way id try to put 6 people in there. But we had a great week and this place was very clean and very comfortable."
United States
Steven
Ocean Walk by VTrips
Property grounds
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!

Mid Island
9.8 out of 10, Exceptional, (174)
"Large, comfortable home with great proximity to beach. Lots of beach and pool toys. Pool was amazing. Really good communication with host."
United States
Chris P.
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!
Exterior
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Sea Pines
9.8 out of 10, Exceptional, (76)
"I stay here was wonderful. We loved having a pool to come to after spending the day at the beach loved being on the golf course and love the convenience of renting bikes and having them delivered to the house. Everything was perfect. My only comment is I would look into changing the mattresses, especially in the main bedroom they are quite soft, but that being said we still loved our vacation and would definitely stay here again"
United States
Sharon C.
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
Outdoor dining
Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool

South End
10.0 out of 10, Exceptional, (74)
"Clean, all the basics, great property management "
United States
Kate G.
Classic, OCEANFRONT 4 Bedroom Forest Beach Home -Dog Friendly w/ Private Pool
On the beach
Hilton Head Island Beach and Tennis Resort

Hilton Head Island Beach and Tennis Resort

3.5 star property
Mid Island
8.2 out of 10, Very Good, (35)
"Liked everything Perfect for a romantic getaway or a family with a few small children"
United States
Judson
Hilton Head Island Beach and Tennis Resort
On the beach
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit

South End
9.4 out of 10, Exceptional, (284)
"Great location and breathtaking view."
United States
Dewitt L.
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
Smart TV
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

South End
9.8 out of 10, Exceptional, (52)
"We had a wonderful week with our family at 30 Knotts Way! The house was spacious and comfortable. Brian was very responsive to several small issues that arose. The reason I can’t give 5 stars overall is due to the poor condition of the outside deck. The Tiki bar and pool area is what attracted me most to the house as we spend the majority of our time outside. The deck has many boards that are loose and lifting up, and some areas where nails were popping up. Again, when I raised this issue...
United States
Andrew L.
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Clean room, helpful staff, great food at Blue, beautiful wall to the beach"
Camila 1-night trip
Posted 4 days ago
Hilton Beachfront Resort & Spa 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 vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to Hilton Head Zipline, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This Hilton Head Island vacation home rental is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a selection of games and a hot tub. Some other homes for rent in Hilton Head Island include Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!! and Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna.

How many vacation rentals are there in Hilton Head Island?

With 2916 Expedia vacation rentals, you're sure 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 Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach 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 vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.