Hilton Head Island Vacation Rentals

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Hilton Head Island

Our top choices for Hilton Head Island vacation rentals

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

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (848)
"Great property, clean and very helpful staff."
Coral Sands Resorts by Palmera
Island Links Resort by Palmera
2 outdoor pools, pool umbrellas, sun loungers

Island Links Resort by Palmera

3.0 star property
9.4 out of 10, Exceptional, (319)
"This was a great place to stay with our family! Pools were fun, condo was clean & nice, and beach was just a few minutes away! (The free shuttle was great too!) "
Island Links Resort by Palmera
Marriott's Barony Beach Club
Bar (on property)

Marriott's Barony Beach Club

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great place for vacation on the beach, nice, clean and quiet areas "
The price is ￥57,420
￥63,163 total
includes taxes & fees
Sep 30 - Oct 1
Marriott's Barony Beach Club
Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week
Fridge, microwave, oven, stovetop

Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week

10.0 out of 10, Exceptional, (32)
"15 family members stayed at this home to celebrate my 60th BD. The house was equipped with everything and more. So inviting, comfortable and spacious. The owner was super responsive and very helpful. Already planning a return stay."
Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week
Marriott's Grande Ocean
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers

Marriott's Grande Ocean

3.5 star property
9.4 out of 10, Exceptional, (163)
"We had so much fun. The pools were clean and fun for grandchildren. I would definitely stay again "
The price is ￥90,633
￥99,697 total
includes taxes & fees
Sep 25 - Sep 26
Marriott's Grande Ocean
Players Club Resort
Exterior

Players Club Resort

4.0 star property
8.4 out of 10, Very Good, (7)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
The price is ￥17,624
￥29,447 total
includes taxes & fees
Oct 14 - Oct 15
Players Club Resort
Marriott's Monarch at Sea Pines
2 outdoor pools, free cabanas, pool umbrellas

Marriott's Monarch at Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
The price is ￥86,204
￥94,824 total
includes taxes & fees
Sep 26 - Sep 27
Marriott's Monarch at Sea Pines
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
Pool

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

9.4 out of 10, Exceptional, (198)
"We enjoyed our stay and access to the Hilton was awesome."
The price is ￥17,713
￥54,556 total
includes taxes & fees
Oct 16 - Oct 17
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
Hilton Head Island Beach and Tennis Resort
On the beach

Hilton Head Island Beach and Tennis Resort

3.5 star property
8.4 out of 10, Very Good, (32)
"The property was clean and well furnished and accessible to the beach and other amenities."
Hilton Head Island Beach and Tennis Resort
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
Property grounds

OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113

9.8 out of 10, Exceptional, (242)
"Property is really nice and clean. Perfect stop for a couple days on the beach"
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
Exterior

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

9.8 out of 10, Exceptional, (76)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay ... very good location"
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
Marriott's Harbour Club
View from room

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (59)
"Outstanding "
The price is ￥44,135
￥48,549 total
includes taxes & fees
Sep 28 - Sep 29
Marriott's Harbour Club
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!
Outdoor pool, a heated pool

Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!

10.0 out of 10, Exceptional, (156)
"Beautiful House, great location!!"
Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities!
Indoor pool, outdoor pool

🌴Waterfront Relaxing Retreat Wonderful Views & Amenities!

9.6 out of 10, Exceptional, (206)
"Great locationClean accommodation "
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities!
Bluewater Resort & Marina by Spinnaker Resorts
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Bluewater Resort & Marina by Spinnaker Resorts

3.5 star property
9.6 out of 10, Exceptional, (135)
"The property was very clean and well kept."
Bluewater Resort & Marina by Spinnaker Resorts
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
Smart TV

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

9.8 out of 10, Exceptional, (51)
"Overall was a great location, easy beach access, pool area was fantastic. Just about the only improvement we could we was the need for a new stovetop, one burner did not work and the others were spotty on the heat. "
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome
Sun loungers, beach towels

Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome

10.0 out of 10, Exceptional, (21)
"This was the most well appointed beach house rental I have ever stayed in. The owners have thought of everything. The recent renovations were lovely. It was comfortable, functional and very clean. I would absolutely stay here again."
Beautiful 3B/3.5B Golf View, Steps to Beach - 487 Plantation Club - Dogs Welcome
"Comfy and Cozy Villa" Overlooking Pool , walk to Beach W/ tons of Amenities!!
On the beach, sun loungers

"Comfy and Cozy Villa" Overlooking Pool , walk to Beach W/ tons of Amenities!!

9.4 out of 10, Exceptional, (99)
"Enjoyed our stay and location was convenient and well maintained. "
"Comfy and Cozy Villa" Overlooking Pool , walk to Beach W/ tons of Amenities!!
Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views.
Interior

Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views.

9.6 out of 10, Exceptional, (81)
"We visited for a wedding and this spot was perfect - although a little chilly in Feb it felt great to walk on the beach with the dogs and enjoy the salt air. The location, backyard landscaping and beach access are the best. The house was very comfortable, clean and lots of options for sitting and sleeping. We would definitely stay here again."
Relax in your Private Oceanfront Paradise. Spacious Luxury, Awe-Inspiring Views.
Direct Oceanfront Bright and Airy Condo
On the beach

Direct Oceanfront Bright and Airy Condo

9.8 out of 10, Exceptional, (92)
"We had a fantastic time staying here. The condo was very comfortable, had everything we needed, and had been remodeled. The location to both the pool and beach was perfect."
Direct Oceanfront Bright and Airy Condo
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

Simple Rewards Inn

Simple Rewards Inn

10/10 Excellent
"Great experience overall—clean rooms, tasty food, and warm hospitality...!"
Sophie 1-night trip
Posted 2 days ago
Simple Rewards Inn

Find out more about 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 Heated Pool, & Spa, Elevator,Pinball,Arcade, Nursery, Sauna- Avail Jul 26th week and 2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way.

How many vacation rentals are there in Hilton Head Island?

With 2940 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.