A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Hilton Head Island vacation rentals

A covered outdoor seating area with a view of the sunset over a body of water.

1. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (156 reviews)
"Very nice place to stay "
United States
Alejandro
$287 nightly
The price is $316
Sep 20 - Sep 21
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

2. SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
10.0 out of 10, Exceptional, (181 reviews)
"Wonderful time close to everything easy walk to the beach"
United States
charles g.
$270 nightly
The price is $297
Oct 12 - Oct 13
Total with taxes and fees
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

3. Seabatical-Beautiful ocean view! w/new bikes & Chairs

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (92 reviews)
"The room was perfect myself and my cousin. We loved how the room was right on the beach. We also enjoyed the bikes, beach chairs, toys and how close it was to Coligny beach park. Would definitely stay here again."
United States
Raven
$253 nightly
The price is $278
Sep 18 - Sep 19
Total with taxes and fees
Seabatical-Beautiful ocean view! w/new bikes & Chairs
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

4. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
9.0 out of 10, Wonderful, (2 reviews)
"Poor sofa searing. Sits very low and to very soft."
United States
Roger
$351 nightly
The price is $386
Sep 16 - Sep 17
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
A waterfront restaurant with outdoor seating and a view of the water.

5. 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
$282 nightly
The price is $310
Sep 15 - Sep 16
Total with taxes and fees
Disney's Hilton Head Island Resort
A wooden deck with lounge chairs and a sign indicating sunleak for Sea Side Villas 1 & 2.

6. 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, (155 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
$223 nightly
The price is $245
Sep 16 - Sep 17
Total with taxes and fees
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
A view from inside a building looking out to a paved area with palm trees and a body of water in the distance.

7. SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, Exceptional, (80 reviews)
"Great area location property and beach to enjoy a small getaway"
United States
Nicholas P.
$241 nightly
The price is $265
Sep 23 - Sep 24
Total with taxes and fees
SeaClusion-Oceanview, Mini split AC, Beach Chairs
A modern living room with a staircase, a bar area, and a couch.

8. Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (119 reviews)
"Had a great stay. Definitely recommend."
United States
Thomas K.
$407 nightly
The price is $412
Sep 23 - Sep 24
Total with taxes and fees
Luxury Penthouse near Beach, Tiki Hut, Coligny
A modern living room with a grey sofa, blue armchairs, and a wooden dining table. A kitchen with a stone backsplash and a coffee station is visible in the background.

9. 13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool

13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool
South End
9.6 out of 10, Exceptional, (64 reviews)
"This place is in an excellent location. Not far from Sea Pines, restaurants, and the main highway. It was clean and stocked very well with essentials. Loved staying here. "
United States
Brittanie J.
13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool
A deck with sun loungers overlooking a natural landscape.

10. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (85 reviews)
"Perfect location, check in was very easy. The condo was clean and everything exactly as it was described. Would definitely stay here again."
United States
Shane W.
$277 nightly
The price is $304
Sep 20 - Sep 21
Total with taxes and fees
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

11. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
$507 nightly
The price is $558
Sep 29 - Sep 30
Total with taxes and fees
Marriott's Grande Ocean
A living room with a sofa, coffee table, and a dining area with chairs and a table. There is a ceiling fan, a TV mounted on the wall, and a large window offering a view of the outside.

12. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (19 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
$313 nightly
The price is $344
Sep 17 - Sep 18
Total with taxes and fees
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
A spacious living area with a high ceiling, large windows, and a central seating arrangement.

13. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
$311 nightly
The price is $342
Sep 22 - Sep 23
Total with taxes and fees
Marriott's Heritage Club
A wooden boardwalk leading to a gate, surrounded by lush greenery and palm trees.

14. Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
Walk to Bars & Shops: Resort Condo in Hilton Head!
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

15. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (93 reviews)
"Ocean view was great! The pool was well maintained, warm and with a good amount of chairs. Super close to Coligny beach and shops! Loved our time there and will be back! "
United States
Gary B.
$356 nightly
The price is $392
Sep 16 - Sep 17
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!

16. Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, Exceptional, (61 reviews)
"Excellent stay - the room was clean, the host was easy to communicate with and provided most everything we needed. It had a nice beach view and provided beach chairs and bikes. We would stay again."
United States
Debra B.
$251 nightly
The price is $276
Sep 15 - Sep 16
Total with taxes and fees
Beauty at the Beach! Oceanview King bed free bikes
A beach with sand dunes, a wooden fence, and a clear blue sky.

17. 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, (113 reviews)
"Great location, clean and host was very quick to respond."
United States
Candace D.
$310 nightly
The price is $341
Sep 15 - Sep 16
Total with taxes and fees
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

18. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, Wonderful, (20 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
$237 nightly
The price is $260
Oct 6 - Oct 7
Total with taxes and fees
Coastal Nest - Oceanviews! Near Coligny
A wooden boardwalk leading to a gate, surrounded by lush greenery and palm trees.

19. Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
South End
8.8 out of 10, Excellent, (83 reviews)
"Great time, would stay again"
United States
Anonymous traveler
Walk to Bars & Shops: Resort Condo in Hilton Head!
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

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

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Would stay again!"
United States
Shandi B.
$251 nightly
The price is $276
Oct 14 - Oct 15
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
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

Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

8/10 Good
"Great stay. Location right near the pool and stocked with extra towels and supplies. Clean rooms. Only complaint is the furniture seemed a little outdated and beds weren’t comfy."
ShaRhonda 2-night trip
Posted 1 hour ago
Coral Sands Resorts by Palmera

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
This month
Next month
January
April
$283
$285
Month
Price
January
$282
February
$303
March
$330
April
$343
May
$314
June
$336
July
$325
August
$304
September
$283
October
$285
November
$293
December
$287
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Hilton Head Island. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hilton Head Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hilton Head Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $316 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Hilton Head Island?

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

Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!: Visitors give good reviews to this Hilton Head Island vacation home rental, which offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind. Other favorite homes for rent in Hilton Head Island are Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!.

How many vacation rentals are there in Hilton Head Island?

With 984 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.