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

Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Hilton Head Island vacation rentals

1. 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
Seabatical-Beautiful ocean view! w/new bikes & Chairs

2. Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (119 reviews)
"Place was on the 1st floor and very convenient location. Pool is a little small but clean. Gate to get in was a little to be desired because it was hard for 2 cars to pass at the same time. Place was clean and host was very easy to deal with and answered any questions for me ASAP. Would stay again. Great for couples."
United States
Kathleen
$261 nightly
The price is $287
Sep 17 - Sep 18
Total with taxes and fees
Castaways King Villa on Beach, Free Bikes!
A modern living room with a staircase, a bar area, and a couch.

3. 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 wooden deck with lounge chairs and a sign indicating sunleak for Sea Side Villas 1 & 2.

4. 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 20 - Sep 21
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.

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

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, Exceptional, (81 reviews)
"Great area location property and beach to enjoy a small getaway"
United States
Nicholas P.
$232 nightly
The price is $256
Sep 23 - Sep 24
Total with taxes and fees
SeaClusion-Oceanview, Mini split AC, Beach Chairs
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

6. 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
Beachfront Condo w/ Pool Access in Hilton Head!

7. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
South End
9.8 out of 10, Exceptional, (161 reviews)
"The hosts were very accommodating, along with providing great insights into great places to visit and eat at on the island!"
United States
John P.
$288 nightly
The price is $317
Sep 17 - Sep 18
Total with taxes and fees
Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

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

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (94 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.
Beachfront Condo w/ Pool Access in Hilton Head!
A deck with sun loungers overlooking a natural landscape.

9. 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
A landscaped area with tall trees, a paved path, and a view of the ocean.

10. Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, Exceptional, (44 reviews)
"This was our first time to the Hilton Head area and we really enjoyed our stay. We would definitely stay here again!"
United States
Ashley B.
Just Beachy! Absolute top notch design, Oceanviews
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.

11. 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.
$320 nightly
The price is $352
Sep 21 - Sep 22
Total with taxes and fees
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

12. Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.6 out of 10, Exceptional, (23 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
$227 nightly
The price is $249
Sep 17 - Sep 18
Total with taxes and fees
Coastal Getaway: Oceanview Condo in Hilton Head

13. 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

14. 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.
Beauty at the Beach! Oceanview King bed free bikes

15. Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!
South End
10.0 out of 10, Exceptional, (163 reviews)
"Thoroughly enjoyed our stay. Condo provided everything we needed plus the location being so close to the beach was just great."
United States
Bob F.
$259 nightly
The price is $285
Sep 21 - Sep 22
Total with taxes and fees
Stunning Oceanview Luxury Remodel, Bikes Included!
A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

16. Steps to the beach! Newly Remodeled! New furniture. Avail

Steps to the beach! Newly Remodeled! New furniture. Avail
Mid Island
9.6 out of 10, Exceptional, (114 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
$315 nightly
The price is $346
Sep 20 - Sep 21
Total with taxes and fees
Steps to the beach! Newly Remodeled! New furniture. Avail
A balcony with wicker furniture, overlooking a beach with tall trees and a clear sky.

17. Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs
South End
9.8 out of 10, Exceptional, (131 reviews)
"Great location, Kendall is very responsive and thoughtful, place was clean and beach equipment was nice."
United States
Julee S.
$248 nightly
The price is $273
Sep 24 - Sep 25
Total with taxes and fees
Beautiful Couples Retreat Oceanview w/new bikes&Chairs
A balcony with a wicker chair and a surfboard, overlooking a beach with palm trees and a clear sky.

18. Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.
South End
9.4 out of 10, Exceptional, (63 reviews)
"The room has a good view of the ocean and the hosts were great!"
United States
Matt W.
$226 nightly
The price is $248
Sep 17 - Sep 18
Total with taxes and fees
Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.
A beach with a clear sky and calm waves.

19. Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
South End
10.0 out of 10, Exceptional, (12 reviews)
"The villa is perfectly located within walking distance to Coligny Plaza and the provided wagon to take to the beach was wonderful! Will definitely stay again when I return to HHI!"
United States
Candice L.
$276 nightly
The price is $304
Sep 30 - Oct 1
Total with taxes and fees
Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining
A balcony with a table and chairs, overlooking a beach with people and umbrellas.

20. Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
South End
9.2 out of 10, Wonderful, (321 reviews)
"Wonderful view and convenient location. He condo was very clean. Will look to stay here again."
United States
Phillip C.
$285 nightly
The price is $314
Sep 17 - Sep 18
Total with taxes and fees
Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"Great vacation. Everything was wonderful."
James 4-night trip
Posted 9 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
January
April
$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?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!.

How many vacation rentals are there in Hilton Head Island?

With 1012 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.