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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Hilton Head Island vacation rentals

An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

1. 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
$345 nightly
The price is $380
Oct 20 - Oct 21
Total with taxes and fees
Marriott's Grande Ocean
A waterfront restaurant with outdoor seating and a view of the water.

2. 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
$161 nightly
The price is $178
Oct 5 - Oct 6
Total with taxes and fees
Disney's Hilton Head Island Resort
A deck with sun loungers overlooking a natural landscape.

3. 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 28 - Sep 29
Total with taxes and fees
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
A view from inside a building looking out to a paved area with palm trees and a body of water in the distance.

4. 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.
SeaClusion-Oceanview, Mini split AC, Beach Chairs

5. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (40 reviews)
"Room was as shown in pictures. Clean, steps from the beach, walking distance to Coligny Park & local shops & restaurants. Had wonderful weather during week of September 12-17. Felt safe with gated entrance & parking."
United States
Robin
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

6. Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !

Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
South End
9.6 out of 10, Exceptional, (19 reviews)
"The place was PERFECT! The set up was incredible and it was easy to access and close to everything are wanted to do. We really enjoyed our stay and will not hesitate to come back here."
United States
Kathleen P.
$338 nightly
The price is $372
Sep 26 - Sep 27
Total with taxes and fees
Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
A pool area with lounge chairs, palm trees, and a clear sky.

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

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
South End
9.4 out of 10, Exceptional, (232 reviews)
"Location was absolutely fabulous. Apartment clean, comfortable. A few general maintenance issues, but host responded very promptly. Looking forward to staying again!"
United States
Caitlin
$368 nightly
The price is $405
Oct 1 - Oct 2
Total with taxes and fees
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

8. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
$236 nightly
The price is $260
Sep 27 - Sep 28
Total with taxes and fees
Beach Daze-Gorgeous new shower! Bikes Included

9. 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.
$237 nightly
The price is $260
Sep 25 - Sep 26
Total with taxes and fees
Coastal Getaway: Oceanview Condo in Hilton Head
A wooden deck with lounge chairs and a sign indicating sunleak for Sea Side Villas 1 & 2.

10. 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, (157 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
$247 nightly
The price is $272
Sep 30 - Oct 1
Total with taxes and fees
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
A covered outdoor seating area with a view of the sunset over a body of water.

11. 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
Oct 6 - Oct 7
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
A balcony with a view of the ocean and a paved area with chairs and tables.

12. Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
10.0 out of 10, Exceptional, (113 reviews)
"Great place will stay again"
United States
Vickie M.
$248 nightly
The price is $273
Oct 12 - Oct 13
Total with taxes and fees
Reel Paradise-Beautiful escape! Bikes & Chairs
A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

13. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
$311 nightly
The price is $342
Sep 29 - Sep 30
Total with taxes and fees
Marriott's Harbour Club
A modern living room with a sofa, coffee table, and a view of the outdoors.

14. Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!
South End
9.6 out of 10, Exceptional, (52 reviews)
"The villa was very nice and comfortable and very close to the beach. Within walking distance from all kinds of shops and restaurants. And the host was very accommodating and communicative."
United States
Amanda M.
Salty Sand-Close to the pool, steps to the beach!
A modern living room with a staircase, a bar area, and a couch.

15. 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.
$504 nightly
The price is $508
Sep 27 - Sep 28
Total with taxes and fees
Luxury Penthouse near Beach, Tiki Hut, Coligny
A covered outdoor area with a view of the ocean, surrounded by greenery and a railing.

16. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
South End
9.6 out of 10, Exceptional, (187 reviews)
"Loved the bikes and location to everything. We were comfortable and had all we needed for the beach too."
United States
Margaret
$267 nightly
The price is $293
Sep 24 - Sep 25
Total with taxes and fees
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
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.
$236 nightly
The price is $260
Sep 24 - Sep 25
Total with taxes and fees
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

18. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.4 out of 10, Exceptional, (21 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
$234 nightly
The price is $257
Oct 6 - Oct 7
Total with taxes and fees
Coastal Nest - Oceanviews! Near Coligny
A landscaped area with tall trees, a paved path, and a view of the ocean.

19. Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, Exceptional, (45 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.
$243 nightly
The price is $267
Sep 30 - Oct 1
Total with taxes and fees
Just Beachy! Absolute top notch design, Oceanviews

20. 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.
$259 nightly
The price is $285
Oct 12 - Oct 13
Total with taxes and fees
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
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

Palmera Inn and Suites

Palmera Inn and Suites

8/10 Good
"Our room was clean and comfortable and its proximity to the beach and restaurants is very convenient. Staff was nice and helpful and my daughter loved the pool and hot tub. Over all very comfortable and affordable."
Brian 1-night trip
Posted 3 hours ago
Palmera Inn and Suites

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 1003 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.