Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Hilton Head Island vacation rentals

On the beach

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (56 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
$270 nightly
The price is $297
May 4 - May 5
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Snack bar

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (129 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
$438 nightly
The price is $482
May 5 - May 6
Total with taxes and fees
Disney's Hilton Head Island Resort
House (3 Bedrooms) | Interior

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
$468 nightly
The price is $514
May 14 - May 15
Total with taxes and fees
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
Exterior

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (136 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
$294 nightly
The price is $324
Apr 27 - Apr 28
Total with taxes and fees
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
TV, DVD player

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (58 reviews)
"Great family vacation & good location. "
United States
Brandi K.
$292 nightly
The price is $321
Apr 27 - Apr 28
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !
Interior

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (43 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
$343 nightly
The price is $377
Apr 29 - Apr 30
Total with taxes and fees
Low Country Living In Old Town Bluffton
View from property

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
$339 nightly
The price is $373
Apr 30 - May 1
Total with taxes and fees
Marriott's Harbour Club
On the beach, sun loungers

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (147 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$393 nightly
The price is $432
Apr 30 - May 1
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Interior

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (65 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
$249 nightly
The price is $274
May 25 - May 26
Total with taxes and fees
SeaClusion-Oceanview, Mini split AC, Beach Chairs
Interior

Coastal Cove Villa

Coastal Cove Villa
South End
9.8 out of 10, Exceptional, (6 reviews)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
$278 nightly
The price is $305
Apr 29 - Apr 30
Total with taxes and fees
Coastal Cove Villa
Smart TV, books

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (87 reviews)
"Great location!"
United States
Jessica G.
$354 nightly
The price is $390
May 4 - May 5
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
On the beach, sun loungers, beach towels

STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (4 reviews)
"Yes, the host was very welcoming and answered my questions quickly. This property met my needs as a single traveler. The best thing about this condo was the location. I could watch the sunrise without leaving the condo, "
United States
Pam D.
$256 nightly
The price is $281
Apr 26 - Apr 27
Total with taxes and fees
STUNNING ocean view! Brand new listing
Apartment (1 Bedroom) | Interior

Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
$326 nightly
The price is $359
Apr 30 - May 1
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
Sun loungers

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, (105 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
$317 nightly
The price is $349
Apr 27 - Apr 28
Total with taxes and fees
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
On the beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (29 reviews)
"It was a nice cozy condo. TBH the space could use some updating but it was comfortable and for a short getaway it definitely worked for us. "
United States
Eric
$257 nightly
The price is $282
Apr 26 - Apr 27
Total with taxes and fees
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Marina

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (132 reviews)
"Great location, very quiet and private street. Extremely pet friendly. We had an issue with the furnace but the host quickly took immediate action on getting a repair man to fix it. Our suggestions would be to fix the screen door and blinds for the sliding door and state there’s a charcoal grill instead of a gas grill. "
United States
Patti V.
$514 nightly
The price is $565
May 2 - May 3
Total with taxes and fees
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Beach nearby, sun loungers

Ocean View Condo - Perfect location! 2 BR 2 BA

Ocean View Condo - Perfect location! 2 BR 2 BA
Mid Island
9.8 out of 10, Exceptional, (90 reviews)
"Everything was wonderful. Great view! "
United States
Sarah R.
$351 nightly
The price is $386
Apr 26 - Apr 27
Total with taxes and fees
Ocean View Condo - Perfect location! 2 BR 2 BA
Beach nearby

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (23 reviews)
"Great location"
United States
Linda T.
$380 nightly
The price is $397
Apr 29 - Apr 30
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
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, (174 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
$645 nightly
The price is $710
Apr 30 - May 1
Total with taxes and fees
Marriott's Grande Ocean
Terrace/patio

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, (153 reviews)
"Great location. Great host. Would definitely book again. "
United States
Janice G.
$318 nightly
The price is $350
May 11 - May 12
Total with taxes and fees
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
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

Beach House Resort Hilton Head

Beach House Resort Hilton Head

10/10 Excellent
"Easy check in process, clean room with ocean view, great beach access and outdoor pool, convenient location that’s walkable to plenty of nearby shops and restaurants"
Samuel 2-night trip
Posted 2 hours ago
Beach House Resort Hilton Head

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
February
July
$321
Month
Price
January
$262
February
$253
March
$266
April
$291
May
$321
June
$334
July
$339
August
$320
September
$311
October
$305
November
$294
December
$296
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 $289 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 Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Other favorite homes for rent in Hilton Head Island are Beach. View. Suite. 1 br. 1 ba. Sleeps 5 and Warm Natural Light, Expansive Back Deck w/ Sectional Seating, Golf Course Views & Community Pool.

How many vacation rentals are there in Hilton Head Island?

With 933 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 Coastal Discovery Museum and Coligny Theater, whereas Coligny Beach and Sea Pines Forest Preserve are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include The Sandbox and Shipyard Golf Course.

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.