Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
$388 nightly
The price is $427
May 31 - Jun 1
Total with taxes and fees
Pool Time & Island Vibes! Hilton Head Getaway

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, (58 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
$299 nightly
The price is $329
Jun 1 - Jun 2
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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
$454 nightly
The price is $499
Jun 27 - Jun 28
Total with taxes and fees
Marriott's Harbour Club

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
$608 nightly
The price is $669
Jun 14 - Jun 15
Total with taxes and fees
Disney's Hilton Head Island Resort

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, (139 reviews)
"Nice house right in the middle of old town"
United States
Rick C.
$294 nightly
The price is $324
Jun 4 - Jun 5
Total with taxes and fees
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (24 reviews)
"This is a great spot right in old town Bluffton... walking distance to lots of great shops and restaurants. Host is very communicative. Highly recommend!"
United States
Rick P.
$390 nightly
The price is $408
Jun 3 - Jun 4
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
$210 nightly
The price is $231
May 31 - Jun 1
Total with taxes and fees
C & N Lodging, Bluffton, SC

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (12 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
$216 nightly
The price is $218
May 31 - Jun 1
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

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, (94 reviews)
"Great location!"
United States
Jessica G.
$370 nightly
The price is $407
Jun 1 - Jun 2
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
South End
9.8 out of 10, Exceptional, (197 reviews)
"Super nice unit with great amenities. Great communication with property owner."
United States
Matt K.
$401 nightly
The price is $439
Jun 5 - Jun 6
Total with taxes and fees
Serene Hilton Head Island Condo w/ Community Pool!

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
$382 nightly
The price is $420
Jun 9 - Jun 10
Total with taxes and fees
Oceanfront Breakers 137 Condo w/ Sunrise Views!

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, (153 reviews)
"Very nice place to stay "
United States
Alejandro
$418 nightly
The price is $460
Jun 15 - Jun 16
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
$454 nightly
The price is $499
Jun 8 - Jun 9
Total with taxes and fees
Marriott's Heritage Club

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (84 reviews)
"We enjoyed our stay "
United States
Edward N.
$377 nightly
The price is $426
Jun 5 - Jun 6
Total with taxes and fees
Great views of the New River close to Savannah and Hilton Head.

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (59 reviews)
"The condo was absolutely perfect. Newly renovated and beautiful. We hope to stay there again! The only downside was the broken elevator in the building, but we made it work!"
United States
Marissa
$366 nightly
The price is $402
Jun 1 - Jun 2
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !

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, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
$386 nightly
The price is $425
Jun 8 - Jun 9
Total with taxes and fees
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

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, (92 reviews)
"Everything was wonderful. Great view! "
United States
Sarah R.
$343 nightly
The price is $377
Jun 2 - Jun 3
Total with taxes and fees
Ocean View Condo - Perfect location! 2 BR 2 BA

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, (150 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$396 nightly
The price is $435
May 31 - Jun 1
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
$343 nightly
The price is $377
Jun 3 - Jun 4
Total with taxes and fees
Low Country Living In Old Town Bluffton

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
$467 nightly
The price is $488
Jun 1 - Jun 2
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
February
June
$331
Month
Price
January
$279
February
$265
March
$294
April
$315
May
$314
June
$331
July
$330
August
$302
September
$285
October
$281
November
$293
December
$286
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 $371 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?

Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located near the beach and has a patio, a selection of games, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a hot tub. Other favorite homes for rent in Hilton Head Island are Great Beach House-2 min. Walk to Beach, Private Splash Pool, Gas Grill, 5 min. Walk to Coligny Plaza and Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub.

How many vacation rentals are there in Hilton Head Island?

With 999 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Coligny Beach and Sea Pines Forest Preserve 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.