Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Hilton Head Island vacation rentals

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)
$412 nightly
The price is $454
May 16 - May 17
Total with taxes and fees
Beachfront Condo w/ Pool Access in Hilton Head!
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.
$263 nightly
The price is $290
May 4 - May 5
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
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.
$302 nightly
The price is $332
May 4 - May 5
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, (88 reviews)
"Great location!"
United States
Jessica G.
$348 nightly
The price is $382
May 5 - May 6
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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
$299 nightly
The price is $329
May 5 - May 6
Total with taxes and fees
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
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 11 - May 12
Total with taxes and fees
Disney's Hilton Head Island Resort
Interior

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (66 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
Property grounds

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (18 reviews)
"Great road trip with my daughter! The place was perfect "
United States
Nicole H.
$237 nightly
The price is $260
May 1 - May 2
Total with taxes and fees
Beach Daze-Gorgeous new shower! Bikes Included
Beach nearby

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
$455 nightly
The price is $474
May 3 - May 4
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger
Bar (on property)

2-bedroom condo walking distance to Singleton Beach

2-bedroom condo walking distance to Singleton Beach
Mid Island
9.6 out of 10, Exceptional, (14 reviews)
"We had a great experience! The property is as advertised, clean, welcoming, and in a great location. Communication with the host was excellent and the check in / check out was seamless. "
United States
Joseph C.
$230 nightly
The price is $253
May 3 - May 4
Total with taxes and fees
2-bedroom condo walking distance to Singleton Beach
Apartment (1 Bedroom) | Interior

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
9.0 out of 10, Wonderful, (4 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
$315 nightly
The price is $347
May 1 - May 2
Total with taxes and fees
Oceanfront Hilton Head Island Condo w/ Pool!
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.
$356 nightly
The price is $371
May 4 - May 5
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
On the beach, sun loungers, beach towels

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.

Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
Mid Island
10.0 out of 10, Exceptional, (148 reviews)
"Ambrose kept me well informed and his condo is lovely. Great beach access -- and great beach!"
United States
Martha H.
$246 nightly
The price is $271
May 3 - May 4
Total with taxes and fees
Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
Property grounds

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (111 reviews)
"Our stay was perfect!"
United States
Cathy R.
$238 nightly
The price is $261
May 5 - May 6
Total with taxes and fees
Elegance at the beach -Ocean View Villa, Gorgeous!
On the beach, sun loungers

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (58 reviews)
"The condo was clean and nicely decorated. The kitchen was well equipped. Great location - just a few minutes walk to the beach. "
United States
Ellen
$315 nightly
The price is $347
May 2 - May 3
Total with taxes and fees
Beachy chic, steps from the beach!
Beach

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, (92 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
$457 nightly
The price is $477
May 3 - May 4
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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
TV

Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (80 reviews)
"Great location; carriage house was very nice! Offered everything we needed, very comfortable. Would definitely stay here again; highly recommend! "
United States
Anita
$252 nightly
The price is $277
May 4 - May 5
Total with taxes and fees
Carriage House within 5 minute walk of Old Town Bluffton
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.
$396 nightly
The price is $435
May 1 - May 2
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Property grounds

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (68 reviews)
"Everything clean and view was amazing. Bed is sleeping on a piece of cheap tan foam on top of mattress. Needs to have a covering or something to keep from feeling it through thin sheets. And the pool and elevator is far on other end of unit. For us no problem but beware if you need elevator. Well kept grounds to beach."
United States
Deborah
$311 nightly
The price is $342
May 11 - May 12
Total with taxes and fees
Direct Ocean Front First Floor 1BR/1Bath Condo
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
"Should make it clear that the bedroom is up steep stairs , didn’t really bother us this time but if we had stayed there last year right after my open heart surgery it would have been difficult . But over all a very nice place to stay and we enjoyed it ."
Wendell 1-night trip
Posted 2 hours ago
Palmera Inn and Suites

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
February
June
$306
Month
Price
January
$259
February
$247
March
$250
April
$262
May
$306
June
$327
July
$324
August
$311
September
$298
October
$298
November
$288
December
$289
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.