Hilton Head Island Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Hilton Head Island

Pool
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Sun loungers
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
10.0 out of 10, Exceptional, (181)
"Great property and easy access to beach with many great restaurants close by! This is our second time staying in the condo and we really enjoy it."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
Pool
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (30)
"Hilton head, beach resort and tennis club was exactly as described. The property was clean, and perfectly situated for the beach and pool. The pool was the biggest pool I had seen seen anywhere. I highly recommend this."
Coastal Condo w/ Balcony & Luxe Resort Amenities!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fridge, microwave, oven, stovetop
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
10.0 out of 10, Exceptional, (4)
"Great condo! Perfect location for Heritage Golf Tournament. Condo was very clean and spacious. Photos very accurate display and host was great. Easy to contact and very prompt in her responses. Hope to rent this condo again next year. 5 stars!"
The price is $100
$350 total
includes taxes & fees
Jun 13 - Jun 14
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
Outdoor pool
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
10.0 out of 10, Exceptional, (152)
"Great property in a great location. The condo was clean and convenient and the views were great. I had a wonderful trip."
The price is $179
$367 total
includes taxes & fees
May 29 - May 30
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
Outdoor pool
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (67)
"Property was freshly updated and conveniently located on the first floor. All necessary amenities were available including a pretty comfortable power recliner. We would definitely stay here again. Thanks!"
The price is $200
$457 total
includes taxes & fees
Jun 9 - Jun 10
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
Exterior
Ocean Villa C246 - Views from Deck
10.0 out of 10, Exceptional, (14)
"My husband and I planned a getaway to Hilton Head. We loved our stay at this property. Short walk to the beach and well maintained."
Ocean Villa C246 - Views from Deck
Fridge, microwave, stovetop, dishwasher
Ocean Villa C112 - Brand New Renovation
10.0 out of 10, Exceptional, (20)
"We loved the location. Close to beach, pool, and tiki bar. Nicely updated. Small,but all we needed. Had beautiful weather so spent all our time at beach."
Ocean Villa C112 - Brand New Renovation
Smart TV
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views!
10.0 out of 10, Exceptional, (20)
"This condo was exactly as advertised, very close to the beach and coligny, and was perfect for my wife and I. We also used the two bicycles provided to bike around Hilton Head which was very convenient. Thanks!"
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views!
Property grounds
Oceanfront Resort-Beach-Tennis-Pickleball-Indoor/Outdoor Pools - Fitness Center!
10.0 out of 10, Exceptional, (1)
"The Spa at Port Royal is very quiet and easy to drive all over Hilton Head. Enjoyed our stay thoroughly....only recommendation is to get some new pillows on all beds. Thanks so much for sharing your space!"
Oceanfront Resort-Beach-Tennis-Pickleball-Indoor/Outdoor Pools - Fitness Center!
Beach nearby, sun loungers
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
10.0 out of 10, Exceptional, (31)
"The condo was very neat and clean. It was nicely updated. It was easy to access and the surrounding grounds where very well kept. We enjoyed the short walk to the beach. I would gladly recommend this condo to others."
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Outdoor pool, a heated pool
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
9.8 out of 10, Exceptional, (164)
"The beach access was great, and the pool was lovely. The listing is accurate."
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
A heated pool
RENOVATED! Partial Ocean VIEW! Guaranteed CLEAN!! New outdoor pools/hot tubs!
9.8 out of 10, Exceptional, (119)
"This is a wonderful property. We loved the location and the space provided. It was clean and everything was perfect. We will be back! We also enjoyed the new pool renovations that were completed this year."
RENOVATED! Partial Ocean VIEW! Guaranteed CLEAN!! New outdoor pools/hot tubs!
Outdoor pool
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
9.8 out of 10, Exceptional, (191)
"Very convenient location right on the beach! Great communication really enjoyed our stay. Thanks!"
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
Beach nearby, sun loungers, beach towels
Elegance at the beach -Ocean View Villa, Gorgeous! float in...
9.8 out of 10, Exceptional, (51)
"Loved our stay!! Could see the water from the outdoor balcony and the cookies were a really nice and appreciated touch. Not far to the beach. Cute and comfy room."
The price is $225
$425 total
includes taxes & fees
Jun 21 - Jun 22
Elegance at the beach -Ocean View Villa, Gorgeous! float in...
Pool
Hilton Head Condo w/ Pool Access - Walk to Beach!
9.8 out of 10, Exceptional, (73)
"Very clean, check in was easy and quick. The condo met our needs and was very inviting. We had three adults and two teenagers. Easy access to the pool and beach. Great location to restaurants and shopping. Overall excellent stay. Would definitely come back again."
Hilton Head Condo w/ Pool Access - Walk to Beach!
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, (117)
"Nothing bad to say "
Bluewater Resort & Marina by Spinnaker Resorts
Indoor pool, outdoor pool
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (161)
"We hope to come back and revisit in the near future! Best accommodations we have ever booked on VRBO!!!"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Outdoor dining
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
9.6 out of 10, Exceptional, (9)
"As others have said this is a small place, but it gets the job done. The pickleball courts are right across the way and we used them a lot. Unfortunately, the large pool was broken for a couple of days, but once working it was great. The walk to the beach was easy, as well. I would recommend this place."
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
Pool | Outdoor pool, a heated pool
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
9.6 out of 10, Exceptional, (91)
"This house is very spacious with lots of rooms. There are 2 bedrooms with full bathrooms and a third half bathroom. The location allows for easy access to very many places to visit including the Spring Lake recreation center where the pool, lazy river and splash pad is located. There are many restaurants near by as well as grocery stores and shopping outlets. The host is very responsive and so very helpful providing information not only about the house but things to do and places to see. The...
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
Don't see what you're looking for?
See all available properties in Hilton Head Island
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.

Hilton Head Island Vacation Rental Travel Info

Number of vacation rentals
2,140
Popular accommodation
Hilton Head Island condos
Known landmarks
Coligny Beach, Folly Field Beach Park and The Sandbox
International airports
Hilton Head Island, SC (HHH) and Savannah, GA (SAV-Savannah - Hilton Head Intl.)

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
December
July
$206
Month
Price
January
$137
February
$190
March
$186
April
$133
May
$198
June
$206
July
$225
August
$175
September
$135
October
$127
November
$144
December
$121
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.

Other types of properties in Hilton Head Island you may be interested in

3 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Omni Hilton Head Oceanfront Resort
4.0 star property
8.8 out of 10, Excellent, (1009)
"The rooms were very nice. I love the ease of staying here with little ones. Drinks and food served right to the pool which makes things easy and fun! Love that the beach is right there too so you can easily. Staying here allows for an enjoyable vacation and experience. "
The price is $429
$524 total
includes taxes & fees
Jun 2 - Jun 3
Omni Hilton Head Oceanfront Resort
Exterior
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very Good, (1006)
"It was Noisy and a little dated. Pool area was under construction and parking was tight with the construction going on. "
The price is $194
$256 total
includes taxes & fees
Jun 3 - Jun 4
Beach House Resort Hilton Head
Exterior
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very Good, (1001)
"The staff are amazing and the area is beautiful "
The price is $363
$443 total
includes taxes & fees
May 22 - May 23
Sonesta Resort Hilton Head Island
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.

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 $100 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.

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?

Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more! : Visitors give good reviews to this Hilton Head Island vacation home rental, which offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favorite homes for rent in Hilton Head Island are Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown and 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!.

How many vacation rentals are there in Hilton Head Island?

With 2896 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.

Recent reviews of Hilton Head Island properties
Expedia verified reviews

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

5/5 Excellent
"Great service. A beautiful beach. And almost anything you could want within easy driving or walking distance. "
A verified traveler stayed at Hilton Beachfront Resort & Spa Hilton Head Island
Posted 17 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island