Hilton Head Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Hilton Head Island

Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (592)
"Hotels.com (con!) is a dishonest vendor! You rejected my review because I exposed your deceptive practices. Nonetheless, I will continue to spread the word at every opportunity to warn others about Hotels.CON! My review :The resort, Coral Sands was lovely; the location is great, very clean, loved the pool/lazy river feature. What I dislike is the dishonesty of Hotels.com. When booking, the site indicates I could change/cancel my reservation without penalty up to a certain date. I attempted to...
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
9.8 out of 10, Exceptional, (12)
"This beach house was a beautiful home. All beds were comfortable bathrooms all worked well. The only issue was the beach access was a very difficult way for anyone to get to the beach because their access was closed and we had to go to the side, which was never stated in the Description it says ocean front beach home !! very difficult to carry things to the beach for the family when you’re paying a price for oceanfront Beach Home !!!you want it to be an oceanfront beach home? That’s why I had to...
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Marriott's Barony Beach Club
3.5 star property
9.6 out of 10, Exceptional, (228)
" Excellent check in and unit very clean and spacious. "
The price is NZ$841
includes taxes & fees
8 Oct - 9 Oct
Marriott's Barony Beach Club
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (253)
"Very nice place. "
Island Links Resort by Palmera
Hilton Head Island Beach and Tennis Resort
3.5 star property
8.6 out of 10, Excellent, (17)
"I loved the view we had of the beach it was beautiful! I beleive one of the best on the property for sure. The place was clean and nice everyone was friendly and helpful. I definitely plan on coming back."
Hilton Head Island Beach and Tennis Resort
Royal Dunes Resort
3.5 star property
9.4 out of 10, Exceptional, (152)
"Large condo and well set up. Perfect for families travelling together. Easily works for two couples. Walking distance to the beaches. "
Royal Dunes Resort
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
9.8 out of 10, Exceptional, (69)
"The condo wasn’t as clean as I expected closets cluttered floors was gritty like sand on them! "
The price is NZ$398
includes taxes & fees
20 Oct - 21 Oct
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach
9.4 out of 10, Exceptional, (186)
"Nice property. Nice area-not very congested. Very comfortable condo. Very easy to communicate with owner."
Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
9.4 out of 10, Exceptional, (238)
"It was great views but too small and furniture were not so clean."
The price is NZ$580
includes taxes & fees
1 Oct - 2 Oct
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (149)
"Room was nice. Pools weren't all heated. And those that were , needed to be cleaned "
The price is NZ$855
includes taxes & fees
3 Oct - 4 Oct
Marriott's Grande Ocean
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
9.4 out of 10, Exceptional, (140)
"It’s was good. House was well furnished. Some of the pools were closed for maintenance. I guess because of the decent hurricanes. Palmetto Dunes is a very nice community and easy to get to the beach. "
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Gorgeous View and just steps to the Beach!
9.8 out of 10, Exceptional, (177)
"The property is beautifully landscaped and the beach is stunning. Sheila is wonderful to work with and takes very good care of her condo. It is clean, well-maintained, and decorated so nicely. I can't wait to go back."
Gorgeous View and just steps to the Beach!
Steps from the ocean
9.2 out of 10, Wonderful, (64)
"First off, this property is great and we would book again in a heartbeat. The location right next to the stairs was money. The open BR make the whole place seem bigger, but there is no privacy from the little ones. On the other hand, and this goes for any property booked through VRBO in HHI, we will not travel during hurricane season. We encountered a tropical storm in day 3 and while, there was no evacuation order, there was a State of Emergency order by the State, the County and the Local...
Steps from the ocean
Remodeled Corner Unit 2/2 Overlooking the Lagoon
9.8 out of 10, Exceptional, (18)
"The villa was lovely and cozy. The view overlooking the lagoon was an added bonus. I enjoyed sitting on the porch having my cup of coffee and reading. My family and I enjoyed nightly pickleball games, golfing and relaxing by the beach. There was a DJ by the pool which was great. We would definitely make the trip again. "
The price is NZ$649
includes taxes & fees
15 Oct - 16 Oct
Remodeled Corner Unit 2/2 Overlooking the Lagoon
Villa on the Beach | OceanFront steps to Beach | 116 Barrington Court
9.8 out of 10, Exceptional, (20)
"The condo was very comfortable and beautifully decorated. We certainly enjoyed our stay."
Villa on the Beach | OceanFront steps to Beach | 116 Barrington Court
Oceanfront condo with pool, grill, scenic balcony, & AC
9.4 out of 10, Exceptional, (15)
"The front door and frame needs to be replaced. T"
Oceanfront condo with pool, grill, scenic balcony, & AC
Beach Front With Ocean View
9.6 out of 10, Exceptional, (89)
"This condo was perfect for my getaway. The location was quiet and had great views from the balcony. The condo was very clean and well stocked with essentials. Next time I visit I can leave half the things I packed at home because they were provided. The bed was very comfortable making for a restful week. I have already recommended it to multiple people and I can't wait to visit again."
Beach Front With Ocean View
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - #1 OV C129
10.0 out of 10, Exceptional, (73)
"The condo was great for two people! It was a short walk to the beach and the beach was great! There were a couple of minor issues and they were addressed immediately! I would highly recommend this condo!"
The price is NZ$685
includes taxes & fees
14 Oct - 15 Oct
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - #1 OV C129
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
9.8 out of 10, Exceptional, (186)
"The facility is very nice. Unit was comfortable quaint and very nice! Would love to stay again!! "
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes! #113
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
9.8 out of 10, Exceptional, (195)
"So appreciative of the bikes and beach chairs that came with the rental. Also loved that we didn’t drive anywhere for the entire 3 day visit. Everything we needed was in (close) walking or biking distance. Bed was comfortable too with a clean comforter "
The price is NZ$518
includes taxes & fees
29 Sept - 30 Sept
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
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.
Save an average of 15% on thousands of hotels when you're signed in

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

Hilton Beachfront Resort & Spa Hilton Head Island
4.5 star property
8.4 out of 10, Very good, (1228)
"Front desk staff were awesome! Rooms are clean quiet and comfortable Pool deck needs some work Great location to visit This was our 1nd visit …We will be back"
The price is NZ$318
includes taxes & fees
25 Sept - 26 Sept
Hilton Beachfront Resort & Spa Hilton Head Island
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1002)
"Resort walking distance to the beach."
The price is NZ$339
includes taxes & fees
20 Oct - 21 Oct
Sonesta Resort Hilton Head Island
Beach House Resort Hilton Head
3.0 star property
8.6 out of 10, Excellent, (199)
"Nice resort hotel. The 2 dining options were nice, the live music at the Tiki hut was a bit loud for guests with ocean views, but they cut off at 10 exactly, so not too bad. The view of the beach feom our room was very nice. The staff were VERY friendly and nice. "
The price is NZ$312
includes taxes & fees
30 Sept - 1 Oct
Beach House Resort Hilton Head
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.

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more 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 holiday rentals that Hilton Head Island has to offer?

A few weeks left! Please request extra linens ahead of time if needed..: This highly rated holiday home rental in Hilton Head Island offers an outdoor pool, a fireplace and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a microwave and kitchenware, so that you can cook with friends or family. Other favourite homes for rent in Hilton Head Island are Beach. View. Suite. 1 br. 1 ba. Sleeps 5 and 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!.

How many holiday rentals are there in Hilton Head Island?

With 2849 Expedia holiday rentals, you're guaranteed 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 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 holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.