Search Vacation Homes in Hilton Head Island

    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

Compare 2583 Vacation Homes in Hilton Head Island with updated reviews, rates, and availability.

Perfect Treehouse Escape at 2031 Deer Island in Sea Pines
9.6 out of 10, Exceptional, (42)
"Lovely property. Had everything I needed and then some. Peaceful and quiet retreat in the trees. Would definitely return!"
Perfect Treehouse Escape at 2031 Deer Island in Sea Pines
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!
10.0 out of 10, Exceptional, (77)
"The property itself was very nice. The hosts are excellent and respond in a very timely manner. The only thing I would say is the sleeping/bedrooms are not accurately described. The master bedroom has a king bed and a set of bunk beds. The second bedroom has a queen bed. The third bedroom has a set of bunk bed with a larger bed on bottom. That bedroom also has the washer/dryer and hot water tank in it. It is very crowded and does not accommodate a couple comfortable. I would not consider...
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!
2 Master Suites, Water Views, bikes, kayaks, game room & short walk to beach
10.0 out of 10, Exceptional, (111)
"This was an absolutely beautiful home with some pretty great ammenities. Peggy was great to work with and provided every piece of information we could possibly have needed. "
2 Master Suites, Water Views, bikes, kayaks, game room & short walk to beach
Cozy coastal pet friendly home located in downtown Bluffton!
9.8 out of 10, Exceptional, (8)
"Very clean and all round great place to stay. Sebastian was very responsive. Close to everything. Would highly recommend this home. "
The price is AED 680
AED 2,018 total
includes taxes & fees
14 Nov - 15 Nov
Cozy coastal pet friendly home located in downtown Bluffton!
Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa
9.8 out of 10, Exceptional, (54)
"Great house in palmetto dunes. Spacious living area. Nice pool. Couldve used a couple more things in the kitchen (tin foil, oils, etc) but overall awesome place. Would love to stay again!"
Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa
22 Dove Street - Fantastic Updated 2nd Row Home with Ocean Views!
10.0 out of 10, Exceptional, (13)
"Two families, both with 2 little girls (3mo, 1yo, 2yo and 3yo). The place was perfect. "
22 Dove Street - Fantastic Updated 2nd Row Home with Ocean Views!
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
10.0 out of 10, Exceptional, (28)
"An ideal rental for a weekend getaway!"
The price is AED 503
AED 1,337 total
includes taxes & fees
14 Nov - 15 Nov
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Waterfront “State of Mind” vintage home.
9.8 out of 10, Exceptional, (146)
"Best visit ever! It was exactly what is stated it would be and the neighbors dogs were an added treat! It was clean and comfy and in a great quite location! "
Waterfront “State of Mind” vintage home.
Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK
9.0 out of 10, Wonderful, (38)
"Great location, walking distance to Beach Club and golf course. House was very clean, very spacious with great layout. Could use a little updating. "
Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK
Palmetto Dunes Retreat | Private Pool | Gorgeous Golf views
2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed in September and the place was wonderful. Very spacious. Checking in and out was very easy. The pool is clean and warm. Lots of regular towels and beach towels. Overall, no complaints and would stay there again. "
Palmetto Dunes Retreat | Private Pool | Gorgeous Golf views
Largest Pool & Decking on The Block! Check out our great rates & reviews!
9.8 out of 10, Exceptional, (163)
"House worked oerfect"
Largest Pool & Decking on The Block! Check out our great rates & reviews!
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
9.6 out of 10, Exceptional, (74)
"This was a perfect 10 day getaway with beautiful weather, relaxing location and a wonderful and comfortable condo to experience! Marko was a wonderful host and his attention to detail was incredible! I have stayed at numerous other locations on Hilton Head and by far this was the best experience and certainly one I will make sure to come back to for future visits. I would strongly recommend this location and this host to anyone who was looking to experience the island life ofHilton Head. Many...
The price is AED 253
AED 930 total
includes taxes & fees
17 Nov - 18 Nov
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Modern |Private Pool | Game Room | EV Charging | ELEVATOR| WALK TO BEACH
9.8 out of 10, Exceptional, (41)
"Our group of 19 loved our stay in this beautiful house! There was something for everyone to do - including the little kids and teens in our group. We enjoyed the pool, ping pong table, and board games. The house was very comfortable and there was enough space for our entire group to hang out together in the living/dining room area without feeling crowded. Location was awesome - short walk to a beautiful beach and several restaurants and mini golf. Short drive to the popular coligny beach area...
Modern |Private Pool | Game Room | EV Charging | ELEVATOR| WALK TO BEACH
$129/Nite Start, Kid Friendly, Close to Beach and Coligny Plaza
10.0 out of 10, Exceptional, (100)
"Terrific location walkable close to so much. Quiet complex was real enjoyable. Condo has been updated and is well equipped. Parking right at the front door is a real bonus."
$129/Nite Start, Kid Friendly, Close to Beach and Coligny Plaza
Marriott's Harbour Club
3.5 star property
9.0 out of 10, Wonderful, (49)
"Check in was great...thank you Mary....who also checked me out! Address is not clearly labeled on the sign out front! Excellent property! Clean, comfortable, very roomy!"
The price is AED 584
AED 648 total
includes taxes & fees
1 Dec - 2 Dec
Marriott's Harbour Club
Heart Of Harbour Town - Pool View 4Bd4Ba
10.0 out of 10, Exceptional, (10)
"The property and the whole process was excellent."
Heart Of Harbour Town - Pool View 4Bd4Ba
A few weeks left! Please request extra linens ahead of time if needed..
9.4 out of 10, Exceptional, (66)
"Our stay at this property in Hilton Head was nothing short of perfect! From the moment we arrived, we felt right at home. The house was spotless and beautifully decorated with a coastal theme that really made our vacation feel special. The spacious living areas were perfect for our group, and the kitchen was fully equipped with everything we needed to cook meals together. The bedrooms were incredibly comfortable. The outdoor space was another highlight – we loved lounging by the private pool...
A few weeks left! Please request extra linens ahead of time if needed..
$1M Water View - Completely renovated Sea Pines Gem
10.0 out of 10, Exceptional, (130)
"We stayed with three other couples and we all enjoyed sitting outside on the deck watching the fish jump, listening to the birds sing, and taking in the view."
$1M Water View - Completely renovated Sea Pines Gem
Golfers Paradise w/Pool-Owners Club at Hilton Head
9.8 out of 10, Exceptional, (30)
"Great location if you're not interested in being right at the beach. Away from traffic yet easy access to the north or south end of the Island. Two beds in all three bedrooms, each with their own full bath was perfect for our group. Communication was great and clearly explained."
Golfers Paradise w/Pool-Owners Club at Hilton Head
18 Gannet - Luxury Beach House- Group/Family/Dog Friendly
9.8 out of 10, Exceptional, (23)
"Great location for a family vacation. The place is newly renovated and steps away from the beach"
18 Gannet - Luxury Beach House- Group/Family/Dog Friendly
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.
Don't see what you're looking for?
See all available properties in Hilton Head Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Hilton Head Island

Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (603)
"I didn‘t like the grill‘s in the grill area, 1 Gas Grill funktionierte nicht und sie waren in einem dreckigen Zustand, das passte nicht zum Rest der gut gepflegten Immobilie!"
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!
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (259)
"Very close to car show field easy walk. There were a few maintenance issues but nothing major."
Island Links Resort by Palmera
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.