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Our top choices for Hilton Head Island vacation homes

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 didn’t spend much time here but we had what we needed and were comfortable."
United States
Gena D.
The price is AED 929
AED 1,548 total
includes taxes & fees
6 Jul - 7 Jul
Great views of the New River close to Savannah and Hilton Head.

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Mid Island
9.8 out of 10, Exceptional, (15 reviews)
"We loved our stay at this house. Close to the beach and really well stocked for families. We’ll definitely stay here again."
United States
Sue D.
The price is AED 9,588
AED 11,929 total
includes taxes & fees
21 Jul - 22 Jul
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator

Family Beach Stay | Pool | Tennis | Pet Friendly

Family Beach Stay | Pool | Tennis | Pet Friendly
Mid Island
The price is AED 476
AED 1,132 total
includes taxes & fees
25 Jun - 26 Jun
Family Beach Stay | Pool | Tennis | Pet Friendly

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Mid Island
9.6 out of 10, Exceptional, (14 reviews)
"What a wonderful place to stay! Thank you for everything! We will be back next year! "
United States
David S.
The price is AED 10,530
AED 13,099 total
includes taxes & fees
26 Jun - 27 Jun
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room

Beach, Private Pool, Designer Everything, Exclusive Community

Beach, Private Pool, Designer Everything, Exclusive Community
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"A great house, location and stay! We will definitely be back! Everything you could think of was provided and communication throughout was top notch! "
United States
Lindsay J.
The price is AED 6,723
AED 8,446 total
includes taxes & fees
5 Jul - 6 Jul
Beach, Private Pool, Designer Everything, Exclusive Community

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, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
The price is AED 533
AED 1,592 total
includes taxes & fees
28 Jun - 29 Jun
Old Town + Modern 4 BR + Fire Pit + EV Charger

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, (94 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
The price is AED 516
AED 1,573 total
includes taxes & fees
25 Jun - 26 Jun
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great location! "
United States
Clayton M.
The price is AED 826
AED 1,386 total
includes taxes & fees
25 Jun - 26 Jun
Low Country Living In Old Town Bluffton

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is AED 4,870
AED 5,860 total
includes taxes & fees
24 Jul - 25 Jul
Montage Palmetto Bluff Residences

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (34 reviews)
"We had a relaxing stay! The house was true to advertising! The host was very responsive and professional. We would definitely stay there again!"
United States
Matt T.
The price is AED 1,052
AED 1,896 total
includes taxes & fees
29 Jun - 30 Jun
GOLF CART! Remodeled home near Old Town, Xbox!

OLD TOWN | Two Houses | EV Charger | Fire pit

OLD TOWN | Two Houses | EV Charger | Fire pit
Old Town Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is AED 4,041
AED 6,504 total
includes taxes & fees
5 Jul - 6 Jul
OLD TOWN | Two Houses | EV Charger | Fire pit

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! Kaila was flexible, accommodating, and extremely responsive, making everything easy from start to finish.The house was spotless, spacious, and beautifully decorated — very comfortable and welcoming. The central location was a huge bonus, with easy access to great restaurants and shops.We’d absolutely stay here again. Highly recommend!"
United States
Jared B.
The price is AED 905
AED 2,746 total
includes taxes & fees
29 Jun - 30 Jun
Mins to Downtown & Beach, Sleeps 10, Pool

New Luxury Home, Heated Pool, Walk to the Beach, Elevator, Views

New Luxury Home, Heated Pool, Walk to the Beach, Elevator, Views
Mid Island
9.8 out of 10, Exceptional, (7 reviews)
"Great house for a big group"
United States
Lee O.
The price is AED 8,624
AED 10,836 total
includes taxes & fees
5 Jul - 6 Jul
New Luxury Home, Heated Pool, Walk to the Beach, Elevator, Views

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room
Mid Island
10.0 out of 10, Exceptional, (31 reviews)
"Great property and location"
United States
J G.
Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Bluffton
The price is AED 808
AED 2,517 total
includes taxes & fees
29 Jun - 30 Jun
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

Best Home w/ Hurricane Simulator & 3D Theater, Pool, Elevator, 3 Blocks to Beach - 38 Sandcastle

Best Home w/ Hurricane Simulator & 3D Theater, Pool, Elevator, 3 Blocks to Beach - 38 Sandcastle
Mid Island
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful accommodations and ease of check-in was fabulous! Great neighborhood, close to beach. Kitchen was awesome- would stay again for sure."
United States
Melanie A.
The price is AED 8,242
AED 10,355 total
includes taxes & fees
25 Jun - 26 Jun
Best Home w/ Hurricane Simulator & 3D Theater, Pool, Elevator, 3 Blocks to Beach - 38 Sandcastle

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
South End
9.8 out of 10, Exceptional, (60 reviews)
"Beautiful and spacious house in a fantastic location!"
United States
Lisa P.
The price is AED 6,817
AED 11,563 total
includes taxes & fees
25 Jun - 26 Jun
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

Walk to Beach, Perfect for Multi-Family, Free Heated Pool, Spa, 3D Theater, Arcades (83 Sandcastle)

Walk to Beach, Perfect for Multi-Family, Free Heated Pool, Spa, 3D Theater, Arcades (83 Sandcastle)
Mid Island
9.4 out of 10, Exceptional, (26 reviews)
"This house was a perfect setup for our large group. The pool and backyard were perfect!"
United States
Kevin W.
The price is AED 7,306
AED 9,087 total
includes taxes & fees
6 Jul - 7 Jul
Walk to Beach, Perfect for Multi-Family, Free Heated Pool, Spa, 3D Theater, Arcades (83 Sandcastle)

Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay! The home is lovely and the location is unbeatable. We were able to walk everywhere in Bluffton and enjoy its southern charm. "
United States
Anonymous traveler
The price is AED 685
AED 2,346 total
includes taxes & fees
28 Jun - 29 Jun
Old Town + Home & Carriage House + EV Charger
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

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