Holiday Homes in Hilton Head Island

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Hilton Head Island holiday homes

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, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
The price is €411
includes taxes & fees
3 Jun - 4 Jun
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
Fridge, microwave, oven, stovetop

On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
On Island | Pool | Tennis | Pet Friendly | Parking
Exterior

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 enjoyed our stay "
United States
Edward N.
The price is €365
includes taxes & fees
5 Jun - 6 Jun
Great views of the New River close to Savannah and Hilton Head.
Fridge, microwave, oven, stovetop

Pet Friendly | Pool | Tennis | Walk to Shops

Pet Friendly | Pool | Tennis | Walk to Shops
Mid Island
Pet Friendly | Pool | Tennis | Walk to Shops
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, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
The price is €386
includes taxes & fees
3 Jun - 4 Jun
Old Town + Modern 4 BR + Fire Pit + EV Charger
A heated pool

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 €2,947
includes taxes & fees
11 Jun - 12 Jun
Hilton Head 5BR Sleeps 18 • Heated Pool • Walk to Folly Field • Dog Friendly • Elevator
Interior

Fairway hideaway on the 7th hole, beach, bikes, smiles

Fairway hideaway on the 7th hole, beach, bikes, smiles
South End
The price is €500
includes taxes & fees
2 Jun - 3 Jun
Fairway hideaway on the 7th hole, beach, bikes, smiles
Interior

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is €328
includes taxes & fees
3 Jun - 4 Jun
Low Country Living In Old Town Bluffton
Beach nearby

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 traveller
Old Town + Home & Carriage House + EV Charger
Dining

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.6 out of 10, Exceptional, (28 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is €316
includes taxes & fees
2 Jun - 3 Jun
Bluffton Retreat, Pet Friendly
Private kitchen

Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (1 review)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
Treehouse at BootLegger Cove
Property grounds

#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
10.0 out of 10, Exceptional, (13 reviews)
"Very spacious. Very clean. Really enjoyed our time there. "
United States
Shirnett M.
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Property grounds

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
9.8 out of 10, Exceptional, (29 reviews)
"What stood out was the creativity of the home to include the arcade room, movie theater, mini golf course and the pool. "
United States
Sharon A.
Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room
Smart TV

Relax in Paradise

Relax in Paradise
South End
10.0 out of 10, Exceptional, (6 reviews)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
United States
Cynthia M.
The price is €463
includes taxes & fees
2 Jun - 3 Jun
Relax in Paradise
Marina

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Sea Pines
8.8 out of 10, Excellent, (40 reviews)
"Had a wonderful time!"
United States
William M.
House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
Fridge, microwave, oven, stovetop

Breath and Relax/can sleep up to 6 guest/pets ok

Breath and Relax/can sleep up to 6 guest/pets ok
Bluffton
9.2 out of 10, Wonderful, (15 reviews)
"No issues with this one night stay. Great location and very nice accommodations."
United States
David S.
The price is €350
includes taxes & fees
8 Jun - 9 Jun
Breath and Relax/can sleep up to 6 guest/pets ok
Fridge, microwave, oven, stovetop

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.
Mins to Downtown & Beach, Sleeps 10, Pool
Fridge, microwave, oven, stovetop

House with a view/sleep upto 6 Guest, pets welcome

House with a view/sleep upto 6 Guest, pets welcome
Bluffton
9.4 out of 10, Exceptional, (14 reviews)
"Replies fast amazing area."
United States
Caleb M.
The price is €350
includes taxes & fees
2 Jun - 3 Jun
House with a view/sleep upto 6 Guest, pets welcome
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

Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

6/10 Okay
"Nice staff"
Prince 1-night trip
Posted 2 hours ago
Hilton Garden Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Number of reviews
529
Accommodation
3384 Holiday Homes
Lowest Price
€267
Highest Price
€2,947