Search Holiday Homes in Hilton Head Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Hilton Head Island holiday homes

Hair dryer

Family Beach Stay | Pool | Tennis | Pet Friendly

Family Beach Stay | Pool | Tennis | Pet Friendly
Mid Island
Family Beach Stay | Pool | Tennis | Pet Friendly
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
9.6 out of 10, Exceptional, (14 reviews)
"Very spacious. Very clean. Really enjoyed our time there. "
United States
Shirnett M.
The price is £2,723
includes taxes & fees
26 Jun - 27 Jun
#1 voted best house for big groups, pool, private putting green, EV Charger, Kid's bunk room
Private kitchen

Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is £290
includes taxes & fees
22 Jun - 23 Jun
Treehouse at BootLegger Cove
Dining

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
Edgefield
9.8 out of 10, Exceptional, (38 reviews)
"Everything was very clean and nice "
United States
Shannon S.
The price is £372
includes taxes & fees
22 Jun - 23 Jun
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
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 £362
includes taxes & fees
21 Jun - 22 Jun
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
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 didn’t spend much time here but we had what we needed and were comfortable."
United States
Gena D.
The price is £313
includes taxes & fees
6 Jul - 7 Jul
Great views of the New River close to Savannah and Hilton Head.
Smart TV, books

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (98 reviews)
"Place was amazing! Host was very kind and helpful! Highly recommend staying there if you visit Hilton Head!"
United States
Shannon-Claire
The price is £313
includes taxes & fees
23 Jun - 24 Jun
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
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 location! "
United States
Clayton M.
The price is £289
includes taxes & fees
25 Jun - 26 Jun
Low Country Living In Old Town Bluffton
Beach

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (33 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.
GOLF CART! Remodeled home near Old Town, Xbox!
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 £371
includes taxes & fees
28 Jun - 29 Jun
Old Town + Modern 4 BR + Fire Pit + EV Charger
Property grounds

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 £1,722
includes taxes & fees
5 Jul - 6 Jul
Beach, Private Pool, Designer Everything, Exclusive Community
Interior

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 £595
includes taxes & fees
20 Jul - 21 Jul
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
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, (30 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
Smart TV

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 £2,411
includes taxes & fees
25 Jun - 26 Jun
2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way
Property grounds

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 £2,136
includes taxes & fees
25 Jun - 26 Jun
Best Home w/ Hurricane Simulator & 3D Theater, Pool, Elevator, 3 Blocks to Beach - 38 Sandcastle
View from property

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 £1,173
includes taxes & fees
19 Jul - 20 Jul
Montage Palmetto Bluff Residences
Terrace/patio

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 £485
includes taxes & fees
25 Jun - 26 Jun
OLD TOWN | Two Houses | EV Charger | Fire pit
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.
The price is £558
includes taxes & fees
21 Jun - 22 Jun
Mins to Downtown & Beach, Sleeps 10, Pool
Dining

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.6 out of 10, Exceptional, (29 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is £269
includes taxes & fees
28 Jun - 29 Jun
Bluffton Retreat, Pet 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

10/10 Excellent
"Absolutely loved our stay here!! Close walk to the beach and my kids loved the pool!! Definitely would come back again!"
Christina 5-night trip
Posted 1 hour ago
Coral Sands Resorts by Palmera

Find out more about Hilton Head Island

Hilton Head Island Holiday Homes information

Number of reviews
123
Accommodation
3278 Holiday Homes
Lowest Price
£286
Highest Price
£1,173