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Our top choices for Hilton Head Island vacation homes

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, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is ¥28,016
¥74,363 total
includes taxes & fees
May 10 - May 11
Old Town + Modern 4 BR + Fire Pit + EV Charger

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 ¥39,225
¥64,203 total
includes taxes & fees
May 10 - May 11
House with a view/sleep upto 6 Guest, pets welcome

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 traveler
The price is ¥24,514
¥70,578 total
includes taxes & fees
May 11 - May 12
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (130 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

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 ¥35,303
¥59,544 total
includes taxes & fees
May 13 - May 14
Low Country Living In Old Town Bluffton

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (81 reviews)
"Loved the location and the property. Everything was as described and we had an amazing and seamless time!"
United States
Dana F.
The price is ¥37,279
¥125,204 total
includes taxes & fees
May 11 - May 12
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

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, (92 reviews)
"Great location!"
United States
Jessica G.
The price is ¥33,420
¥71,625 total
includes taxes & fees
Jun 1 - Jun 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (26 reviews)
"Host was very responsive to our needs."
United States
Margie S.
The price is ¥33,734
¥57,473 total
includes taxes & fees
May 20 - May 21
Bluffton Retreat, Pet Friendly

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (88 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is ¥120,813
¥250,428 total
includes taxes & fees
May 17 - May 18
Gated Community, Close to beach, heated pool, golf cart available to rent

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
The price is ¥232,055
¥276,987 total
includes taxes & fees
Jun 7 - Jun 8
Montage Palmetto Bluff Residences

Pickleball Pool and Private Patio Pet OK Near All

Pickleball Pool and Private Patio Pet OK Near All
Mid Island
The price is ¥15,533
¥44,324 total
includes taxes & fees
May 10 - May 11
Pickleball Pool and Private Patio Pet OK Near All

Pet Friendly | Pool | Tennis | Walk to Shops

Pet Friendly | Pool | Tennis | Walk to Shops
Mid Island
The price is ¥17,887
¥46,239 total
includes taxes & fees
May 11 - May 12
Pet Friendly | Pool | Tennis | Walk to Shops

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed a quick weekend trip here just to see the area. Loved the Old Town and this home was very peaceful! Thanks for letting us stay "
United States
Courtney H.
GOLF CART! Remodeled home near Old Town, Xbox!

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

Fairway hideaway on the 7th hole, beach, bikes, smiles
South End
The price is ¥25,705
¥82,296 total
includes taxes & fees
May 10 - May 11
Fairway hideaway on the 7th hole, beach, bikes, smiles

Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.4 out of 10, Very Good, (5 reviews)
"Clean and good location"
United States
nick r.
The price is ¥29,513
¥72,678 total
includes taxes & fees
May 9 - May 10
Awesome Hilton Head Coligny Beach townhome!

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, (83 reviews)
"We enjoyed our stay "
United States
Edward N.
The price is ¥44,873
¥57,798 total
includes taxes & fees
Jun 5 - Jun 6
Great views of the New River close to Savannah and Hilton Head.

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 ¥25,889
¥101,342 total
includes taxes & fees
May 10 - May 11
Mins to Downtown & Beach, Sleeps 10, Pool

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (32 reviews)
"The whole house was excellent. The owners communication with the owners was great and they were very responsive when I had some questions. We had a large party and everyone felt like there was plenty of room. It was a great stay."
United States
Pasco D.
The price is ¥85,558
¥250,482 total
includes taxes & fees
May 19 - May 20
6 Bedroom, Free Heated Pool + Elevator Sleeps 26

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.
The price is ¥27,356
¥59,495 total
includes taxes & fees
May 11 - May 12
Treehouse at BootLegger Cove
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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Hilton Head Island Vacation Homes information

Number of reviews
687
Accommodation
3384 Vacation Homes
Lowest Price
¥44,324
Highest Price
¥276,987