A coastal town with a lighthouse, marina, and golf course.

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Our top choices for Hilton Head Island vacation homes

1. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is ¥8,193
¥35,134 total
includes taxes & fees
Oct 14 - Oct 15
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

2. 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

3. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (105 reviews)
"Great place!"
United States
Danny H.
The price is ¥20,897
¥54,680 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

4. 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, (113 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ¥19,662
¥54,367 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

5. On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ¥13,393
¥41,920 total
includes taxes & fees
Oct 12 - Oct 13
On Island | Pool | Tennis | Pet Friendly | Parking

6. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"This property was very clean and had all of the necessary things to make for a great trip. The Dunes buggy free transportation was an added bonus for us too!"
United States
Anonymous traveler
The price is ¥12,190
¥59,208 total
includes taxes & fees
Oct 25 - Oct 26
Palmetto Dunes Golf Getaway: Pool + Beach Access!

7. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location! Pet friendly! Enjoyed our visit!"
United States
Christina B.
The price is ¥23,588
¥69,511 total
includes taxes & fees
Oct 31 - Nov 1
Newly Renovated Duplex- 4th Row

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

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.2 out of 10, Wonderful, (86 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ¥38,944
¥128,006 total
includes taxes & fees
Oct 25 - Oct 26
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

9. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.6 out of 10, Exceptional, (7 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 ¥24,734
¥94,405 total
includes taxes & fees
Oct 15 - Oct 16
Old Town + Home & Carriage House + EV Charger

10. 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, (97 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ¥23,851
¥70,260 total
includes taxes & fees
Oct 12 - Oct 13
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

11. Two Homes · Walk to Old Town · Fire Pit · EV

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"We loved the Driftwood Inn. Check-in process was super easy and the house was spotless! The kitchen was fabulous with all the amenities of home. And the grandkids loved the location so we could walk to get pizza, the playground and the waterfront. What a terrific “find.” We will be back soon!"
United States
Diane R.
The price is ¥23,851
¥94,497 total
includes taxes & fees
Oct 14 - Oct 15
Two Homes · Walk to Old Town · Fire Pit · EV

12. Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (32 reviews)
"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."
United States
Mariah M.
The price is ¥22,084
¥68,179 total
includes taxes & fees
Oct 15 - Oct 16
Old Town + Modern + Fire Pit + EV Charger

13. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.2 out of 10, Wonderful, (67 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ¥25,947
¥111,232 total
includes taxes & fees
Oct 25 - Oct 26
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

14. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Sea Pines
9.2 out of 10, Wonderful, (40 reviews)
"Loved the location, the condo had everything we needed, and the host was great to work with."
United States
Scott R.
The price is ¥25,361
¥76,308 total
includes taxes & fees
Oct 13 - Oct 14
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

15. Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"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 ¥31,345
¥108,695 total
includes taxes & fees
Oct 12 - Oct 13
Mins to Downtown & Beach, Sleeps 10, Pool

16. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Excellent stay Property close to shops and restaurants in Bluffton. Property was nice and quiet"
United States
Michael G.
The price is ¥34,037
¥58,338 total
includes taxes & fees
Oct 15 - Oct 16
Bluffton Retreat, Pet Friendly

17. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (41 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
The price is ¥31,583
¥71,312 total
includes taxes & fees
Nov 1 - Nov 2
GOLF CART! Remodeled home near Old Town, Xbox!

18. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (3 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ¥30,079
¥63,736 total
includes taxes & fees
Nov 11 - Nov 12
Treehouse at BootLegger Cove

19. 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 ¥30,712
¥103,265 total
includes taxes & fees
Oct 12 - Oct 13
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches

20. Private Beach Access-Pet Friendly-Hot Tub!!!

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (14 reviews)
"Enjoyed staying at the Beach House. Victor was great, amenities nearby and only a short walk to the beach. "
United States
mark h.
The price is ¥31,504
¥116,152 total
includes taxes & fees
Nov 8 - Nov 9
Private Beach Access-Pet Friendly-Hot Tub!!!
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

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
837
Accommodation
3195 Vacation Homes
Lowest Price
¥35,134
Highest Price
¥128,006