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

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Our top choices for Hilton Head Island vacation homes

1. 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

2. 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, (119 reviews)
"Would stay again!"
United States
Shandi B.
The price is ¥14,185
¥43,973 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is ¥18,295
¥67,024 total
includes taxes & fees
Sep 6 - Sep 7
Palmetto Dunes Golf Getaway: Pool + Beach Access!

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, (108 reviews)
"This was our second time staying here and it was great both times! Great location in Sea Pines as well."
United States
Matthew I.
The price is ¥22,909
¥58,800 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

5. Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!
South End
10.0 out of 10, Exceptional, (3 reviews)
"Very nice property, exactly as pictured and described. Cold A/C which was great and a fantastic patio to unwind and relax before dinner or sipping morning coffee. "
United States
Joe S.
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

6. Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.8 out of 10, Excellent, (8 reviews)
"The condo looked like the pictures. It was clean, ready on time, and within walking distance to several shops and restaurants. Host was nice enough to go out of their way to help me with retrieving an item I left behind. Would certainly stay here again!"
United States
Austin M.
The price is ¥28,493
¥72,817 total
includes taxes & fees
Aug 27 - Aug 28
Awesome Hilton Head Coligny Beach townhome!

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ¥15,273
¥44,116 total
includes taxes & fees
Sep 2 - Sep 3
On Island | Pool | Tennis | Pet Friendly | Parking

8. Sea Pines hut, 5-min walk to beach, dog friendly!

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
The price is ¥37,571
¥69,315 total
includes taxes & fees
Aug 29 - Aug 30
Sea Pines hut, 5-min walk to beach, dog friendly!

9. 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, (83 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ¥30,375
¥117,394 total
includes taxes & fees
Sep 8 - Sep 9
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

10. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"Everything was perfect. So close to the beach and was very comfortable. And the host was very responsive and easy to communicate with. Will definitely stay here again!"
United States
Courtney W.
The price is ¥25,950
¥70,625 total
includes taxes & fees
Sep 8 - Sep 9
Newly Renovated Duplex- 4th Row

11. 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, (95 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ¥29,650
¥75,167 total
includes taxes & fees
Aug 30 - Aug 31
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

12. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (47 reviews)
"Great location! "
United States
Clayton M.
The price is ¥32,216
¥56,264 total
includes taxes & fees
Aug 27 - Aug 28
Low Country Living In Old Town Bluffton

13. 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 ¥30,227
¥64,050 total
includes taxes & fees
Aug 31 - Sep 1
Treehouse at BootLegger Cove

14. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (118 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ¥32,216
¥71,489 total
includes taxes & fees
Aug 27 - Aug 28
The Bluffton Farmhouse

15. 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 ¥42,811
¥130,742 total
includes taxes & fees
Aug 30 - Aug 31
Private Beach Access-Pet Friendly-Hot Tub!!!

16. 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, (3 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 ¥26,632
¥98,364 total
includes taxes & fees
Aug 30 - Aug 31
Two Homes · Walk to Old Town · Fire Pit · EV

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

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (38 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 ¥33,432
¥75,652 total
includes taxes & fees
Sep 3 - Sep 4
GOLF CART! Remodeled home near Old Town, Xbox!

18. Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly

Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly
Sea Pines
The price is ¥47,712
¥144,947 total
includes taxes & fees
Sep 8 - Sep 9
Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly

19. Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"The house is clean and well appointed. We enjoyed the beach and the backyard. We had everything we needed! Looking forward to returning next year"
United States
Yvette
The price is ¥35,835
¥93,144 total
includes taxes & fees
Aug 31 - Sep 1
Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

20. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay for USCB graduation!"
United States
Michelle R.
The price is ¥34,204
¥58,974 total
includes taxes & fees
Aug 27 - Aug 28
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.
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Top Hilton Head Island Hotel Reviews

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Hilton Head Island Vacation Homes information

Number of reviews
838
Accommodation
3194 Vacation Homes
Lowest Price
¥43,973
Highest Price
¥144,947