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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hilton Head Island vacation homes

A waterfront restaurant with outdoor seating and a view of the water.

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
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

2. 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, (103 reviews)
"Great place!"
United States
Danny H.
The price is ￥21,245
￥54,356 total
includes taxes & fees
Oct 30 - Oct 31
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

3. 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 ￥14,006
￥42,584 total
includes taxes & fees
Oct 25 - Oct 26
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

4. 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 ￥12,432
￥56,433 total
includes taxes & fees
Oct 25 - Oct 26
Palmetto Dunes Golf Getaway: Pool + Beach Access!
A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

5. 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 ￥21,103
￥55,931 total
includes taxes & fees
Oct 29 - Oct 30
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A two-story house with a deck and a covered porch, surrounded by trees and a pond.

6. 67 Night Heron | Lagoon Views + Loft + Pool

67 Night Heron | Lagoon Views + Loft + Pool
Sea Pines
10.0 out of 10, Exceptional, (3 reviews)
"Well located for a family weekend"
United States
Peter G.
The price is ￥25,962
￥72,947 total
includes taxes & fees
Oct 3 - Oct 4
67 Night Heron | Lagoon Views + Loft + Pool
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

7. 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, (39 reviews)
"The house was just as we expected. Well appointed, very clean, nice outdoor space. The kitchen and bathrooms had been remodeled as was the kitchen. We would certainly come back!"
United States
Mary M.
The price is ￥25,211
￥75,336 total
includes taxes & fees
Oct 1 - Oct 2
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A lighthouse at sunset with boats docked at a marina.

8. 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 ￥34,448
￥121,736 total
includes taxes & fees
Oct 25 - Oct 26
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

9. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
Sea Pines
10.0 out of 10, Exceptional, (95 reviews)
"The villa was very clean and the owner was very responsive and helpful. It was within walking distance to the beach and several restaurants, great location!"
United States
Jeremy L.
The price is ￥31,474
￥83,957 total
includes taxes & fees
Oct 7 - Oct 8
Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

10. 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 ￥34,158
￥64,160 total
includes taxes & fees
Oct 5 - Oct 6
Sea Pines hut, 5-min walk to beach, dog friendly!
A swimming pool with a clear water surface, a lifeguard stand, and a building with arched doorways in the background.

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥12,904
￥40,743 total
includes taxes & fees
Oct 20 - Oct 21
On Island | Pool | Tennis | Pet Friendly | Parking
A house with a swimming pool, a hot tub, and two lounge chairs.

12. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
Sea Pines
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
A modern kitchen with a marble countertop, a built-in sink, and a dining area with wicker chairs and a table.

13. 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, (85 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ￥30,026
￥114,833 total
includes taxes & fees
Oct 14 - Oct 15
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
A modern kitchen with a dining area, wooden floors, and a ceiling fan.

14. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (49 reviews)
"Great location! "
United States
Clayton M.
The price is ￥35,408
￥60,241 total
includes taxes & fees
Oct 15 - Oct 16
Low Country Living In Old Town Bluffton
A golf course with multiple water hazards, surrounded by dense forest and a beach.

15. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Mid Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥29,050
￥83,112 total
includes taxes & fees
Oct 11 - Oct 12
Palmetto Dunes Villa – Golf, Pools & Bike to Beach
A covered porch with wooden flooring, a bench, two chairs, and a table.

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, (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 ￥26,350
￥91,091 total
includes taxes & fees
Oct 4 - Oct 5
Two Homes · Walk to Old Town · Fire Pit · EV
A modern kitchen with a fruit bowl, wine glasses, and a bottle of wine on the counter.

17. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
Bluffton
10.0 out of 10, Exceptional, (1 review)
"Great beds and pillows! Plenty of towels! One of the best stays I have had in a long time!"
United States
Robert S.
The price is ￥29,467
￥73,052 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
A backyard with a hot tub, a wooden deck, and two houses.

18. 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 ￥42,348
￥128,116 total
includes taxes & fees
Oct 7 - Oct 8
Private Beach Access-Pet Friendly-Hot Tub!!!
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a coffee maker.

19. 6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (33 reviews)
"Loved having enough room for our large family. Kids rode bikes to the beach and loved the pool. Elevator was great for my husband with Parkinson’s. Would rent this again in a heartbeat!"
United States
Joy C.
The price is ￥65,050
￥225,141 total
includes taxes & fees
Oct 3 - Oct 4
6 Bedroom, Free Heated Pool + Elevator Sleeps 26
A staircase with white railings and wooden steps leading to a landing.

20. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (124 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥31,867
￥69,850 total
includes taxes & fees
Oct 4 - Oct 5
The Bluffton Farmhouse
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

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

10/10 Excellent
"The hotel was very clean and well maintained. The staff was very pleasant and helpful. The po and beach were great. I would recommend this hotel to all"
Daniel 2-night trip
Posted 2 hours ago
Sonesta Resort Hilton Head Island

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
913
Accommodation
3195 Vacation Homes
Lowest Price
￥40,743
Highest Price
￥225,141