Villas for 12+ guests in Hilton Head Island, SC

Villas for 12+ guests in Hilton Head Island, SC, from $105 a night. Book direct on each manager's site, no OTA fee.

All stays in Hilton Head Island, SC

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Stays, best documented first

1 Black Duck
Villa · 4 bath · sleeps 12
Hilton Head, SC
From $182 a night
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Exact location
Book direct on Hilton Head Island Vacations
1 West Garrison
Villa · 4.5 bath · sleeps 12
Hilton Head, SC
From $182 a night
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Exact location
Book direct on Hilton Head Island Vacations
28 Ruddy Turnstone
Villa · 4 bed · 4.5 bath · sleeps 12
Hilton Head, SC
From $111 a night
- grill/bbq - private
- private pool
- coffee maker
- cookware
Location not published
Book direct on Hilton Head Island Vacations
Charming Oasis with Outdoor Patio and Resort Amenities - Cozy Retreat
Villa · 3 bed · 3 bath · sleeps 12
Hilton Head Island, SC
From $125 a night
- shared pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
10 Brigantine
Villa · 7 bed · 7 bath · sleeps 18
Hilton Head, SC
From $225 a night
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
5 Juniper Lane
Villa · 5 bed · 4 bath · sleeps 16
Hilton Head, SC
From $225 a night
- beach cart
- dogs considered
- grill/bbq - private
- hot tub/spa - private
Location not published
Book direct on Hilton Head Island Vacations
Water Oak Villa
Villa · 3 bed · 1 bath · sleeps 12
Hilton Head Island, SC
From $105 a night
Exact location
Book direct on iTrip
Lagoon Front Oasis with Private Dock and Pool - Beautiful Tranquil Escape
Villa · 4 bed · sleeps 12
Hilton Head Island, SC
From $590 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
10 Wood Ibis Rd: Sea Pines
Villa · 5 bed · 5 bath · sleeps 12
Hilton Head Island, SC
No nightly rate published
- balcony
- beach view
- blow dryer
- cookware & serving pieces
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
11 Gunnery Lane: Sea Pines
Villa · 5 bed · 4 bath · sleeps 12
Hilton Head Island, SC
No nightly rate published
- beach view
- blow dryer
- cookware & serving pieces
- deck / patio
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
2 Green Wing Teal Rd: Sea Pines
Villa · 5 bed · 6 bath · sleeps 14
Hilton Head Island, SC
No nightly rate published
- blow dryer
- cookware & serving pieces
- deck / patio
- dishwasher
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
23 South Beach Lagoon Dr: Sea Pines
Villa · 6 bed · 8 bath · sleeps 14
Hilton Head Island, SC
No nightly rate published
- balcony
- blow dryer
- coffee: drip, keurig, nespresso
- cookware & serving pieces
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
27 Starboard Tack
Villa · 5 bed · 4 bath · sleeps 14
Hilton Head Island, SC
No nightly rate published
- heated pool
- hot tub
- private pool
- pets considered
Exact location
Book direct on Hilton Head Vacation Rentals
60 Lawton Road: Sea Pines
Villa · 5 bed · 4 bath · sleeps 12
Hilton Head Island, SC
No nightly rate published
- 7 minute bike ride to beach
- blow dryer
- cookware & serving pieces
- deck / patio
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
7 Singleton Beach Place
Villa · 7 bed · 7.5 bath · sleeps 20
Hilton Head Island, SC
No nightly rate published
- elevator
- heated pool
- private pool
- air conditioning
Exact location
Book direct on Hilton Head Vacation Rentals
9 Wren Drive: Sea Pines
Villa · 5 bed · 5 bath · sleeps 14
Hilton Head Island, SC
No nightly rate published
- blow dryer
- cookware & serving pieces
- deck / patio
- dishwasher
Exact location
Book direct on Hilton Head Island Vacation Rentals & Real Estate Services
Cedar Waxwing 1
Villa · 5 bed · 1 bath · sleeps 14
Hilton Head, SC
No nightly rate published
- air conditioning
- beverage center
- blender
- carbon monoxide detector
Exact location
Book direct on Hilton Head Vacation Rentals
Crabline 32
Villa · 5 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- blender
- dishwasher
- freezer
- microwave
Exact location
Book direct on Hilton Head Vacation Rentals
Crabline 39
Villa · 5 bed · 4.5 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- blender
- dishwasher
- freezer
- microwave
Exact location
Book direct on Hilton Head Vacation Rentals
Crabline 49
Villa · 5 bed · 5.5 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- blender
- dishwasher
- freezer
- microwave
Exact location
Book direct on Hilton Head Vacation Rentals
Forest Drive 19
Villa · 4 bed · 1 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- board games
- community pool
- onsite playground
- tennis
Exact location
Book direct on Hilton Head Vacation Rentals
Gunnery Lane 4
Villa · 5 bed · 1 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 2 sets of washers and dryers
- air conditioning
- blender
- ceiling fan
Exact location
Book direct on Hilton Head Vacation Rentals
Lookout 3
Villa · 7 bed · 6.5 bath · sleeps 23
Hilton Head, SC
No nightly rate published
- pool heat
- private pool
- private spa
- spa heat
Exact location
Book direct on Hilton Head Vacation Rentals
Osprey 3
Villa · 4 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- air conditioning
- blender
- carbon monoxide detector
- ceiling fan
Exact location
Book direct on Hilton Head Vacation Rentals
Swing About 7
Villa · 6 bed · 1 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- air conditioning
- blender
- board games
- carbon monoxide detector
Exact location
Book direct on Hilton Head Vacation Rentals
1 Buck Island
Villa · 8 bed · 9.5 bath · sleeps 26
No nightly rate published
- heated pool
- hot tub
- private pool
- pets considered
Approximate area
Book direct on Hilton Head Vacation Rentals
10 Armada
Villa · 5 bed · 5.5 bath · sleeps 12
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
10 Junket
Villa · 8 bed · 10 bath · sleeps 24
No nightly rate published
- ping pong table
- heated pool
- hot tub
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
105 Mooring Buoy
Villa · 6 bed · 6.5 bath · sleeps 16
No nightly rate published
- heated pool
- hot tub
- private pool
- pets considered
Approximate area
Book direct on Hilton Head Vacation Rentals
11 Cat Boat
Villa · 6 bed · 6.5 bath · sleeps 18
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
11 High Rigger
Villa · 4 bed · 4.5 bath · sleeps 18
No nightly rate published
- air conditioning
- clothes dryer
- heating
- internet
Approximate area
Book direct on Hilton Head Vacation Rentals
11 Iron Clad
Villa · 8 bed · 8.5 bath · sleeps 21
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
111 Mooring Buoy
Villa · 8 bed · 8.5 bath · sleeps 26
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
13 Saint George
Villa · 4 bed · 4 bath · sleeps 12
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
13 Wagon Rd
Villa · 5 bed · 5 bath · sleeps 17
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
14 Haul Away
Villa · 4 bed · 4 bath · sleeps 15
No nightly rate published
- ping pong table
- heated pool
- hot tub
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
17 Spotted Sandpiper
Villa · 5 bed · 5 bath · sleeps 12
No nightly rate published
- elevator
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
170 Mooring Buoy
Villa · 6 bed · 5.5 bath · sleeps 16
No nightly rate published
- foosball
- ping pong table
- heated pool
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
186 Mooring Buoy
Villa · 5 bed · 3 bath · sleeps 14
No nightly rate published
- game room
- ping pong table
- heated pool
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
19 Avocet
Villa · 6 bed · 5 bath · sleeps 20
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Brigantine
Villa · 4 bed · 4.5 bath · sleeps 13
No nightly rate published
- air conditioning
- clothes dryer
- garage
- internet
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Cat Boat
Villa · 5 bed · 5.5 bath · sleeps 14
No nightly rate published
- heated pool
- private pool
- tennis membership
- pickleball membership
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Full Sweep
Villa · 5 bed · 4 bath · sleeps 12
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Galleon
Villa · 8 bed · 7 bath · sleeps 24
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
2 High Rigger
Villa · 7 bed · 8.5 bath · sleeps 16
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Long Boat
Villa · 4 bed · 4.5 bath · sleeps 12
No nightly rate published
- heated pool
- hot tub
- private pool
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
2 Sea Lane
Villa · 5 bed · 7 bath · sleeps 16
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
21 Brigantine
Villa · 6 bed · 6 bath · sleeps 14
No nightly rate published
- elevator
- heated pool
- hot tub
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
25 Rum Row
Villa · 6 bed · 4 bath · sleeps 14
No nightly rate published
- heated pool
- hot tub
- private pool
- pets considered
Approximate area
Book direct on Hilton Head Vacation Rentals
28 Port Tack
Villa · 4 bed · 3 bath · sleeps 14
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
3 Port Au Prince
Villa · 5 bed · 3.5 bath · sleeps 12
No nightly rate published
- foosball
- game room
- ping pong table
- heated pool
Approximate area
Book direct on Hilton Head Vacation Rentals
31 Sea Lane
Villa · 5 bed · 4 bath · sleeps 15
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
32 Mooring Buoy
Villa · 4 bed · 4 bath · sleeps 12
No nightly rate published
- heated pool
- hot tub
- private pool
- pets considered
Approximate area
Book direct on Hilton Head Vacation Rentals
3BR Villa, SurfWatch Hilton Head Island, South Carolina
Villa · 3 bed · 3 bath · sleeps 12
SurfWatch Hilton Head Island, SC
No nightly rate published
- air conditioning
- dryer in the unit
- tv
- washing machine in the unit
Exact location
Book direct on Breathtaking Beachfront Resorts Across Exotic Destinations
4 BDR Marriott's Monarch at Sea Pines, Hilton Head
Villa · 4 bed · 4 bath · sleeps 12
Hilton Head Island, SC
No nightly rate published
- air conditioning
- dryer
- hair dryer
- pool private, outdoor, open year-round
Exact location
Book direct on Breathtaking Beachfront Resorts Across Exotic Destinations
4 Dinghy
Villa · 3 bed · 3 bath · sleeps 14
No nightly rate published
- heated pool
- private pool
- pets considered
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals
4 Sea Lane
Villa · 5 bed · 4 bath · sleeps 12
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
5 Armada
Villa · 6 bed · 6 bath · sleeps 12
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
56 Mooring Buoy
Villa · 6 bed · 6 bath · sleeps 12
No nightly rate published
- air conditioning
- clothes dryer
- internet
- iron & board
Approximate area
Book direct on Hilton Head Vacation Rentals
6 Full Sweep
Villa · 4 bed · 3 bath · sleeps 13
No nightly rate published
- heated pool
- private pool
- pets considered
- air conditioning
Approximate area
Book direct on Hilton Head Vacation Rentals

These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.

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How prices are computed

Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.

Updated 2026-10-31 05:33 UTC. Prices and facts are whatever the manager published on their own site.