Villas for 16+ guests in Hilton Head Island, SC

Villas for 16+ guests in Hilton Head Island, SC, from $225 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

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
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
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
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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
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10 Junket
Villa · 8 bed · 10 bath · sleeps 24
No nightly rate published
- ping pong table
- heated pool
- hot tub
- private pool
Approximate area
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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
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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 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
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
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 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 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
7 Galleon
Villa · 6 bed · 6.5 bath · sleeps 19
No nightly rate published
- elevator
- heated pool
- hot tub
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
8 Armada
Villa · 10 bed · 11 bath · sleeps 24
No nightly rate published
- game room
- elevator
- heated pool
- hot tub
Approximate area
Book direct on Hilton Head Vacation Rentals
8 Iron Clad
Villa · 6 bed · 6.5 bath · sleeps 18
No nightly rate published
- game room
- ping pong table
- hot tub
- private pool
Approximate area
Book direct on Hilton Head Vacation Rentals
99 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
Corine Lane 13
Villa · 6 bed · sleeps 19
Hilton Head, SC
No nightly rate published
- blender
- dishwasher
- freezer
- microwave
Exact location
Book direct on Hilton Head Vacation Rentals
10 Bald Eagle
Villa · 6 bath · sleeps 20
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Exact location
Book direct on Hilton Head Island Vacations
Capri 2
Villa · 7 bed · 7.5 bath · sleeps 22
Hilton Head, SC
No nightly rate published
Exact location
Book direct on Hilton Head Vacation Rentals
Egret 5
Villa · 6 bed · 2 bath · sleeps 18
Hilton Head, SC
No nightly rate published
Exact location
Book direct on Hilton Head Vacation Rentals
Mooring Buoy 179
Villa · 7 bed · 6.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
Exact location
Book direct on Hilton Head Vacation Rentals
1 Curlew
Villa · 5 bed · 4.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
10 Heath
Villa · 5 bed · 5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
109 South Forest Beach
Villa · 6 bed · 5.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- dogs considered
- ev charger
- grill/bbq - private
Location not published
Book direct on Hilton Head Island Vacations
11 Sea Hawk Lane
Villa · 6 bed · 7 bath · sleeps 18
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- private pool
Location not published
Book direct on Hilton Head Island Vacations
115 North Sea Pines
Villa · 5 bed · 5.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- grill/bbq - private
- hot tub/spa - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
12 Royal Tern
Villa · 9 bed · 10 bath · sleeps 25
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
125 Dune Lane
Villa · 7 bed · 8.5 bath · sleeps 26
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
129 Dune Lane
Villa · 7 bed · 7.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- ev charger
- grill/bbq - private
- hot tub/spa - private
Location not published
Book direct on Hilton Head Island Vacations
13 Black Skimmer
Villa · 6 bed · 7 bath · sleeps 20
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
13 Starboard Tack
Villa · 5 bed · 5 bath · sleeps 17
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
131 Dune Lane
Villa · 7 bed · 5.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
15 Dune Lane
Villa · 6 bed · 6 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
15 Green Heron
Villa · 7 bed · 6.5 bath · sleeps 23
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
16 Brigantine
Villa · 6 bed · 5 bath · sleeps 17
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
161 Mooring Buoy
Villa · 5 bed · 5 bath · sleeps 17
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
17 Dune Ln
Villa · 7 bed · 7 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
17 Mallard
Villa · 5 bed · 4.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
18 Ibis
Villa · 7 bed · 7 bath · sleeps 20
Hilton Head, SC
No nightly rate published
- beach cart
- ev charger
- grill/bbq - private
- hot tub/spa - private
Location not published
Book direct on Hilton Head Island Vacations
19 Pelican
Villa · 7 bed · 8.5 bath · sleeps 22
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
19 Sandpiper
Villa · 5 bed · 6 bath · sleeps 18
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
2 East Beach Lagoon
Villa · 8 bed · 8 bath · sleeps 22
Hilton Head, SC
No nightly rate published
- beach cart
- pool access
- private pool
- coffee maker
Location not published
Book direct on Hilton Head Island Vacations
2 Quail St.
Villa · 7 bed · 6.5 bath · sleeps 17
Hilton Head, SC
No nightly rate published
- beach cart
- dogs considered
- grill/bbq - private
- hot tub/spa - private
Location not published
Book direct on Hilton Head Island Vacations
20 Ibis Street
Villa · 7 bed · 6 bath · sleeps 19
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
20 Knotts Way
Villa · 6 bed · sleeps 25
Hilton Head, SC
No nightly rate published
- beach cart
- dogs considered
- ev charger
- grill/bbq - private
Location not published
Book direct on Hilton Head Island Vacations
205 Jacana - Formally 17 Jacana
Villa · 6 bed · 5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
24 Duck Hawk
Villa · 6 bed · 6.5 bath · sleeps 18
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
27 Mallard
Villa · 6 bed · 6 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
27 Pelican
Villa · 6 bed · 5.5 bath · sleeps 20
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
28 Carters Manor
Villa · 8 bed · 9 bath · sleeps 19
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
29 Mallard
Villa · 6 bed · 6.5 bath · sleeps 18
Hilton Head, SC
No nightly rate published
- beach cart
- ev charger
- grill/bbq - private
- hot tub/spa - private
Location not published
Book direct on Hilton Head Island Vacations
3 Dinghy Lane
Villa · 6 bed · 6.5 bath · sleeps 20
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
3 Firethorn Way - Formerly 33 Firethorn Ln
Villa · 6 bed · 5.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- pool access
Location not published
Book direct on Hilton Head Island Vacations
3 Galleon
Villa · 5 bed · 5.5 bath · sleeps 17
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- pool access
- private pool
Location not published
Book direct on Hilton Head Island Vacations
3 Night Harbour
Villa · 7 bed · 6.5 bath · sleeps 16
Hilton Head, SC
No nightly rate published
- beach cart
- grill/bbq - private
- hot tub/spa - private
- private pool
Location not published
Book direct on Hilton Head Island Vacations

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 05:22 UTC. Prices and facts are whatever the manager published on their own site.