Stays for 12+ guests in Hilton Head Island, SC
Stays for 12+ guests in Hilton Head Island, SC, from $105 a night. Book direct on each manager's site, no OTA fee.
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Stays, best documented first
4BR, 3BA, Near Folly Field Beach, Sleeps 18
House · 4 bed · 3 bath · sleeps 18
Hilton Head Island, SC
From $188 a night
- air conditioning
- baking sheet
- beach
- beach access
Exact location
Book direct on Prime Vacation Rentals Across the U.S. & Hawaii
5BR Home for 12 w/ Private Pool, Near Beach!
House · 5 bed · 3 bath · sleeps 12
Hilton Head Island, SC
From $219 a night
- air conditioning
- baking sheet
- barbeque utensils
- bbq grill
Exact location
Book direct on Prime Vacation Rentals Across the U.S. & Hawaii
Sandy Beach Retreat - Burkes Beach w Private Pool
House · 9 bed · 6 bath · sleeps 18
Hilton Head Island, SC
From $300 a night
- air conditioning
- baby bath
- baking sheet
- barbeque utensils
Exact location
Book direct on Prime Vacation Rentals Across the U.S. & Hawaii
30 Knotts Way
House · 5 bed · 5 bath · sleeps 18
Hilton Head Island, SC
From $695 a night
- private heated outdoor swimming pool
- garage
- parking option included
- accept credit card
Exact location
Book direct on No Booking Fee Book Direct with Owner Hilton Head Island Vacation Rentals
Cassina Palms
House · 5 bed · 5 bath · sleeps 16
Hilton Head Island, SC
From $895 a night
- private unheated outdoor swimming pool
- parking option included
- parking roofed car port
- accept credit card
Exact location
Book direct on No Booking Fee Book Direct with Owner Hilton Head Island Vacation Rentals
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 Roadrunner
Beach house · 4.5 bath · sleeps 13
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
Luxurious Oceanfront Haven with Huge Pool and Entertainment Area - Exquisite Retreat
House · 6 bed · 7 bath · sleeps 24
Hilton Head Island, SC
From $180 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Ocean and Marsh View Home with private pool, dog friendly, beachfront
House · 6 bed · 6.5 bath · sleeps 16
Hilton Head Island, SC
From $180 a night
- private 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
Surf Scoter 12
House · 4 bed · 4 bath · sleeps 12
Hilton Head Island, SC
From $566 a night
- resort
- clean with disinfectant
- non smoking only
- telephone
City-level location
Book direct on Hilton Head Vacation Rentals
Collier Beach 16
House · 5 bed · 2 bath · sleeps 12
Hilton Head Island, SC
From $754 a night
- clean with disinfectant
- non smoking only
- beachfront
- telephone
City-level location
Book direct on Hilton Head Vacation Rentals
Sandpiper 21
House · 6 bed · 6.5 bath · sleeps 12
Hilton Head Island, SC
From $1,704 a night
- clean with disinfectant
- non smoking only
- telephone
- area fitnesscenter
City-level location
Book direct on Hilton Head Vacation Rentals
Water Oak Villa
Villa · 3 bed · 1 bath · sleeps 12
Hilton Head Island, SC
From $105 a night
Exact location
Book direct on iTrip
Blissful Relaxation
House · 5 bed · 5 bath · sleeps 13
Hilton Head Island, SC
From $525 a night
Exact location
Book direct on iTrip
1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!
House · 6 bed · 7.5 bath · sleeps 20
Hilton Head Island, SC
From $550 a night
City-level location
Book direct on Savvy
Hilton Head 5BR Retreat Steps from Beach & Golf
House · 5 bed · 4 bath · sleeps 16
Island
From $716 a night
Exact location
Book direct on gibbonsgp.com
22 Dove Street - Fantastic Updated 2nd Row Home with Ocean Views!
House · 6 bed · 5.5 bath · sleeps 17
Hilton Head Island, SC
From $750 a night
City-level location
Book direct on Savvy
Pelicans Perch
House · 6 bed · 7.5 bath · sleeps 14
Hilton Head Island, SC
From $813 a night
Exact location
Book direct on iTrip
94 Mooring Buoy - AMAZING NEW Beach Home - No Detail Missed!
House · 6 bed · 6.5 bath · sleeps 24
Hilton Head Island, SC
From $850 a night
City-level location
Book direct on Savvy
Blue Mermaid
House · 4 bed · 1 bath · sleeps 14
Hilton Head Island, SC
From $1,049 a night
Exact location
Book direct on iTrip
1Min BEACH WALK Private Pool + Spa & Dog Friendly
House · 5 bed · 5 bath · sleeps 12
Hilton Head Island
From $1,279 a night
Exact location
Book direct on hhirent.com
Private Pool and Spa Oasis - Spacious Family Retreat with Entertainment
Loft · 5 bed · sleeps 22
Hilton Head Island, SC
From $391 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Luxury Home w/Pool & Spa Near Beach on Hilton Head
House · 6 bed · sleeps 14
Hilton Head Island, SC
From $392 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
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
Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome
House · 5 bed · sleeps 14
Hilton Head Island, SC
From $678 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Private Pool and Spa with Outdoor Kitchen - Luxurious Family Retreat
House · 5 bed · sleeps 14
Hilton Head Island, SC
From $718 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Dog-friendly house with private pool and screened-in deck - Walk to beach
House · 3 bed · 3 bath · sleeps 13
Hilton Head, SC
From $725 a night
- air conditioning
- available in the house: internet access
- balcony
- barbecue grill
Location not published
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Expansive Backyard Oasis and Upper Sun Terrace - Exquisite Coastal Retreat
Townhome · 6 bed · sleeps 14
Hilton Head Island, SC
From $825 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Oceanfront 5BR, Private Pool, Sleeps 13, Upper Balcony Views, in Forest Beach
House · 5 bed · sleeps 13
Hilton Head Island, SC
From $1,055 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Oceanfront Home with Private Pool and Hot Tub - Stunning Coastal Retreat
House · 5 bed · sleeps 16
Hilton Head Island, SC
From $1,379 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Heated Pool and Spa with Private Beach Access - Stunning Oceanfront Escape
House · 8 bed · sleeps 19
Hilton Head Island, SC
From $1,415 a night
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
3 Beachside-heated Pool. 50 Yards To The Beach. Tennis And Pickleball Nearby
sleeps 12
Tybee Island
From $1,041 a night
- air conditioning
- dryer
- elevator
- fire extinguisher
Exact location
Book direct on Niranar
**.08 Miles To Beach **Oceanside, Sea Pines, Hilton Head 4th Row From Beach
sleeps 16
Tybee Island
From $1,105 a night
- air conditioning
- bar
- dryer
- elevator
Exact location
Book direct on Niranar
30 Pelican - 3rd Row Ocean - Private Pool & Hot Tub - Steps To The Beach
sleeps 12
Tybee Island
From $1,143 a night
- air conditioning
- dryer
- fire extinguisher
- hair dryer
Exact location
Book direct on Niranar
3 Driftwood ~ Beat The Traffic With Sunday Arrival | 100 Yards To Beach W/ Pool!
sleeps 12
Tybee Island
From $1,843 a night
- air conditioning
- dryer
- fire extinguisher
- heating
Exact location
Book direct on Niranar
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
Apres Chalet
Chalet · 4 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- air hockey table
- dog friendly (one dog maximum)
- foosball table
Exact location
Book direct on Colorado Vacation Homes, Rentals & Condos
Arrow on the Creek
Farmhouse · 5 bed · 5 bath · sleeps 14
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- heated garage
- high chair
- home office space
Exact location
Book direct on Winter Park CO Lodging
Back 9 Lodge
Lodge · 4 bed · 4 bath · sleeps 14
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- electric fireplace
- heated garage
- high chair
Exact location
Book direct on Colorado Vacation Homes, Rentals & Condos
Base Camp 462
Townhome · 4 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- dog friendly (one dog maximum)
- heated garage
- hotel-style bedding
Exact location
Book direct on Winter Park CO Lodging
Base Camp 476
Townhome · 4 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- booster seat
- ev charger
- foosball table
Exact location
Book direct on Winter Park CO Lodging
Base Camp 480
Townhome · 4 bed · 4.5 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- heated garage
- high chair
- hotel-style bedding
Exact location
Book direct on Winter Park CO Lodging
Base Camp 494
Townhome · 4 bed · 3 bath · sleeps 14
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- heated garage
- jetted bathtub
- no air conditioning
Exact location
Book direct on Winter Park CO Lodging
Bear Pause
Townhome · 4 bed · 3 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- booster seat
- construction nearby
- dog friendly (one dog maximum)
Exact location
Book direct on Winter Park CO Lodging
Beautiful 4BDR w/Hot Tub & Pool, Shuttle to Beach!
Studio · 4 bed · 4 bath · sleeps 12
Hilton Head Island
No nightly rate published
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
Book direct on Prime Vacation Rentals Across the U.S. & Hawaii
Bridger's Cache Ski Lodge
Lodge · 5 bed · 5 bath · sleeps 18
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- foosball table
- heated garage
- hotel-style bedding
Exact location
Book direct on Winter Park CO Lodging
Canopy House
House · 4 bed · 4 bath · sleeps 12
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- booster seat
- boot & glove dryer
- construction nearby
Exact location
Book direct on Winter Park CO Lodging
Casa de Montana
Farmhouse · 7 bed · 7 bath · sleeps 19
Hilton Head, SC
No nightly rate published
- 4wd recommended in winter
- bike storage
- booster seat
- boot & glove dryer
Exact location
Book direct on Winter Park CO Lodging
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 07:52 UTC. Prices and facts are whatever the manager published on their own site.