Houses for 16+ guests in Hilton Head Island, SC
Houses for 16+ guests in Hilton Head Island, SC, from $180 a night. Book direct on each manager's site, no OTA fee.
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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
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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
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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
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
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
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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
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
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
Home - 10 Singleton Shore Manor, Singleton Beach
House · 7 bed · 7 bath · sleeps 18
Hilton Head Island
No nightly rate published
- kitchen
- living room
- dining room
- trash bags
Exact location
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Home - 16 Mallard, Forest Beach
House · 7 bed · 5 bath · sleeps 22
Hilton Head Island
No nightly rate published
- kitchen
- game room
- living room
- dining room
Exact location
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Home - 25 Starboard Tack, Palmetto Dunes
House · 7 bed · 6 bath · sleeps 18
Hilton Head Island
No nightly rate published
- dining room
- living room
- kitchen
- game room
Exact location
Book direct on Hilton Head Properties R & R
Home - 5 Eastwind, Palmetto Dunes
House · 6 bed · 6 bath · sleeps 16
Hilton Head Island
No nightly rate published
- kitchen
- living room
- dining room
- trash bags
Exact location
Book direct on Hilton Head Properties R & R
Homes - Moon River Retreat with Private Dock, Daufuskie
House · 9 bed · 9 bath · sleeps 18
Daufuskie Island
No nightly rate published
- kitchen
- living room
- dining room
- bath soaps
Exact location
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Night Harbour
House · 5 bed · 1 bath · sleeps 16
Hilton Head Island, SC
No nightly rate published
Exact location
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12 Collier Beach, Oceanfront, Pool, Great for Large Groups, Free Golf, Oceanfront
House · 6 bed · sleeps 16
Hilton Head Island, SC
No nightly rate published
- private pool
- sleeps
- waterfront
City-level location
Book direct on Sleep By The Beach, Curated American Coastal Rentals
Hilton Head, Pool, Hot Tub, FirePit
House · 6 bed · 5 bath · sleeps 18
Island, SC
No nightly rate published
Exact location
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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 05:34 UTC. Prices and facts are whatever the manager published on their own site.