Stays for 6+ guests in Hilton Head Island, SC
Stays for 6+ guests in Hilton Head Island, SC, from $65 a night. Book direct on each manager's site, no OTA fee.
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Coastal 2BR w Shared Pool & Tennis, Near Beach!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $65 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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HHI Resort Stay — 2BR/2BA, Pools & Hot Tub, For 6
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $67 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Aqua Vista Retreat - 2 BDR in Spectacular Resort!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $73 a night
- air conditioning
- baking sheet
- bathtub
- bbq grill
Exact location
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Coastal 2BR Condo w Ocean Views & Pool | Sleeps 7
Condo · 2 bed · 2 bath · sleeps 7
Hilton Head Island
From $74 a night
- air conditioning
- baking sheet
- barbeque utensils
- bbq grill
Exact location
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Island Condo for 6 w Communal Pool - Perfect Spot!
Condo · 1 bed · 1 bath · sleeps 6
Hilton Head Island, SC
From $79 a night
- air conditioning
- baking sheet
- bbq grill
- beach
Exact location
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HHI Resort 2BR | Beach Walk, Pools & Gym | For 8
Condo · 2 bed · 2 bath · sleeps 8
Hilton Head Island, SC
From $80 a night
- air conditioning
- baking sheet
- bathtub
- bbq grill
Exact location
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HHI 2BR | Beach Access, Pickleball, Gym | Sleeps 6
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $81 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Sea Pines -Chic 2 BDR for 6, with Shared Pool
Condo · 1 bed · 1 bath · sleeps 6
Hilton Head Island, SC
From $83 a night
- air conditioning
- baking sheet
- bathtub
- beach
Exact location
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2BR Beach Villa for 6, Walk to Beach & Trails!
Villa · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $91 a night
- air conditioning
- baking sheet
- beach
- beach access
Exact location
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HHI Coastal Condo — 2BR, Beach Access, Sleeps 6
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $94 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Queens Grant Villa on Golf Course w Shared Pool!
Villa · 3 bed · 2 bath · sleeps 10
Hilton Head Island, SC
From $95 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Charming Condo Overlooking Pool, Minutes to Beach!
Condo · 2 bed · 2 bath · sleeps 7
Hilton Head Island, SC
From $96 a night
- air conditioning
- baking sheet
- bathtub
- beach
Exact location
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Condo Near Harbour Town w Pool & Tennis!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $99 a night
- air conditioning
- baking sheet
- barbeque utensils
- beach
Exact location
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2BR Shipyard Condo | Sleeps 6 | Pool
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $100 a night
- air conditioning
- baking sheet
- bathtub
- beach access
Exact location
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3BR Sleeps 8, Walk to Beach, Pool Access!
Condo · 3 bed · 2 bath · sleeps 8
Hilton Head Island
From $105 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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2BR Bluff Villa w Balcony, Walk to Salty Dog!
Villa · 2 bed · 2 bath · sleeps 7
Hilton Head Island, SC
From $110 a night
- air conditioning
- baking sheet
- bathtub
- beach
Exact location
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Beachy Vibe – 2 BDR In Desirable HHI Resort!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $112 a night
- air conditioning
- baking sheet
- bathtub
- bbq grill
Exact location
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Chic Stay for 6 Near Beach, Shops, & Golf Course!
Villa · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $125 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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2BR Condo for 6 w Patio & Resort Pool, Near Beach!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $130 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Palmetto Dunes Villa - One Level, Walkable Area!
Villa · 2 bed · 1 bath · sleeps 6
Hilton Head Island, SC
From $143 a night
- air conditioning
- baking sheet
- barbeque utensils
- bbq grill
Exact location
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Stunning Lagoon View Rental Home in Sea Pines, HHI
House · 3 bed · 2 bath · sleeps 8
Hilton Head Island
From $157 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Spacious Condo in the Heart of Hilton Head
Apartment · 2 bed · 3 bath · sleeps 8
From $187 a night
- team up with experts
- custom listing creation
- guest screening and virtual front desk
- 24/7 reservation and payment processing
Exact location
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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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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
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Sea Pines 3BR by Harbour Town - Pool, Fire Pit
House · 3 bed · 3 bath · sleeps 6
Hilton Head Island, SC
From $244 a night
- air conditioning
- baking sheet
- beach essentials
- bed linens
Exact location
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Night Heron 55
Villa · 3 bed · 2 bath · sleeps 7
Hilton Head, SC
From $250 a night
- blender
- dishwasher
- freezer
- ice maker
Exact location
Book direct on Hilton Head Vacation Rentals
Sea Pines 3BR | Sleeps 6 | Walk to Beach
House · 3 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $275 a night
- air conditioning
- baking sheet
- barbeque utensils
- bbq grill
Exact location
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2 BDR w/Water Views, Beach Access, & Shared Pool!
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $300 a night
- air conditioning
- baking sheet
- bathtub
- bbq grill
Exact location
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4BR for 8 w/ Shared Pool, Pickleball & Tennis!
Loft · 4 bed · 3 bath · sleeps 8
Hilton Head Island
From $300 a night
- air conditioning
- baking sheet
- barbeque utensils
- bathtub
Exact location
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Oceanside 3BR On 18th Hole, Near Harbour Town!
Villa · 3 bed · 3 bath · sleeps 6
Hilton Head Island
From $300 a night
- air conditioning
- baking sheet
- bathtub
- beach
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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Evian 157
Villa · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $644 a night
- ceiling fan
- coffee maker
- community pool
- contactless check in
Exact location
Book direct on South Carolina Beach Rentals: Folly, Edisto, Charleston, Hilton Head
545 Queens Grant
Townhome · 3 bed · 2 bath · sleeps 6
Hilton Head Island
From $735 a night
- ac
- cleaning provided
- coffee maker
- community pool
Exact location
Book direct on South Carolina Beach Rentals: Folly, Edisto, Charleston, Hilton Head
2nd floor Coastal Condo, pool, tennis and close to beach
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $65 a night
- air conditioning
- babysitter recommendations
- beach
- beach front
Exact location
Book direct on CielStay
Third-floor condo with pool access, fast WiFi, & washer/dryer - close to beach
Condo · 2 bed · 1 bath · sleeps 6
Hilton Head Island, SC
From $70 a night
- air conditioning
- babysitter recommendations
- beach
- beach access
Exact location
Book direct on CielStay
Family Friendly Condo, outdoor/ indoor pool, hot tub, close to beach
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $72 a night
- air conditioning
- beach access
- beach essentials
- bed linens
Exact location
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Perfect condo across street from beach access with outdoor pool & grill
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $85 a night
- air conditioning
- bbq grill
- babysitter recommendations
- beach
Exact location
Book direct on CielStay
Renovated Island Escape W/ Shared Pools, Easy Beach Access, Fast WiFi & Patio
Bungalow · 3 bed · 3 bath · sleeps 8
Hilton Head Island, SC
From $89 a night
- air conditioning
- babysitter recommendations
- beach
- beach access
Exact location
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Updated Villa - Close to Coligny Plaza and Beach Access
Villa · 2 bed · 2.5 bath · sleeps 7
Hilton Head Island, SC
From $110 a night
- air conditioning
- bed linens
- cable tv
- carbon monoxide detector
Exact location
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1st-floor condo short walk to beach with deck, remote work set-up
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $125 a night
- air conditioning
- bbq grill
- babysitter recommendations
- beach
Exact location
Book direct on CielStay
Second-Floor Villa Near the Beach w/Balcony Views of the Pool & Lagoon
Villa · 3 bed · 3 bath · sleeps 8
Hilton Head Island, SC
From $125 a night
- air conditioning
- babysitter recommendations
- beach
- beach access
Exact location
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Adorable ocean side villa with large windows & natural lighting, dog friendly
Villa · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $135 a night
- air conditioning
- bbq grill
- beach front
- beach view
Exact location
Book direct on CielStay
Sea You Soon
Townhome · 2 bed · 1 bath · sleeps 6
Hilton Head Island, SC
From $135 a night
- washer and dryer
- coffee bar with keurig
- two beach chairs in pantry
- one "pouf" for extra seating in pantry
Exact location
Book direct on iTrip
Charming Waterfront Getaway with Seasonal Pool & Hot Tub, Tennis, Beach Access
Villa · 3 bed · 3 bath · sleeps 9
Hilton Head Island, SC
From $139 a night
- air conditioning
- bbq grill
- babysitter recommendations
- beach
Exact location
Book direct on CielStay
Ideally located condo with pool, tennis court, bikes, balcony, deck, W/D & AC
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $150 a night
- air conditioning
- babysitter recommendations
- beach
- beach access
Exact location
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A Quiet Place
House · 3 bed · 2 bath · sleeps 8
Hilton Head Island, SC
From $153 a night
- king bed
- night stands with reading lamps
- armoire with flatscreen tv
Exact location
Book direct on iTrip
1901 Golfmaster
Townhome · 3 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $188 a night
- kitchen-fully equipped
- coffee nook- four chairs, table
- counter seating for two
Exact location
Book direct on iTrip
2201 Seacrest
Apartment · 2 bed · 1 bath · sleeps 6
Hilton Head Island
From $195 a night
- private heated outdoor swimming pool
- garage
- parking option included
- shared garden
Exact location
Book direct on No Booking Fee Book Direct with Owner Hilton Head Island Vacation Rentals
Updated coastal villa with pools, athletic courts, gym, smart TVs, AC, & W/D
Villa · 3 bed · 2 bath · sleeps 9
Hilton Head Island, SC
From $200 a night
- air conditioning
- babysitter recommendations
- beach
- beach access
Exact location
Book direct on CielStay
51 Stone’s Throw | 5 Min Walk to Folly Field Beach
Bungalow · 3 bed · 2.5 bath · sleeps 6
Hilton Head Island, SC
From $236 a night
- bed linens
- dishes and silverware
- smoke detector
- hot water
Exact location
Book direct on CielStay
Beachwalk 172
Villa · 2 bed · 2 bath · sleeps 6
Hilton Head Island, SC
From $366 a night
- sofa
- loveseat
- flat screen tv
- sliding glass door to deck
Exact location
Book direct on iTrip
Treetops 4502
Townhome · 3 bed · 2 bath · sleeps 8
Hilton Head Island, SC
From $413 a night
- queen size bed
- side tables with lamps
- ceiling fan
- flat screen tv
Exact location
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405 North Shore Place
Apartment · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $495 a night
- private heated outdoor swimming pool
- garage
- parking option included
- private garden
Exact location
Book direct on No Booking Fee Book Direct with Owner Hilton Head Island Vacation Rentals
Holi-day by the Sea
Townhome · 3 bed · 2 bath · sleeps 7
Hilton Head Island, SC
From $526 a night
- galley kitchen-fully equipped
- two chairs, bistro table
- bathroom #1-1/2 bath
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
601 Barrington Park
Condo · 3 bed · 2 bath · sleeps 6
Hilton Head Island
From $707 a night
- ac
- ceiling fan
- cleaning provided
- coffee maker
Exact location
Book direct on South Carolina Beach Rentals: Folly, Edisto, Charleston, Hilton Head
2312 Villamare
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $756 a night
- ac
- cleaning provided
- coffee maker
- community pool
Exact location
Book direct on South Carolina Beach Rentals: Folly, Edisto, Charleston, Hilton Head
Schooner's Landing
Condo · 2 bed · 2 bath · sleeps 6
Hilton Head Island
From $791 a night
- ac
- cleaning provided
- coffee maker
- community pool
Exact location
Book direct on South Carolina Beach Rentals: Folly, Edisto, Charleston, Hilton Head
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
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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 08:45 UTC. Prices and facts are whatever the manager published on their own site.