Monthly Rentals
Hoping to spend more time in Hilton Head than usual? Our monthly rentals in Hilton Head guarantee you’ll have enough time to enjoy everything the area has to offer. No matter what the occasion is, these rentals provide everything you need for a comfortable stay. These rentals range in size from 1 to 7 bedrooms, so you’ll have no trouble finding one to accommodate everyone in your vacation group!
115 properties available
Cozy Queens Grant Golf Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6Indulge in the ultimate low country retreat at Queens Grant 649, a fully renovated 2-bedroom, 2-bath villa offering modern comfort and classic charm. With its spacious 1500 square feet and a queen sleeper sofa, this home comfortably accommodates up to 6 guests.The
Villa - Queens Grant 649, Palmetto Dunes
Villas
2
bedrooms
2
baths
6
guests
942 Inverness Villas 3-Bedroom Inverness Villa in Palmetto Dunes Located in Inverness at Palmetto Dunes, 942 Inverness Villas offers a Hilton Head Island stay with access to beaches, golf, and the resort’s bike path and lagoon system. This three-bedroom villa provides added space for families and small groups looking to stay within
Villa - Inverness 942, Palmetto Dunes
Condos/Villas
3
bedrooms
2
baths
10
guests
Oceanfront Penthouse Villa with Loft at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Ocean ViewsATTENTION: Neighboring unit currently under renovation; possible minimum construction noise; November 2026 - Feb 2027 (Dates Subject to Change)ATTENTION: Building Construction during the time period of Sept 11, 2027 until March
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Villa - Sea Cloisters 511, Folly Field
Condos/Villas
3
bedrooms
3
baths
8
guests
Renovated Bluff Villa in Sea Pines2 Bedrooms | 2 Bathrooms | Sleeps 6 | Perfect For an Island GetawayA coastal haven nestled within the vibrant heart of Sea Pines Resort, specifically in the sought-after South Beach area, 1670 Bluff Villa offers an idyllic retreat for those seeking a blend of relaxation and adventure. This meticulously renovat
Villa - Bluff Villa 1670, Sea Pines
Villas
2
bedrooms
2
baths
6
guests
Pet-Friendly Queens Grant Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Pet FriendlyWelcome to your perfect vacation destination at 597 Queens Grant, a 2-bedroom villa located in Palmetto Dunes. With its convenient location, this villa offers easy access to everything that Palmetto Dunes has to offer, including a 7-minute walk to the
Villa - Queens Grant 597, Palmetto Dunes
Palmetto Dunes
2
bedrooms
2
baths
4
guests
Pet-Friendly Beach Villa in Stones Throw2 Bedrooms | 1 Bathroom | Sleeps 7 | Pet FriendlyWelcome to this beautiful beach-oriented villa in Hilton Head Island! Recently renovated to exceptional standards, this villa is sure to capture your heart. This 2-bedroom, 1-bath villa is the perfect vacation retreat, ready to provide you with an unforgettable
Villa - Stones Throw 4, Folly Field
Condos/Villas
2
bedrooms
1
baths
7
guests
Oceanfront Barrington Court Villa in Palmetto DunesATTENTION: Elevator inoperable during the time period of Jan. 1, 2027 until March 6, 2027, due to the elevator being replaced (Dates Subject to Change)2 Bedrooms | 2 Bathrooms | Sleeps 5 | Complex Pool & Hot TubExperience the ultimate beach vacation in this stunning 2-bedroom, 2-bath
Villa - Barrington Court 316, Palmetto Dunes
Condos/Villas
2
bedrooms
2
baths
7
guests
Stunning Golfmaster Condo in Shipyard3 Bedrooms | 3 Bathrooms | Sleeps 8 | Community PoolWelcome to 102 Golfmaster, your dream vacation home nestled in the beautiful Shipyard community on Hilton Head Island. This stunning property offers a perfect blend of luxury, comfort, and convenience, making it the ideal destination for your next getaway. &nbs
Villa - Golfmaster 102, Shipyard
Condos/Villas
3
bedrooms
3
baths , 1 Half
8
guests
Beach-Themed Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Neighboring unit currently under renovation; possible minimum construction noise; November 2026 - Feb 2027 (Dates Subject to Change)ATTENTION: Building Construction during the time period of Sept 11, 2027 until March
Villa - Sea Cloisters 310, Folly Field
Condos/Villas
2
bedrooms
2
baths
6
guests
Tastefully Decorated Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsATTENTION: Neighboring unit currently under renovation; possible minimum construction noise; November 2026 - Feb 2027 (Dates Subject to Change)ATTENTION: Building Construction during the time period of Sept 11, 20
Villa - Sea Cloisters 412, Folly Field
Condos/Villas
2
bedrooms
2
baths
6
guests
Newly Remodeled Villa Near Harbour Town at Stoney Creek1 Bedroom | 1 Bathroom | Sleeps 6Class, comfort, and a touch of prestige await at this beautifully remodeled one-bedroom, one-and-a-half-bath townhome in the sought-after Stoney Creek neighborhood of Sea Pines. This charming loft-style retreat features soaring cathedral ceilings, oversized wind
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Villa - Stoney Creek 247, Sea Pines
Villas
1
bedrooms
1
baths
6
guests
Tastefully Furnished Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps 8 | Pet FriendlyWelcome to our stunning three bedroom vacation home, nestled in the heart of the LowCountry. Perfect for families or groups of friends, this home offers 1988 square feet of heated and cooled living space, ensuring that you have plenty of roo
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Villa - Queens Grant 683, Palmetto Dunes
Condos/Villas
3
bedrooms
2
baths
8
guests
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