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!


Properties Available 114 properties available
3 BEDS / 2 BATHSCozy, secluded family home in Sea PinesDog friendly (Non-Refundable Pet Fee Required)Close proximity to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation home is nestled in a serene wooded setting, just inside th
Home - 52 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
1 BEDS, 1 BATHFirst floor villa located on Forest beachPrivate balcony with breathtaking ocean viewsPerfect for a beach getawayWalking distance to shops, restaurants, and Coligny beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful one-bedroom, one-bathroom condo located in the North Forest Beach area of Hi
Villa - Breakers 135, North Forest Beach
Condos/Villas
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
Home - 9 Willow Oak Rd, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 12 guests
4 BEDS/ 3.5 BATHSDog friendly home located in Sea PinesSpacious living room, dining room, and kitchenLarge outdoor pool and screened-in porchShort walk to the beachXplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Islan
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
3 BEDS/4 BATHSFamily villa with direct lagoon viewsPerfect home away from homeSteps from the poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our highly sought after Palmetto Dunes Villa, located directly on the world-famous 11-mile lagoon. With a 2 1/2 minute walk, you'll find yourself on the beach, where yo
Villa - Hickory Cove 5, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
2BR/2BASecond floor villa located in ShipyardSpacious open living space with vaulted ceilingsFully equipped kitchen perfect for cooking mealsLarge private deck overlooking Shipyard golf courseXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful second-floor condo located in the serene Shipyard Plantation area o
Villa - Evian 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 2 BATHSSecond floor villa that overlooks Celebration ParkComfortable living area, perfect for spending time with family and friendsWalking distance to shops, dining, and beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the st
Villa - Forest Beach Villa 201, Forest Beach
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
7 BDS, 6.5 BTHSWelcoming home perfect for a family getawaySpacious family room perfect to relax and unwindChef's kitchen with top-of-the-line appliancesWalk to the beach in minutesXplorie offer valid for stays from 3 - 21 nights.Escape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnif
Home - 3 Kingfisher, Forest Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 14 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExtensive villa with ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our newly renovated villa, where no expense has been spared to provide you with the very best beach experience. The vil
Villa - Sea Cloisters 203, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS / 2.5 BATHSDog friendly villa perfect for a serene retreatFully equipped kitchen with modern appliancesOceanfront complex pool and hot tubSteps from the beach and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our beautifully remodeled villa, the perfect vacation home for families, golf groups, co
Villa - Barrington Park 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully designed with a coastal ambianceMaster suite with king bed, private bath, and balcony accessAccess to expansive and private oceanfront poolWide sandy beaches and gentle surfXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beauti
Villa - Sea Cloisters 108, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSPerfect seaside getawaySpacious bedrooms with comfortable bedsPrivate deck with golf course viewsClose proximity to the beach, shops, and diningXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to117 Evian Villa, your perfect seaside getaway in Hilton Head Island's exclusive Shipyard community! This charmin
Villa - Evian 117, Shipyard
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests

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