Monthly Rentals

Hoping to spend more time in Hilton Head than usual? Announcing monthly rentals! 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! The rates are so special, we do not publish them! Just email us at info@hhprandr.com for these double top-secret monthly rates! 

Browse our Monthly Rentals in Hilton Head Below


A Hilton Head Island Getaway for the Books

Travelers who have a month to spare in the name of vacation fun will find our monthly rental options across Hilton Head Island both inviting and inspiring from the moment they arrive. Many of our properties provide guests with spacious open floorplans to enjoy during a stay that make it simple for groups of all sizes to move with ease between living, dining, entertainment, and sleeping areas during a stay. Long-term getaways of this type deserve the best when it comes to style, ambiance, and convenience. Those who book our monthly rentals will be privy to the best of it all! Many of our properties enjoy fantastic features like vaulted ceilings and large windows throughout that not only enhance the overall sense of living space to be savored but put a firm focus on a scenic view and allow for ample natural light flow during the daytime hours too. Guests who know they can’t wait to enjoy stunning Hilton Head Island vistas will want to be sure to book one of our monthly Hilton Head homes that includes a sprawling deck, patio, porch, or balcony. These outdoor living spaces provide a private place to soak up the sights and enjoy a moment of tranquility after a day of adventuring and fun. Indoors, guests will find that all of our monthly rentals feature fantastic and tasteful furnishings that balance home-inspired comforts with unique Hilton Head Island-inspired style!

More to Enjoy When You Find Yourself Traveling to Hilton Head Island

Hilton Head Island is an oasis of flavor when it comes to delicious restaurants for travelers to enjoy. That said, many of our monthly rentals feature fantastic and fully equipped kitchens as well. This gives guests the option to dine in or out at will and many of these culinary spaces include ample countertops, custom cabinetry with cookware and modern appliances as well. When it’s time to enjoy the meal guests have crafted, large dining room tables are frequently found in our monthly rentals and many outdoor seating areas are set up with patio furniture too so that guests can enjoy an alfresco meal with a view. When added luxury is a priority, our monthly Hilton Head houses for rent always have the details in place that matter most. Be sure to inquire about our rentals that feature everything from private pools and hot tubs to outdoor grilling areas, indoor fireplaces, upscale furnishings and more! We can even accommodate requests for monthly pet-friendly rentals when you know you’ll have your beloved canine companion accompanying you on the trip.

Book Today

Make the most of your Hilton Head adventure by letting the team at Hilton Head Properties handle your accommodations. Reach out today to learn more and to start planning!


Properties Available 115 properties available
4 BEDS/ 3.5 BATHSExpansive living room, dining room, and kitchenScreened-in porch that offers the perfect respite from the sunSteps away from Sea Pines Resort's bike trailsPet Friendly (Inquire about non-refundable pet fee, approved breed, size, and age)Concishare (Includes access to luxury concierge service)Xplorie (Valid for stays from 3 - 21
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
2 BEDS, 2 BATHSCharming villa perfect for a family getawayOpen living area perfect for relaxingPrivate back patio perfect to unwind after a beach dayEnjoy miles of bike paths, fishing spots, and scenic waterfowl habitats just steps from your doorXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation destin
Villa - Queens Grant 597, Palmetto Dunes
Palmetto Dunes Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2 BEDS, 2 BATHSBeautiful end-unit villa with golf viewsCozy living space with new furnishingsBig, comfy beach towelsEasy access to world-class golf courses, tennis courts, and diningXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your newly remodeled vacation home in Hilton Head Island's Palmetto Dunes community. Thi
Villa - Inverness 921, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
2 BEDS, 2.5 BATHSRelaxing, comfortable villa in Palmetto DunesSpacious and inviting living spaceA quick 3-minute walk to the pristine beachesConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Wendover Dunes, the newest ocean-side complex in Palmetto Dunes on Hilt
Villa - Wendover Dunes 8128, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
2BEDS, 2 BATHSVilla at the Heart of Shipyard PlantationPrimary bedroom with a luxurious king bed and ample natural lightWalking distance to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Island. Thi
Villa - Colonnade Club 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
3 BEDS/4 BATHSVilla located in Palmetto DunesComfortable seating and plenty of natural lightPrivate deck with natural beauty surrounding youWalking distance to the beach and community 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-famou
Villa - Hickory Cove 5, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
2 BEDS, 2 BATHSPet friendly multi level villaFully equipped kitchen with a breakfast barPrivate deck overlooking the Fazio Golf CourseEasy access to the beach, golf courses, shopping, and diningXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to the jewel of the island, 924 Inverness! This stunning vacation home is located i
Villa - Inverness 924, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 2 BATHSTotal Interior Remodel Scheduled for Oct 2024 - April 2025, Be the first to rent in 2025!Building Construction from Sep 2024 - May 2025, subject to changeSpacious, comfortable living spaceWarm and inviting decor to make you feel right at homeAccess to the expansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid f
Villa - Sea Cloisters 113, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Queens Grant 649Located in Family Friendly Palmetto Dunes ResortNewly Remodeled Villa, 2BR/2BR Sleeps 6Walk to Beach and General StoreComplex PoolsXplorie - 2 Adult Bikes (Valid for stays between 3-21 nights)Indulge in the ultimate low country retreat at Queens Grant 649, a fully renovated 2-bedroom, 2-bath villa offering modern comfort and classic
Villa - Queens Grant 649, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeEscape to your oceanfront paradisePrivate balcony offering breathtaking ocean viewsThe beach and pool just steps away Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your own oceanfront paradise in this stunning vacation home located in H
Villa - Sea Cloisters 411, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFun beach-themed third floor villaFully equipped kitchen to meet all your culinary needsExpansive and private oceanfront complex poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect beach getaway in Hilton Head Island! This tastef
Villa - Sea Cloisters 310, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFirst floor unit with private deckEnjoy ocean views from the living roomOceanfront complex pool with sundecksJust steps from wide sandy beachesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This t
Villa - Sea Cloisters 101, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

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