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!
119 properties available
Oceanfront Windsor Place II Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | OceanfrontATTENTION: Elevator inoperable during the time period of Nov. 1, 2026 until March 20, 2027, due to the elevator being replaced (Dates Subject to Change)Located just steps from the sand in the heart of Palmetto Dunes, 2117 Windsor Place 2 offers
Tasteful Bluff Villa Loft in Sea Pines1Bedroom | 1Bathroom | Sleeps 4 | Walking Distance to BeachEscape to Sea Pines and enjoy island living at its finest in this tasteful1-bedroom, 1-bath Bluff Villa. Nestled just across from South Beach Marina and the iconic Salty Dog Cafe, this villa offers the perfect blend of comfort, location, and style.
Charming Lagoon Home in Sea Pines3 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet FriendlyWelcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This charming home is perfectly positioned for a beach getaway, with easy access to the pristine shores just a short walk away and the community pool
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
Renovated Fazio Golf Villa in Palmetto Dunes3 Bedrooms | 2 Bathrooms | Sleeps 7 | Pet FriendlyWelcome to Fazio Villa 2. This is the perfect family vacation, golf group outing or weekend getaway.A big back deck overlooks 18th green of Fazio Golf course. Remodeled baths, huge great room with connected dining area, new appliances and flat screen
Spacious Family Home on Singleton BeachNew Home Construction Next Door7 Bedrooms | 7.5 Bathrooms | Sleeps 18 | Ocean ViewsWelcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located in Hilton Head Island's newest and most exclusive community. As soon as you enter the home, you'll be greeted wi
Cozy Stones Throw Villa Ideal for Family Getaways3 Bedrooms | 2 Bathrooms | 1 Half Bathroom | Sleeps 8Welcome to this wonderful 3-bedroom, 2.5-bathroom villa in Hilton Head Island, offering the perfect setting for an unforgettable beach vacation. Situated just a short stroll away from the Atlantic Ocean and miles of pristine beach, this villa provi
Charming Pet-Friendly First-Floor Resort Villa at St. Andrews Common1 BED, 1.5 BATHSWelcome to this charming vacation home on Hilton Head Island! This first-floor villa offers a comfortable and versatile space for your stay.The fully equipped kitchen boasts full-sized appliances and has everything you need to prepare delicious meals during your vac
Elegant Oceanfront Penthouse Villa at Sea Cloisters3 Bedrooms | 3 Bathrooms | Sleeps 8 | Stunning Ocean ViewsWelcome to our elegant penthouse villa located in Hilton Head Island's renowned Sea Cloisters. This tastefully decorated vacation home offers breathtaking views of both the ocean and the Sea Cloisters pool. As you step inside, you&#
Dog Friendly Huntington Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Lagoon ViewsThis lovely Huntington villa has the "feel of a home". Nature lover? Enjoy the tranquil views of the 11 mile lagoon and the wildlife on the lagoon.Beach lover-you're only a 3-5 minute walk across the quiet street to the beach! Spacious ope
Immaculate Hickory Cove Villa in Palmetto Dunes2 Bedrooms | 3 Bathrooms | Sleeps 7 | Golf ViewsWelcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes Resort on Hilton Head Island. This beautifully appointed villa offers a multitude of perks to ensure a memorable stay, including 2 beach chairs, 1 umbrella,
The Crab Cottage – Moon River Retreat with a private dock3-Bedroom River View Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Crab Cottage offers elevated water views across marsh and river landscapes toward Savannah. This three-bedroom home provides a slightly set-back position while still maintaining strong v
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