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!
117 properties available
Refined Coastal Living in Sea Pines4 Bedrooms | 4 Bathrooms | Sleeps 12 | Backyard Oasis with Private PoolWelcome to a truly exceptional vacation home in Sea Pines—a rare blend of timeless elegance and modern comfort, now part of the Hilton Head Properties R & R rental collection. This single-level residence has been exquisitely reim
Cozy Inverness Villa in Palmetto Dunes3 Bedrooms | 3 Bathrooms | Sleeps 8 | Pickleball/Tennis Play PackageLocated in Inverness at Palmetto Dunes, 902 Inverness offers a relaxed Hilton Head Island stay with convenient access to beaches, golf, and the resort’s extensive bike path and lagoon system. This three-bedroom villa p
Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean and Pool ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to your perfect vacation home in Hilton Head Island! This stunning villa offers a picturesque view of the beach a
Oceanfront Villa at Sea Cloisters with Breathtaking Views2 Bedrooms | 2 Bathrooms | Sleeps 6 | OceanfrontATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to our stunning oceanfront villa, located on the second floor, offering breathtaking beach and ocean views. This
Oceanfront Coastal 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)1 Bedroom | 1.5 Bathrooms | Sleeps 4 | Pet FriendlyWelcome to the luxurious one bedroom Barrington Villa, located on the third floor with stunning ocea
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.
Pet Friendly Turnberry Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 8 | Ideal for GolfersWelcome to 227 Turnberry, a charming vacation condo in Hilton Head Island that promises a delightful stay. With its inviting atmosphere and desirable features, this condo offers everything you need for a memorable vacation.Step inside the condo, and
Elegant Beachside Getaway Villa in Forest Beach2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Stunning ViewsWelcome to this beautiful Beachside Getaway, located in the perfect spot to enjoy all that Hilton Head Island has to offer! With all remodeled bathrooms, solid surface flooring, granite countertops throughout, smooth ceilings, and beautiful fur
Bright Forest Beach Villa by Coligny Beach Park3 Bedrooms | 2 Bathrooms | Sleeps 8 | Second Floor VillaWelcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the stunning new Lowcountry Celebration Park. As soon as you step into our wonderful end unit, you will be amazed by the bright and spacious living are
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 5 | Ocean ViewsATTENTION: Building Construction during the time period of Sept 11, 2027 until March 19, 2027 (Dates Subject to Change)Welcome to your dream vacation home in Hilton Head Island! Located in the picturesque Folly Field area, this oceanfront villa offer
The Turtle Cottage – Moon River Retreat with a private dock3-Bedroom Riverfront Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Turtle Cottage offers direct waterfront positioning with long views across the New River toward Savannah. This three-bedroom home delivers a front-row coastal setting designed for gues
Golf Course Retreat in the Heart of Sea Pines3 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Golf Course View | One-Level HomeWelcome to 78 Governors Road, a beautifully renovated, single-level home located on the Sea Pines Country Club golf course with views overlooking the 17th tee. Set in one of Sea Pines’ most desirable areas, this home offe
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