Hilton Head Pet Friendly Rentals - Hilton Head Condo Rentals

Check out our selection of pet friendly inventory, and bring your four legged friend with you on vacation!  


Properties Available 92 properties available
Get ready to enjoy the best of Harbour Town Hilton Head Island with this exquisitely renovated two-bedroom, two-and-one-half-bath townhome nestled in the heart of Sea Pines!The owners of this charming two-story villa have created a luxury vacation rental property with all-new flooring, furniture, décor, HVAC, electrical, plumbing and so much more.
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (44)
Stunning and new to the vacation rental market! This beautifully renovated 1 bedroom, 1.5 bathroom dog-friendly condo is sure to please. The open concept floor plan includes a stylish and comfortable living area with a sleeper sofa, Smart TV and access to the private patio. The dining are is just off the living area and seats 4 comfortably. The ful
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 1 bedrooms
Bathrooms 1 full baths 1 half bath
Guests 4 guests
Rating 5 (7)
Please Note: There is ongoing construction taking place next door throughout 2025. Occasional noise disturbance during daytime hours may occur. We appreciate your understanding as the neighborhood continues to develop. Thank you!This three bedroom, two bathroom Singleton Beach rental home is the epitome of Lowcountry living on Hilton Head Island. T
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Bradley Circle Resurfacing

Beaufort County will be resurfacing Bradley Circle and Burkes Beach road on Hilton Head, starting on September 9th thru September 11th Weather permitting.

Signage will be posted.  Traffic flow and parking should not be interrupted.  Please feel free to call if you have any questions.



Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 7 guests
Rating 5 (61)
Experience the ultimate getaway at 7 Heron, a beautifully renovated single-level home located just seven houses away from the beach. Ideal for a family vacation or a retreat with friends, this luxurious 3-bedroom, 2-bathroom home seamlessly blends upscale comfort with relaxed coastal charm.Step inside to a spacious open-concept layout where everyon
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (21)
Dune Lane 127 is a 4 Bedroom 3 Bathroom Oceanfront Forest Beach Home on the beautiful island of Hilton Head. Upon entering the home, the main level of the home gives you direct access to the oceanfront pool and the sunning deck. The primary bedroom with private bath has a king bed, flat screen TV and sliding door out to the pool. Bedroom #2, also o
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (12)
Your Perfect Family Getaway!With spacious rooms, elegant furnishings, and an exceptional outdoor space, 26 Gloucester is the ideal retreat for your next family vacation.The open-concept living area offers plenty of seating, a large wall-mounted Smart TV, and sliding doors that open to an elevated deck. The deck showcases stunning views of the pool,
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 5 bedrooms
Bathrooms 4 full baths
Guests 14 guests
Rating 5 (3)
Welcome to one of the island's most comfortable townhomes located in the tranquil Shipyard on Hilton Head Island. Tennismaster 1103 offers 2 bedrooms and 2.5 baths, a covered patio, and easy access to the beaches and amenities of Shipyard, Hilton Head.The tiled foyer leads to a convenient powder room and then on to the galley-style kitchen, which f
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (8)
This beautifully outfitted 3 bedroom, 3 bathroom dog-friendly townhome offers guests plenty of space to spread out inside while enjoying water views from the private balcony in each room! The property is an easy 5 minute walk to the beach as well. The stair free 1st level features a comfortable living area, dining area and kitchen with stainless st
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Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 9 guests
Rating 5 (8)
Welcome to Ocean Breeze 9, a 3 bedroom, 3 bath townhome nestled in the quiet community of Ocean Breeze, Hilton Head. Pet-Friendly for your pooch too! This Forest Beach villa is centrally located near the community pool, playground, and tennis courts. It is also a short 5-10 minute walk to the Atlantic Ocean and Hilton Head’s renowned downtown area,
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 6 guests
Rating 5 (9)
This fourth-row home in the Oceanwoods North Forest Beach community is just steps away from the Atlantic coastline and boasts a fenced-in complex swimming pool, kiddie pool and beachside raised cabana with sweeping views of the Atlantic Ocean. This 3-story, dog-friendly Forest Beach home has covered parking, 3 bedrooms with en-suite bathrooms and m
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 6 guests
Rating 5 (21)
As of 2025: Brand New Owners with New Ideas… It’s out with the old, and in with the NEW! After a total renovation, this villa is fresh, clean, and sparkling. Beachwalk 109; a dog-friendly, 2 bedroom, 2.5 bath; offers a chic and comfortable vacation. This villa is located steps from the beautiful white sand beaches of Hilton Head.The foyer leads to
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests
Rating 5 (16)
Welcome to Tennismaster 703, your perfect island escape on beautiful Hilton Head Island. This charming, yet spacious two-bedroom, dog-friendly, townhome offers an ideal blend of comfort, convenience, and coastal living, making it the ultimate destination for families, couples, and friends seeking a memorable vacation. Located in the peaceful Shipya
Bedrooms 2 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 6 guests

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