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Condo vacation rentals in Hilton Head Island

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Top-rated condo rentals in Hilton Head Island

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Condo in Hilton Head Island

4.88 out of 5 average rating, 160 reviews

Hilton Head Hidden Gem

Comfy 3rd floor walk up retreat. Peaceful decor. Screened balcony. Furnished kitchen. Free use of WIFI, beach chairs/umbrella, gym, basketball & tennis courts, charcoal grills/picnic tables; pools. Steps from your door: explore our sandy beach, watch fish jump & dolphins swim; observe nature on a private pier. See the sunrise on the water. Grocery/restaurants w/in 1-5 miles. Make a meal or a reservation! Short drive to all island locales. Great island bike paths. (No pets or smoking.)

Jan 22 – 29

Condo in Hilton Head Island

4.93 out of 5 average rating, 165 reviews

Hilton Head BIKE 'n BED - Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Mar 11 – 18

Condo in Hilton Head Island

4.98 out of 5 average rating, 222 reviews

Ocean View Luxe! KING BED 65"TV Bar Pickleball GYM

Beachfront Building! Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot HGTV Featured Decorator Coastal Decor KING BED Expanded Bedroom 2 SmartTVs Private Balcony Beach Chairs, Umbrella, Boogie Boards, Ice Chest, Pool Noodles Full Kitchen Top Floor Elevator RESORT: No Resort Fees Huge Oceanfront Pool 2nd Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated/24 Hour Security Trolley Stop 4 Beach Boardwalks Bradley Beach

Nov 10 – 17

Condo in Hilton Head Island

4.81 out of 5 average rating, 112 reviews

HILTON HEAD RESORT CONDO - NEWLY RENOVATED

NEWLY RENOVATED condo near the beach! Ready for a relaxing time away? This newly renovated condo is tucked away in the lovely Hilton Head Resort - a gated community w/ 24 hr security, perfect for families who want to create lasting memories at the beach! The resort has everything you need - indoor/outdoor pools, sauna, spa, fitness room, tennis/pickle ball courts, and a private boardwalk to the beautiful beach. Within just a few miles are grocery stores, restaurants, shopping centers, and more!

Nov 3 – 10

Condo in Hilton Head Island

4.99 out of 5 average rating, 312 reviews

Ocean Front Resort Condo

Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

Jan 13 – 20

Condo in Hilton Head Island

4.95 out of 5 average rating, 228 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled - just last year! Adorable beach front condo located in Hilton Head Beach and Tennis Resort. Watch and listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within the resort where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rentals, and a newly renovated gym. It's all here! 😊The 2024 getaway your been waiting for!

Nov 8 – 15

Condo in Hilton Head Island

4.92 out of 5 average rating, 102 reviews

Secluded 1st Floor Beach Getaway

Newly Remodeled - 2 Bedroom/2 Bath First Floor Villa in a Gated Community - less than a five minute walk through our complex to a private, natural beach! Everything you need to enjoy a relaxing, peaceful getaway and all that Hilton Head Island is famous for. Located in a beautiful, quiet community that offers 2 outdoor pools and one indoor pool that can be enjoyed year round. Come discover why this island has been voted the #1 best island in the United States!

Dec 3 – 10

Condo in Hilton Head Island

4.98 out of 5 average rating, 181 reviews

Lost Tiki Lounge TOP Floor Oceanfront 322 Breakers

Step into oceanfront comfort. This beautiful condo has all the comforts of home and is located in the heart of the south end of the island steps away to restaurants, shopping and the pristine Coligny beach. It’s the perfect place for a romantic beach getaway for 2. Upon entry you will see an incredible view of the ocean in this light and bright TOP floor Breakers condo.The condo is cleaned/managed by the local owner to ensure 100% satisfaction by my guests.

Jan 7 – 14

Condo in Hilton Head Island

4.88 out of 5 average rating, 182 reviews

Cozy Hilton Head Island Condo

A cozy condo, approximately a five minute walk to the beach! Conveniently situated near shopping, and dining at Coligny Plaza. Accommodates 5 people with two parking spaces. Fully equipped unit with two bedrooms. Two TVs, wireless internet, fully equipped kitchen. Guest have access to pool, picnic area w/ grills and tables near a lagoon. Feel free to reach out with any questions and how we can make your time at the beach the best that it can be!

Nov 3 – 10

Condo in Hilton Head Island

4.96 out of 5 average rating, 113 reviews

Beach&Tennis, Stylish, Modern, Folly Field Beach!

Hilton Head Beach & Tennis, 1-bedroom, fully remodeled! New queen mattress, stainless appliances, Queen Sleeper Sofa. 5 units from the ocean, partial ocean view. Enjoy a glass of wine, and listen to the ocean on the private patio. Free Wi-Fi! Don't stay in a tiny hotel room with no kitchen. Hotels are cold and sterile, our home is warm and welcoming! 100 feet to our beautiful beach and oceanfront pool! 12 Pickleball courts!

Oct 27 – Nov 3

Condo in Hilton Head Island

4.95 out of 5 average rating, 201 reviews

Cozy Renovated Unit Great Location

Completely renovated, new everything! Easy access to beach, public restrooms and open bar / food / fire pits at beach access (see photo). High speed internet, 3 TV’s w/ YouTube TV included (70 channels, Golf, Tennis, ESPN family of channels, SportsSouth, Disney family of channels), local Cable through Spectrum included. The perfect location near Coligny Plaza, Sea Pines, the beach, miles of bike trails!

Nov 13 – 20

Condo in Hilton Head Island

4.98 out of 5 average rating, 118 reviews

Salty Tides ~ 2 BR/2 Bath ~ Short Walk to Beach!

Nestled in the Folly Field Beach community, Fiddler's Cove Beach & Racquet Club is only 300 yards to the beach. Our 2 bedroom / 2 bathroom condo is located in the 2nd villa on the 3rd floor (no elevator). The master bedroom has a King bed and the guest room has 2 Twin beds. The villa is conveniently located for easy access to the beaches, pool, tennis, pickleball and clubhouse.

Nov 18 – 25

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Hilton Head Island condo rentals

Free parking on premises

Air conditioning

Condo rentals with a pool

Condo in Hilton Head Island

4.97 out of 5 average rating, 155 reviews

Ocean Front Beach & Tennis Resort 2 BR 2 BA Villa

Jan 16 – 23

Condo in Hilton Head Island

4.86 out of 5 average rating, 107 reviews

Relaxing and comfy condo with lots of amenities!

Dec 13 – 20

Condo in Hilton Head Island

4.9 out of 5 average rating, 127 reviews

Coastal Comfort! Condo in beachfront resort.

Feb 13 – 20

Condo in Hilton Head Island

4.83 out of 5 average rating, 101 reviews

Salt Sand and Serenity! The great escape to HHI

May 3 – 10

Condo in Hilton Head Island

4.82 out of 5 average rating, 123 reviews

1 Bedroom Condo, 5 Minute Walk to the Beach

Oct 14 – 21

Condo in Tybee Island

4.93 out of 5 average rating, 522 reviews

Adorable Beachfront Condo

Dec 5 – 12

Condo in Hilton Head Island

4.98 out of 5 average rating, 131 reviews

"Beach Time" - a cozy HHI Condo, steps from beach

Sep 7 – 14

Condo in Hilton Head Island

4.85 out of 5 average rating, 151 reviews

Pineapple Paradise

Mar 12 – 19

Condo rentals with a hot tub

Condo in Hilton Head Island

4.94 out of 5 average rating, 145 reviews

HHI Beach Villa | Getaway | Indoor Pool & Hot Tub

Jan 8 – 15

Condo in Hilton Head Island

4.95 out of 5 average rating, 130 reviews

Gorgeous beach villa 2BD/2BA at Hilton Head Resort

Dec 4 – 11

Condo in Hilton Head Island

4.8 out of 5 average rating, 127 reviews

After Dune Delight Beach Condo, Pickleball/Hot Tub

Nov 14 – 21

Condo in Hilton Head Island

4.88 out of 5 average rating, 193 reviews

HHI. Mid Island. Easy Beach Access. 3 Pools.

Sep 16 – 23

Condo in Hilton Head Island

4.91 out of 5 average rating, 169 reviews

Tasteful & Clean! Walk to Beach/3 Pools/Pickleball

Feb 19 – 26

Condo in Hilton Head Island

4.99 out of 5 average rating, 145 reviews

Reno’d 1st floor walk to beach, pools pickleball

Aug 28 – Sep 4

Condo in Hilton Head Island

4.97 out of 5 average rating, 209 reviews

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views

Apr 19 – 26

Condo in Hilton Head Island

4.93 out of 5 average rating, 108 reviews

Spacious Two Bedroom Villa in Hilton Head Resort!

Oct 16 – 23

Weekly condo rentals

Condo in Hilton Head Island

4.97 out of 5 average rating, 223 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

Aug 2 – 9

Condo in Hilton Head Island

4.84 out of 5 average rating, 152 reviews

S&A Getaway at Xanadu Villas

Jan 7 – 14

Condo in Hilton Head Island

4.86 out of 5 average rating, 131 reviews

Easy Breezy Ocean and Hilton Head Beach & Tennis

Sep 19 – 26

Condo in Hilton Head Island

4.88 out of 5 average rating, 194 reviews

Our Villa by the Sea

Apr 1 – 8

Condo in Hilton Head Island

4.89 out of 5 average rating, 130 reviews

Breathtaking OCEAN view/Top Floor/Pool/Coligny

Dec 19 – 26

Condo in Hilton Head Island

4.92 out of 5 average rating, 157 reviews

Island Song: 1st Floor 2B/2B; 7 min walk to Beach!

Nov 14 – 21

Condo in Hilton Head Island

4.91 out of 5 average rating, 168 reviews

2Bd/2.5 bth/Near Coligny Park/Few Blocks To Beach

Mar 9 – 16

Condo in Hilton Head Island

4.83 out of 5 average rating, 171 reviews

Newly Remodeled Beach Condo

Dec 18 – 25

Quick stats about condo rentals in Hilton Head Island

Total rentals
2.4K properties
Rentals with a pool
2.3K properties have a pool
Pet-friendly rentals
210 properties allow pets
Family-friendly rentals
1.8K properties are a good fit for families
Total number of reviews
73K reviews
Nightly prices starting at
$20 before taxes and fees

Destinations to explore