Vacation rentals in Hilton Head Island

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Top-rated vacation rentals in Hilton Head Island

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Guest favourite

Guesthouse in Bluffton

4.97 out of 5 average rating, 689 reviews

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/kitchen/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. Spacious carriage house apartment with king size Stearns&Foster mattress. This space offers a living area with sofa, chair, table with barstools and tv with Netflix as well as other apps that you access. *We do not have cable or local channels. The kitchenette has lots of utensils, plates, glasses, toaster, coffee pot, plug-in induction burner with pots and pans, and a panini press. There is also a ceiling fan for temperature control, or if you are like us and want to sleep with the fan on. In addition there is walk-in closet with hangers and luggage rack for you to hang your clothes and keep your luggage. Fresh towels and toiletries are available for your stay. Other amenities include a hair dryer, curling iron, iron and ironing board, beach towels and beach blanket. You have access to the carriage house apartment and all of its amenities. You are welcome to use our backyard as well, and our wonderful bed swing (thanks to Joey's craftmanship) that's on our front porch. We're also willing to run a load of laundry for you if the need should arise. Brittani works from home, so she will normally be able to assist you if you should need anything. We are both available by our cell phone. We are relatively new to the Bluffton/Hilton Head area, but would love to share our finds with you. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Unfortunately public transportation is not readily available, so if you are not wishing to use your car then you can easily walk to a good bit of amenities or call for an Uber. Our puppy son, Gunner, is a lovable Labradoodle. He is very friendly and will most likely be barking at the door of our home when you arrive, but we promise it's all for show! You might encounter him in the backyard during your visit :)

Guest favourite

Condo in Hilton Head Island

4.93 out of 5 average rating, 166 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.

Dec. 15 – 22

$194 CAD per night

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 224 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

$289 CAD per night

Superhost

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.)

Oct. 15 – 22

$198 CAD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 199 reviews

HHBT Resort-OceanView-Remodeled-Steps to beach!

FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

Dec. 4 – 11

$243 CAD per night

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 239 reviews

Ocean Front Resort Villa

Freshly decorated in coastal cottage decor, this 540 sq ft one bedroom villa sleeps up to 6 and is located within the activity-filled Hilton Head Beach and Tennis Resort. The villa was recently remodeled with all new kitchen, bathroom and fixtures and is just 50 steps to gorgeous beach. The views from the living room include ocean, oceanfront pool , beach bar and grill, and pond with fountain. The villa is full of amenities including beach towels, beach chairs, beach umbrella and much more.

Jan. 25 – Feb. 1

$224 CAD per night

Guest favourite

Guesthouse in Bluffton

5.0 out of 5 average rating, 443 reviews

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Sep. 5 – 12

$192 CAD per night

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 276 reviews

LOCATION! Harbour, Dining, Shops, Beach-1.4 mile

Location .. Location .. Location !!! Private guest suite with independent entrance from outside, total privacy, and complete amenities, queen bed and full bath (no kitchen). Just step outside - great water-front restaurants with live music, weekly fireworks during summer, bars, shops, outdoor pool and BBQ. Supermarkets and more restaurants in 10 minutes walking. Free shuttle from April till September, beach only 1.4 miles. Great golfing, biking, tennis, fishing and water sports.

Feb. 10 – 17

$173 CAD per night

Guest favourite

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

$268 CAD per night

Guest favourite

Condo in Hilton Head Island

4.99 out of 5 average rating, 147 reviews

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

Welcome to our lovely renovated 1st floor unit in Fiddler's Cove. Perfect for a tennis, golf, biking or beach holiday! A 6-7 min walk to Folly Field beach via private beach access. Use our beach gear. Great secure wifi. Surrounded by world class golf courses. Enjoy 5 star amenities including 2 pools, hot tub, racquetball, pickle ball courts and gym. Pools are open from march 1st-October 31st and hot tub remains open year round.

Dec. 12 – 19

$233 CAD per night

Guest favourite

Condo in Hilton Head Island

4.96 out of 5 average rating, 116 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!

Jan. 7 – 14

$174 CAD per night

Guest favourite

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. 24 – Dec. 1

$198 CAD per night