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Holiday houses in Hilton Head

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Top-rated holiday rentals in Hilton Head

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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.)

26 Oct – 2 Nov

$247 NZD per night

Guest favourite

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.

19–26 Jan

$237 NZD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 198 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!

5–12 Dec

$303 NZD per night

Guest favourite

Condo in Hilton Head Island

4.85 out of 5 average rating, 155 reviews

Boardwalk to Beach, Hot Tub, 3 Pools and Tennis!

Welcome to our beautifully renovated family friendly villa within walking distance to the beach! The villa is located in a wonderful 24 hour gated community offering endless entertainment! The resort includes tennis courts, outdoor pools, pickleball, heated indoor pool, hot tub, sauna, fitness room, indoor track, volleyball, BBQ and picnic area, an onsite store and deli as well as easy access to Coco's Oceanfront Bar & Grill. There is so much to do on the resort you will never want to leave!

24–31 Oct

$226 NZD per night

Guest favourite

Guesthouse in Bluffton

5.0 out of 5 average rating, 442 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!

9–16 Oct

$234 NZD per night

Guest favourite

Condo in Hilton Head Island

4.97 out of 5 average rating, 119 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

18–25 Dec

$444 NZD per night

Guest favourite

Guest suite in Hilton Head Island

4.94 out of 5 average rating, 274 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.

30 Mar – 6 Apr

$211 NZD per night

Guest favourite

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.

15–22 Jan

$275 NZD per night

Guest favourite

Condo in Hilton Head Island

4.92 out of 5 average rating, 101 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!

18–25 Dec

$264 NZD per night

Guest favourite

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!

23–30 Jan

$213 NZD per night

Guest favourite

Condo in Hilton Head Island

4.98 out of 5 average rating, 117 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.

11–18 Oct

$271 NZD per night

Guest favourite

Guesthouse in Bluffton

4.98 out of 5 average rating, 354 reviews

Hickory Trace Carriage House

In the heart of Historic Bluffton, walking distance to restaurants, galleries, shops & the beautiful May River. Built in 2015 featuring an open floor plan, fully equipped kitchen, washer & dryer, queen bed & sofa bed. Full of lovely Southern Charm! http://www.onlyinyourstate.com/maryland/little-known-restaurants-md/

5–12 Apr

$253 NZD per night

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Other great holiday rentals in Hilton Head

Guest favourite

Condo in Hilton Head Island

4.89 out of 5 average rating, 167 reviews

Hilton Head Island - Beach Retreat !!

10–17 Jan

$250 NZD per night

Condo in Hilton Head Island

4.81 out of 5 average rating, 112 reviews

HILTON HEAD RESORT CONDO - NEWLY RENOVATED

8–15 Dec

$257 NZD per night

Guest favourite

Condo in Hilton Head Island

4.89 out of 5 average rating, 84 reviews

Beachfront Balcony | Walk Everywhere | Pool

11–18 Nov

$214 NZD per night

Guest favourite

Condo in Hilton Head Island

4.94 out of 5 average rating, 18 reviews

Beach Front Resort - Ocean View King Bed

2–9 Jan

$306 NZD per night

Condo in Hilton Head Island

4.92 out of 5 average rating, 13 reviews

Privacy@The Beach - Full Remodel - Steps to Pool

13–20 Feb

$240 NZD per night

Guest favourite

Condo in Hilton Head Island

4.96 out of 5 average rating, 89 reviews

Oceanfront Designer! KING BED 65"TV Bar Tennis GYM

19–26 Dec

$395 NZD per night

Guest favourite

Villa in Hilton Head Island

4.91 out of 5 average rating, 77 reviews

Direct beach access for couple’s getaway!

1–8 Dec

$281 NZD per night

Guest favourite

Condo in Hilton Head Island

4.94 out of 5 average rating, 62 reviews

Relaxing 2Br/2ba condo on HHI, minutes from beach

22 Feb – 1 Mar

$232 NZD per night

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