Holiday rentals in Hilton Head Island

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Top-rated holiday rentals in Hilton Head Island

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Guest favourite

Guest house in Bluffton

4.97 out of 5 average rating, 706 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

Apartment in Hilton Head Island

4.95 out of 5 average rating, 240 reviews

Ocean View! Steps to beach! HHBT Remodeled Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!💕

Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 174 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.

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 212 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!

Guest favourite

Apartment in Hilton Head Island

4.88 out of 5 average rating, 207 reviews

Our Villa by the Sea

Enjoy our villa by the sea with a short board walk to one of the longest beaches in the US. Complementary beach accessories waiting for you. Relax on the balcony with the fresh ocean breeze and a peak of the ocean. Located on Hilton Head Beach & Tennis Resort, enjoy all of the amenities as our guest ... bar & grill on the beach, pool with ocean view, tennis courts, bike rentals, restaurant, and fitness center. Or just venture out and discover Hilton Head Island's beautiful attractions.

Guest favourite

Apartment in Hilton Head Island

4.92 out of 5 average rating, 106 reviews

BEach HAPPY HHI Ocean view and steps to the Beach

Our Villa in South Forest Beach will make you BEach Happy! Our UPDATED 550 sqft 1-bedroom villa, located in historic Seaside Villas, can accommodate up to 4 beachgoers (1 bedroom with a queen bed, in the hall are captain bunk beds for the kids, or in the living room a pull-out queen sofa bed for 2). The private balcony has a view of the ocean! Our ocean view villa is only steps to the beautiful beaches of HHI, and within walking distance to Coligny shopping and dining. Choose BEach Happy!

Guest favourite

Rental unit in Hilton Head Island

5 out of 5 average rating, 289 reviews

Hilton Head Seaside Vacation Rental

Stay in a unique, quiet beachfront neighborhood for your vacation on HHI. Enjoy a 5 minute/2 block WALK TO THE BEACH, 2 FREE bikes, Roku with NETFLIX, and a mid-island location for easy access to local attractions. Step inside to a bright, super clean, well stocked place with all of the comforts of home. Outside, you are surrounded by Live Oaks and natural landscaping. The apt. features LR/kitchen combo, 1 bedroom w/ a queen bed, full bath, W/D in walk-in closet, and a deck w/ seating.

Guest favourite

Guest suite in Hilton Head Island

4.93 out of 5 average rating, 296 reviews

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

Location .. Location .. Location !!! Private guest suite (256 sq ft) 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, bars, shops and weekly fireworks during summer. Supermarkets and more restaurants in 10 minutes walking. Free shuttle to attractions in 2 miles radius from April till September, beach 1.4 miles away, biking, fishing and water sports.

Guest favourite

Apartment in Hilton Head Island

4.93 out of 5 average rating, 114 reviews

Spacious Two Bedroom Villa in Hilton Head Resort!

Spacious two bedroom/two bathroom villa includes its own washer and dryer! This recently updated villa will not disappoint as it's located in Hilton Head Resort with so many amenities: private access to Singleton Beach, two outdoor pools, seasonal onsite deli/bar/store, heated indoor pool, hot tub, kiddie pool, sauna, exercise room, and track. There are also tennis, pickleball, and badminton courts! Bike paths are plenty with many nearby stores, restaurants, and golf courses!

Guest favourite

Apartment in Hilton Head Island

4.96 out of 5 average rating, 113 reviews

Stay by the Beach ⛱ Eat & Shop at Coligny plaza!

Park your car and walk to everything! This beautiful 2 bedroom/1.5 bath 2-storey beach villa is perfect for your family vacation, couple's getaway, or remote work location! This location can't be beat. Just across the street from a public beach access path, and a 5-minute walk to all the amenities of Coligny Plaza (70 Shops & Restaurants) & the brand new Low Country Celebration Park! I also provide beach chairs, umbrella, and beach cart for your convenience during your stay

Guest favourite

Apartment in Hilton Head Island

4.99 out of 5 average rating, 112 reviews

Ocean Overlook II - The Penthouse Experience

LUXURIOUS, PENTHOUSE, 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! 4TH FLOOR (TOP FLOOR)! PRIVATE BALCONY! MILLION DOLLAR OCEAN VIEWS! SPA SHOWER! 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**

Guest favourite

Apartment in Hilton Head Island

4.99 out of 5 average rating, 326 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.