Search for vacation rentals in Hilton Head Island.
Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Hilton Head Island area to find the perfect spot for your vacay.
50 Salt Marsh Dr |
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50 Salt Marsh DrHilton Head Island, SC$3,100
Vacation Rentals, Unknown
Location location minutes from the Island and downtown Bluffton. Completely up dated 3 bedrooms with 3 full bathrooms free standing house . Rooms are large bright and spacious , first floor has 2...... |
13 Indian Trl |
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13 Indian TrlHilton Head Island, SC$2,600
Vacation Rentals, Unknown
3 Bed, 2 Bath Home with Large Fenced in Yard! - Inquire today to make this 3 bedroom, 2 bath home in the desirable Old Woodlands neighborhood yours! Great central location on the island! This home...... |
26 Rusty Rail Ln |
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26 Rusty Rail LnHilton Head Island, SC$5,500
Vacation Rentals, Unknown
Newly remodeled unfurnished home located in Hilton Head Plantation. All on one floor, engineered hardwood flooring throughout, granite countertops, stainless appliances, 2 gas fireplaces, very...... |
16 Chinaberry Dr |
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16 Chinaberry DrHilton Head Island, SC$3,400
Vacation Rentals, Unknown
Freshly painted throughout whole property. Updated photos coming shortly. Lovely 4b/3.5b home located in family-friendly Chinaberry neighborhood located just down the road from local schools. Large...... |
19 Bridgeport Ln |
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19 Bridgeport LnHilton Head Island, SC$3,750
Vacation Rentals, Unknown
Beautiful furnished home in the Bridgeport Community! This home boasts over 2000sf with great privacy and separation in your 3 bed/3 bath HOME. Have a libation on the open deck & enjoy the golf...... |
155 Dillon Rd #2524 |
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155 Dillon Rd #2524Hilton Head Island, SC$1,950
Vacation Rentals, Unknown
This Beautiful furnished 2 bedroom, 2-1/2 bath villa has engineered wood floors throughout and a fireplace. All appliances included, as well as 2 community pools and playgrounds. NO PETS NO SMOKING... |
10 Wicklow Dr |
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10 Wicklow DrHilton Head Island, SC$6,750
Vacation Rentals, Unknown
Wexford privacy and luxury, If you are looking for a turn-key home, come see this one-of-a-kind property w/ exceptional interior & exterior updates. This 4-bedroom, 5-bathroom 4994 sqft home has...... |
780 Queens Grant |
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780 Queens GrantHilton Head Island, SC$4,000
Vacation Rentals, Unknown
This 3 bedroom villa has a beautiful view over the lagoon and is 50 yards from the swimming pool in the Queens Grant community. All modern appliances, two bicycles and barbeque are included. Prime...... |
3 Shelley Ct |
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3 Shelley CtHilton Head Island, SC$3,200
Vacation Rentals, Unknown
Wonderful luxury 3 bedroom vacation home with two full baths, located at 3 Shelley Court on Hilton Head Island. Great home for the family. Very nice outdoor deck and large living room to relax and...... |
12 Pine Burr Rd E |
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12 Pine Burr Rd EHilton Head Island, SC$3,250
Vacation Rentals, Unknown
Cute fully furnished 3 bedroom 2.5 bath home. Excellent location just before bridge near Hilton Head and Bluffton. Granite counters, washer dryer, clean, travertine floors, large deck for outdoor...... |
17 Goldfinch Ln |
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17 Goldfinch LnHilton Head Island, SC$3,500
Vacation Rentals, Unknown
great house in the point comfort area 3 bedrooms 2 bathrooms +bonuse room .just got kitchen and two bathrooms renovation large car garage backyard deck pets allowed one year lease ,deposit and...... |
35 Plumbridge Cir |
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35 Plumbridge CirHilton Head Island, SC$11
Vacation Rentals, Unknown
75% of the interior was recently updated. Fully new Master Bedroom, Master Bath, Kitchen and Laundry Room. Also just added a brand new half bath in the loft. Large Pool, cul-de-sac off of another...... |
239 Beach City Rd #2302 |
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239 Beach City Rd #2302Hilton Head Island, SC$2,200
Vacation Rentals, Unknown
Located on the north-end of Hilton Head, you'll find this gated beachfront complex, The Spa on Port Royal Sound. This condo has been updated throughout and is fully furnished. Bedding, sheets and...... |
74 Governors Rd |
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74 Governors RdHilton Head Island, SC$4,900
Vacation Rentals, Unknown
Available Jan-March 2024, this stunning one-level home has everything you need for your Hilton Head getaway! A perfect nest for Snowbirds. If you would appreciate the quiet tranquility of a golf...... |
8 Dunlin Pl |
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8 Dunlin PlHilton Head Island, SC$4,750
Vacation Rentals, Unknown
Completely renovated home; new kitchen and bathrooms with LVT flooring throughout. STORAGE was in mind when designed. The kitchen is open concept to the living space. It boasts gas appliances and...... |
36 Bent Tree Ln |
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36 Bent Tree LnHilton Head Island, SC$7,000
Vacation Rentals, Unknown
This spacious unfurnished home is in the beautiful gated community of Hilton Head Plantation. The location of this home is spectacular. Walk to Dolphin Head park and recreation area, Pine Island...... |
78 Offshore |
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78 OffshoreHilton Head Island, SC$6,500
Vacation Rentals, Unknown
Fantastic single family home on the 4th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. Unexpected opening from December 1, 2023-Feb 1, 2024. Current tenant found their forever home in...... |
46 Otter Rd |
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46 Otter RdHilton Head Island, SC$3,475
Vacation Rentals, Unknown
4 Bedroom Sea Pines Plantation Home in Club course near front gate . Available now... |
2031 Deer Island Rd |
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2031 Deer Island RdHilton Head Island, SC$5,600
Vacation Rentals, Unknown
House has been completely redone and all brand new. It is completely furnished with everything down to pots, pans, and silverware. The monthly rent of $5000 includes all utilities, HOA, and any...... |
23 Saint George Rd |
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23 Saint George RdHilton Head Island, SC$8,000
Vacation Rentals, Unknown
This home is perfect for the family beach vacation! We have big families and little ones ourselves, so we have all of the gear needed to make this a comfortable and relaxing stay for everyone. We...... |
4 Indigo Run Dr #3222 |
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4 Indigo Run Dr #3222Hilton Head Island, SC$3,000
Vacation Rentals, Unknown
Luxurious Long-Term Rental at The Preserve at Indigo Run Discover the epitome of upscale island living with "The Camellia" at The Preserve at Indigo Run on beautiful Hilton Head Island. This...... |
12 Audubon Pl |
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12 Audubon PlHilton Head Island, SC$3,900
Vacation Rentals, Unknown
Welcome to 12 Audubon Place, a stunning single family home located in the desirable Port Royal Plantation, Hilton Head Island, SC. This 3-bedroom, 3-bathroom gem offers a spacious 2,144 square feet...... |
2052 Deer Island Rd |
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2052 Deer Island RdHilton Head Island, SC$3,900
Vacation Rentals, Unknown
Rented on a monthly period between November-February. Minimum 30 days. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops,...... |
3 Stuart Pl |
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3 Stuart PlHilton Head Island, SC$4,500
Vacation Rentals, Unknown
Quaint home in Port Royal Plantation. Gated community with no short term rental allowed. Private beach to community. Home is third row from the beach, with beach access across from home, 5 minute...... |
202 Mitchelville Rd |
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202 Mitchelville RdHilton Head Island, SC$13
Vacation Rentals, Unknown
This one-of-a-kind waterfront estate is located on the beautiful Port Royal Sound and boasts a private beach, ensuring that you have a secluded and relaxing getaway. The home is surrounded by...... | |
12 Goldfinch Ln |
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12 Goldfinch LnHilton Head Island, SC$3,500
Vacation Rentals, Unknown
Great home in one of the more popular neighborhoods on the South-end of Hilton Head Island across the street from the marsh and deepwater of the Intra-Coastal Waterway. Three-bedroom and two...... |
66 Kingston Dunes Rd |
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66 Kingston Dunes RdHilton Head Island, SC$5,500
Vacation Rentals, Unknown
You found the perfect vacation home where you can enjoy a private pool with a spacious layout. Comfortably sleep 8 in 4 private rooms. King with a private bath, Queen and Twin rooms share a...... | |
18 Peregrine Dr |
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18 Peregrine DrHilton Head Island, SC$3,800
Vacation Rentals, Unknown
Must see this beautiful home located in Peregrine Pointe which is a gated Water Front community along Broad Creek . This home features 4 bedrooms and 4 bathrooms. The master bedroom has a sitting...... |
Mitchelville Rd |
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Mitchelville RdHilton Head Island, SC$13
Vacation Rentals, Unknown
This one-of-a-kind waterfront estate is located on the beautiful Port Royal Sound and boasts a private beach, ensuring that you have a secluded and relaxing getaway. The home is surrounded by...... | |
60 River Club Dr |
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60 River Club DrHilton Head Island, SC$6,000
Vacation Rentals, Unknown
Welcome to this beautiful home located in the desirable community of River Club. Situated in a gated community, you can enjoy the peace of mind that comes with added security. This spacious house...... |
1 High Bluff Rd |
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1 High Bluff RdHilton Head Island, SC$3,300
Vacation Rentals, Unknown
Fully furnished 2 bedroom plus den, 3 bath villa located in Hilton Head Plantation. Golf course view. Nice outside sitting area. Rent includes cable and internet. Tenant responsible for water and...... | |
30 Victoria Square Dr |
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30 Victoria Square DrHilton Head Island, SC$3,475
Vacation Rentals, Unknown
A must see.... This just purchased private residence is being offered for rent for the first time, Beautiful 4 bedroom 3.5 bathrooms home in the heart of Hilton Head . Well maintained with new...... |
60 Edgewood Dr |
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60 Edgewood DrHilton Head Island, SC$3,500
Vacation Rentals, Unknown
Located in the Crooked Pond area of Hilton Head Plantation, this FURNISHED 3 bedroom, 2 bathroom home has a stunning kitchen. This is the perfect home for those looking for comfort and convenience....... |
63 Night Heron Ln |
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63 Night Heron LnHilton Head Island, SC$1,980
Vacation Rentals, Unknown
5 minutes to the beach, Sea Pines. Great location with possibilities rent 2, 1 bedroom apt or studio. All those apartments can be rented separately. Temperature 73 summer, 68 winter. Free parking.... |
2022 Deer Island Rd |
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2022 Deer Island RdHilton Head Island, SC$4,800
Vacation Rentals, Unknown
Sailboats, Dolphins, Sunsets, what else could you ask for? Privacy and Romance. This treehouse offers floor-to-ceiling/wall to windows with unparalleled views and the perfect setting for that...... | |
5 Heritage Ct |
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5 Heritage CtHilton Head Island, SC$10
Vacation Rentals, Unknown
Discounts may apply if you rent during the outdoor kitchen installation. In addition to rent, cleaning and taxes will be added. Otherwise, this beautiful property is operated as a short term...... | |
16 Dewberry Ln |
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16 Dewberry LnHilton Head Island, SC$3,700
Vacation Rentals, Unknown
Luxury and updated in every way. Wonderful gourmet kitchen with hard surface and stainless steel appliance and executive vinyl planking make the home very comfortable for a wonderful upscale family...... |
1 Gloucester Rd #J2 |
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1 Gloucester Rd #J2Hilton Head Island, SC$3,700
Vacation Rentals, Unknown
Located in the gated beach community of Shipyard! This property is fully furnished and in excellent condition. Enjoy three bedrooms, each with a private bath, a lovely Carolina Room/den/office...... |
9 Wood Duck Ct |
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9 Wood Duck CtHilton Head Island, SC$4,000
Vacation Rentals, Unknown
Beautiful 3 bedroom, 2 bath home with tranquil lagoon views located in the desirable Club Course area of Sea Pines Plantation is available now for a 12-month or longer rental period! This home...... |
53 Delander Ct #45 |
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53 Delander Ct #45Hilton Head Island, SC$1,675
Vacation Rentals, Unknown
Palmetto Bay Villas. Two bedroom/one bath condo on the South end of the island. First floor. Unit has washer and dryer but not dishwasher. Small community (about 60 condos total) is located off...... |