Hilton Head Island Vacation Rentals

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Featured
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Frippin Unreel
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Frippin Unreel Marsh Front Fripp Island Home With TWO Golf Carts & More

3 Bedrooms
2 Bathrooms
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84 reviews
$250 - $400 / night
(excl. fees & taxes)
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Special offer
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All-New HHI Seascape Villa | Walk to Beach & Pools
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Just a short walk till your toes are in the sand!!

2 Bedrooms
2 Bathrooms
2 Guides
4.81IconIconIconIconIcon
37 reviews
$150 - $250 / night
(excl. fees & taxes)
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Featured
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Island Song Villa
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Island Song Villa at Inland Harbour - 2 BR/ 2 BA Pool, Tennis, Pickleball - Great Central Location - Heart of Sea Pines Resort

2 Bedrooms
2 Bathrooms
4.96IconIconIconIconIcon
105 reviews
$229 - $390 / night
(excl. fees & taxes)
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Oceanfront Community | 2 min walk to the beach
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Stunning 2BR/2.5BA villa in gated oceanfront community with top notch amenities! 2 min walk (no streets to cross) to beautiful Folly Field Beach.

2 Bedrooms
2½ Bathrooms
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1 review
$150 - $475 / night
(excl. fees & taxes)
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The Sand Trap in Palmetto Dunes
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The Sand Trap in Palmetto Dunes

2 Bedrooms
2 Bathrooms
$250 - $299 / night
(excl. fees & taxes)
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Special offer
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209 North Shore Place Hilton Head Island, SC
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Last Minute Savings - 20% off rate - May 4-11, 2024! Book Today. 5 minute walk to the beach.

2 Bedrooms
2 Bathrooms
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5 reviews
$250 - $350 / night
(excl. fees & taxes)
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91 Sandcastle Court
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5 Bedroom Home w/ Private Pool & 6Seater Golf Cart

5 Bedrooms
4 Bathrooms
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37 reviews
$475 - $975 / night
(excl. fees & taxes)
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Luxury beach house w/pool, elevator, game room. Steps to Beach
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Luxury Beach House w/Pool, Elevator & Game Room.

8 Bedrooms
7 Bathrooms
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19 reviews
$750 - $1500 / night
(excl. fees & taxes)
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Hilton Head Beach Retreat
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Hilton Head Beach Retreat

2 Bedrooms
2 Bathrooms
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3 reviews
$140 - $250 / night
(excl. fees & taxes)
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Special offer
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Captain’s Quarters on the Water
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Amazing location and spectacular views!

2 Bedrooms
2 Bathrooms
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49 reviews
$250 / night
(excl. fees & taxes)
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Gorgeous Townhouse - Pool, Beach, Golf and Tennis
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This beautifully renovated, newly furnished, spacious vacation villa has everything you need!

2 Bedrooms
2½ Bathrooms
$175 - $200 / night
(excl. fees & taxes)
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3523 VILLAMARE - OCEANFRONT-STUNNING!
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NOTHING ELSE LIKE IT IN VILLAMARE!!!TWO NEW POOLS!!!!

2 Bedrooms
2 Bathrooms
$699 - $750 / night
(excl. fees & taxes)
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The Pearl at Shelter Cove in Palmetto Dunes Resort
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Upscale, sophisticated, luxury overlooking the marsh on Broad Creek, in Shelter cove with private beach access in Palmetto Dunes Resort .

1 Bedroom
1 Bathroom
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38 reviews
$299 - $325 / night
(excl. fees & taxes)
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Pet friendly condo with amazing Broad Creek views
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Watch fireworks from your balcony on Tuesdays in season. Dates still available for July and August. Walk to live Harbourfest performances in season

1 Bedroom
1 Bathroom
$145 - $235 / night
(excl. fees & taxes)
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Hilton Head Resort 4419
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Resort 2 BR, Pools, Hot Tub, Tennis, Beach Access

2 Bedrooms
2 Bathrooms
4.79IconIconIconIconIcon
39 reviews
$129 - $279 / night
(excl. fees & taxes)
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Hilton Head Resort 4104
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Resort Escape Short Walk to the Beach

2 Bedrooms
2 Bathrooms
4.82IconIconIconIconIcon
39 reviews
$129 - $279 / night
(excl. fees & taxes)
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Seashells by the Sea at Hilton Head Resort
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Vacation Condo Close to Beach - Why Not?

2 Bedrooms
2 Bathrooms
4.76IconIconIconIconIcon
17 reviews
$175 - $285 / night
(excl. fees & taxes)
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Luxurious First Fl Villa/Fazio Golf Course/Beach
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Luxurious First Fl Villa/Fazio Golf Course/Beach

1 Bedroom
1½ Bathrooms
$275 / night
(excl. fees & taxes)
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Walk to beach, indoor/outdoor pools, washer/dryer
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Hilton Head Villa 2BD/2BA Walk to beach, indoor/outdoor pools, washer/dryer

2 Bedrooms
2 Bathrooms
4.8IconIconIconIconIcon
60 reviews
$130 - $299 / night
(excl. fees & taxes)
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Hilton Head Vacation Rental
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Updated & remodeled villa, minutes walk to the beach, 2 outdoor pools, 1 indoor pool, Sauna, Coco Beach grill, Poolside bar, grill & general store

2 Bedrooms
2 Bathrooms
$179 - $299 / night
(excl. fees & taxes)
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A Day in Paradise in Palmetto Dunes
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Need some time away? We have the place for you, and your family!

2 Bedrooms
2 Bathrooms
4.84IconIconIconIconIcon
68 reviews
$225 - $295 / night
(excl. fees & taxes)
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A Walk to Remember on Hilton Head
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A Walk to Remember on Hilton Head

3 Bedrooms
2½ Bathrooms
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60 reviews
$275 - $375 / night
(excl. fees & taxes)
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Blue Whale Beach House
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Updated 1BR Top Floor Oceanview Villa

1 Bedroom
1 Bathroom
4.97IconIconIconIconIcon
88 reviews
$138 - $250 / night
(excl. fees & taxes)
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Ocean GetAway
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Ocean GetAway

2 Bedrooms
2 Bathrooms
4.44IconIconIconIconIcon
94 reviews
$125 - $245 / night
(excl. fees & taxes)
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HHI TIDE 21, Family Vacation Rental, HHB&T Resort
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Family Friendly Villa at oceanfront Hilton Head Island Beach & Tennis Resort. Beach Equipment provided! Perfect for families with kids!

2 Bedrooms
2 Bathrooms
7 Guides
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125 reviews
$150 - $400 / night
(excl. fees & taxes)
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Fiddler's Escape Beach Condo - Walk to the Beach!
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Fiddler's Escape -- Walking distance to the beach!!

2 Bedrooms
2 Bathrooms
1 Guide
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66 reviews
$130 - $300 / night
(excl. fees & taxes)
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Wow Factor! Folly Field Beach Renovated Cute Clean
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Still some availability for Spring/Summer 2024.Dont miss out on this gorgeous condo with ground floor access, mid island,only 5 minutes walk to beach!

2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
51 reviews
$145 / night
(excl. fees & taxes)
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1st Floor Villa,  Walk to the Beach, Hot Tub, W/D
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Fiddler's Cove, A relaxing first-floor villa, King-size bed in master, 65 in TV, Easy access to private and public beach access ways and bike trails.

2 Bedrooms
2 Bathrooms
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39 reviews
$106 - $275 / night
(excl. fees & taxes)
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Hilton Head Beachfront Resort, Tennis, Pickleball
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Updated Hilton Head Condo - Beach, Tennis, Pickleball as part of Hilton Head Beach and Tennis Resort

2 Bedrooms
2 Bathrooms
4.71IconIconIconIconIcon
7 reviews
$90 - $400 / night
(excl. fees & taxes)
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Hilton Head Island Beach and Tennis Resort
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Relax at Seahabilitation on Hilton Head Island. Located at the Hilton Head Beach and Tennis Resort - Snowbirds Welcome - Message For Monthly Rates

2 Bedrooms
2 Bathrooms
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47 reviews
$105 - $375 / night
(excl. fees & taxes)
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August Special 💙Couples Retreat💙
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Entire condo hosted by Julia and Nicole

1 Bedroom
1 Bathroom
4.97IconIconIconIconIcon
33 reviews
$179 / night
(excl. fees & taxes)
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Oceanfront Designer KING BED💙Beach Bar+2Pools GYM
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Gorgeous Designer Direct Oceanfront unit featuring PANORAMIC OCEAN VIEWS! Gated Resort: Beach, Tennis, Gym, 2 Pools, Beachfront Bar & Grille + More!!

1 Bedroom
1 Bathroom
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199 reviews
$198 - $498 / night
(excl. fees & taxes)
    1 – 20 Rentals