Harbor 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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Featured
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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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Featured
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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
$260 - $350 / night
(excl. fees & taxes)
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Featured
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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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Ocean Palms, Port Royal Village
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Ocean Palms, Port Royal Village

3 Bedrooms
3 Bathrooms
$300 / night
(excl. fees & taxes)
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Hilton Head Villa with daily golf, tennis & surf
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This wonderful 3 BD/3 bath furnished 2 story townhouse villa has 1750 sq ft and overlooks the pool area and beach access.

3 Bedrooms
3 Bathrooms
$350 / night
(excl. fees & taxes)
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2203 Island Club
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2203 Island Club - Direct Oceanfront Condo - Breathtaking Views / Fully Remodeled!!

2 Bedrooms
2 Bathrooms
4.89IconIconIconIconIcon
165 reviews
$395 - $475 / night
(excl. fees & taxes)
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One of kind 3 bedroom Villa with Ocean/Lagoon View
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One of kind 3 bedroom Villa with Ocean/Lagoon View

3 Bedrooms
2 Bathrooms
4.98IconIconIconIconIcon
40 reviews
$227 - $485 / 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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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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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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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 - $361 / 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)
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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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Oceanview Designer! KING BED Bar! 65"TV Tennis GYM
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Oceanview Designer! KING BED Bar! 65"TV Tennis GYM

1 Bedroom
1 Bathroom
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31 reviews
$259 - $398 / night
(excl. fees & taxes)
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ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo
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Hilton Head Beach & Tennis Resort.... The BEST 100% renovated 2/2 condo with ocean & pool views. March & April discounts! Book Direct & save hundreds!

2 Bedrooms
2 Bathrooms
$240 - $345 / night
(excl. fees & taxes)
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LUXE Panoramic Oceanfront KING BED 75"TV 2Bars GYM
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LUXE Panoramic Oceanfront KING BED 75"TV 2Bars GYM

1 Bedroom
1 Bathroom
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58 reviews
$298 - $498 / 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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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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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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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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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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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)
    1 – 20 Rentals