
Lake Mary Rentals

- From $275 per night (USD)
VRBO
Ocean Club 49 - Oceanfront Renovated 1st Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront condo sleeps up to 6 people with a king in the master bedroom, Queen and Twin in 2nd bedroom, and a living ro ...
From $275 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Courtside 105 - Charming Updated Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Courtside 105 is a two-story townhouse, one flight above street level. Courtside is 1.5 blocks from the beach and next d ...
From $173 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Courtside 51 - Updated Delightful Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Courtside 51 is a two-story townhouse, one flight above street level. The complex is 1.5 blocks from the beach and next ...
From $175 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Ocean One 120 - Beachside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ocean One 120 remodeled the kitchen, with new cabinets, granite counters, and Black Stainless top of the line appliances ...
From $218 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Shorewood 504- Ocean Front Top Floor Spectacular Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 5th floor condo accessible by elevator is direct ocean front with no obstructing views of the Atlantic Ocean. The ...
From $318 per night (USD)VRBO
- From $195 per night (USD)
Expedia
102 Breakers - Totally Renovated 2025! Beautiful Oceanside Villa!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $195 per night (USD)Expedia
- From $212 per night (USD)
VRBO
217 Breakers- Direct Oceanfront with Pool & Kiddy Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Beachfront Bliss Awaits at This Charming 1-Bedroom Villa** Park the car, kick back, and forget about life for a while ...
From $212 per night (USD)VRBO
- From $290 per night (USD)
Expedia
69 Shell Ring - Nestled in A Quiet Sea Pines Community offering Pool & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The open floor plan concept is ideal for entertaining the entire family. 69 Shell Ring is a 3-bed, 3.5-custom built home ...
From $290 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Shorewood 430 - Stunning Oceanview 4th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With an oversized balcony accessible to by the living room, guests staying in Shorewood 430 enjoy a great view of the At ...
From $252 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Ocean One 107 - Oceanfront 1st Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 107 is highly coveted and in a great location! Bottom floor unit allows easy access to the beach, oceanfront p ...
From $283 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Ocean One 319 - Oceanfront 3rd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic views of the Atlantic O ...
From $318 per night (USD)VRBO
- From $325 per night (USD)
Expedia
1203 SeaCrest- Awesome Ocean Views of grounds, pool and beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $325 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Ocean One 209 - Completely Renovated - Spectacular Oceanfront Gem!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New kitchen, baths, flooring, furnishings, you name it. With decks off the living room and master bedroom, guests stayin ...
From $271 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Ocean One 211 - Oceanfront 2nd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This 3 bedroom oceanfront condo sleeps 8 people comfortably with a king bed in the master bedroom, queen bed in bedroom ...
From $266 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Ocean One 402 - Beachside 4th Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Oce ...
From $283 per night (USD)VRBO
- From $627 per night (USD)
Expedia
3501 SeaCrest - Oceanfront 5th Floor Penthouse. WOW views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $627 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With an over 660 square ft. rooftop deck, plus a deck off of the living room area, guests staying in Ocean 38 enjoy outs ...
From $301 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Surf Court 70 - Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court 70 is a two-story townhouse with a street level entry and first floor. King bed in the primary bedroom, doubl ...
From $173 per night (USD)Expedia
- From $232 per night (USD)
VRBO
14 Beach Arbor: First Floor 2 Bedroom Villa. Pool, Walk to Beach Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Step into a bright and lively Hilton Head Island villa, offering a delightful atmosphere for your getaway. With fresh up ...
From $232 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Cozy and warm condo -steps to the beach and Coligny Plaza
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and warm condo at the very best location. Perfect for families and couples getaway. Steps to the beach and Coligny ...
From $308 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Walk to Coligny Beach: Tropical Hilton Head Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Hilton Head Island and enjoy a peaceful retreat at this 2-bedroom, 1-bath vacation rental. This South Carolina ...
From $322 per night (USD)VRBO
- From $209 per night (USD)
Expedia
On the beach 183 SeaSide Villas
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fantastic updated tropical retreat at the island's South End. First floor unit was recently remodeled with new paint, so ...
From $209 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Heated Oceanfront Pool! Steps to Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to your perfect beach getaway! Ocean Dunes 403! This charming villa features a separate bedroom with a plush ki ...
From $188 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Cozy Retreat! Short Walk to Coligny Plaza and the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The villas at Coligny are professionally managed by Vacation Time of Hilton Head and are best rented directly through ou ...
From $236 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Remodeled Gem! Short Stroll to the Beach & Coligny
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stylish Tri-Level Townhome Just a 5-Minute Walk to the Beach! Discover Seascape 3226, a beautifully updated tri-level t ...
From $305 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Pool view.Spacious 2 bedroom 2 bath Condo/S.FOREST BEACH/ Indoor/Outdoor Pools
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Newly remolded spacious condo with open floor plan. Located at Oceanwalk , across the street from THE BEST BEACH ON HIL ...
From $288 per night (USD)Expedia
- From $164 per night (USD)
VRBO
Having fun in the Sun Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our 3rd row Beach Villa is at the private end of The Dunes and a skip across to the pool. This 2nd floor 2 bedroom Vill ...
From $164 per night (USD)VRBO
- Click For Pricing
Expedia
Christmas week at Hilton Head
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2 bedroom condo with full kitchen, washer and dryer. Activities include bike riding, basketball, cornhole etc. Condo is ...
Click For PricingExpedia
- From $124 per night (USD)
VRBO
Seaside Villa 332 | Oceanside, Resort Pool, Swings
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Hilton Head Island will undergo beach renourishment from September 2025 through May 2026 to help preserve the shoreline. ...
From $124 per night (USD)VRBO
- From $267 per night (USD)
Expedia
BEAUTIFUL HILTON HEAD VILLA W/ POOL & BEACH ACCESS – PRIME LOCATION!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
When you think of Hilton Head Island, you think of white, sandy beaches, beautiful ocean views, the pleasant sound of wa ...
From $267 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Condo Steps from Ocean with WiFi, Partial Beach Views, Heated Pool/Grills
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Side Villas II 254 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $188 per night (USD)VRBO
- From $668 per night (USD)
Expedia
28 Canvasback ~ 4th Row | 4Br Home, Just a 3 Minute Walk to Sea Pines Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
28 Canvasback | 4th Row from the Ocean *4 Bedrooms | 4 Bathrooms | 1 Half Bath *Sleeps 10 *2 Kings, 2 Queens, 2 Twins * ...
From $668 per night (USD)Expedia
- From $400 per night (USD)
VRBO
14 Water Oak: 3 BR Sea Pines Home with Private Screened Pool and Golf Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the beautiful Club Course section of Sea Pines on the Sea Pines Country Club Golf Course, this exquisite home ...
From $400 per night (USD)VRBO
- From $168 per night (USD)
Expedia
HHI South Forest Beach Dream Villa at Affordable Prices
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Master Bedroom: Queen Bed + Full Bath with Shower/Bath Combo Guest Bedroom: Two Full Beds + Full Bath with Walk In Showe ...
From $168 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Updated oceanfront villa with amazing views, balcony, pool access & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 215 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $220 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Newly-renovated getaway in North Forest beach w/ oceanfront views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Breakers 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $195 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Coastal condo w/ a shared pool - steps to the beach Near shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Breakers 215 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $155 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Perfect condo right by the beach w/ shared pool & private balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Breakers 128 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $198 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Beautifully Remodeled First Floor, 1 Bedroom Condo - Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
3002 Seascape is a first floor, 1 bedroom getaway located in the closest Seascape building to the beach. Our newly-reno ...
From $169 per night (USD)VRBO
- From $1566 per night (USD)
Expedia
Luxurious Ocean Front Home w Pool & Game Room!
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 32
9 Laurel Lane | Oceanfront Home *8 Bedrooms {5 with Direct Ocean Views} | 9 Full Bathrooms | 1 Half Bathroom *Sleeps 32 ...
From $1566 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Breakers Oceanfront Villa with Beautiful View of Ocean & Pool with a King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on the beach across from Coligny Plaza, the 'Downtown of Hilton Head,' #323 The Breakers offers beautiful ocea ...
From $296 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Ideal Villa for Family Fun w/ Full Kitchen, Outdoor Pool - Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover Hilton Head's vibrant south end! Just steps from Coligny Beach, immerse yourself in shopping at Coligny Plaza a ...
From $220 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Lake Forest 3303 - Sea Pines One Level Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lake Forest 3303 is nestled back adjacent to the Sea Pines Forest Preserve. It is a quiet community in a convenient loca ...
From $190 per night (USD)VRBO
- From $212 per night (USD)
Expedia
BEAUTIFUL 2BR VILLA IN FOREST BEACH, 5-MIN WALK TO BEACH & POOL HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright, cheery and beautifully updated, this villa is new to the rental market. Be among the first to enjoy this lovely ...
From $212 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Oceanfront Vacation Condo on Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two-bedroom, two-bathroom suite with balcony features a master suite with king-size bed, full tub and separate walk ...
Click For PricingVRBO
- From $170 per night (USD)
Expedia
Breakers 114 - Remodeled Oceanfront 1 bedroom condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy ocean breezes your entire stay at Breakers 114. This is an incredible oceanfront first floor (above parking) compl ...
From $170 per night (USD)Expedia
- From $136 per night (USD)
VRBO
Seascapes 3061 - Roomy Villa Close to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make vacation memories at this South Hilton Head Island Beach location. Close to the best of Hilton Head. Easy walk or b ...
From $136 per night (USD)VRBO
- From $598 per night (USD)
Expedia
2 Green Heron ~ Fenced Private Pool & Short Walk to the Beach in Sea Pines!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
2 Green Heron | 5 Minute Walk to the Beach *4 Bedrooms | 3.5 Bathrooms *Sleeps 11 *2 Kings, 1 Queen, 3 Twins, Queen Sl ...
From $598 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Tanglewood! Immaculate 2 Bedroom-2 Bath Condo Minutes from the beach! 4 Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You are lucky enough to have found a gem! This is a private and quiet, 2 bedroom and 2 bathroom condo that is ground flo ...
From $227 per night (USD)VRBO
- From $404 per night (USD)
Expedia
WONDERFUL SEA PINES HOME WITH PRIVATE POOL, MINUTES TO THE BEACH -5 Cotton Lane
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Make vacation memories at “Seas the Day”! You will relax immediately as you enter the centrally located serene neighbor ...
From $404 per night (USD)Expedia
- From $580 per night (USD)
VRBO
8 Oyster Catcher ~ Two Minute Walk to Beach PLUS Screened Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
8 Oyster Catcher | 2 Minute Walk to the Beach *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings,1 Queen, 2 Twins *5 TVs | DV ...
From $580 per night (USD)VRBO
- From $258 per night (USD)
Expedia
46 Ocean Breeze: Luxury Villa, Newly Updated, Pet Friendly, Free Bikes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Step into this fully remodeled, 3-bedroom, 3-bath end unit townhome with beautiful rustic decor that sets the tone for a ...
From $258 per night (USD)Expedia
- From $1388 per night (USD)
VRBO
3 Laurel Lane | 3rd Row from the Ocean with Private Pool & Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
3 Laurel Lane | Three Minute Walk to the Beach *6 Bedrooms | 5 Full Bathrooms | 1 Half Bathroom *Sleeps 16 *4 Kings, 2 ...
From $1388 per night (USD)VRBO
- From $231 per night (USD)
Expedia
11 Beach Arbor: Pet friendly. Everything is new! 2 BR 2.5 BA, Free Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Villa Highlights: • 2 Queen Bedrooms: Enjoy a restful night's sleep in these beautifully appointed bedrooms. • Twin Sle ...
From $231 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Family Villa w/ Park Views, Walk to Beach/Shops, Patio, Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
-Overlooks Lowcountry Celebration Park -Walk to Beach, Shops, Dining -Complex Pool -2 Free Adult Bikes (Valid for stays ...
From $287 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Barefoot Bungalow! Ocean View Couple’s Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully designed beach villa with a new king bed (2025) and stunning ocean views—just steps from the sand! This cust ...
From $208 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Ocean breeze treetops, sleeps 6 walk tobeach 3pools tennis dog friendly w/d wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Best location! Walking distance to everything, beach 8 minute walk, coligny square is a short bike ride or walk. Fun tim ...
From $302 per night (USD)VRBO
- From $240 per night (USD)
Expedia
STEPS TO BEACH! 2BR VILLA WITH POOL & OCEAN VIEWS IN SOUTH FOREST HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just steps to the white, sandy beaches, beautiful ocean views, and the pleasant sound of waves lapping against the seash ...
From $240 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Stunning Newly Renovated Condo w/ Ocean View & Shared Pool - Close to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Sea Side Villas II 288 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $143 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Sunset Rentals | Breakers 108
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Breakers 108 is a 1 bedroom, 1 bathroom North Forest Beach villa rental, located just steps from the beach for the perfe ...
From $211 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Forest Beach Family Villa | Walk to Beach, Patio, Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
-Second Floor -Walk to Beach, Bike Paths -2 Free Adult Bikes (Valid for stays from 3 - 21 nights) -Complex Pool Welcome ...
From $207 per night (USD)VRBO
- From $376 per night (USD)
Expedia
304 Ocean One - UPDATED 3 Br Villa in Oceanfront Complex - Close to Coligny!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
304 Ocean One - South Forest Beach - New Furniture & Smart TVs - Professionally managed by Luxury Rentals of Hilton Head ...
From $376 per night (USD)Expedia
- From $196 per night (USD)
VRBO
2022 Renovated 2-bedroom cozy, lovely condo.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. Comfortable condo with parking and laundry room in the compl ...
From $196 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Stunning Views | Pool | Walk to Beach | CS78
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Courtside 78 2 BEDS, 2.5 BATHS Second floor villa with stunning views Open living space with hardwood flooring Sp ...
From $196 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Amazing Ocean Views! Minutes to Coligny Plaza
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Completely renovated in 2017, this stunning oceanside villa boasts all-new furnishings, appliances, and wood flooring. E ...
From $183 per night (USD)VRBO
- From $649 per night (USD)
Expedia
25 Red Maple: Sea Pines Home, Private Pool, Golf Views, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to a pet-friendly haven where coastal charm meets modern comfort. This splendid Sea Pines home invites you to in ...
From $649 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Completely Remodeled Villa! Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Renovated Villa Just Steps from the Beach and Pool Discover a completely updated gem at Seascape 3007, where ever ...
From $302 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Complete Renovation for 2025 Stays! **Roof Construction Project (Sept 2 – Nov 3, 2025 | Timeline subject to change): ...
From $376 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Oceanfront Villa with Heated Pool! Steps to the Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover your perfect island retreat at Ocean Dunes Villas 411, a beautifully appointed 4th-floor oceanfront villa locat ...
From $194 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Heated Oceanfront Pool! Just minutes to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover Carolina Beach Club 227, a true oceanside gem. This villa features a queen-sized bedroom with a flat-screen TV ...
From $199 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Oceanfront Paradise! Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Ocean Dunes 107! This stunning, completely renovated one-bedroom villa offers a fresh, modern retreat with ...
From $231 per night (USD)VRBO
- From $251 per night (USD)
Expedia
New Listing Updated Luxury Condo Ocean Views Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Oceanview 2 BR 2 BA Totally Remodeled in Spring 2024. Great open, fully-stocked kitchen with granite countertops and new ...
From $251 per night (USD)Expedia
- From $299 per night (USD)
VRBO
31 Ocean Club - Oceanfront Complex, all one level & just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"Always on Vacation" is the perfect poolside getaway villa located in Ocean Club, a private gated oceanfront community w ...
From $299 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Pet Friendly | Nature Preserve | Loft | NH52
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
52 Night Heron 3 BEDS / 2 BATHS Cozy, secluded family home in Sea Pines Dog friendly (Non-Refundable Pet Fee Required) C ...
From $297 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Breakers Family Condo w/ Ocean & Pool Views, Walk to Beach, Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
-Ocean/Pool Views -Walk to Coligny Plaza Shops, Food, Grocery -Private Balcony -Xplorie - 2 Free Adult Bikes (Valid for ...
From $215 per night (USD)VRBO
- From $277 per night (USD)
Expedia
RENOVATED 3BR VILLA WITH PRIVATE ROOFTOP, POOL & STEPS TO BEACH
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
How many properties on Hilton Head Island have a HUGE, Private Rooftop? Very few! So book this right away! This beaut ...
From $277 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Awesome Ocean View! Coligny Area! UPDATED and CLEAN 1 Bedroom! 2 Bikes! #132
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This AWESOME CONDO has New paint, some new furniture, new bedding, beach chairs, new sleeper sofa.......list is long! ...
From $203 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Relaxing Tropical Vacation by the Sea! Pool off back deck, Ocean across street🌴
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy our condo by the Sea. We have done many updates for the 2024 season and know you will enjoy your escape on b ...
From $314 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Courtside 116- Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Courtside 116 is nicely decorated with plenty of seating, an updated well-equipped kitchen and light and airy bedrooms. ...
From $165 per night (USD)VRBO
- Click For Pricing
Expedia
Waterside Resort in Hilton Head, SC - vacation resort two blocks from the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This three bedroom condo at the top tier Waterside Resort has several of the largest pools on Hilton Head. The location ...
Click For PricingExpedia
- From $456 per night (USD)
VRBO
3404 Sea Crest - Direct Ocean Views from Newly Updated 3BR, Across from Coligny!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach **Complex Update: Sea Crest Buildings 1 & 2 will be un ...
From $456 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Beautiful 2 Br 2 Bath Condo Overlooking Pool EZ walk to Beach & Coligny
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly furnished 2 bedroom 2 bathroom condo. Located on 5th floor overlooking Pool, and Garden area. The balcony overlo ...
From $187 per night (USD)Expedia
- From $430 per night (USD)
VRBO
39 Shell Ring ~ Lagoon Views in Sea Pines! Community Pool, Sauna & Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
39 Shell Ring Road | Sea Pines Home on Hilton Head Island *3 Bedrooms | 3 Full Bathrooms *Sleeps 8 *1 King, 1 Queen, 2 ...
From $430 per night (USD)VRBO
- From $194 per night (USD)
Expedia
BEACHSIDE VILLA WITH POOL, TENNIS, STEPS TO BEACH HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you're looking for a budget-friendly weekend getaway, or an extended beach vacation, 12 Ocean Gate is the perfect cho ...
From $194 per night (USD)Expedia
- From $238 per night (USD)
VRBO
70 Springwood Villa - 3 bedroom, near Coligny Condo, Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
770 Springwood Villas is a one story, 3 bedroom/3 bathroom condo that has a lot to offer for your vacation to Hilton Hea ...
From $238 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Charming Pet-Friendly Bungalow in Sea Pines – Walk to the Beach, Lagoon View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tucked beneath the swaying palmettos in the peaceful Night Heron community of Sea Pines, this welcoming and newly renova ...
From $232 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Oceanfront Hilton Head Island Condo w/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Planning your next South Carolina beach retreat? This 1-bedroom, 1-bathroom Hilton Head Island vacation rental is the on ...
From $189 per night (USD)VRBO
- From $307 per night (USD)
Expedia
OCEAN CLUB VILLA WITH ROOFTOP DECK, POOL & WALK TO BEACH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This beautiful villa with private rooftop deck is a true gem and the perfect place to call your vacation home away from ...
From $307 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You found a wonderful condo!! This has such a great view, comes with 2 beach cruiser bikes and beach equipment! The con ...
From $189 per night (USD)VRBO
- From $326 per night (USD)
Expedia
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Treat yourself to the ultimate Hilton Head escape in this beautifully decorated villa with incredible ocean views—just s ...
From $326 per night (USD)Expedia
- From $356 per night (USD)
VRBO
2 Bayberry Lane - 3 Bedroom 4th row home, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this classic Hilton Head cottage! 2 Bayberry is a 3-bedroom, cottage style home located on South Forest Bea ...
From $356 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Spectacular Oceanfront Views! Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Ocean Dunes 214! Your perfect beachfront retreat! This beautifully furnished one-bedroom villa offers every ...
From $255 per night (USD)Expedia
- From $136 per night (USD)
VRBO
71 Springwood Villas - 2 Bedroom Springwood Condo near Coligny, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
71 Springwood Villas is a 2nd-floor townhouse with comfortable décor and furnishings throughout. The 1st level of this ...
From $136 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Surf Court 32 - South Forest Beach - 3 Story Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 32 ...
From $224 per night (USD)Expedia
- From $288 per night (USD)
VRBO
123 Forest Beach Villas - 3 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
123 Forest Beach villas is an absolutely adorable 3-bedroom, 2 bathroom villa with fantastic lagoon views. Step inside ...
From $288 per night (USD)VRBO
- From $216 per night (USD)
Expedia
3063 Seascape Villas - South Forest Beach Villa, Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Features: - Spacious Villa Offering Over 1,00 sq ft - Steps from the Beach - Enjoy Coligny Beach Plaza - Beautiful, ...
From $216 per night (USD)Expedia
- From $287 per night (USD)
VRBO
33 Hilton Head Beach Club \"Tanglewood\" - 3 Bdrm Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a spacious, 3-bedroom townhouse, just a few minutes' walk to the beach. 33 Tanglewood has everything you need to ...
From $287 per night (USD)VRBO
- From $205 per night (USD)
Expedia
3364 Lake Forest - 2 Bedroom Sea Pines Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to a serene island retreat at this beautifully updated 2-bedroom, 2-bath villa in the heart of Sea Pines. Overloo ...
From $205 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Ocean One 119 - Relaxing Oceanfront 1st Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Oceanfront condo sleeps up to 10 people with king bed in master bedroom, 2 double beds in bedroom 2, and 2 twin beds in ...
From $289 per night (USD)VRBO
- From $663 per night (USD)
Expedia
17 Firethorn - HGTV \"Wow-Worthy\", Pool, Fire Pit
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
17 Firethorn was designated by HGTV as a "Wow-Worthy Vacation Homes and Design on Hilton Head." This is a one-of-a-kin ...
From $663 per night (USD)Expedia