
Lake Mary Rentals

- From $421 per night (USD)
VRBO
Oceanfront Villa, Heated Beachside Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Completely Remodeled Oceanfront Oasis! Everything new in 2025!!! This beautifully updated villa offe ...
From $421 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Oceanfront Paradise! Heated Beachside Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Ocean Dunes 118!! This beautifully decorated one-bedroom villa offers a full kitchen, an open-concept living ...
From $276 per night (USD)Expedia
- From $418 per night (USD)
VRBO
Stunning Oceanfront Retreat. Steps to the sand and Coligny!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ocean Club 41 Experience the ultimate oceanfront getaway in this spacious 2-bedroom, 2-bath villa, ideally s ...
From $418 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Charming Beach Retreat! Steps from the Ocean and Coligny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the charm of Seaside 234, a beautifully decorated villa designed for comfort and relaxation. This inviting retr ...
From $242 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Stunning Oceanfront Views! Newly Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the perfect coastal retreat in this beautifully updated one-bedroom, one-bath villa. Enjoy seamless connectivit ...
From $256 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Stunning Oceanfront View! Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Ocean Dunes 320: A Premier Oceanfront Getaway!! Discover the charm of Ocean Dunes 320, a beautifully designed oceanfron ...
From $333 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Elegantly Decorated, Just a 2-Minute Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The villas at Seascape are professionally managed by Vacation Time of Hilton Head and offer the best booking experience ...
From $206 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Heated Oceanfront Pool with Hot Tub! Close to Coligny!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Villas at Shorewood are professionally managed by Vacation Time of Hilton Head and offer the best booking experience ...
From $390 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Stunning Pool Views! Close to Coligny Plaza\/Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stylish 3-Bedroom Beach Retreat with Stunning Pool Views Welcome to Seascape 3030, a beautifully decorated 3-bedroom, 2 ...
From $327 per night (USD)VRBO
- From $445 per night (USD)
Expedia
Family-Friendly Oasis. Beautifully Landscaped Grounds!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is ideally booked directly through our we ...
From $445 per night (USD)Expedia
- From $613 per night (USD)
VRBO
Fantastic Family-Friendly Ocean View Retreat!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is ideally booked directly through our we ...
From $613 per night (USD)VRBO
- From $635 per night (USD)
Expedia
2504 SeaCrest ~ Views of the Ocean | Steps to the Beach | Onsite Pool Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $635 per night (USD)Expedia
- From $1365 per night (USD)
VRBO
3105 SeaCrest ~ Raised 1st Floor Villa Overlooking Pool and Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *3 Bedrooms | 3 Bathrooms *Sleeps 10 *2 Kings, 2 Queens ...
From $1365 per night (USD)VRBO
- From $547 per night (USD)
Expedia
2406 SeaCrest ~ 4th Floor Villa with Views of the Pool to the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $547 per night (USD)Expedia
- From $609 per night (USD)
VRBO
2307 SeaCrest ~ Perfect Couples Retreat! Steps to Beach & Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *1 Bedroom | 1 Bathroom | 1 Half Bath *Sleeps 4 *1 King ...
From $609 per night (USD)VRBO
- From $1228 per night (USD)
Expedia
3403 Sea Crest | Direct Ocean Front Views from Private 3Br Villa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Crest Oceanfront Villa ~ Full Remodel For 2025 Season! Exterior Project: An exterior construction project is sched ...
From $1228 per night (USD)Expedia
- From $565 per night (USD)
VRBO
2401 SeaCrest ~ Cozy 1Br | Steps to the Beach | Onsite Beach Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *1 Bedroom | 2 Bathrooms *Sleeps 5 *1 King, 1 Twin Roll ...
From $565 per night (USD)VRBO
- From $541 per night (USD)
Expedia
2207 SeaCrest ~ 2nd Floor, 1BR Villa Just Steps to Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *1 Bedroom | 1 Bathroom | 1 Half Bath *Sleeps 4 *1 King ...
From $541 per night (USD)Expedia
- From $591 per night (USD)
VRBO
2315 SeaCrest ~ 3rd Floor Ocean View Villa, Steps to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *3 Bedrooms | 3 Bathrooms *Sleeps 10 *1 King, 4 Queens ...
From $591 per night (USD)VRBO
- From $743 per night (USD)
Expedia
2506 SeaCrest ~ Nicely Updated 5th Floor Villa, Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Doubles ...
From $743 per night (USD)Expedia
- From $626 per night (USD)
VRBO
2413 SeaCrest ~ Private 4th Floor Villa, Just Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Doubles, ...
From $626 per night (USD)VRBO
- From $667 per night (USD)
Expedia
2410 SeaCrest ~ 4th Floor Villa with Views of the Garden to the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $667 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Exceptional Beach Retreat! Breathtaking Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Seaside Villas 331 - Your Coastal Escape with Stunning Ocean Views! Experience the charm of Seaside Villas, ...
From $264 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Prime Location with Stunning Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Charming Oceanside Villa - Perfect for Families and Steps from the Beach! Welcome to your ideal beach getaway! This bea ...
From $228 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Charming Oceanfront Villa! Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Coastal Elegance in Our Newly Renovated Oceanfront Villa: Ocean Dunes 210! Welcome to your beautifully updat ...
From $442 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Breathtaking Ocean Views, Steps to Coligny Plaza!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Your Coastal Retreat at Seaside Villa 360! This charming villa offers a serene escape with a separate bedroo ...
From $227 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Beautiful Beachside Villa! Oceanfront Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Ocean Dunes 102! This charming first-floor condo offers a fresh and modern retreat, recently repainted and u ...
From $263 per night (USD)VRBO
- From $482 per night (USD)
Expedia
205 North Shore ~ Convenient 2Br Villa | Across the Street from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
North Shore Place | Steps to the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen Sleeper Sofa *3 TVs ...
From $482 per night (USD)Expedia
- From $415 per night (USD)
VRBO
2 Mi to Beach: Hilton Head Home w\/ Furnished Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Sand, sun, and endless on-the-water fun await at this well-appointed Hilton Head Island vacation rental! Conveniently lo ...
From $415 per night (USD)VRBO
- From $308 per night (USD)
Expedia
SeaGem-Beautiful Oceanview! Many Upgrades New Reno
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Fun, fresh, and full of style—this oceanview condo is your perfect Hilton Head escape! Recently remodeled with a sleek k ...
From $308 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Beautiful Couples Retreat Oceanview w\/Bikes&Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully renovated oceanview retreat, perfect for a romantic getaway or small family escape. Enjoy a king bed, queen ...
From $319 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Salty Shores! -Incredible ocean views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy stunning ocean views from the balcony of this freshly updated third-floor villa, now featuring a newly remodeled k ...
From $308 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Shore To Please! Elegant couples retreat w\/bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish beach retreat with ocean views and modern Scandinavian design! This newly renovated villa is just steps from the ...
From $319 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Crashin' Waves-Oceanview w\/Bikes, Chairs& King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to ocean views from your private balcony in this charming, coastal-themed villa just steps from the beach. Locat ...
From $273 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Courtside 9 - 2 Bed Townhouse - Short Walk to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Courtside 9 is a two-story townhouse, one flight above street level. Courtside is 1.5 blocks from the beach and next doo ...
From $229 per night (USD)VRBO
- From $332 per night (USD)
Expedia
120 Breakers cozy 1 bedroom, 1 bath Breakers villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy and beautiful 1-bedroom, 1-bath villa offers the perfect island escape. Nestled just steps from Hilton Head’s ...
From $332 per night (USD)Expedia
- From $632 per night (USD)
VRBO
1402 Sea Crest | FREE ACTIVITIES & 4th Floor Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens * ...
From $632 per night (USD)VRBO
- From $654 per night (USD)
Expedia
1401 SeaCrest ~ 4th Floor, 3BR Villa Overlooking Pool and Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *3 Bedrooms | 3 Bathrooms *Sleeps 10 *2 Kings, 2 Queens ...
From $654 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Stunning Condo! Close to Beach and Coligny Plaza
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience wh ...
From $319 per night (USD)VRBO
- From $1100 per night (USD)
Expedia
1506 SeaCrest ~ 5th Floor End Villa with Panoramic Ocean Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Oceanfront Views *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 2 Queens *4 TV's | ...
From $1100 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Perfect Beach Retreat! Only Steps from Coligny Plaza
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This inviting villa features a separate bedroom with a comfortable queen-size bed, complemented by a fully equipped kitc ...
From $228 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Oceanfront Perfection, Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This delightful villa features a private bedroom with a queen-size bed and a fully equipped kitchen. The open-concept li ...
From $246 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Flip Flop Paradise-Steps to the Sand! Free Bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stylish, sunny, and just steps from the beach! This beautifully renovated villa features ocean views from the balcony, a ...
From $308 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Patio & Walk to Beach: Hilton Head Island Townhome
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live the island life with your family at this 3-bedroom, 2-bath condo on Hilton Head Island! Whether you’re looking to s ...
From $290 per night (USD)Expedia
- Click For Pricing
VRBO
Golfers Dream MAJOR Golf Discount Heritage Tournament & close walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
a golfers dream for heritage golf tournament & a close walk to the beach for the Coligny plaza beach lovers, spacious b ...
Click For PricingVRBO
- From $347 per night (USD)
Expedia
44 Beach Club: Stunning remodeled villa. Pool Views. 3BR. Walk to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in tasteful luxury at this newly renovated beach home. This stunning Beach Club villa has undergone a complete t ...
From $347 per night (USD)Expedia
- From $1206 per night (USD)
VRBO
1 Sea Oak - 2nd Row (50 yards) Ocean Forest Beach 5-Bedroom Home!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Perfectly located with minimal beach foot traffic, this 2nd-row beach home is the perfect island oasis. Canopied under a ...
From $1206 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Tanglewood 201 - Nestled in the heart of Forest Beach action
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 201 in Tanglewood Villas puts you in a cozy updated condo in a great south end location. Guests find themselves in ...
From $372 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Oceanfront Villa! Heated Pool and Breathtaking Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ocean Dunes 117! This beautifully appointed two-bedroom, two-bathroom villa offers a perfect blend of comfor ...
From $351 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Cozy Condo location is everything - Walk to Beach, Coligny and Celebration Park.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly updated condo, across the street from Coligny plaza and 1.5 blocks from the beach. We fell in love with HHI and b ...
From $211 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious Condo, Amazing Location! Short walk to Beach, Shops, Restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sea Crest Surf & Racquet Club is a perfect location for family fun, lots to do close by, or just relax and hang out at t ...
Click For PricingVRBO
- From $257 per night (USD)
Expedia
Oceanview, Direct Beach Access 2 Bedroom \/ 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Direct Beach Access! Recently renovated 2 bedroom / 2 bath villa with a great ocean view. The villa has granite counter ...
From $257 per night (USD)Expedia
- From $656 per night (USD)
VRBO
3 Bedroom\/2.5 Bathroom Home Near Front Gate of Sea Pines - Pool\/Spa -Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great Sea Pines Home with a wonderful view of the 3rd hole of Heron Point Golf Course. HILTON HEAD ISLAND. Great Sea P ...
From $656 per night (USD)VRBO
- Click For Pricing
Expedia
2-Bedroom Condo in Premier Oceanside Resort. Golf as our guest at nearby clubs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a vacation on picturesque Hilton Head Island at this premier beachside resort. This 2 BR, 2 full bath condo locat ...
Click For PricingExpedia
- From $637 per night (USD)
VRBO
2508 SeaCrest ~ Ocean Front Resort with Pool and Beach Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $637 per night (USD)VRBO
- From $617 per night (USD)
Expedia
2206 SeaCrest - Ocean Views from 2nd Floor Villa and Across from Coligny Plaza
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $617 per night (USD)Expedia
- From $691 per night (USD)
VRBO
2510 Sea Crest ~ Gorgeous 5th Floor Ocean Views from Beautiful 2br Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens * ...
From $691 per night (USD)VRBO
- From $424 per night (USD)
Expedia
MAY SPECIALS! ~Walk to the beach! Screened in porch, close to Coligny, 3 pools!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated 3 bedroom, 3 bath villa with master and 2nd bedroom on the main floor (each with their own bathroo ...
From $424 per night (USD)Expedia
- From $1050 per night (USD)
VRBO
Sea Pines Home w\/ FREE Pool Heat Seasonally - Four Minute Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 1 Sandhill Crane! This charming four bedroom, four and half bathroom home is located oceanside in Sea Pines a ...
From $1050 per night (USD)VRBO
- From $308 per night (USD)
Expedia
SeaClusion-Oceanview, Mini split AC, Beach Chairs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step out to the pool or enjoy ocean views from the balcony in this renovated condo at Seaside, a gated oceanfront comple ...
From $308 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Newley Renovated 2 Bedroom Ocean Front Villa in South Forest Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The condo is perfectly located on Hilton Head Islands South beach area. Our two bedroom villa is a first floor unit and ...
From $451 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes! #218
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a wonderful Retreat! Awesome views of the ocean! Open bedroom concept with King size bed! Very open and bright a ...
From $319 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Serene, updated villa with WiFi, washer\/dryer, central AC & pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Springwood Villas 51 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $275 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Spectacular Oceanview, Oceanfront Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Carolina Beach Club 428! A true oceanside gem! This stunning 4th-floor oceanside villa has been beautifully ...
From $351 per night (USD)Expedia
- From $535 per night (USD)
VRBO
110 Shorewood ~Ocean Front 2BR Villa with Private Walkout to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewood Oceanfront Complex | Steps to the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 4 *1 King, 2 Twins *3 TV's | DVD | ...
From $535 per night (USD)VRBO
- From $485 per night (USD)
Expedia
Charming Oceanview Retreat! Recently Remodeled
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Managed professionally by Vacation Time of Hilton Head, our oceanfront complex is ideally booked directly through our we ...
From $485 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Beachfront Condo w\/ Pool Access in Hilton Head!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Breakers Community | Balcony w/ Ocean Views | Walk to Restaurants, Bars & Shops A heated pool, private b ...
From $329 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Beautifully remodeled villa near the beach with tennis, pickleball, & pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Forest Beach Villas 304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $286 per night (USD)Expedia
- From $1639 per night (USD)
VRBO
21 Ruddy Turnstone ~ Beautiful 5br Home, 3rd Row from the Beach in Sea Pines!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
21 Ruddy Turnstone | 4th Row Ocean Home *5 Bedrooms | 5 Bathrooms | 1 Half Bath *Sleeps 14 *2 Kings, 3 Queens, 2 Twins, ...
From $1639 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Stunning Oceanview Luxury Remodel, Bikes Included!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
With a view so stunning, you may never want to leave! Enjoy breathtaking beach sunrises from your private balcony and th ...
From $326 per night (USD)Expedia
- From $444 per night (USD)
VRBO
2303 Seacrest - 2 Oceanfront Pools, Beach Bar, & Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*** Construction Update as of 5/6/25*** The outdoor spa is still under renovation and will probably not be available for ...
From $444 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Heated Pools\/Hot Tub, Fitness Center, Poolside Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Carolina Beach Club 225 underwent a complete renovation in May 2021, featuring luxury vinyl tile flooring throughout, ne ...
From $351 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Oak Resort by Hilton Grand Vacations incl. Golf package!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom suites with sleeping for six plus. Very roomy with two huge baths, a full kitchen, washer and dryer in room, ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beautiful Marriott Grand Ocean Resort Hilton Head Island SC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Marriott Grand Ocean Resort is located on the ocean with ocean view, 2 bedroom, 2 bath, can sleep six, master has king b ...
Click For PricingExpedia
- From $234 per night (USD)
VRBO
Walk to Bars & Shops: Resort Condo in Hilton Head!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Breakers | Private Balcony | Swim in the heated pool and relax by the ocean at Coligny Beach Park with t ...
From $234 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Recently Remodeled Gem! Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Ultimate Beach Retreat! Experience the perfect beach getaway in this beautifully decorated three-level villa, newl ...
From $340 per night (USD)Expedia
- Click For Pricing
VRBO
One Bedroom Deluxe Luxury Condo, Hilton Head Island, SC (1732698)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated on seven acres of lush semi-tropical land, Players Club offers a laid-back yet active environment in the beauti ...
Click For PricingVRBO
- Click For Pricing
Expedia
One Bedroom Deluxe Luxury Condo, Hilton Head Island, SC (1732686)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated on seven acres of lush semi-tropical land, Players Club offers a laid-back yet active environment in the beauti ...
Click For PricingExpedia
- From $283 per night (USD)
VRBO
Beautifully Renovated Villa! Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The villas at Ocean Breeze are professionally managed by Vacation Time of Hilton Head and are best rented directly throu ...
From $283 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Hilton Head Cabanas - For the whole family!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our cabana is conveniently located near the beaches, restaurants, and shopping areas. Beach access is located directly a ...
From $199 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Heated Pools, Hot Tub, Fitness Center, Poolside Bar!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming oceanside villa, just 70 yards from the ocean, offers a perfect blend of comfort and convenience. With two ...
From $395 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Hilton Head Condo: Walk to Coligny Beach & Plaza!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A dreamy Hilton Head Island retreat awaits at this 2-bedroom, 2.5-bathroom vacation rental! Boasting essential amenities ...
From $234 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Sunset Rentals | Shorewood 131
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront complex in South Forest Beach 2-bedroom, 2 bath villa that is modern and beautiful!Just about a 3-minute walk ...
From $474 per night (USD)VRBO
- From $1544 per night (USD)
Expedia
Beautiful & Spacious Third Row Ocean Sea Pines Home with Private Pool & Spa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to 25 Ruddy Turnstone! This beautifully renovated five bedroom, five bathroom home is located third row ocean in ...
From $1544 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Sunset Rentals | Gloucester 77
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This comfortable home is the perfect retreat for your next Hilton Head Island getaway. Boasting three bedrooms, plus a l ...
From $594 per night (USD)VRBO
- From $935 per night (USD)
Expedia
3 Elderberry - Beach Bungalow, 4 B\/3B South Forest Beach- Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful Four Bedroom Beach Bungalow at 3 Elderberry This four-bedroom, three-bathroom, home is a fully equipped duple ...
From $935 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Spacious, cozy villa in Coligny Villas
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Explore All Hilton Head Island has to offer while staying at a spacious cozy 3 bedroom 2.5 baths villa located in Colign ...
From $565 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Stunning pet friendly home, centrally located, great golf course views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Step into the coastal charm a ...
From $434 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott Grande Ocean - Full Resort Access - Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct ...
Click For PricingVRBO
- From $885 per night (USD)
Expedia
3201 SeaCrest -3 bedroom Premier Direct Ocean Front Villa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*** Construction Update as of 5/6/25*** The outdoor spa is still under renovation and will probably not be available for ...
From $885 per night (USD)Expedia
- From $286 per night (USD)
VRBO
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Super nice and updated villa! Brand New King Bed! This unit is in ocean front complex and has ocean views from the livi ...
From $286 per night (USD)VRBO
- From $460 per night (USD)
Expedia
Sunset Rentals | Ocean One 320
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
As you enter this upscale Forest Beach villa, you will be welcomed by brand new updates throughout, including new applia ...
From $460 per night (USD)Expedia
- From $270 per night (USD)
VRBO
5-min walk to Beach + Laundry, Pool, Beach Chairs, Fun Family Games, Nespresso
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Across the street from Alderlane Beach access—the only beach access with bathrooms and ocean view restaurant and bar. Un ...
From $270 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Ideal Island Gem W\/ Shared Pool, Beach Access, Free WiFi, Private Balcony & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachwood Place 1H Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $306 per night (USD)Expedia
- From $606 per night (USD)
VRBO
50 Shell Ring: A BESTNEST by Beverly Serral
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 50 Shell Ring Road. Here’s the skinny - just buzz us for more details! Our advertised rates ...
From $606 per night (USD)VRBO
- From $1036 per night (USD)
Expedia
13 Duck Hawk -Relax on the Front porch w\/ rockers and a private pool!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 14
The front porch and rockers invite you to relax and enjoy this bright beach house. High ceilings and vast windows showca ...
From $1036 per night (USD)Expedia
- Click For Pricing
VRBO
Your ideal beach vacation beckons.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your ideal beach vacation beckons. Whether you seek recreation and adventure or want nothing more than rest and relaxati ...
Click For PricingVRBO
- From $1422 per night (USD)
Expedia
Gorgeous 7 Bed 6 & 1-2 Bath Home with Private Heated Pool!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Summary: The beach is just a short walk away from this spacious and professionally decorated gorgeous 7th-row 7 Bed/6.5 ...
From $1422 per night (USD)Expedia
- From $258 per night (USD)
VRBO
UPDATED 2BR VILLA WITH POOL, NEAR BEACH & CELEBRATION PARK HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Here's what guests are saying about 21 Beach Arbor, "We absolutely loved our stay at Beach Arbor. It was closer to the b ...
From $258 per night (USD)VRBO
- From $371 per night (USD)
Expedia
3 Ocean Club : Steps to the beach, pool outside your door
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This Ocean Club villa features: • 4 Free Backpack Beach Chairs • Oceanfront complex, 1 minute walk to the beach. • Comm ...
From $371 per night (USD)Expedia