
Hilton Head Island Rentals

- From $942 per night (USD)
VRBO
25 Sandcastle @ Folly Field Beach | Pool & Games | Lagoon Views | Pet-Friendly | Sleeps 22
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to 25 Sandcastle Court by Host & Home! Located in Hilton Head's Sandcastles By the Sea community, this 3,500 sqf ...
From $942 per night (USD)VRBO
- From $318 per night (USD)
Expedia
265 Turnberry @ Palmetto Dunes | Golf View Escape | Walk to Beach | Pool, Golf & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 265 Turnberry Villa by Host & Home —your ideal getaway in the heart of Palmetto Dunes. This beautifully appoi ...
From $318 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Wonderfully Updated Two Bedroom Condominium!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Many updates throughout this beautiful two bedroom and two bathroom condominium make it a go-to choice for your next fam ...
From $331 per night (USD)VRBO
- From $381 per night (USD)
Expedia
459 Captains Walk ~ Ocean Front Villa with Direct Walkout Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Captain's Walk Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 7 *1 King, 1 Queen, 1 T ...
From $381 per night (USD)Expedia
- From $729 per night (USD)
VRBO
Renovated Beach Home w/ Private Pool, Short Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to "Pelican's Nest" in N. Forest Beach! This beautiful ranch-style home (no stairs!) features an open and update ...
From $729 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Ocean Front Condo w/ Private Water Front Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Never let the ocean views out of sight or from the comfort of your sun lit living room or your private waterfront balcon ...
From $313 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Luxury Home in Desirable Sea Pines! Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Palm Paradise is nestled on a serene cul-de-sac in Lawton Woods, a charming neighborhood within Sea Pines on Hi ...
From $227 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Resort Condo for 6 w/Tons of Amenities, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Known for its world-class golf courses, miles of scenic bike trails, and luxurious resorts, Hilton Head offers ...
From $212 per night (USD)Expedia
- Click For Pricing
VRBO
73 Sandcastle Court, Pool, Elevator, Walk to the Beach, New Build
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
***NEW TO VRBO - NEW CONSTRUCTION!! *** Discover the perfect getaway in this stunning 6-bedroom, 5-bathroom custom home ...
Click For PricingVRBO
- Click For Pricing
Expedia
BEAUTIFUL 3BR TOWNHOME WITH POOL, TENNIS, & WALK TO BEACH ON HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 7009 Ocean Breeze, your family’s next favorite vacation retreat on Hilton Head Island. This beautifully renov ...
Click For PricingExpedia
- From $655 per night (USD)
VRBO
7 St. George - A 4-Bedroom Palmetto Dunes Homes with a Lagoon View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 7 St. George – Your Palmetto Dunes Paradise Discover the perfect blend of comfort and elegance at 7 St. Georg ...
From $655 per night (USD)VRBO
- From $1869 per night (USD)
Expedia
36 East Beach Lagoon - New on Vrbo... Premier Oceanfront Luxury!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 36 East Beach Lagoon, a premier luxury vacation rental located in the exclusive Sea Pines community on Hilton ...
From $1869 per night (USD)Expedia
- From $1658 per night (USD)
VRBO
Spacious 5-bedroom beachfront house with private pool and beach access
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Consider this house your home away from home while you visit Hilton Head Island. This property boasts 5 bedrooms, includ ...
From $1658 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Marriott Harbour Point-Hilton Head Island-2-Bedroom Villa Sept 26-Oct 3, 7 night
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this welcoming villa in picturesque Hilton Head Island. This cool property features 2 bedrooms - one with a ki ...
From $138 per night (USD)Expedia
- From $176 per night (USD)
Expedia
Marriott Harbour Point Hilton Head Island - Sleeps 6 - Sept 27-Oct 4, 7 nights
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this villa your home away from home while you visit Hilton Head Island. This gorgeous property features 2 bedro ...
From $176 per night (USD)Expedia
- From $1182 per night (USD)
Expedia
Penthouse Suite 3-bedroom 3 bath condo private Jacuzzi deck overllooking ocean,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Make yourself at home in this 3-bedroom Hilton Head Island retreat. This phenomenal condo boasts 1 king bed, 2 queen bed ...
From $1182 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beach Getaway Oceanfront Exceptional View Many Amenities Included on Property!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Hilton Head Island is waiting for you at this exceptional Third floor 2-bedroom villa. Located in the Admirals Row bu ...
From $270 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Rare 3 BR Forest Beach Condo near Beach Shops Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular huge three bedroom condo just across the street from the Beach and right near Coligny shops and restaurants. ...
From $319 per night (USD)Expedia
- From $136 per night (USD)
VRBO
Marriott's Harbour Point at Shelter Cove - Spacious 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*** Sanitation/Cleaning Update *** Over the next few months, when guests are in hotels within the Marriott portfolio, ...
From $136 per night (USD)VRBO
- From $846 per night (USD)
Expedia
Check Out The New Photos! Arcade, Hot Tub, Heated Pool, Cornhole, Grilling, Karaoke
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 20
New Listing!! Interior and Exterior Renovations and Decor updates SNOWBIRD FRIENDLY | PET FRIENDLY - please inquire for ...
From $846 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Coastal Pet Friendly Villa with Private Deck and Community Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 Bedroom 2 Bathroom vi ...
From $307 per night (USD)VRBO
- From $2527 per night (USD)
Expedia
Oceanfront Estate - Pool, Hot Tub, Pool Table, Bonus Boat- Exclusive Location
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 22
3 Guscio Way: Stunning Oceanfront Escape with Free Heated Private Pool & Spa and Free Pontoon Boat Use! Welcome to 3 Gu ...
From $2527 per night (USD)Expedia
- From $374 per night (USD)
VRBO
4402 Windsor Court N ~ Beautiful 4th Floor Ocean View Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Windsor Court North Oceanfront Complex | Just Steps from the Beach! ***The hot tub is currently closed for repairs, at ...
From $374 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Sea Pines 3-br, 2-bath villa w/on-site pool, tennis courts, mins to Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located within the gated Sea Pines Plantation, this ground floor villa retreat is situated on the Heron Pointe Golf Cour ...
From $338 per night (USD)Expedia
- From $1120 per night (USD)
VRBO
The Heron's Nest - Look no further than this 10-bedroom Home on HHI!
- Bedrooms:
- 12
- Bathrooms:
- 10
- Sleeps:
- 24
Discover the Ultimate Group Getaway at 3 & 5 Heron - The Heron's Nest Welcome to The Heron's Nest, a 10-bedroom vacatio ...
From $1120 per night (USD)VRBO
- From $377 per night (USD)
Expedia
2 Story Coastal Charm Villa Located in Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Nestled in the heart of Sea P ...
From $377 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Spectacular garden and lagoon views.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relish the comfort of this luxurious 3BR condo in the heart of Hilton Head Island. It promises a relaxing retreat just 9 ...
From $400 per night (USD)VRBO
- From $1873 per night (USD)
Expedia
Beachfront Ocean Dream on the Sand
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Your perfect oceanfront vacation! This beautifully designed condo offers breathtaking ocean views, direct access to the ...
From $1873 per night (USD)Expedia
- From $423 per night (USD)
VRBO
402 Captains Walk ~ Beachfront Getaway, 1st Floor Walk Out Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Captains Walk Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Doubles an ...
From $423 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Serene golf & lagoon view condo w/ pool access, office space, central AC & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
The Happy Turtle Villa - Devonshire 205 Our calendar is updated in real-time & our nightly rates are accurately display ...
From $267 per night (USD)Expedia
- From $471 per night (USD)
VRBO
Stunning Oceanfront Corner Unit in Hilton Head Island Villamare Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the best of beachfront living in this beautifully maintained, never before rented corner unit, offering breat ...
From $471 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Charming Beachside Getaway, Stunning Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This charming villa is the ideal home away from home, offering everything you need for a relaxing beach escape. The vill ...
From $190 per night (USD)Expedia
- From $489 per night (USD)
VRBO
STUNNING HILTON HEAD HOME WITH POOL, LAGOON VIEWS, AND NEAR BEACHES/GOLF
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Welcome to your dream coastal getaway at 89 Baynard Cove, a beautiful 3-bedroom, 3-bath home in the heart of Sea Pines! ...
From $489 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Cordillo Cabanas D4 – Coastal Escape Near Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to 217 Cordillo Parkway, Unit D4, a charming and fully furnished 1-bedroom, 1-bathroom condo nestled in the Cord ...
From $145 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott's Barony Beach - the best Hilton Head Resort for a family spring break!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Spring Break Getaway at Marriott’s Barony Beach Club – Hilton Head Island Escape to the pristine beaches of Hilton Head ...
Click For PricingVRBO
- From $381 per night (USD)
Expedia
MyStay at 1102 Sea Crest - Sea Crest Resort Oceanfront Complex | Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Looking for the ultimate beach escape? Welcome to 1102 SeaCrest, where relaxation meets convenience in Hilton Head’s Nor ...
From $381 per night (USD)Expedia
- From $402 per night (USD)
VRBO
5 minute walk to BEACH! Gorgeous 2 king suite updated villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience comfort and luxury in paradise! The Sea Turtle Villa offers Island living at its best! We are located in Por ...
From $402 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Inviting Condo with pool, tennis court and close to Coligny Plaza and Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Treetops 7705 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $174 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Cozy Beach Retreat with Tennis! Short walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Tucked beneath majestic oak trees and just a short stroll from the Atlantic Ocean, 68 Fairway Lane offers the ideal Hilt ...
From $335 per night (USD)VRBO
- From $551 per night (USD)
Expedia
Charming Coastal Retreat – Perfect Island Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to Coastal Bliss at 19 Dewberry Lane – Your Ideal Hilton Head Island Retreat Nestled in the heart of Sea Pines' ...
From $551 per night (USD)Expedia
- From $577 per night (USD)
VRBO
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Tidal Tranquility Where breathtaking marsh views meet the elegance of lowcountry living. From serene sunsets ...
From $577 per night (USD)VRBO
- From $207 per night (USD)
Expedia
5 minute walk to the Beach, Heated Pool, Private condo, 2 bedroom sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Island is waiting for you at this 2-bedroom, 2 full bath condo. This peaceful retreat features 1 queen bed, ...
From $207 per night (USD)Expedia
- From $284 per night (USD)
VRBO
DREAM GETAWAY! SPACIOUS 3BR VILLA WITH GOLF VIEWS & BEACH ACCESS, HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW! Welcome to your dream getaway at this spacious, light-filled end-unit villa in Palmetto Dunes Oceanfront Resort. Ov ...
From $284 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Marriott's Barony Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Create lasting memories at our villa resort in Hilton Head Live your best life at Marriott's Barony Beach Club. Perfectl ...
From $495 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Find comfort at our Hilton Head vacation resorts Shelter Cove Harbour in Hilton Head, SC, boasts two well-appointed vaca ...
From $324 per night (USD)VRBO
- From $378 per night (USD)
Expedia
889 Ketch Court @ Harbour Town, Sea Pines | Pool Access | Walk to Marina & Golf Links
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Ketch Court 889 by Host & Home, a charming villa situated on the Lighthouse Lane in the heart of Harbour Town ...
From $378 per night (USD)Expedia
- From $409 per night (USD)
VRBO
2 BR 2 BR Luxury Condo Windsor Court Palmetto Dunes Bike & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful two bedroom two bath oceanfront villa on the first floor of Windsor Court South in Palmetto Dunes Resort. Ocea ...
From $409 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Wonderful Updated Pets friendly 2 BR Ocean Breeze Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful updated 2 BR Ocean Breeze pet friendly condo with updated kitchen and large living room all within an easy wal ...
From $236 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Ocean views from First Floor Oceanfront 2 BR Condo Bikes & Beach Gear Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous Atlantic views from this Sea Cloisters oceanfront first floor condo where you can walk right out to the beach f ...
From $392 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Gated Hilton Head beachfront resort, private balcony and beach access, sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to this beach resort condo on Hilton Head Island where your front door is steps to the sand! This amazing prope ...
From $175 per night (USD)Expedia
- From $289 per night (USD)
VRBO
NEW LISTING\n438 Captain’s Walk\nOceanfront 2BR/2Bath 2nd floor condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Also, check our other Captain’s Walk villa for availability - VRBO# 460637 Come and stay at the perfect beachfront vill ...
From $289 per night (USD)VRBO
- From $305 per night (USD)
Expedia
LOCATION, LOCATION, LOCATION Close to Coligny Plaza and Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Week 15 - Available Saturday April 12 @ 4:00 p.m. with checkout April 19 no later than 11:00 am Welcome to the Sea Cres ...
From $305 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Private, Relaxing and close to everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay just minutes from the beach and Coligny shopping area. This c ...
From $259 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Beautiful ocean view house w/ private pool, hot tub, W/D + beach access
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Hidden in Hilton Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $530 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Cozy Ocean Oriented Town Home - Short walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seascape 3053. This is a two story townhome located along South Forest Beach Drive which is a short walk to ...
From $264 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Newly remodeled condo in Villamare
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your coastal getaway in the heart of Palmetto Dunes Oceanfront Resort. This beautifully renovated 2-bedroom, ...
From $437 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Steps to the Beach! Oceanfront Resort.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this fabulous 1 bedroom, 1 bathroom, 1st floor ocean villa in Hilton Head Island. Our property fea ...
From $166 per night (USD)VRBO
- Click For Pricing
Expedia
Enjoyable 2-bedroom hotel in Hilton Head Island with WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Marriott's Harbour Point! ** Reservations are available in weekly ...
Click For PricingExpedia
- Click For Pricing
VRBO
Ocean View - 2-bedroom-plus Condo - Hilton Head Island - Heritage Week!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this gorgeous condo with large Ocean-view Balcony on Hilton Head Island. Just steps to the water! This retre ...
Click For PricingVRBO
- From $558 per night (USD)
Expedia
20 Spinnaker Court - Summer Short Stays-Nestled in the heart of Harbour Town!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Beginning on May 5, 2025, two weeks after the finish of this year’s RBC Heritage, the world-famous, Pete Dye-designed Ha ...
From $558 per night (USD)Expedia
- From $248 per night (USD)
VRBO
A18 Xanadu | 5th Floor | Tennis Courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A18 Xanadu | 5th Floor | Tennis Courts PROPERTY DESCRIPTION Coastal Comfort at A18 Xanadu – 5th Floor Villa with Pool & ...
From $248 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Panoramic ocean views in the heart of Sea Pines
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Magnificent sunsets over the water and sightings of dolphins and sailboats are all visible from this unique Deer Island ...
From $323 per night (USD)Expedia
- From $327 per night (USD)
VRBO
1754 Bluff Villas – Stunning Views & Coastal Elegance
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1754 Bluff Villas – Stunning Views & Coastal Elegance PROPERTY DESCRIPTION Enjoy breathtaking panoramic views of Braddoc ...
From $327 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Island Stay, Perfect for Adventure & Relaxation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Within the prestigious Palmetto Dunes Resort on Hilton Head Island, South Carolina, Keesie Kottage offers the u ...
From $198 per night (USD)Expedia
- From $250 per night (USD)
VRBO
U - N - Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Hilton Head Island, beautiful 1st floor Villa with pool, tennis, pickleball. Walk to the park or Coligny, and ...
From $250 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Top Floor Ocean View, with KING bed & Work space, Ocean Front Resort Hilton Head
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This coastal vibe retreat gives sunrises every morning & king size dreams at night! Come discover the magic of Hilton He ...
From $412 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Newly Renovated B15 Xanadu Villa – Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated Xanadu Villa – Steps from the Beach! Welcome to your perfect Hilton Head Island getaway! Located on the ...
From $500 per night (USD)VRBO
- From $223 per night (USD)
Expedia
2 BR Hilton Head Resort Q DT Sleeper Sofa 3 Pools Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Wonderful two bedroom condo at Hilton Head Resort with ocean views. The condo is in the closest building to the ocean, j ...
From $223 per night (USD)Expedia
- From $294 per night (USD)
VRBO
GOLF COURSE VIEWS, PRIVATE DECK, STEPS TO POOL, HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked away in the heart of the community, 699 Queen's Grant is one-of-a-kind unit that offers an unparalleled combinati ...
From $294 per night (USD)VRBO
- Click For Pricing
Expedia
RBC Heritage 2-bedroom 2-bath condo 2 weeks to catch all the action!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the final 2 days of The Masters and all of the RBC Heritage from this 2-bedroom 2-bath fully furnished condo. The ...
Click For PricingExpedia
- From $2993 per night (USD)
VRBO
Oceanfront luxury - 8 Night Harbour
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
This recently renovated Lowcountry retreat offers the perfect balance of upscale refinement and the relaxed coastal comf ...
From $2993 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Condo for 6 w/Resort Amenities & Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Nestled between the stunning beaches of Palmetto Dunes and the vibrant waterfront of Shelter Cove, Pearl & Pine ...
From $241 per night (USD)Expedia
- From $385 per night (USD)
VRBO
108 Windsor Place - Quiet Private Spacious Upscale Direct Oceanfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
August 30 - September 17, 2025 is available. Great temperature and less crowded! We are excited to be the new owners ...
From $385 per night (USD)VRBO
- From $442 per night (USD)
Expedia
MyStay at 7649 Huntington Villa - Lagoon Views, Beach, Pool & Family Essentials!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to 7649 Huntington Villa—Your Peaceful Retreat Awaits Imagine a place where time slows down, where the sound of ...
From $442 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott's Harbour Point 2 bedroom villa on Hilton Head Island. Reserve now! 2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Marriott's Harbour Point! ** Reservations are available in weekly ...
Click For PricingVRBO
- Click For Pricing
Expedia
Marriott's Harbour Point 2 bedroom villa on Hilton Head Island. Reserve now! 2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Concierge Realty is proud to present luxury villas at Marriott's Harbour Point! ** Reservations are available in weekly ...
Click For PricingExpedia
- From $399 per night (USD)
VRBO
416 Barrington Court ~ Beautiful 2 Bedroom with Private Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barrington Court Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, Double, Tw ...
From $399 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Direct Ocean View Condo with balcony, pools, tennis, pickleball
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HH Beach & Tennis 302AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $165 per night (USD)Expedia
- From $599 per night (USD)
VRBO
22 Planters Wood - Available RBC Heritage - Short Walk to the Course!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Experience Coastal Elegance in Sea Pines... Discover the charm and timeless design of 22 Planters Wood, a beautifully ma ...
From $599 per night (USD)VRBO
- From $165 per night (USD)
Expedia
First Floor Condo near the sound with beach gear, washer/dryer & pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spa On Port Royal Sound 3134 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $165 per night (USD)Expedia
- From $1424 per night (USD)
VRBO
3 Bald Eagle Immaculate Sea Pines Home: 6 Bedrooms, Pool, Elevator, Brand New
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Featuring the newest Beach Oriented home in Sea Pines! Construction just completed in spring of 2025! Escape to luxury ...
From $1424 per night (USD)VRBO
- From $481 per night (USD)
Expedia
Bright & Breezy 2-Bedroom with Stunning Ocean Views and Pool Nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Experience coastal elegance a ...
From $481 per night (USD)Expedia
- From $242 per night (USD)
VRBO
BEAUTIFUL VILLA IN GOLFMASTER WITH LAGOON VIEWS, HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to the serene beauty of Hilton Head Island with a stay at 403 Golfmaster, a newly renovated 1,500 sq ft condo ne ...
From $242 per night (USD)VRBO
- From $379 per night (USD)
Expedia
3 Bedroom situated on the Robert Trent Jones golf course
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautifully decorated, newly renovated 3-bedroom villa offers a modern and luxurious touch, perfectly located withi ...
From $379 per night (USD)Expedia
- From $359 per night (USD)
VRBO
An Unforgettable Vacation at 6 Muirfield
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sleeps 6 | 3 Bedrooms | 4 Bathrooms 10 Minute Bike Ride to South Beach | Overlook 2nd Fairway of Harbour Town Golf Links ...
From $359 per night (USD)VRBO
- From $283 per night (USD)
Expedia
136 Breakers: Oceanfront Villa in North Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your oceanfront escape in North Forest Beach! This charming villa offers stunning views of the beach from the ...
From $283 per night (USD)Expedia
- From $740 per night (USD)
VRBO
Spacious Family Getaway | Private Pool & Short Walk to HHI Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 22
NEW! Discover the pinnacle of Lowcountry luxury at 54 Sandcastle Court, located in the private, gated enclave of Sandcas ...
From $740 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Best of both worlds, pool access & beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
One of Hilton Head's Best! Schooner's Landing is a golf lovers dream. This fourth floor condo overlooks the 9th hole of ...
From $282 per night (USD)Expedia
- Click For Pricing
VRBO
Experience Island Vibes in relaxing Hilton Head Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top floor! Currently under renovation with a brand new kitchen, new furnishings, fresh paint and updated light fixtures. ...
Click For PricingVRBO
- From $310 per night (USD)
Expedia
Charming Pet-Friendly Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our pet-friendly beach paradise in Palmetto Dunes on Hilton Head! This beautifully renovated one-level home i ...
From $310 per night (USD)Expedia
- From $183 per night (USD)
VRBO
15% Off a 3 Night Stay Extend Your Summer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New Listing!! Discover the perfect beach getaway in this delightful , 5 Star, one-bedroom Ocean J.E.M., ideally situate ...
From $183 per night (USD)VRBO
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Expedia
Cozy 2-BR condo,Hilton Head Island- Golf, Tennis, bike riding. June 28-July 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Make yourself at home in this fabulous 2-bedroom, 2 bath Hilton Head Island retreat. UPDATED PHOTOS ARE AVAILABLE NOW.Hi ...
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- From $451 per night (USD)
VRBO
Beautifully Updated Hilton Head Villa with Direct Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This stunning villa has been ...
From $451 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Luxe 2BR/2.5BA Marsh View Villa Near Harbour Town - Stoney Splash - 260 Stoney Creek Road
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Stoney Splash – Your Coastal Villa Retreat in Sea Pines 19 Stoney Creek Road, Unit 260 Just 0.4 miles from ic ...
From $236 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Hilton Ocean Oak Resort- 2BR Courtyard View Unit - Full Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Ocean Oak Resort by Hilton Grand Vacations offers a peaceful retreat in a park-like setting with all the comforts of ...
From $550 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Stylish Condo with Water Views in Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Enjoy sound views from this beautifully decorated condo, just steps from Harbour Town’s shops, dining, and mari ...
From $443 per night (USD)Expedia
- From $443 per night (USD)
VRBO
Oceanview Penthouse in Forest Beach in Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This beautifully renovated corner penthouse offers ocean views, two spacious en-suite bedrooms, and a large cov ...
From $443 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Comfortable getaway with pool, full kitchen, AC, Internet — near the ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Club Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $248 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Beach condo with balcony, pools, & hot tub- near golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 2103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $173 per night (USD)VRBO
- From $307 per night (USD)
Expedia
2 Bedroom / 2 Bath condo great for a family vacation or weekend golf get away!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled in Hilton Head Island, this lovely condo offers 2 bedrooms with a queen bed and a full bed. With amenities like ...
From $307 per night (USD)Expedia