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Hilton Head Vacation Rentals

Hotels (46)

B&Bs / Inns (0)

Specialty Lodging (48)

Vacation Rentals (2,079)

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Contact Owner
Nightly rate from
$89
Management: Verified Plus owner
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
This villa has received 100% satisfaction from all renters! In fact, we've continued upgrading the villa and now have a large TV in every room, a Pack N Play, ...
  • Nightly
    $89 - $129
  • Weekly
    $649 - $995
  • Monthly
    $1,099
Contact Manager
Nightly rate from
$290
Management: Professional
Property: Condo/Apartment
Bedrooms: 4, sleeps 8
Bathrooms: 5
4:Bedrooms 4.5:Bathrooms Casually elegant, beautifully redone three level town house located in Harbour Town, featuring gorgeous views of Calibogue Sound. ...
  • Nightly
    $290
  • Weekly
    $1,450
  • Monthly
    --
Queens Grant 584, Hilton Head
Contact Manager
Nightly rate from
$112
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Two bedroom, two bath 1st floor island view unit. King in the master, 2 twins in the guest bedroom and sleeper sofa in the living room. TV and VCR in the ...
  • Nightly
    $112
  • Weekly
    $560
  • Monthly
    --
Evian Villas 297, Hilton Head
Contact Manager
Nightly rate from
$140
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 3
Nicely furnished townhouse in Shipyard Plantation. Evian Villas are spacious and bright French in design., with eat-in kitchen and separate dining room. This ...
  • Nightly
    $140
  • Weekly
    $700
  • Monthly
    --
Island Club 1302, Hilton Head
Contact Manager
Nightly rate from
$179
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Two bedroom, two bath, 3rd floor ocean view unit. King, queen, twin. 3 TVs, VCR, DVD, CD stereo. Pools, tennis, exercise room and jacuzzi, summer kids ...
  • Nightly
    $179
  • Weekly
    $895
  • Monthly
    --
Contact Manager
Nightly rate from
$106
Management: Professional
Property: Condo/Apartment
Bedrooms: 1, sleeps 2
Bathrooms: 1
1 Bedroom/1 Bathroom Flat. Minutes walk across the street from the beach, these fashionable villas offer the perfect location. Restaurants, shopping, ...
  • Nightly
    $106
  • Weekly
    $530
  • Monthly
    --
Island Club 112, Hilton Head
Contact Manager
Nightly rate from
$131
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 3
Two bedroom, 2.5 bath, 2nd & 3rd floor townhouse style, lagoon view unit. King in the master, two twins in the guest bedroom. Leather sleeper sofa in the ...
  • Nightly
    $131
  • Weekly
    $655
  • Monthly
    --
Island Club 113, Hilton Head
Contact Manager
Nightly rate from
$131
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 3
Two bedroom, two and one half bath, 2nd and 3rd floor townhouse style lagoon view unit. King in the master, 2 twins in the guest bedroom. The living room has ...
  • Nightly
    $131
  • Weekly
    $655
  • Monthly
    --
Island Club 10-109, Hilton Head
Contact Manager
Nightly rate from
$131
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 5
Bathrooms: 3
Two bedroom, 2.5 bath, townhouse style, lagoon view unit. 2 queens, twin rollaway (must request rollaway linens prior to arrival). TV, VCR and DVD player in ...
  • Nightly
    $131
  • Weekly
    $655
  • Monthly
    --
Island Club 1502, Hilton Head
Contact Manager
Nightly rate from
$179
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Two bedroom, two bath, 5th floor ocean view unit. King, queen, twin, twin rollaway (must request linens for rollaway), no sleeper. 3 TVs, DVD, VCR. Pools, ...
  • Nightly
    $179
  • Weekly
    $895
  • Monthly
    --
Island Club 3304, Hilton Head
Contact Manager
Nightly rate from
$179
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Two bedroom, two bath, 3rd floor ocean view unit. King, queen, twin, sleeper sofa. 3 TVs, DVD, VCR. Pools, tennis, exercise room and jacuzzi, summer kids ...
  • Nightly
    $179
  • Weekly
    $895
  • Monthly
    --
HHBT C13, Hilton Head
Contact Manager
Nightly rate from
$114
Management: Professional
Property: Condo/Apartment
Bedrooms: 2, sleeps 6
Bathrooms: 2
Two bedroom, two bath, 2nd floor, tropical view unit. Queen, 2 twins, sleeper sofa. 2 TVs, VCR. Pool, tennis, restaurant/snack bar on site. Community laundry ...
  • Nightly
    $114
  • Weekly
    $570
  • Monthly
    --
Evian, 260, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 3
2 Bedroom 2 1/2 Bath Townhouse located in Shipyard Plantation. Nicely decorated, this 2 bedroom 2.5 bath townhome provides a great view of the lagoon and golf ...
  • Nightly
    --
  • Weekly
    $595 - $995
  • Monthly
    --
1764 Bluff Villas, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
This spacious 2 bedroom is beautifully furnished, with hardwood flooring. Located on the 3rd floor of a 3-story walk up. Bluff Villas are located in the ...
  • Nightly
    --
  • Weekly
    $600 - $1,195
  • Monthly
    $2,571 - $5,121
562 Ocean Course, Hilton Head
Management: Professional
Property: Rental Home
Bedrooms: 2, sleeps 6
Bathrooms: 2
This pretty 2 bedroom, 2 bath villa has excellent views from the screened porch over a lagoon to the 10th fairway of the Ocean golf Course. This is an end ...
  • Nightly
    --
  • Weekly
    $745 - $1,235
  • Monthly
    $3,193 - $5,293
Hilton Head Vacation Rental Advice
Posted by jclVermont, Nov 17, 2009
I always book our next vacation as soon as we get home, if we are renting the same place the next year. That way I know we won't be disappointed by having the place we want being unavailable. It also makes it easier to leave if you know you ... more
Posted by #8forever, Nov 19, 2009
That is EXACTLY our plan for this summer! This is our first time to stay in this rental, and if we like it, we plan on booking it for November thru February. ... more
Posted by kiawahvilla, Nov 19, 2009
... we loved. Dreaming of your vacation - and imagining yourself enjoying the location - are half the fun! ONE CAUTION: Be very aware of cancellation policies. Lots of things can change in a year. If you don't watch the "drop dead" dates carefully, you can be stuck paying for a place ... more
Posted by jclVermont, Nov 3, 2009
Our family loves going to Sea Pines every year, it is perfect for us! Try using Vacation Company, their prices are usually lower for the same properties. Have a blast, my kids would rather stay at Sea Pines than Disney! ... more
Posted by Paul28803Asheville, Sep 26, 2009
... at a few of the rental websites all ... ... Seaside, Florida, Ginn Belvidere outside of Charleston and the Inn at Palmetto Bluff outsisde of Savannah and we're looking for similar type of decor as those places Does anyone know of a good website or specific rentals that aren't typical ... more
Posted by Paul28803Asheville, Sep 27, 2009
Thanks for the suggestion but in looking at about 20 of the units (gold rating) it looks like the typical rental units we've been seeing in the area. ... more
Posted by gabesz, Sep 27, 2009
... looking for a private home rental which will have the look in some cases as to where you stayed before. But the question that I must ask-are you going for a place to stay for the decor or what is available to do in the complex or the area ... more
Posted by RandKinKC, Sep 25, 2009
... up the keys from the Vacation Company on our way into town. The rental property (Forest ... ... group our size. Overall, our rental home was ... ... back of us (not a rental), had some ... ... by the owner or the Vacation Company to wash dishes with (we picked some up); discovered a kitchen ... more
Posted by luckytimer, Sep 25, 2009
... box" when we're on vacation, and that was it for me! The breeze felt like warm butter. It created a great memory for my son and I. (My latest "out of the box" adventure was in August when my dh and I celebrated our 25th anniversary in Quebec City ... more
Posted by CoalTownTraveler, Mar 15, 2009
Last night, I was looking at one of the rental companies websites. They were offering a deal that included a beach portrait with your vacation rental. I think it may have been Sea Pines Resort. ... more
Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns