real seasons_0001While many vacationers visit Hilton Head Island during the summer weeks between June and August, the best kept secrets are the months ahead.  You can enjoy Hilton Head Island, subtropical temperatures, sunshine and our awesome vacation properties between September and May at great rates.  Come stay with us every season!

Save up to 30%* in Autumn and Spring on Hilton Head

Palmetto Dunes Beach Access (2)


Sharing the same latitude as Bermuda, Hilton Head Island offers subtropical temperatures from Autumn to Spring.  With highs in the 70’s and 80’s, these seasons are perfect for all outdoor sports including laying on Hilton Head’s sun-drenched beaches.  Vacation rates drop almost 30%* from their summer highs at this time of year with 3 night minimums available.

Save up to 75%* during the Winter Month(s)


Have you ever wanted to stay an entire month on Hilton Head Island?  Many of our summer vacation properties during the winter months of December, January, February and March are available for monthly rentals.  While these reservations book out quickly, the cost for an entire month is about 25% of a high summer week.  This is a great way to get to know the Island and the Low-Country!

Summer Rate Lock-in for next year on Hilton Head Island

Hilton Head Vacation Beach

If you have vacationed with us in the past and would like to come back next year, Hilton Head Properties R & R is extending their returning guest discount at 2016* prices.  A $500 deposit must be submitted before October 31, 2016 to take advantages of these savings!

* Please email one of our vacation planners today to plan your getaway or fill in the form below.  Rates are based on availability.  Holidays including Thanksgiving, Heritage, Christmas, New Years and Easter may book at a higher rate.