plant for a challenging position

Hi People,
 
Greetings from the Algarve in Portugal ( usda zone 10)...blue sky again .. and 32'C ( 90'F). Having come up with some good ideas over the last week for plants for narrow borders, can I ask for your ideas /advice for a difficult planting position.
 
I want to clothe a wooden post ~ 3m tall (say 10 feet) which is supporting a transparent plastic roof on our patio. The site is in full sun until early afternoon. The plant must be in a pot and can only be hand watered. Whilst most of the time I can water it every day or two, sometimes we are away for 7-10 days when it will not get a drop...so it has to be pretty drought tolerant. The final problem is that it is a windy spot - we are close to the top of a hill and the layout of the house funnels wind to this spot.
 
Any ideas?  I would prefer something evergreen, but most important to me is a plant that looks healthy and happy - not that looks as if it is just hanging on and barely surviving.
 
Thanks in advance for any ideas.
Brian O.
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