Here are questions related to Starting Oleander from Cuttings.
How do I start a new plant from Oleander cuttings?
Hardiness Zone: 8b
By Deanna from Mojave, CA
The method I used is quite a long process so you might not want to use it. I took cuttings from fairly new growth and then put them individually into dark bottles with filled water, but not letting the cut edge touch the bottom of the bottle- you need to change the water frequently as it goes yukky and the cuttings rot.
After a while the cutting will sprout roots, I wait till the roots are a fairly good length and then transplant them into a potting mix. Then I leave them to establish a strong root system before hardening them off and planting them out. I've had fairly good success with this method. I did lose one through impatience though as I didn't give it enough time initially to grow some roots in the water.
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