Our trip is mid-August for 4 nights.
Day 1: fly into Shannon at 10:30 am, rent car, drive to Cliffs of Moher (1.5 hr drive), then drive to Killimer with extra time that afternoon to do Loop Head/Kilkee cliffs/Bridges of Ross, and take ferry to Tarbert, stay the night in Listowel in airbnb, arriving likely pretty late.
Day 2: Listowel to Killarney (1 hour) to Portmagee (doing ROK clockwise/all day)
Day 3: Skellig Michael tour until 2:30, finish the Ring of Kerry, stay the night in Cork (3 hr drive from Portmagee to Cork)
Day 4: drive through Cashel (castle/1.5 hour drive) to get back to Dublin by the end of the day, explore Dublin at night
Day 5: flight out of Dublin at 12:20pm.