Caindelban II concentrated on learning and building up his realm - he wasn't set on expansion and conquest. However, that didn't mean he would be left alone. In 1195, King Evander of England took Deheubarth from Caindelban II's vassal King Congalach ap Caindelban' of Wales' vassal Lord Cynwrig ap Rhufon of Ynys Mon in a holy war, which meant that all other vassals were also deposed.
In 1200, King Caindelban II helped King Conall II of Scotland, whom he was allied with through marriage between his son Flaitheman with Princess Marthoc of Scotland, win the Earldom of Inverness from Petty King Haraldr II Haraldrsson of Mön.
However, the priority was to recover the lost territories in Wales, and for that he declared war over the title of Wales to his brother King Congalach ab Caindelban of Wales. He called his ally Captain Fiachnae mac Gilla-Ruad of Band of Kerns, his cousin Gilla Ruad mac Fiachnae gCais-Cruachu's son, to arms. In December 1201, King Caindalban II recovered the title of King of Wales, and took his brother Congalach as vassal.
That was not the end of it, as Congalach was at the same time defending against two holy wars for the Lordship of Ferlix and Duchy of Powys, respectively against Lord Matad of Brycheniog and Countess Sig Wulfdohtor of Herefordshire. Right after conquering Wales, Caindalban II dealt with these two enemies swiftly, at the same time also helping King Conall II defend against the rebel vassal Banmormaer Anlaith MacFaeldobur of Caithness. After that, the realm of Ireland was unified, but Deheubarth was still in the hands of King Evander of England.
In 1204, Caindelban II had to face a revolt for higher autonomy from his vassals, led by his cousin Duke Briccene mac Conmal of Ulster and Gwynedd, founder and head of the house gCais-Padraig, and his brother Prince Finnacan mac Caindelban of Ireland, Duke of Leinster, founder and head of the house gCais-Gabhran. Both had a respectable army, so help from the allies Captain Fiachnae and King Conall II was more than welcome. Only in June 1207 did King Caindelban II manage to crush the revolt, the leaders were imprisoned and had to give up their titles. King Caidelban moved on to reassign them.
So in 1209, High King Caindelban II mac Caindelban was holding the titles of King and Ireland and Wales, Petty King of Munster and Leinster, Earl of Thomond, Ormond, Desmond, Leinster and Ossory. His vassals were:
- Caindalban II's cousin late Aengus mac Cobflaith's son Lord Rian ab Aengus of Meath
- Caindelban II's brother Prince Dinertach mac Caindelban of Ireland, also Duke of Connacht
- Caindalban II's niece Lathir nic Faealan's daughter Duchess Gwerfyl ferch Meilys of Powys
- Caindalban II's cousin Ciar nic Fiachnae's daughter Duke Bhatair mac Ciar of Ulster
- Caindalban II's cousin late Aengus mac Cobflaith's great-son Duke Senchan mac Somhairle of Gwynedd
- Caindalban II's cousin Ciar nic Fiachnae' son Earl Farannan mac Ciar of Ennis
Caindalban's brother Prince Dinertach mac Caindelban of Ireland, head of the house Got (Dal-gCais), had the titles of Duke of Connacht and Earl of Mayo, and as vassals Caindalban II's cousin late Aileann nic Cobflaith's son Earl Udalschalk mag Aileann of Ui Mhaine, head of the house gCais-Gaillimhe, and Caindalban's cousin late Countess Mael Muire nig Ailpin's son Earl Ailpin Mael-Muire of Breifne, head of the house gCais-Inis.
- Caindelban's niece Lady Aine ferch Sithmaith of Eryri, head of the house Ruairc (Dal-gCais)
- Caindelban's rebel brother Prince of Congalach ab Caindelban of Ireland, now just Lord of Merionnydd, head of the house Evans (Dal-gCais)
- Lord Cynwrig ap Rhufon of Ynys Mon, head of the house Caerloyw-Penfro, Caindalban II's third cousin.
Among the descendants of the other Caindelban II's siblings, only Sithmaith's daughter Aine had created a house, Ruairc.
And of course Caindalban's uncle Fiachnae mac Faelan had founded gCais-Cruachu , whose head was now his daughter Countess Maire nic Fiachnae of Ui Mhaine.
Other houses, such as Caindelban II's greatfather Faelan mac Brian's brother Earl Sean mac Brian's Laighin, Faelan's cousin Ailpin mac Donnchd of Ailech gCais-Fathain and Faelan's uncle Enguerrand mac Murchad of Ulster's gCais-Inis had become irrelevant.
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