Okay... ready? Been to Hawaii a buncha times. Specifically O'ahu because that is where the Navy base is. Write this down:
Cigar Cigar. It is on South King Street in Honolulu, don't remember the exact address, but you can find it easy. Walk in Humidor, lots of brands.
Moana Surfrider Hotel in Waikiki has a beach bar where smoking stogies is encouraged. They have a cigar shop also. I believe they specialize in Dunhill, but carry lots of brands.
Caffe Pronto and Gordon Biersch allow cigars.
Enjoy. I'll be there the end of June!