Okay Splat, stupidly on my part at the cost of my time, I've fixed your game for you.

First, my suggestion is to change the rules to the following (suggested changes are in red & bold):
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1: Take nothing with you. Leave your stuff in the chests provided.
2: Make sure you have full health, then head to the island in daylight. Rule 1 includes food too!
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And a note for this rule, maybe a chest should be full of wheat/bread from the main base and one of us will have to restock that occasionally.
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3: All you have to do is survive one night out there!
4: On the island, you cannot add or remove blocks.
5: Use nothing except your fists. No tools or weapons allowed!
6: You may roam the entire island until nightfall, where from there on you MUST STAY ON THE BEACH. No exceptions!
7: You MUST NOT leave the beach (sandy area) until dawn!
8: After sunrise you may leave the island and swim to shore, if you survived.
9: When the challenge is over, please repair any creeper holes or damage caused by you or mobs. This includes re-lighting the fire!
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Staying on the beach is important - If players roam the island at night, nothing will spawn which will invalidate the challenge. For this the entire island has been made larger to allow things to spawn and trees have been grown to provide cover for mobs, which works well.
Before:
After:
I can't solo this challenge (I tried twice to test it, I can punch one mob to death but get overwhelmed by more - They come find me even when I stand still on the very edge of the beach) but I would like to try it again with a group of people.

Should be a lot more fun now.