Cut seedless watermelon into rough chunks removing any seeds and place in blender — blend on high speed until completely smooth and pourable deep pink-red puree forms.
Taste watermelon puree and add small amount of sugar or honey if needed blending again to dissolve — set aside.
Pour watermelon puree into each ice pop mold filling each one approximately two-thirds full — do not overfill as space is needed for yogurt and kiwi layers on top.
Tap molds gently on counter to release air bubbles and ensure puree settles evenly.
Place filled molds in freezer and freeze for approximately 45 minutes to 1 hour until watermelon layer is partially set and firm enough around edges to hold a popsicle stick upright but not completely frozen solid.
Insert one popsicle stick into center of each mold pressing down until standing straight and centered.
Return molds to freezer for an additional 2–3 hours until watermelon layer is completely frozen solid throughout.
Transfer plain yogurt into piping bag or small zip-lock bag with corner snipped off.
Pipe a thin even layer of yogurt approximately half a centimeter thick onto the top of each completely frozen watermelon layer — use piping bag for precision and control — do not use a spoon as it will disturb the frozen surface.
Return molds to freezer for approximately 30 minutes until yogurt layer is completely firm.
While yogurt layer freezes peel both kiwi fruits and place in blender — blend until completely smooth bright green puree forms.
Taste kiwi puree and add a small pinch of sugar if needed to balance any tartness — set aside.
Pour kiwi puree into each mold filling to the very top and covering yogurt layer completely.
Tap molds gently again to settle puree and remove any air bubbles.
Place molds in freezer and freeze until completely solid throughout — minimum 3–4 hours but ideally overnight for firmest cleanest unmolding results.
To unmold run warm water over outside of molds for 10–15 seconds only — just enough to loosen pop from sides without beginning to melt it.
Pull gently on stick — pop should release cleanly — if it resists apply a few more seconds of warm water and try again.
Melt chocolate in microwave in 30-second intervals stirring between each until smooth — allow to cool to just above room temperature before dipping.
Dip tip of each unmolded pop into melted chocolate or drizzle chocolate over the pop for garnish.
Allow chocolate to set for 1–2 minutes then serve immediately or return to freezer on parchment-lined sheet until ready to serve.