yore, your, you’re
yore means time long past
your means belonging to you
you’re means you are

you’ll, Yule
you’ll means you will
Yule means a wintertime holiday

fairy, ferry
fairy means a mythical being
ferry means a ship used to transport small vehicles

while, wile
while means during the same time that something else is happening
wile means to entice (or it is the first name of the coyote in Road Runner cartoons)
[ It is late at night and I just couldn't resist. ]

whine, wine
whine means a complaining sound
wine means a beverage made by fermenting grape juice

wood, would
wood means the substance from the central part of the trunk of a tree
would means past tense of will

we’d, weed
we’d means we would
weed means a plant growing where it is not intended

we’ll, wheel
we’ll means we will
wheel means a round object used to roll a vehicle

we’ve, weave
we’ve means we have
weave means to make cloth by interleaving fibers

we, wee
we means the speaker and at least one other person
wee means small or little

weak, week
weak means not strong
week means seven days on a calendar

weather, whether
weather means atmospheric conditions
whether is a conjunction

ware, wear, where
ware means a product that is being sold
wear means to have a piece of clothing on your body
where means the place in which something happens

way, weigh, whey
way means a path or method
weigh means to determine the weight of an object
whey means liquid left over in turning milk into cheese

ways, weighs
ways means paths or methods
weighs means that someone determines the weight of an object

wait, weight
wait means to delay movement
weight means a measurement of the force of gravity upon an object

waive, wave
waive means to not insist on
wave means to move a hand back and forth

want, wont
want means to desire something
wont means accustomed or inclined

weighed, wade
weighed means something has had its weight determined
wade means to walk into water

wail, whale
wail means to cry loudly
whale means a large sea mammal

waist, waste
waist means the part of the body between the pelvis and stomach
waste means something no longer used

vary, very
vary means to not remain constant
very means to a great extent

vial, vile
vial means a small glass bottle
vile means morally low

vice, vise
vice means a bad habit
vise means a device with jaws used to hold material steady

told, tolled
told means the past tense of tell
tolled means to have been charged a toll

trussed, trust
trussed means secured or bound with ropes
trust means confidence in someone

vale, veil
vale means valley
veil means a covering meant to obscure the view