Bridesmaids Dresses: To match or not to match...

I am so torn about bridesmaids dresses. I am having a fairly large bridal party because no one told me about the 50:1 (guests: bridesmaid) rule. Under this rule I should only have 1, possibly 2 bridesmaids. I have SIX! That being said I have no idea how to dress them for the big day. I kind of miss the days of mandatory matching bridesmaids dresses! There as SOOO many options.

1. The traditional matching dresses (I LOVE THESE!)

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2. The same style in different colors

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3. The same color but with a choice of 2 or 3 styles

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3. The same color family, no prints, but generally bridesmaid's choice.

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5. Color scheme but complete bridesmaids choice

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6. Matching Prints

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7. Mismatched Prints

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I am not sure what dresses to pick but I do have a few criteria:

• Cost less than $100
• Short and lightweight since it is a daytime beach wedding
• Light colored (in the pink, champagne, or blush family)
  
• Preferably not strapless

I really love the look of matching dresses but I love the idea of letting my bridesmaids pick their own dresses. I feel like if they pick their own dresses they are more likely to wear the dress again. Also my bridesmaids are all such different shapes and sizes that I wouldn't know how I could pick a dress that would look good on all of them. (I definitely want everyone to look A-MAZING on my big day, I am not one of those brides!hehe) On the other hand, because my bridesmaids look so different I kind of like the idea of having dresses that make them look more unified. I feel like that makes them more special.

Additionally, three of my bridesmaids have already said they hate pink and will need a lot of help finding a dress. They made it clear that they are more than happy to wear a pink dress for me, they just don't know how to pick a good pink dress. My sister basically laughed at me when I asked her if she would prefer to pick her own dress because she hasn't worn a dress in years and claims to have never worn pink!

It seems like my best bet would be to pick a 2 or 3 styles in the same color (family?) and let the bridesmaids choose the one they like best. I feel like this really addresses the majority of my concerns and my bridesmaids' concerns. The only problem is, where can I find 2 or 3 dresses in the same color that cost less than $100? I am under the impression, based on a very preliminary search, that I won't be able to find dresses under $100 at a bridal/bridesmaid dress store...ie David's Bridal, Dessy or J. Crew? Am I wrong?