I know it's too late now but I've found with Jamaica that the best value is booking flights and hotels together with, for example, VH (even a spend miles trip in UC I looked at 2 years ago, just pay taxes, then book hotel seperately worked out cheaper without spending any miles on VH using FC Gold 10% discount).
Things may have changed but in past years I got worst prices on Carib hotels' own websites as targetted at US short break market, best prices in general from the likes of booking, ebookers, and hotels websites BUT best deal I got was wiol (West Indies Online) where we got a great villa in Jamaica one year and St Martin another year.
I've stayed at Secrets in Montego Bay several times - very expensive (but really luxurious, even room service included) but got a great deal with VH and BA at time we went - but definitely preferred the St James end rather than the Wild Orchid end (Wild Orchid noisy as alongside shared bars/restaurants plus the balcony lights don't work).
If you want simple, friendly, cheap and no resort hassles have a look at Half Moon Beach at Green Island, around total US$50-85 per night for two adults - great private beach with trips out to the island and great local food at very reasonable prices - can book on their website (which does actually offer these good prices unlike other hotel own sites). Even if you don't stay there it's definitely a great stopping off point for a tasty lobster lunch at great price!
Stayed once at the Gloucestershire Hotel in Montego bay but found the central Montego Bay location just too noisy and beach areas very limited so I would not recommend the central area hotels there.
Many congrats on bagging the tickets, though, it will be fabulous in April - thoroughly enjoyed trips there in November, March and April in previous years with maximum of 1 hour rain during any day and totally clear & sunny on more than half of the days.
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