Preferably to a Hyatt property in the Caribbean serviced by Southwest. We've been to the Andaz in Costa Rica...loved it plus it's just 15K points a night for a ~$500/night property.

Planning on going back to that one unless someone can recommend another property...we'd like to see a new place but are also OK with going back to a place we know we loved. Any advice appreciated!

Grand Hyatt Baha Mar
Hyatt Regency Aruba Resort & Spa
Hyatt Ziva Rose Hall - Jamaica
Sailrock Resort - Turks & Caicos
-Just a few of my favorites that I've heard are the best-

Park Hyatt St. Kitts is so beautiful but Southwest doesn't fly there.

Hyatt Ziva Cap Cana is opening up at the end of this year and looks to be pretty nice!

Andaz in Costa Rica is awesome! Wouldn't blame you for going back there!