Here is a decent airfare deal from Houston to Montego Bay, Jamaica for a cost of $362 roundtrip.  Availability is showing from September through November and will generally require a stop through Charlotte.  This is a decent deal as flights to the Caribbean can generally be priced around $500-$1000 depending on the season and time.

Jamaica is a very popular destination with tons of timeshare and hotel availability.  I personally am planning a trip to the new Hyatt Ziva Rose Hall, a five star family friendly all inclusive.  While not a timeshare, I am a big fan of Hyatt properties and this new property gets rave reviews.

Check it out and see if the dates, times and cost can work out in your favor!  Use Priceline to book since they have a 24 hour cancellation policy with no fees!

Hyatt Ka'anapali Beach Resort is Hyatt's newest timeshare property.  It is on my top five list of timeshares to visit in the next couple of year. 

Since it is Maui and since it is new, getting into this property is almost impossible.  However, upon looking, I see a few opportunities to check out this property through an internal Hyatt exchange.  You need to be a Hyatt owner and have enough Hyatt points to be able to reserve these weeks but if that is you, check them out.

FOUR NIGHT STAYS:

2BR Tue Nov 08, 2016 Sat Nov 12, 2016 4 880
3BR Tue Sep 06, 2016 Sat Sep 10, 2016 4 1180
3BR Tue Sep 13, 2016 Sat Sep 17, 2016 4 1180

SEVEN NIGHT STAYS:

3BR Sat Sep 03, 2016 Sat Sep 10, 2016 7 2950
3BR Sat Sep 10, 2016 Sat Sep 17, 2016 7  2950
2BR Sat Nov 05, 2016 Sat Nov 12, 2016 7 2200

TWO NIGHT STAYS:

2BR Tue Sep 20, 2016 Thu Sep 22, 2016 2 440
2BR Thu Sep 22, 2016 Sat Sep 24, 2016 2 440
2BR Tue Sep 27, 2016 Thu Sep 29, 2016 2 440
2BR Tue Nov 08, 2016 Thu Nov 10, 2016 2 440
2BR Thu Nov 10, 2016 Sat Nov 12, 2016 2 440
2BR Tue Nov 15, 2016 Thu Nov 17, 2016 2 440
2BR Thu Dec 01, 2016 Sat Dec 03, 2016 2 440
2BR Tue Dec 13, 2016 Thu Dec 15, 2016 2 440
2BR Tue Dec 20, 2016 Thu Dec 22, 2016 2 440
2BR Tue Feb 28, 2017 Thu Mar 02, 2017 2 440
3BR Tue Sep 06, 2016 Thu Sep 08, 2016 2 590
3BR Thu Sep 08, 2016 Sat Sep 10, 2016 2 590
3BR Tue Sep 13, 2016 Thu Sep 15, 2016 2 590
3BR Thu Sep 15, 2016 Sat Sep 17, 2016 2 590
3BR Tue Feb 07, 2017 Thu Feb 09, 2017 2 590
1BR Thu Sep 22, 2016 Sat Sep 24, 2016 2 290

This actually is a decent list of availability.  However, the vast amount of the availability is for 2 night stays.  Since all weeks at this new resort are considered Diamond weeks, the seven week stays cost 2200 points for a 2 bedroom and 2950 for a 3 bedroom.  As explained in my economic analysis post concerning Hyatt timeshares, these high value weeks generally come with a premium so most Hyatt owners would not have enough points to be able to get a full week in this resort.  2 or 4 nights stays are attainable but they do require a lot of points.  With a low level 1300 week, you generally could do better exchanging through Interval to get a full week in a 2 bedroom.

However, this is a fantastic new property located on the beautiful island of Maui.  Sometime you have to splurge so if you are a Hyatt owner and any of these reservations work for your schedule, jump on it and enjoy one of the most sought after new properties. 

Jetblue is currently offering another flash sale with sales on flights from $15 each way.  These are for specific dates and times but if these work for your schedule, you can grab some fantastic flight deals. 

Interval International is currently showing a great exchange opportunity for the Inn at the Opera in San Francisco.  Interval is showing availability in a studio unit for Sep 18 2016 - Sep 25 2016.  San Francisco is one of the most expensive cities for real estate and hotel rates are generally extremely expensive.  These particular dates do not even show availability for any online travel agencies that I checked in order to compare prices.  This timeshare property is very popular and gets rave reviews at Trip Advisor.  I can see the week prior showing availability through priceline for $277 plus taxes so a total seven night stay would cost approximately $2100.

This particular timeshare comes up every now and again but it rarely comes up during prime season such as this September week.  The weather is beautiful in September and provides a great time of the year to explore the city.  If this week can work for you, I highly encourage you to grab this soon as it will not last long like most prime exchange opportunities.

UPDATED:  Even more weeks than before have been added!

Jan 01 2017 - Jan 08 2017 0 2 2
Jan 08 2017 - Jan 15 2017 0 2 2
 Jan 15 2017 - Jan 22 2017 0 2 2
Jan 22 2017 - Jan 29 2017 0 2 2
Feb 19 2017 - Feb 26 2017 0 2 2
Feb 26 2017 - Mar 05 2017 0 2 2
Mar 05 2017 - Mar 12 2017 0 2 2
Mar 12 2017 - Mar 19 2017 0 2 2
Mar 19 2017 - Mar 26 2017 0 2 2
Mar 26 2017 - Apr 02 2017 0 2 2
 Apr 02 2017 - Apr 09 2017 0 2 2
Apr 09 2017 - Apr 16 2017 0 2 2
 Apr 16 2017 - Apr 23 2017 0 2 2
 Apr 23 2017 - Apr 30 2017 0 2 2

This weeks can offer a tremendous amount of value as San Francisco is a very expensive city.  Grab them while they are available!