Calendar not syncing in OS X 10.9 Mavericks

There seems to be an issue with syncing Google Calendar in OS X Mavericks. This is a completely clean install of the OS. I add my google account via the "Accounts" setting in System Preferences. I am using 2-step auth so I generate a password for this. All the other google services (mail, contacts, notes, messages) immediately get checkmarks and sync. But the calendars just spins for a few minutes and then displays a dialogue saying it could not establish a secure connection. I click continue. It just spins for a few more minutes and displays the same message. Help would be appreciated. I have had the same problem on iOS but I just tinkered with flipping it on and off and it eventual worked but it seems to be an issue either with my google account or osx/ios.

I have the same issue with my Google Apps for Business Account. I could previously do a work-around when Mavericks first came out by setting up a seperate CalDev, but that nolonger works with the latest update of mavericks. My Calendar is now useless on my MacBook Pro, though works fine with calDev on iPhone and iPad and PC.

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Issue with Calendar not syncing with iPhone 3g

Issue with Calendar not syncing with iPhone 3g.
Solution
Create backup of your entire mailbox before starting (THIS IS IMPORTANT)
Create offline folder (.pst file) Check windows help on how to do this for your version.
Open folders view on Outlook
Right click on Calendar in tree view and 'copy to' offline .pst folder
Go back to main calendar view and delete all entries in your calendar.
Create simple cal entry and sync test with iphone
If this works then start dragging cal entries back from the offline folder into the main calendar then sync after each step....
I moved events in this order
-Yearly recurrences (ie Birthdays)
- Monthly recurrences
- weekly recurrences
- Daily recurrences
All appointments from the beginning of this year >> to the end of time!
If all these sync then the issue is with an older cal item and you have to decide if you actually need these in you current calendar.
I chose to leave these in the offline cal and if i need access them from there.
If at any point the sync fails then you know you have a corrupt cal entry in the block you just transferred. Move the offending items back into the offline folder and try again in smaller chunks until you identify the offending items and delete them and manually recreate them in your real calendar.
Also smart to run the inbox (.pst /.ost ) repair tools for your OS/Outlook version.
Fixed so far
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XP Pro /Outlook 2003

I just updated the firmware to iPhone 2.0.1 and the syncing works great both ways.

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I have always wanted an ipad now beginning to wonder why...

Turns out once I shut down the iPad and turned it back on my issues were resolved.
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IPhone calendar not syncing

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I had the same problem too with certain calendars not syncing. I deleted my MobileMe account from my iPhone and then added it back again. All my data including the calendars that were not syncing repopulated my iPhone in just a few minutes. Everything seems to be working fine now.

Why will my icloud calendar not sync between my iphone and calendar on Outlook PC?

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Icloud calendar not syncing

I've added appointments to my calendar on iMac and it doesn't sync on iPhone and iPad. Same with the address book. I will change info on one of my devices and it doesn't change on the others. I checked in System Preferences under iCloud, both calendar and address book are selected. Same with devices.
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Contacts not syncing.
First check that all your settings are correct, that contact syncing is checked on all devices (system preferences > iCloud on a mac and settings > iCloud on a iPhone, iPad or iPod).
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If you are sure that everything is set up correctly and your contacts are in the iCloud group, you might try unchecking contact syncing in the iCloud settings, restarting your device and then re-enabling contact syncing.
Calendars not syncing.
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ICloud Address Book Duplication and Calendar Not Syncing

Hi guys,
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Solved it myself. What I did:
1) I have four Lion OS and two iOS devices.
2) I kept one computer with the complete address book I wanted to start with but disconnecting it from iCloud's Contact sync via Apple Menu > System Preferences > iCloud uncheck Contact Sync
3) Logged into iCloud.com and deleted all the contacts and groups manually ( many keyboard shortcuts worked )
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Events created on my iPhone don't show on my Mac
Events edited on my iPhone don't change on my Mac
Events that I created in iCal on my Mac, for test-purposes, and then deleted immediately, show up on the iPhone when syncing.
Syncing through iTunes (not MobileMe).
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Hi, my name is Lucas, i'm an Apple Certified Technitian.
Last couple of weeks i've installed OSX Lion in a few Macs.
But one of them drove me crazy!
I have a Late 2007 White Macbook and i installed OSX Lion last week. I also have an iPhone 4 (Factory Unlocked) that i also updated to IOS 4.3.5 ... no problems syncing between them
Then i did the same with a 13'' Unibody MacBook Pro and an iPhone 4 (not unlocked)... no problems neither
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I left it for hours and nothing.
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1- Repair Permittions
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THE SOLUTION
I Already solved this thing out. But i still don't understand the logic of all this... anyway, what y did is this:
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HOpe it works for you!

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If you haven't already tried, save your photo stream photos to your camera roll on your phone, then delete you iCloud account and sign back in. To do this, saving your photo stream photos by opening your my photo stream album, tapping Select, tapping the photos, tap the share icon (box with upward facing arrow), then tapping Save to Camera Roll. Then go to Settings>iCloud, scroll down and tap Delete Account (which only deletes it from your phone, not from iCloud), choose Delete from My iPhone and provide your password when prompted (your data will still be in iCloud). Wait a minute or so, then sign back in (your data will download back to your phone). Then test your calendar syncing again.

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Welcome to the Apple Community.
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Calendar not syncing in OS X 10.9 Mavericks

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