Hello Dear Readers!
I’ve made so much fuss over the last year about the Maldives, and previously when I wrote about going, I detailed how I would spend points for nights at the Park Hyatt Maldives. Well, like I told you before, I ended up trading in those nights for a 4 day stay at the Conrad, simply because it was easier (and I wanted to go to their underwater restaurant.)
So how did I do it?
Well, the Conrad Maldives is the absolute highest category hotel that they’ve got, clocking in at an astonishing 95,000 points/ night. For reference, their cheapest hotels (Category 1) go for a mere 10,000 points/ night.
I spent all year saving up for this, using sign up bonuses from the Hilton Honors Ascend card (which offers 100k points after 3k spend in 6 months) and the now defunct Citi Hilton Reserve card, which offered two free weekend nights at any hotel after 3k spend in the first three months.
I also saved up all the points I’d ever earned from doing my Diamond status challenge and made sure most of my stays during the last year were at Hiltons. This wasn’t just to earn points (though the earning ratio is vastly improved when you have status), but also because being a Diamond member means I get better perks here than at any other chain.
If you’re looking to acquire Hilton points, you can get the card I mentioned above as well as the Hilton Honors Aspire card, which earns you 100k points after 4k in spend in the first three months. (It also gives you Diamond status simply by owning it). There’s also the no annual fee Hilton Honors card, which gives you 50k bonus points after 1k in spend in the first three months.
Obtaining these three cards will net you a minimum of 250,000 points before spend (which will easily drive it up another 10-15k)- nearly enough for three nights at the Conrad Maldives. If you can get yourself up to 380,000 points (very doable in a year, as the Hilton cards earn rewards very quickly), you’ll have enough points for 4 nights. The Hilton Honors program gives the 5th night free on all hotel stays, so you’ll be able to stay for 5 nights for the cost of 4!
So, yes, it’s expensive. But you’re also redeeming your points at a hotel that regularly goes for over $2,000 a night, so you’re making it well worth your while.
The reward room you get is the beach villa, which is nice enough on its own. But a mere month before my arrival, Hilton accidentally made overwater villas (normally a $150-$300/ night upgrade) available for redemption for only 95,000 points a night- the same rate as a beach villa!
Unfortunately, I was past my cancellation window, so thought I had lost the opportunity to snag this. However, I still gave the Diamond desk a call and to my extreme surprise, they pulled some strings, replacing my 4 night stay in a beach villa with 4 nights in an overwater villa at no extra cost! I was more than a little pleased, and have continuously gloated since.

Anyway, if you’re looking to stay, those three cards are the easiest way to earn large quantities of points, and once you’ve accumulated enough, it’s worth your while to aim for 4 nights and get 5. If you’re averse to too many cards, American Express transfers points to Hilton at a 2:1 ratio, so you’ll need a mere 190,000 American Express points for your 5 nights at the Maldives.
Up next, more fun and less points. See you soon!
– Carissa “Smug AF” Rawson