5 Beautiful Caribbean Hotels Where You Can Stay 2 Weekend Nights With the Hilton Reserve Card

We devote thousands of hours of research to help you get Big Travel with Small Money. You support us by signing-up for credit cards through partner links which earn us a commission. Here’s our full Advertising Policy.

Update:   One or more card offers in this post are no longer available.  Check our Hot Deals for the latest offers.

I showed you examples of the fantastic hotels in Europe, the US, Australia & the South Pacific, and Asia, where you can get 2 weekend nights with the Citi Hilton HHonors Reserve card.

Now here are 5 beautiful hotels in the Caribbean.

And there’s a limited-time $100 statement credit for your 1st Hilton stay.  This includes the room rate and charges to your room, like hotel restaurants and spa treatments!

Here are 5 top picks in the Caribbean.  This is NOT a comprehensive or best-of list, but it might get you dreaming about a trip!

The Citi Hilton HHonors Reserve card is 1 of my favorite hotel cards because you’ll earn 2 weekend nights at nearly any Hilton.

There aren’t as many Hilton hotels in the Caribbean as other parts of the world, but there are still some great places to stay!

5 Top Hilton Hotels Series Index

• 5 Great Hotels in Europe
• 5 Top US Hotels
• 5 Amazing Hotels in Australia and the South Pacific
• 5 Spectacular Hotels in Asia
• 5 Beautiful Hotels in the Caribbean
• 5 of the Best US Beaches

What’s the Deal?

Link:   Citi Hilton HHonors Reserve Card

Link:   My Review of the Citi Hilton HHonors Reserve With $100 Statement Credit

Normally, the Citi Hilton HHonors Reserve card gets you 2 weekend nights (Friday, Saturday, or Sunday) at almost any Hilton after you spend $2,500 in the 1st 4 months of opening your account.

But for a limited time, you’ll also get a $100 statement credit when you spend $100 or more on your 1st stay at a Hilton hotel within the 1st 3 months of opening your account.  That more than makes up for the $95 annual fee!

Note:  If you’ve opened or closed a Citi Hilton HHonors Reserve card in the past 18 months, you won’t get the 2 weekend night sign-up bonus or statement credit.

Hilton hotels include Conrad, DoubleTree, Embassy Suites, Hampton Inn, Hilton, Hilton Garden Inn, Home2Suites, Homewood Suites, and Waldorf Astoria brand hotels.

Remember, the card also gives you Gold Elite status, which can save you money with free breakfast!

5 Beautiful Hilton Hotels in the Caribbean Where You Can Stay With Your Certificates

Note:  I would have added Mexico to this post, but the 2 hotels I would include can’t be booked using the 2 weekend night certificates!

The Hilton Puerto Vallarta is on the excluded hotel list (it’s all-inclusive), and the Hilton Los Cabos Beach & Golf Resort requires a 6-night minimum stay to book a standard room!

And while Emily is fond of the Dominican Republic, the Hilton hotels there aren’t extraordinary so they’re not on the list.

1.   Bahamas:  British Colonial Hilton Nassau

Link:   British Colonial Hilton Nassau

Want to go back in time?  Stay at the British Colonial Hilton Nassau for a classic experience in a historic 1920’s era hotel.  Don’t worry, it’s been renovated since!  🙂

The hotel has a private beach and was featured in 2 James Bond movies!  And Prince George Wharf (the cruise ship terminal) is nearby, for folks who want to combine a stay here with a Caribbean cruise.

The British Colonial Hilton Nassau is a Hilton category 6 hotel, and normally costs 50,000 Hilton points per night.  I checked the price of a paid room in December (their most expensive month), and it costs $279 per night.

So you’d get a value of $558 (sometimes less) from your 2 weekend night certificates.  Compare that to $2,680 at the Conrad Maldives Rangali Island!  But that could be worth it for folks who want to stay in a grand, beautiful, old hotel.

2.   Barbados:  Hilton Barbados Resort

Link:   Hilton Barbados Resort

Like the Bahamas, Barbados was once a British colony.  The Hilton Barbados Resort is located in Bridgetown, the capital city, where there are many historic sites and a 17th century British fort.

There’s lots to do around the resort, including local tours, sailing, scuba diving, and snorkeling.  Or you could just relax and get a massage on the beach with a cold glass of local specialty, Mount Gay Rum.

A Hilton category 8 hotel, the Hilton Barbados Resort usually costs 70,000 Hilton points per night.  And a paid stay here in December costs $489 per night.

By using your 2 weekend night certificates, you’ll get a stay worth $978!

3.   Puerto Rico:  Caribe Hilton

Link:   Caribe Hilton

There are several excellent Hilton hotels in Puerto Rico, and the Caribe Hilton is in a great location on the beach between Old San Juan and the more modern Condado district.

This hotel is famous!  It’s home to Caribar, where the pina colada was invented over 60 years ago!

The Caribe Hilton is a Hilton category 6 hotel, and typically costs 50,000 Hilton points per night.  A paid night in January costs $339!

So if you used your 2 weekend nights here, you’d get a value of ~$678!

4.   Puerto Rico:  El Conquistador, a Waldorf Astoria Resort

Link:   El Conquistador, a Waldorf Astoria Resort

Located ~1 hour from San Juan, the El Conquistador, a Waldorf Astoria Resort is ideal for folks who prefer a quieter vacation away from the big city.  It’s great for families, and the kids will love the waterslides.  Maybe the grown-ups too!

This hotel is unique because they have their own private island, Palomino, which is a short ride away on the resort’s catamaran.  There, you can snorkel, sail, or go horseback riding on the beach.

El Conquistador, a Waldorf Astoria Resort is a Hilton category 7 hotel.  It usually costs 60,000 points per night, and a paid night in March costs $309.

Using the 2 weekend night certificates, you’d get a stay worth $618.

5.   Puerto Rico:  El San Juan Resort & Casino, a Hilton Hotel

Link:   El San Juan Resort & Casino, a Hilton Hotel

Folks who enjoy dining, nightlife, and gambling could consider the El San Juan Resort & Casino, a Hilton Hotel on Isla Verde beach, close to San Juan airport.  You could try your luck at the casino or spend the night dancing at the resort’s nightclubs.

Foodies like me will also love this hotel.  It has 9 restaurants, including a steakhouse, Caribbean, Puerto Rican, BBQ, Italian, and Japanese cuisine.

I’ll take the great food but I’d trade in the gambling chips for a night with Emily at the Pablo Casals Festival.

El San Juan Resort & Casino, a Hilton Hotel is a Hilton category 8 hotel.  A night here in February costs 70,000 Hilton points, or $359.

If you use your 2 weekend night certificates, you’ll get a stay worth $718!

How Do You Use the Hilton Weekend Night Certificates?

You’ll earn the 2 weekend night certificates after you spend $2,500 in the 1st 4 months of opening your Citi Hilton HHonors Reserve account.

Hilton will email your certificates within 6 to 8 weeks of meeting the minimum spending requirement.  But to book a room, you have to call Hilton at 800-446-6677.

There are a few other details to keep in mind:

• The certificates are valid for 12 months from the date they’re issued
• They can only be used for Friday, Saturday, or Sunday night stays
• Only the primary cardholder can use the certificates
• The room rate and taxes are included, but gratuities, incidental charges, and resort fees are NOT (although some folks report certain hotels will waive the resort fee!)
• You can only book a standard room (not a premium room or suite) with these certificates

If you accidentally delete the email (or don’t receive it), don’t worry – the certificates should still show up in your Hilton account when you call them!

Note:   With the limited-time promotion for the $100 statement credit, you must spend at least $100 on your 1st Hilton stay within 3 months of opening your account.

Bottom Line

There aren’t as many Hilton hotels in the Caribbean as there are in other regions.  But you’ll still find great spots to spend your 2 weekend night certificates from the Citi Hilton HHonors Reserve card, especially in Puerto Rico.

While you might not get as high a dollar value on your hotel stay compared to spending the 2 weekend nights in Europe or Asia, you could still have a wonderful time at a beautiful resort!

Do you have a favorite Hilton hotel in the Caribbean?