*Editorial Note: The content of this article is based on the author’s opinions and recommendations alone. It may not have been reviewed, approved or otherwise endorsed by the credit card issuer. This site may be compensated through a credit card issuer partnership.
This article was last updated Apr 03, 2019. Terms and conditions may have changed. For the most accurate information, please consult the issuer website.
Thanks to Hilton having 26 brand hotels in the Caribbean, you have a multitude of choices when it comes time to using your Hilton Honors points for a Caribbean vacation. Hilton Honors doesn’t have a reward redemption chart, so the points required to redeem standard room rewards varies by hotel, room, booking and stay date.
We explored all 26 hotels and chose our favorite Hilton redemptions in the Caribbean, based on overall value and style, for families, luxury and beaches, and for the fewest points. We checked reward rooms available on July 8-11, 2019, unless otherwise noted. We also checked the cash value of the room so you can decide which option is best at booking time.
Best for Luxury
Waldorf Astoria® properties and other high-end Hilton Properties were considered in the Luxury category.
Five minutes from Luis Muñoz Marin International Airport, this renovated resort hotel sits on two miles of Isla Verde Beach. Known for its 300-year old banyan tree, the resort is minutes from Old San Juan, as well as historical forts and castles like Castillo San Felipe del Morro and Castillo de San Cristobal. Tour and sample rum at the Bacardi Distillery, hike through El Yunque National Forest or explore limestone caves and waterways at Camuy River Cave Park. A standard room with two queen beds will run you 70,000 points or $319 a night.
Technically, this hotel isn’t in the luxury category, but we included it because of its access to white-sand beaches, its resort amenities and a strong 4.5 Trip Advisor review. Sign up for a diving or snorkeling tour, visit the Butterfly Farm, hike Hooiberg (also known as Mount Haystack), play a round of golf at the Tierra del Sol Golf & Country Club with its ocean views or shop and dine in downtown Oranjestad, the island’s capital. A partial ocean view king room can be yours for 76,000 points or $329 a night.
Best for Budget
Hotels available for 20,000 points a night or less were considered for this category, but no options were available. The lowest budget hotel available — the Embassy Suites in Santo Domingo, Dominican Republic — came in at 30,000 a night for the rest of 2019.
If you want to stay in a budget hotel in the Caribbean, that means either not staying in the best location or compromising your comfort. This all-suite property can be had for relatively good points, but know that it’s located in the middle of the city, away from the beach. If you don’t mind that, it’s a good option, especially since it has a rooftop infinity pool with views of the city.
If you want to relax on the Dominican Republic’s best beaches, it’s going to be a 50-minute drive from the hotel. But the hotel is located in the high-end, Silver Sun Gallery commercial complex, with easy access to downtown Santo Domingo, along with popular attractions such as the Colonial City, the Columbus Alcazar, Los Tres Ojos Park and the Amber Museum. A king bedroom suite with a sofabed runs 30,000 points or $276 a night.
Best for Families
If you’re bringing the kids with you or are transferring your Hilton Honor points to friends with kids, you’ll want to make sure there’s plenty for them to do, plus have your own adult time. And it’s a bonus if the resort has planned activities and special deals for children 18 years old and under.
Located on two white sand beaches, this hotel’s kid-friendly policies make it perfect for vacationing families. Children 18 and under stay free in a room with adults, and those 5 and under get free meals and those between 6 and 12 receive half off when adult meals are purchased. The Kidz Paradise Club keeps the kids entertained all day with activities including treasure hunts, pool and beach games, access to video gaming systems, story time, movies and masquerade parties. Families also have free access to snorkeling gear, kayaks and boogie boards to explore the waters around the resort.
Away from the hotel are local attractions such as the Barbados Museum, the Morgan Lewis Sugar Mill and the Ayshford Bird Park reserve. Take a turn swimming with turtles or visit Harrison’s Cave, the most popular attraction in Barbados. You’ll spend 55,000 points or $184 a night for a room with two double beds and a balcony.
Best for Beaches
The main motivation for a trip to the Caribbean is to enjoy the beaches and the turquoise blue waters. Having access to a pool is a bonus. The Hilton Curacao is one of the best Hilton properties in the Caribbean if you want to spend a lot of time at both.
Curacao is known for its great scuba diving and snorkeling, making this hotel, with its on-site dive center, a great place to indulge. Know that the hotel’s beach area is a bit on the smaller side, so if laying on the beach is your primary goal, be prepared to wake up early to claim your spot, especially if you’re traveling during high season. Local attractions include shopping at the Curaçao Floating Market, touring the Landhuis Chobolobo Estate, which produces the world-renowned orange-flavored Curaçao liqueur, or taking a 90-minute boat ride for a day trip to Little Curaçao’s pearl white beach.
Because there was no room availability in July, an island view king room booked from May 28 to May 31, 2019, costs 40,000 points or $168 a night.
The bottom line
The Hilton brand has 26 hotels in the Caribbean, so the above hotels are just a start. It’s always worth spending time to research other hotels to check both point values and cash room prices on your specific travel dates.
The region’s high season runs from mid-December to mid-April, when travelers from the U.S. and Canada flock to escape cold winters. That means you may either have to pony up more points for a room in paradise during that time or widen the date ranges for your visit. You may be able to grab some bargains in the summer, but note that summer is the start of the Caribbean hurricane season, which officially ends Nov. 30.
Check out our post, Which Hilton Honors Credit Card is Best for You?