Full Disclosure: We have partnered with UpgradedPoints.com to make recommendations on our favorite credit cards, including travel rewards credit cards. See our full Advertiser Disclosure here.

There’s a reason why the Caribbean is known for being the ultimate vacation spot – it has crystal blue waters teeming with marine life, beautiful warm weather, and fantastic beaches.

If you plan on visiting any of the islands here, it’s good to know when to go. Generally, there are two travel seasons – the peak season starts from mid-December until April, while the low season begins in May until mid-December.

But regardless of the season, there’s always a resort you can visit. Even better, these stunning resort hotels are available to book with points!

Here’s a compilation of some of the best properties in the Caribbean to help you get started in planning your tropical escape. 

Learn more about our points consulting services!

The 15 Best Resorts in the Caribbean You Can Book Using Points

The Caribbean is popular, particularly among U.S. travelers, which is why many major hotel brand names have locations in this area. Luckily, you can use Amex or Chase points for both flights and hotel stays in the Caribbean! 

The Caribbean offers a breath of fresh air if you’re not thrilled with the idea of taking a domestic trip, whether it’s a desert retreat in Arizona, a Californian ultra-luxury resort, a ski getaway, or a Floridian beach vacation.

In this next section, we’ll show you the best resorts in the Caribbean you can book using points. 

At the end of the guide, we’ll also show you the best all-inclusive resorts in the Caribbean you can book using points! 

1. The St. Regis Bahia Beach Resort, Puerto Rico

St. Regis Bahia Beach Resort in Puerto Rico

What was formerly a coconut plantation has been transformed into one of the most prestigious luxury resorts in all of Puerto Rico!

The St. Regis Bahia Beach Resort features beautiful 100-foot palm trees all around, giving guests a true taste of tropical paradise.

It’s located 35 minutes away from the Luis Munoz Marin International Airport with nearby attractions less than an hour away. For instance, forest lovers can explore the El Yunque National Forest since it’s just a 20-minute drive. However, if you feel like exploring downtown Rio Grande, it’s only 10-minutes away from the property.

St. Regis Bahia Beach Resort contains 139 rooms. They range from regular rooms to suites and are divided into those with garden views or ocean views. All of the rooms though feature a luxurious layout with plenty of elegant touches.

Basic rooms include 2 queen beds or 1 king, blackout curtains, and Egyptian cotton linen with pillow-top cover. Each one has a balcony that opens to a garden view or an ocean view. There’s also a minibar, coffeemaker, nightly turndown service, and a large bathroom with a spa bath and twin vanity.

There’s a separate toilet room and even built-in TVs in the mirror too. Remède toiletries are provided, as is the case with almost all St. Regis properties. Other amenities in the room include a seating area, desk, lamp, and flatscreen TV.

Property amenities are also plentiful. Guests can enjoy free Wi-Fi, valet parking, limo or town car service, 3 restaurants, 3 bars, 24-hour gym, 18-hole golf course, spa, 4 tennis courts, steam room, 24-hour room service, and an outdoor pool. There’s also a hair salon, dry cleaning, tennis and golf lessons, luggage storage, and tour assistance.

You can book The St. Regis Bahia Beach Resort starting with 90,000 up to 120,000 Marriott Bonvoy points per night. 

Cash rates start at $1,000 up to $3,159 per night with an average of $1,500.

Make a reservation

2. Park Hyatt St. Kitts Christophe Harbour

Park Hyatt in St. Kitts

Park Hyatt St. Kitts Christophe Harbour. Image Credit: Park Hyatt

Equipped with 126 rooms and suites, the Park Hyatt St. Kitts Christophe Harbor promises to give guests a wonderful and relaxing time. It’s carefully situated at the bayfront which offers a stunning view of the blue Caribbean waters from the property.

It’s just 25-minutes away from the nearest airport. There’s also Banana Bay and Cockleshell Bay Beach, along with various bars and restaurants to explore near the resort. And just 5-minutes away via speedboat is Nevis.

All rooms come with a patio or balcony, Nespresso machine, fridge, stylish bathroom with standalone bath, brightly-colored furniture, king or queen beds, hairdryer, minibar, premium bedding, flatscreen TV, champagne service, in-room safe, and turndown service.

For hotel amenities, there’s free Wi-Fi in the rooms and public areas, free valet and self-parking, wheelchair accessibility, 24-hour airport shuttle, 3 restaurants, 3 bars, 24-hour room service, a health club, 2 swimming pools, designer stores, beach yoga, spa, sauna, steam room, children’s swimming pool, playground, free child care services, hair salon, business center as well as concierge services.

Falling under World of Hyatt’s Category 7 umbrella, this hotel can be booked for 25,000 Hyatt points per off-peak night, 30,000 Hyatt points per standard night, and 35,000 Hyatt points per peak night.

Rates at the property start at $776 up to $2,140 per night, an average of $1,250. 

Make a reservation

Nugget of Advice:

Students in our 16-week travel hacking bootcamp, The Points University, learn all the ins and outs of using points to book luxury travel for free!

3. Sailrock Resort (Turks and Caicos)

Sailrock Resort in Turks and Caicos

Sailrock Resort. Image Credit: Sailrock Resort

Relatively new, the Sailrock Resort first opened in 2017 but it’s already a favorite for most travelers to Turks and Caicos.

Getting to the resort is easy. Just hop on a flight from Providenciales International Airport (there are 90 flights each week!) and within minutes you should be basking on the beaches of this gorgeous hotel. If you don’t feel like flying, there’s a ferry service for South Caicos that will also lead into the resort. The ferry takes about 90 minutes and is a great way to experience a grand arrival at the resort.

Like some of the best resorts in Florida, the Sailrock Resort comes with beachfront villas and rooms with fantastic ocean views. The most basic room is the Patio Suite. It includes a king bed, air-conditioning, blackout drapes, Egyptian cotton linens, pillow-top cover, flatscreen TV, iPod dock, coffee maker, cookware, microwave, fridge, stylish bathroom with soaking tub, slippers, towels, hairdryer, in-room safe, and turndown service.

For amenities, the hotel has plenty. There’s free Wi-Fi, free self-parking, wheelchair accessibility, 2 restaurants, 2 lounges/bars, 24-hour gym, outdoor pool, scooter rental, spa services, bike rental, library, grocery, convenience store, concierge services, laundry facilities, turndown service, luggage storage, and ticket/tour assistance around the area.

Sailrock Resort is a participating Small Luxury Hotels of the World property in the Category 8 bucket, which means you can use 35,000 Hyatt points up to 45,000 points per night depending on the season. 

The standard room is the Patio Suite, and it costs $865 up to $2,130 per night with an average of $1,250. 

Make a reservation

Nugget of Advice:

A points consultant will help you plan your points trip from beginning to end, including first class flights and luxury hotels!

3. The Ritz-Carlton, Grand Cayman

The Ritz-Carlton in Grand Cayman

The Ritz-Carlton, Grand Cayman. Image Credit: The Ritz-Carlton, Grand Cayman

Considered the most luxurious resort in Grand Cayman, the Ritz-Carlton has made a name for itself as being “the” resort if you want elegance and sophistication during your vacation, especially if you’re relaxing on a beach in Florida

The sprawling resort occupies either side of West Bay Road, a large tourist road. One side of the resort faces the stunning Seven Mile Beach, making this an easy choice if you want a beachfront property. The resort is also just walking distance to a host of restaurants, shops, and local bars.

True to the Ritz-Carlton style, the rooms here are elegant. There’s a palette of sky blue with lime green color accents and touches of silver. The most basic room contains a king bed, premium hypo-allergenic bedding, blackout curtains, minibar, desk, lamps, private bathroom, separate shower and tub, slippers, robes, towels, hairdryer, flatscreen TV, and a balcony.

Hotel amenities include free Wi-Fi, limo or town car service, 5 restaurants, 2 lounges/bars, 6 outdoor tennis courts, a 9-hole golf course, gym, children’s swimming pool, playground, spa, sauna, 2 swimming pools, steam room, yoga classes, 24-hour front desk, luggage storage, laundry services, gift shop, and concierge services.

The Ritz-Carlton, Grand Cayman is a Marriott Bonvoy hotel that’s bookable starting with 96,000 to 120,000 points per night for a standard room. 

Prices for a stay at the Ritz are steep. Cash rates start at $773 up to $2,416 per night, average of $1,200. 

Make a reservation

Nugget of Advice:

Looking to book a stay with cash? Did you know that select AuPACS customers will enjoy incredible benefits on bookings made with cash at no additional cost, including free breakfast, suite upgrades, and more?

4. The St. Regis Bermuda Resort

The St. Regis Bermuda

The St. Regis Bermuda. Image Credit: The St. Regis Bermuda

If you’re ready to swap your ski resort adventure this year and go somewhere sunny instead, why not visit St. Regis Bermuda Resort? It’s located near key attractions like the Fort St. Catherine and Museum which is a 3-minute walk away.

If you want to get to the beach, it’s also a 3-minute walk away. Once there, make sure to visit Tobacco Bay or Achilles Bay Beach. When flying in and out of the resort, you can use the L.F. Wade International Airport (BDA), the nearest one to the resort at only a 15-minute drive.

St. Regis comes with 120 rooms divided into regular rooms and suites. The basic deluxe room measures 650 sq. feet. There’s a king bed or 2 queen beds, depending on what you need. Premium beddings and bedsheets, air conditioning, mini-fridge, flatscreen TV, desk, seating area, stylish bathroom, tub and shower, hairdryer, and free Wi-Fi.

For resort amenities, expect to have free Wi-Fi, free valet and self-parking, a daily breakfast buffet, 1 bar, 2 restaurants, and 24-hour room service. There are also 2 outdoor pools, a 24-hour front desk, dry cleaning, pool cabanas for a fee, sun loungers, umbrellas, a spa, a fitness center, and wheelchair accessibility.

The St. Regis Bermuda lets you book a free night using 70,000 to 120,000 Marriott Bonvoy points per night. 

Rooms at the resort cost $654 up to $1,163 per night, an average of $854.

Make a reservation

5. The Ritz-Carlton, St. Thomas (U.S. Virgin Islands)

The Ritz-Carlton St. Thomas in U.S. Virgin Islands

The Ritz-Carlton, St. Thomas. Image Credit: The Ritz-Carlton, St. Thomas

Considered the glitziest resort in St. Thomas, the Ritz-Carlton here is fancy. From its large Grecian columns, stunning marble floors, and giant French doors, it screams opulence and luxury from the moment you see it.

While there’s not much to see when you walk around, renting a car and going for a 5-minute drive will take you to Red Hook town, where there are restaurants and shops.

Even better, the resort is located directly in a protected marine life sanctuary. This means you get plenty of chances to dive and spot unique marine life.

The rooms at the property are large and modern. It’s a lot like most Ritz resorts in terms of interior design. The standard room comes with a king bed and a sofa bed. It’s fitted with Frette linen, together with down pillows. Each one comes with a spacious bathroom with a twin sink vanity, a deep shower/tub combination, Bvlgari toiletries, and a large balcony. There’s also a stocked minibar, flatscreen TV, and coffeemaker.

For amenities, you can enjoy a large infinity pool with a stunning view, full-service spa, fitness center, yoga and Pilates classes, steam room, free Wi-Fi, free self-parking and valet parking, 2 outdoor swimming pools, 1 restaurant, 1 bar, a children’s swimming pool, 24-hour front desk, laundry services, and concierge services.

This luxurious St. Thomas resort is bookable using 92,000 to 120,000 Marriott Bonvoy points per night. 

Rooms here cost $923 per night up to $3,126 per night with an average of $2,100. 

Make a reservation

6. Zemi Beach House, LXR Hotels & Resorts (Anguilla)

Zemi Beach House in Anguilla

Zemi Beach House, LXR Hotels & Resorts. Image Credit: Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House sits right next door to a beautiful national park in Shoal Bay East.

Within 10-minutes from the resort, you’ll find restaurants serving delicious Caribbean fare. A 15-minute drive takes you to the nearest supermarket and pharmacy, as well as an ATM, in case you need to grab some cash.

For attractions to explore, there are islands near the resort, like Scilly Cay, Sandy Island, and Prickly Pear Island. If you want to visit St. Maarten, you need to head to Blowing Point, where the ferry is located. It’s a 20-minute drive away.

Rooms at the Zemi Beach House are bright and modern. You can book regular private guest rooms or go extravagant with a villa. The latter is perfect for when you want a lot of space and privacy.

The basic rooms are fitted with a full kitchen or kitchenette, microwave, minibar, and coffee maker. Beds are either 2 queen beds or a king-sized bed.

All rooms also include a flatscreen TV, comfy couch, private balcony, and air-conditioning unit. Bathrooms are stylish sporting travertine tiled floors and wooden sinks. There’s a bathtub, rain shower head, a large mirror, and a hairdryer. To keep your items organized and safe, there’s a large cedar closet with an in-room safe.

With a resort this size, you’re never lacking amenities. Guests get to enjoy free parking, airport shuttle, free Wi-Fi, 2 restaurants, 2 bars, 24-hour room service, coffee and tea in common spaces, health club, full-service spa, 2 swimming pools, tennis court, yoga classes, bike rentals, supervised childcare for a fee, 24-hour front desk, concierge services, laundry services, daily housekeeping, luggage storage, and tour assistance.

Zemi Beach House is a Hilton Honors property as part of its broader LXR Hotels & Resorts brand, and standard room rewards start at 30,000 up to 95,000 points per night. 

Rooms at the Zemi Beach House start with a cash rate of $1,000 up to $2,494 per night with an average of $1,400. 

Make a reservation

7. Belle Mont Farm (St. Kitts and Nevis)

Belle Mont Farm

Belle Mont Farm. Image Credit: Belle Mont Farm

Belle Mont Farm is the highlight of Kittitian Hill – a former sugar plantation in the northwest area of St. Kitts. Over the years, it has become the home of various villas, residences as well as exciting resorts like the Belle Mont Farm.

As guests arrive, they’re transported to the resort in golf carts. Near the resort is Dieppe Bay Beach. The Brimstone Hill Fortress National Park is also nearby only 5.4 miles away.

The entire resort echoes an Asian-inspired feel but with a modern Caribbean touch. Everything is spacious with hints of blue to reflect the dazzling blue of the ocean. All of the cottages at the resort come with roof shingles which add a cozy feel to the cottages.

You’ll find 33 rooms at Belle Mont Farm and an additional 7 villas. All the rooms come with 2-4 bedrooms including a full kitchen. There’s a private plunge pool in most cottages.

The room also comes with air-conditioning, a ceiling fan, a coffeemaker, iron, premium bedding, a bathroom with a soaking tub, rainfall showers, classy toiletries, and a hairdryer. There’s also an iPod/MP3 docking station and an in-room safe.

Guests can enjoy the following amenities like a large gym, personalized spa treatment, 2 tennis courts, a restaurant, a bar, a 9-hole golf course, a swimming pool, parking, laundry services, free Wi-Fi, and room service.

Belle Mont Farm is a Preferred Hotels & Resorts property, and it’s bookable for 55,000 Choice Privileges points per night!

For rates, in the average season, rooms at the Belle Mont Farm cost $700. During low season, the cash price for the cheapest room is $630 while peak months mean you pay $1,160 for the same room.

Make a reservation

8. Hilton Aruba Caribbean Resort & Casino

Hilton Aruba Caribbean Resort & Casino in Aruba

Hilton Aruba Caribbean Resort & Casino. Image Credit: Hilton Aruba Caribbean Resort & Casino

After extensive renovations in 2016, this former Radisson property was acquired by Hilton and it now serves as a premier resort in Aruba.

The Hilton Aruba Caribbean Resort & Casino is in Noord and located right on Palm Beach. At the beach side of the resort, there’s a path leading to De Palm Pier, where guests can have drinks and hop on a speedboat. On the street side of the property are gorgeous restaurants within walking distance.

At 4-minutes away, there’s Arawak Gardens and if you feel like shopping, there’s a shopping mall too. Other attractions to explore include the Bubali Bird Sanctuary which is a 6-minute drive. For a game of golf, the Divi Village Golf Course is only 10-minutes via car.

There are 357 rooms, spread out in three low-rise towers called the Aruba, Curacao, and Bonaire. All the rooms have an ocean, garden, or pool view balcony. There’s also an option to go for 2 queen beds or 1 king. Rooms feature a fresh carpet, luxurious bedding, leather padded headboards, Nespresso machine, air-conditioning, chair and lamp, lush toiletries, and a spacious bathroom with a soaking tub.

Because it’s such a big property, there are plenty of amenities here. There’s access to a private beach with free palapas for resort guests — just book these the day before. There are 2 swimming pools, a spa, gym, 2 restaurants, 2 bars, and a coffee shop. There’s also a bird garden, a casino, free Wi-Fi, free self-parking, and a kids club.

This terrific resort can be booked for 80,000 Hilton Honors points per night.

While it’s not the cheapest resort in Aruba, it is a great property to consider. The room rates start at $487 to $1,185 per night. Average of $820. 

Make a reservation

9. Marigot Bay Resort & Marina (St. Lucia)

Marigot Bay Resort & Marina in St. Lucia

Marigot Bay Resort & Marina. Image Credit: Marigot Bay Resort & Marina

Marigot Bay Resort & Marina is located in Marigot Bay. The bay is known as a “hurricane hole,” since the mountains provide plenty of shelter for large yachts.

While this area of St. Lucia isn’t as developed as those found on the north coast, it’s the perfect escape for those who want a bit more privacy from the hubbub of the tourist spots.

There are conveniences available at the Marina Village, from boutiques, banks, supermarkets, bakeries, galleries, and more. There’s also a free water taxi at the resort so if you ever need to head to the shared beach, just go here.

Marigot Bay Resort is built deep into the hillside, right by the water’s edge. There are 124 modern rooms and suites on the property with each one designed as luxury apartments instead of simple rooms. Each standard guest room includes an air conditioner, coffeemaker, kettle, premium bedding, large bathrooms with shower, bidet, slippers, towels, flatscreen TV, desk, electric adaptors, chargers, and turndown service.

For hotel amenities, you’ll find free Internet, onsite parking options with 24-hour free airport shuttles, free beach shuttles, 4 restaurants, 4 bars and lounges, free self-serve breakfast buffet, sauna, steam rooms, 24-hour front desk, hair salon, luggage storage, daily housekeeping, and various concierge services.

You can redeem 45,000 Choice Privileges points per night to stay at this partner resort under Preferred Hotels & Resorts!

The cash price for the standard room during the average months is $650. Meanwhile, low season months will see you shelling out $550 for the basic rooms while in the peak season, the room prices are $940.

Make a reservation

10. The Ritz-Carlton, Aruba

The Ritz-Carlton in Aruba

The Ritz-Carlton, Aruba. Image Credit: The Ritz-Carlton, Aruba

Right by the north end of Palm Beach sits the beautiful Ritz-Carlton. It’s surrounded by clear blue waters that make the perfect spot for snorkeling and swimming. There’s also a good amount of wind in the area, making it ideal for kite surfing.

The resort is close to Palm Beach Plaza Mall, just a 3-minute drive away. And to get to the nearest airport, the Queen Beatrix International Airport, you only need to drive 20-minutes. You can rent a car, walk or go for a bike rental to explore the areas surrounding the resort.

Most of the rooms at the Ritz come with traditional decor. They feature bold colors with modern furniture and come with beachside accents to echo the location. The most basic room on the property is 550 square feet and comes with a balcony. It also has a flatscreen TV, air conditioning, blackout drapes, premium Frette linen, a sofa bed, free Wi-Fi, minibar, desk, private bathroom with shower or tub, robes, towels, slippers, and turndown service.

Amenities at the resort include the standard free Wi-Fi in both the rooms and public spaces. There’s free self-parking while valet parking is available for a fee. The hotel has 4 restaurants, 3 lounges and bars, an 18-hole golf course, 2 swimming pools, a children’s pool, a gym, spa, yoga classes, 24-hour room service, laundry and dry cleaning service, tour assistance, turndown service, and 24-hour front desk.

The Ritz-Carlton, Aruba is a great hotel that you can use 88,000 to 106,000 Marriott Bonvoy points per night. 

The rooms at the Ritz are quite pricey, especially in the peak season, so expect to pay cash for rooms between $770 to $2,974 per night. Average of $1,172. 

Make a reservation

11. The Trident Hotel (Jamaica)

The Trident Hotel in Jamaica

The Trident Hotel. Image Credit: The Trident Hotel

Found on Jamaica’s northeastern coast, The Trident Hotel is a splashy new resort just outside of Port Antonio.

Although it’s rare for tourists to wander to Port Antonio, this resort could be the reason why it’s worth making your way around here. Port Antonio is one of Jamaica’s most beautiful spots and its landmark, Trident Castle is a 5-minute walk away from the resort.

The resort boasts stunning white sands and miles of beaches including San San Beach, Winifred Beach, the Frenchman’s Cove, and the stunning Blue Lagoon. But if you feel like going on a rafting adventure in the Rio Grande, that can also be arranged with the resort.

As one of the most intimate hotels in our guide, there are only 13 oceanfront villas at the Trident. However, each one is as glamorous as the other. The villas have a private terrace, lounge chairs, an outdoor tub, and an infinity pool. Inside, the entire space comes with an off-white interior and local furniture. You’ll find a flatscreen TV, walk-in wardrobe, bathroom, double vanity, rain showerhead, air-conditioning, and a living room space.

Amenities at the resort include a bar, gorgeous beach access, a fitness center, laundry services, a parking area, a restaurant on-site, room service, free Wi-Fi, a spa, and room service.

A Small Luxury Hotels of the World property partnered with World of Hyatt, which means you can book the hotel starting with 25,000 points per night. 

Room rates here start at $459 up to $1,380 per night with an average of $785. 

Make a reservation

12. Hyatt Regency Aruba Resort Spa and Casino

Hyatt Regency Aruba Resort Spa and Casino in Aruba

Hyatt Regency Aruba Resort Spa and Casino. Image Credit: Hyatt Regency Aruba Resort Spa and Casino

The Hyatt Regency Aruba Resort Spa & Casino sits by Palm Beach, an area where most of the larger resorts in Aruba are located.

Next door are various hotels and restaurants so you’ll never run out of places to explore. Just 5-minutes of walking gets you to the Paseo Herencia Mall as well as the Arawak Gardens & Shopping Mall. At the back of the hotel, you get access to Palm Beach. It’s often crowded with tourists, but nothing short of stunning. There are also nearby beaches to explore like Hadicurari Beach, Arashi Beach, and Eagle Beach.

Meanwhile, rooms at the Hyatt are spotless and spacious. The standard room comes with either a king or 2 queen beds. Each one is decked with hypo-allergenic bedding including pillow top covers and even a pillow menu. There’s Wi-Fi, a coffee maker, a private bathroom with tub or shower, high-end toiletries, a hairdryer, towel, flatscreen TV, iPod dock, and turndown service.

Hyatt offers great amenities to their guests including free Wi-Fi on both private and public spaces, free self-parking, 2 restaurants, a coffee shop, 2 beach bars, 5 bars, 1 poolside bar, and 1 swim-up bar. There’s also a 24-hour gym, a golf course, 2 outdoor tennis courts, a game room, a 24-hour front desk, a hair salon, laundry services, turndown services, luggage storage, daily housekeeping, and concierge services.

A reasonably-priced World of Hyatt Category 6 resort, this property can be booked starting with 21,000 Hyatt points per night. 

The rooms at the Hyatt go for $514 per night up to $1,389 per night with an average of $945. 

Make a reservation

13. Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve in Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico. Image Credit: Hyatt Regency Grand Reserve Puerto Rico

Just 35 minutes from Old San Juan, the Hyatt Regency Grand Reserve is one resort that lets you feel the beauty of Puerto Rico in a relaxed and remote space. Because of its secluded location, it’s ideal to rent a car while here since a lot of the areas require a short drive.

For instance, within a 20-minute drive, you can get to Berwind Country Club. It’s also about 30 to 45-minutes to Old San Juan and Fajardo, where all the ferries are located. If you want to head to the famous El Yunque National Forest, it’s about an hour’s drive away.

The resort has two 20-story bungalows, along with 5 garden villas with an ocean view, as well as a presidential villa. The basic deluxe rooms offer a king bed with a double sofa bed for additional guests or a child. Beds come with pillow-top covers, premium bedding, blackout curtains, bedsheets, fridge, coffee and tea maker, stylish bathroom, toiletries, hairdryer, soap, shower, towels, flatscreen TV, and a balcony or patio.

Because of its remote location, the hotel has ensured there’s always something guests can enjoy. This includes free Wi-Fi in both the rooms and public spaces, wheelchair accessibility parking, airport shuttle service for a fee, paid self and valet parking, 4 restaurants, 1 coffee shop, 3 bars and lounges, and room service. There’s a gym, steam room, spa tub, sauna, outdoor tennis court, yoga classes, supervised childcare for a fee, 24-hour front desk, daily housekeeping, hair salon, and various concierge services.

The Hyatt Regency Grand Reserve Puerto Rico can be booked at the Category 4 level for just 12,000 points per night during off-peak dates, 15,000 points per night during standard dates, and 18,000 points per night during peak dates.

Cash rates here start at $305 to $619 per night with an average of $490. 

Make a reservation

14. Honorable Mention: The Ritz-Carlton, San Juan (Puerto Rico)

The Ritz-Carlton San Juan in Puerto Rico

The Ritz-Carlton, San Juan. Image Credit: The Ritz-Carlton, San Juan

Set smack dab in the middle of San Juan, the capital of Puerto Rico, the Ritz-Carlton San Juan is like a hidden gem amidst the busy and bumper-to-bumper traffic of the city.

What’s great about the resort is that it’s found 5-minutes away from the airport, right by Isla Verde Beach. So once you arrive, you don’t have to drive long or far to start enjoying your getaway.

If you want to head to Old San Juan, it takes only 20-minutes. You can also go on a day trip to explore El Yunque National Forest. For places to explore within walking distance, there are restaurants and even a cockfighting rink nearby. However, the Ritz itself already has plenty of amenities to keep you busy, you’ll hardly want to head out.

Rooms at the resort are large and spacious. There are 416 rooms in total with several suites. All in all, you’ll find 9 room categories ranging from the most affordable to the most expensive. All rooms come with a king bed and sofa bed.

The rooms come with a desk, sofa chair, stocked minibar, and flatscreen TV. The beds are covered in quality Frette linens and decorated with goose-down pillows. There’s a marble bathroom with a shower/tub combination, Asprey London toiletries, and comfortable terrycloth robes. If you want access to a microwave or fridge, they’re available for an additional fee.

Ritz-Carlton resorts often have a standard set of amenities. This one in San Juan includes a lot of the same including a stunning full-service spa, fitness center, and gorgeous access to a beach complete with free sunblock, fruit, and water in the towel huts. There are 2 outdoor tennis courts and tennis lessons are also available. There’s a casino, event spaces, a large ballroom, self-parking or valet parking for a fee, 5 restaurants with fine dining options, a bar, concierge services, laundry services, as well as free Wi-Fi.

Unfortunately, The Ritz-Carlton San Juan is undergoing renovations and is remaining closed due to damages sustained during Hurricane Maria in 2017. It’s slated to reopen in mid-2022.

The 5 Best All-Inclusive Resorts in the Caribbean You Can Book Using Points

Thinking about how much you’ll have to spend on food, drinks, and other miscellaneous items while visiting a high-end resort can get stressful, especially if you’re on a tight budget.

But what if you could make all that disappear?

Well, you can. Just book any of these all-inclusive Caribbean resorts!

An all-inclusive resort means you pay one time and do not have to worry about buying meals or paying extra for basic hotel amenities you want to use.

We’ve researched the best all-inclusive Caribbean resort hotels you can book today. Even better, they’re bookable by points!

1. Hyatt Ziva Cap Cana (Dominican Republic)

Hyatt Ziva Cap Cana in Dominican Republic

Hyatt Ziva Cap Cana. Image Credit: Hyatt Ziva Cap Cana

Hyatt acquired these all-inclusive Ziva and Zilara properties and they have several locations all around Cancun, Mexico, Jamaica, and Montego Bay. However, these resorts in Punta Cana are the first ones they built from scratch.

The resort opened in 2019 and has since become a favorite for vacationers who want a slice of paradise on their trip to the Dominican Republic.

An all-inclusive family-friendly resort, the Hyatt Ziva Cap Cana is great if you plan on bringing children (under 18 years) with you. Those with young children will also find the resort kid-friendly with great amenities to keep the young ones entertained.

Hyatt Ziva Cap Cana is only 15-20 minutes away from the nearest airport. It’s found inside the gated community of Cap Cana so it’s a truly exclusive escape.

There are 375 rooms at the property with 32 being suites. Rooms here are luxurious and large with a king bed and sofa bed. It has a furnished balcony and a view of the resort garden, or the beach. There’s a fully stocked minibar, flatscreen TV, desk, free Wi-Fi, large bathroom with double sinks, private toilet, robes, slippers, hairdryer, coffee maker, and air-conditioning.

For amenities, the Hyatt Ziva Cap Cana has free Wi-Fi in the rooms and public areas, free valet parking, 6 restaurants, 1 coffee shop, 6 bars and lounges, 4 outdoor swimming pools, 2 spa tubs, and a sauna. Because this is a family-friendly resort, there are plenty of free child amenities like a kid’s club, crib, supervised childcare, and waterpark access. There’s also a business center, beach access with lounges, fire pit, garden, pool sun loungers and umbrellas, spa treatment rooms, 24-hour room service, concierge services, as well as various wheelchair accessibility options.

Nights at Hyatt Ziva Cap Cana can be booked for as little as 21,000 points up to 29,000 points per night. It’s considered a Category C all-inclusive property. 

Cash rates start at  $470 to $1,500 per night (average rate of $800). 

Make a reservation

2. Hyatt Ziva Rose Hall (Jamaica)

Hyatt Ziva Rose Hall in Jamaica

Hyatt Ziva Rose Hall. Image Credit: Hyatt Ziva Rose Hall

Just 15-minutes from stunning Montego Bay, the Hyatt Ziva Rose Hall is just off Jamaica’s Route A1. This busy road serves as the main connector between Montego Bay and the capital city, Kingston.

Although there’s not much to see within walking distance from the resort, a short drive from the property will open up a host of attractions for you to explore. For instance, a 15-minute drive to Montego Bay will bring you to the city proper, with its restaurants, beaches, and shops. What’s more, the famous Rose Hall Great House is only 20-minutes away by car.

There’s also a free airport shuttle service to Sangster International Airport provided to guests flying in and out of the resort. However, cab service is affordable and transportation isn’t a problem in the area.

The hotel itself was once a Ritz-Carlton so there are decoration details still left behind. However, the majority of the rooms have been upgraded to give rooms a more modern touch. These include marble floors and bold patterns on the carpets. Rooms here include a large king bed, pillow-top cover, and luxurious bedding with a down duvet. There’s a pillow menu provided too. A sofa bed, minibar, fridge, coffee/tea maker, desk, and flatscreen TV are also in each room.

You can also find a host of amenities at the resort including free Wi-Fi, onsite parking, free valet parking, free buffet meals including à la carte meals with snacks and drinks, 7 restaurants, 6 bars and lounges, 1 coffee shop, an 18-hole golf course, 2 swimming pools, game room, spa, fitness center, free childcare services, laundry facilities, 24-hour front desk, business center, hair salon, as well as various concierge services.

A Category D all-inclusive Hyatt resort, you can book a free night here starting with 25,000 points per night. 

For cash rates, it starts at $390 up to $930 per night with an average of $700. 

Make a reservation

3. Hyatt Zilara Rose Hall (Jamaica)

Hyatt Zilara Rose Hall in Jamaica

Hyatt Zilara Rose Hall in Jamaica. Image Credit: Hyatt Zilara Rose Hall

If you’re after a romantic escape, the Hyatt Zilara Rose Hall resort is a perfect choice. This adults-only all-inclusive resort gives you amazing amenities and a strategic location on the main thoroughfare of Jamaica’s Route A1.

There’s little to see within the walking distance but 15-minutes by car will take you to the airport, Sangster International, as well as Montego Bay’s city district. Transportation isn’t a problem in the area since it’s inexpensive and the cab service is great for getting around.

Rooms here are luxurious with dark wood furniture and touches of seaside tones. All the rooms are spacious with the most basic sporting 550 sq. feet of space. Inside, you get a large king bed with premium beddings and down pillows. There’s a coffeemaker, minibar, fridge, Wi-Fi, a large bathroom filled with designer toiletries, a hairdryer, a bathrobe, hydro massage showers, a private toilet, slippers, a shower, and a jet bathtub. You’ll also find a flatscreen TV, iPod dock, DVD player, and a balcony or patio.

For amenities, the Zilara offers free valet parking onsite, free Wi-Fi in the public areas, 9 restaurants, 2 swim-up bars, 2 bars by the pool, 2 beach bars, 1 coffee shop, free buffet including snacks, à la carte meals, and drinks, golf course, full-service spa, tennis court, gym, nightclub, beach volleyball area, 24-hour room service, laundry services, business center, fire pit, private beach access, garden, and so many more.

Hyatt Zilara Rose Hall is a Category D all-inclusive resort so you can book a free night starting with 25,000 points per night. 

Cash bookings begin at $383 up to $1,124 per night with an average of $553. 

Make a reservation

4. Hyatt Zilara Cap Cana (Dominican Republic)

Hyatt Zilara Cap Cana in Dominican Republic

Hyatt Zilara Cap Cana. Image Credit: Hyatt Zilara Cap Cana

Sitting right next door to the Hyatt Ziva Cap Cana, the Zilara is an adults-only property designed for couples who want a kid-free vacation.

The property is designed with an open-air feel which matches the gorgeous views and the tropical ambiance of the Dominican Republic. There is a more modern touch to the Zilara side since it’s reserved for adults.

Rooms at the property are large and fitted with bold color accents on the walls and the furniture. The bed is usually a king or 2 double beds with hypoallergenic Egyptian cotton linen. There’s a pillow top cover and even a pillow menu for you to enjoy as well. Each room comes with a desk, stocked minibar, coffee/tea maker, champagne service, private bathroom, hairdryer, designer toiletries, bath products, towels, and slippers.

Like the Hyatt Ziva Cap Cana, the Zilara side has its dedicated amenities independent of what’s on the other side of the resort. The Zilara comes with 6 restaurants, 1 coffee shop, 6 bars and lounges, 2 swim-up bars, 1 poolside bar, and 1 beach bar. You’ll also find 3 swimming pools, a full-service spa, steam room, beach yoga, pilates and yoga classes, water park access, 24-hour front desk, laundry services, dry cleaning, luggage storage, turndown service, and ticket or tour assistance, among other facilities.

This is considered a Category C all-inclusive resort, which means you can book a free night starting at 21,000 to 29,000 points per night.

For cash bookings, it starts at $490 up to $1,110 per night with an average of $695. 

Make a reservation

5. Hilton Rose Hall Resort & Spa (Jamaica)

Hilton Rose Hall Resort & Spa in Jamaica

Hilton Rose Hall Resort & Spa. Image Credit: Hilton Rose Hall Resort & Spa

The Hilton Rose Hall Resort & Spa is an all-inclusive property at the heart of Montego Bay. With its private beach, the resort is only a 13-minute drive to Sir Donald Sangster International Airport.

You can also explore nearby areas like the famous Rose Hall Great House, which is a 4-minute walk, and the Cinnamon Hill Golf Course, at a 5-minute walk. Other areas to check out include The Shoppes at Rose Hall and the Montego Bay Convention Center.

Most of the rooms at the resort come with a full or partial ocean view while entry-level rooms have balconies looking out to the garden or resort. They’re all decorated with dark black accents here and there to echo a contemporary feel.

There’s a king-sized bed, free Wi-Fi, minibar, fridge, Egyptian cotton linen with memory foam, blackout curtains, and air-conditioning. A separate bathroom with a soaking tub or shower combination and free toiletries are also in each room. Aside from that, other amenities to expect include a coffee/tea maker, flatscreen TV, desk, hairdryer, iron with ironing board, safe, and a sitting area.

The Hyatt Rose Hall Resort & Spa comes with plenty of amenities as well. There’s free Wi-Fi in the rooms and public spaces. You’ll also find free self-parking, free buffet breakfast, free meals, snacks, and beverages, 6 bars, 6 restaurants, 1 coffee shop, 2 swimming pools, 3 spa tubs, an 18-hole golf course, 2 tennis courts, game room, free children’s club, 24-hour front desk, laundry services, tennis lessons, hair salon, business center, spa, private beach with loungers and umbrellas, and so much more.

You can exchange a free room starting with 60,000 points per night. 

When it comes to the rates, this all-inclusive property is quite affordable at $250 for the cheapest room during non-busy months. 

Make a reservation

Wrapping Up

Traveling to the Caribbean is a dream come true for most.

Whether you’re looking to travel soon or simply want to book in advance, these amazing Caribbean resorts are perfect for booking with points.

If you don’t feel like worrying about having to pay for everything, also consider the all-inclusive resorts we listed. They have spacious rooms, lovely beach access, and of course, fantastic amenities that will make them worth each penny (or point) you spend.

Full Disclosure:
Advertiser Disclosure: We’ve partnered with UpgradedPoints.com to help make the best recommendations on our favorite credit cards. We may receive a referral bonus from card issuers if you apply for cards through these links. This site does not include all financial companies or all available financial offers.
Editorial Disclaimer: The opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities. Any offers mentioned above are accurate at the time of publication but are subject to change at any time and may have changed, or may no longer be available.
Featured Image Credit: Hilton Rose Hall Resort & Spa

 Frequently Asked Questions

It’s ideal to visit during the shoulder season months of May, June, and November. This way, you get fantastic weather with only spots of rain and great hotel prices too!

Most Caribbean islands are perfectly safe to visit. However, there are several that are ranked as among the safest. These are:

  1. Barbados
  2. The Dominican Republic
  3. Anguilla
  4. St. Maarten
  5. St. Barts
  6. The Virgin Islands
  7. Antigua
  8. Turks & Caicos

Yes, it can be. Going for an all-inclusive property could mean you save up in paying for expensive restaurant meals which is usually the case in most resorts or restaurants near tourist spots.

There are also plenty of other perks like having access to certain amenities that would otherwise require a surcharge in non-inclusive properties.

While this can be subjective, some of the Caribbean islands often considered to be the most luxurious are:

  1. Bermuda
  2. Turks and Caicos
  3. St. John
  4. St. Barts
  5. Anguilla
  6. St. Lucia
  7. Aruba
  8. St. Martin
  9. Cayman Islands
  10. Barbados

Because of its flat terrain, Anguilla receives plenty of sunshine among the Caribbean islands. Hence, you can expect relatively good, sunny weather for most of the year so it’s no surprise many believe it’s the Caribbean island with the best weather.