Looking for something a little more luxurious? No problem. Check out our lists of the best hotels by island. If money is not so much the issue, we recommend Montage Kapalua Bay on Maui and Mauna Kea Resort on the Big Island. Both of these five star resorts are cozied up to beaches that have been voted #1 Beach in America by Dr. Beach. In addition, Montage Kapalua Bay is Hawaii’s newest Forbes Five Star property.  Another bonus? They both usually offer specials along the lines of “get the 4th night free.”
While hotel prices might be cheaper in underrated locales, you do need to be aware that flight prices might be more expensive – and possibly at less convenient times with more stops – if it’s not a common route. For example, an August flight from Minneapolis to Rio de Janeiro, Brazil might cost around $857, but a flight at the same time from Minneapolis to La Paz, Bolivia costs $1,177. The distance is nearly identical, though most flights to La Paz require at least two (and, in many cases, three) stops, whereas there are flights available from Minneapolis to Rio de Janeiro with only one stop.

Vacation rental prices vary as much as hotel prices. Case in point: A search of one-bedroom vacation rentals in Manhattan during September results in options ranging from $60 per night to $2,800 per night. Vacation rentals are ideal for longer stays (seven nights or more). Many vacation rentals require minimum stays, so if you’re hoping for a weekend getaway, you may have to look elsewhere.
Kauai has been given the nickname "The Garden Isle" because of its beautiful natural scenery. The island is home to the wettest place on earth, Mount Waialeale, which gets an average of over 450 inches of rain every year. All that rain keeps the landscape of tropical rain forests lush with verdant ferns and cascading waterfalls all year round. Read more about Kauai
Why: With so much to see in Namibia, Windhoek, the country’s capital, is just the jumping point. Best of all, the U.S. dollar is strong enough to make travel, accommodations and activities all relatively inexpensive in the country — even for some luxury experiences. Windhoek is cheap in itself and has plenty of see, between exploring the local scenes like at the Namibia Craft Centre and checking out the city's German influence like at the Christuskirche church. Five-star properties, such as the Hilton Windhoek and The Olive Exclusive All-Suite Hotel can be booked for less than $150 per night, thanks in large part to the preferable exchange rate to Namibian dollars. But some of the best sights to see are located outside the city limits. Consider day or multi-day trips to get your outdoor fix and to see the stunning scenery and dunes that makes up the majority of the country. Tours, which often include meals, camping, activities and more, can be found for reasonable prices. If you’re more interested in seeing the beautiful country on your own, consider renting a car and driving to all of the sights. Entrance fees to national parks, such as the Etosha National Park, go for as little as $6 per day. Throughout the country, don’t anticipate spending a lot on food — you can find good, local dining for less than $10 per meal.

When the lure of a tropical paradise beckons, the Caribbean is second to none. Immerse yourself in the laid-back island lifestyle, and enjoy wonderful all-inclusive resorts, fantastic beaches, marvelous diving and snorkeling, challenging golf and great shopping. Whether you are looking for the perfect atmosphere for a romantic getaway or an exciting adventure for the whole family, Caribbean vacations are fun for everyone.  

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Why: Okay, you may be thinking, “Isn’t Saint Martin/Sint Maarten destroyed?” Yes, this unique Caribbean island, which is half French (Saint Martin) and half Dutch (Sint Maarten), was devastated by Hurricane Irma. But now it’s on the mend. Saint Martin’s famed Princess Juliana International Airport has been open since late October 2017. The majority of the island’s electricity has been restored, and many beaches, bars, restaurants and businesses have reopened their doors. Because tourists are still wary, many hotels have discounted rates (like Hotel Mercure for $169 night) as well as gorgeous Airbnb properties starting at $50 a night. It’s a win-win. Not only will you save money, but your money will be spent on businesses and people who really need our help.
Why you should go: London is always a winner, but venture north to the Yorkshire Dales to experience the majestic, windswept hills of the Brontë sisters, or take a train south west to the Jurassic cliffs of seaside town West Bay, Dorset (you may recognize them from Broadchurch). Both of these options, much more budget friendly than the capital, offer England at its most beautiful. - Ruthie Darling, Thrillist contributor
Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu
Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu
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Why: The Greek Island of Karpathos offers much of the same allure as chic Santorini and Mykonos, but with the advantage of lower prices. Karpathos is the second largest of the Dodecanese Island chain, which includes better-known Rhodes. Karpathos dates back to the 5th century BC, offering history buffs a way to have two trips in one, combining sun and sand with a step back in time. Ancient ruins can still be seen at Aghia Anastasia, while the island’s history can be studied in more detail in the Archaeological Museum. Beyond lounging on white-sand beaches, active travelers can choose from a selection of sports: fishing, windsurfing, snorkeling, scuba diving and sailing. Away from the well-worn tourist path, Karpathos has hillsides covered in vibrant wild flowers and small villages like Arkasas to explore. The island’s capital, Pighadia, is a modern city, but in small towns like Olympos, traditional dress is still worn day-to-day and life has the authentic feel of the past. Karpathos has many apartments and studios to rent, resulting in real savings. There are plenty of budget hotels under $100. Multiple restaurants and tavernas dot the countryside, where you can savor traditional Greek dishes at low prices.
It’s worth noting that if the original price isn’t always posted for these types of deals, so you may not know exactly how much you’re saving (or if you’re saving at all). And while Groupon does post the percent savings (and it’s often 50% off or even higher), some critics point out that the “original” prices for Groupon deals and other discount sites are occasionally inflated to make the deals look better.

Why you should go: With some 6,000 islands, Greece is the Mediterranean’s powerhouse beach destination. While only 200-some are inhabited, an island-trotting adventure for everyone here, whether you’re looking for wildlife adventures, historic discoveries, or quite frankly, drinking ouzo and boogying. Athens makes an energetic springboard into the Aegean, with its own archaeological ruins, hipster cafés, and hangouts ranging from dynamic industrial to retro chic.
Maui, nicknamed "The Valley Isle," is consistently rated by travel experts to be among the top island destinations in the world. Maui has some of the finest luxury beach resort accommodations and activities in the islands, especially along Kaanapali Beach. All of these high-end resorts amid the romantic beach backdrops make Maui a popular honeymooning spot. Read more about Maui
JetBlue TrueBlue. U.S. News & World Report ranked JetBlue TrueBlue as number one on its list of Best Airline Rewards Programs. JetBlue primarily flies out of the East Coast and Florida, but if you live in either region and tend to travel domestically, this is one program to consider. Points can also be earned by traveling on its partner airlines, Emirates and Hawaiian Airlines. You can also earn points with hotel stays, car rentals, and “purchases with retail partners” – so you can rack up a whole bunch of points on a single trip.
*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

The all inclusive package usually contains the price for the room, hotel taxes, 3 meals a day, access to various activities on the hotel’s or resort’s premises, and airport transfers. Some hotels include the drinks, tips, and other perks in their packages. The rule of thumb says that the more luxurious the hotel is, the more services are included in the all inclusive package.

Are you on the hunt for cheap vacations? Perhaps you're looking for a luxury honeymoon at an all-inclusive resort. Maybe you’re scouting for a last-minute family vacation package with a hotel that’s suitable for children of any age. No matter what kind of vacation you want to book, we’ve got the best deals to help you save money on your upcoming travel.
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