10 Getaways to Beat the Winter Blues

With shorter days and longer nights, now’s the perfect time to start dreaming about your next tropical vacation. Whether you find your beach bliss in Hawaii or the Caribbean, these beautiful island properties offer exotic places to recharge and relax.

  1. Waterfall Retreat

    "Everything you have read about this amazing property is true. The view is amazing. We enjoyed the privacy of our own estate with the convenience of downtown Hilo only a few minutes away. Once you enter the gates, you are in your own little world. We just got back and are already plotting our return. Thank you, this was a wonderful vacation!"

    - HomeAway traveler (November 2014)

  2. Seven-Mile View

    "I reluctantly write this review because I don't know if I want anyone else to know about how perfect this place was! It looks just like in the pictures and it sounds like waves and smells like fresh air and feels like the perfect, relaxing, comfortable, beautiful vacation! Why stay anywhere else? We smiled when we walked back from having lunch at the Marriott restaurant down the beach where everyone is crowded together on their lounge chairs and we saw our private beach and pool waiting for us."

    - HomeAway traveler (May 2014)

  3. Cliffside Paradise

    "There are really no words that can express the beauty and tranquility that you will experience as soon as you set foot on this property. The pictures are great but can do no justice to the actual site. Many days we spent lounging by the pool and exploring the private beaches... we were so comfortable and content with everything the property had that we really never felt an urge to leave. The worst part of the trip was leaving but I know we will visit again!!!!!!"

    - HomeAway traveler (June 2014)

  4. Caribbean Panorama

    "Beautiful villa on an epic location. Million dollar view of the Caribbean sea. Majestic sunrise and breathtaking sunsets. Luxurious and masterfully designed, everything was just perfect during our stay. How we wish we could have stayed just a little bit longer!"

    - HomeAway traveler (September 2014)

  5. Tropical Home

    "Just got back from a wonderfully relaxing week at Fun & Contentment. The house was perfect, great layout and the outside really the best of all! We had nightly pina colada's in the hot tub overlooking Corral Bay. Being up high above the bay gave us great breezes and a very quiet setting. Will definitely return!"

    - HomeAway traveler (August 2014)

  6. Breezy Getaway

    "WOW, returning for the 3rd time, really felt like we were back home again! ...when you need to get away from the business of life, stare at endless shades of blue, this piece of paradise is the ticket! We're already dreaming about returning!! Thanks again to the owners for the great memories & sharing their amazing "home away from home" with us! We'll be back."

    - HomeAway traveler (August 2014)

  7. Villa with a View

    "The villa was perfect for our party of 5. This was the first vacation with views so spectacular that I had my camera handy just sitting on the lanai. Perfect view of sunsets every night over the ocean just outside the front door. Beds were comfortable and everything was clean, will definitely be returning."

    - HomeAway traveler (May 2013)

  8. Beyond the Lanai

    "Wow - we had such an incredible experience here. This was our first time to Maui and I think we're spoiled now with this unit. The views, cleanliness, and the quality of the condo were really exceptional and we are rather picky about these things... the location at the north end of Kaanapali was perfect. I would definitely stay here again, even if it's a little pricey. It combined the best of a condo and a resort in West Maui."

    - HomeAway traveler (July 2014)

  9. Vista Del Mar

    "The villa offers the most unbelievable views of the ocean and nearby mountains, breathtaking and scenic. The whole villa is stylishly decorated and offers complete amenities. The rooms are huge and airy, and the beds are clean and comfortable. The kitchen is fully equipped. Overall, this is the perfect place to relax, getaway and forget everything."

    - HomeAway traveler (July 2014)

  10. Seaside Escape

    "Sea Belle exceeded my expectations. The villa had everything you could want and the peace and tranquility was just what we needed. I must say that they owners thought of every little detail and the managers were very accommodating. As an indication of how much we enjoyed our stay, I am already checking availability for next year."

    - HomeAway traveler (September 2014)