Vacation rentals in Wailea

Welcome to the tropical wonderland of Wailea. Located in Maui County, Hawaii on the island of Maui this wonderful vacation destination is rife with fun and adventure. Grab a kayak and hit the water for a day of exploring. Stop on the beaches and tan, surf, and swim. Guests new to surfing should take a local class before hitting the waves. Looking to see more nature on your vacation? Head to a few of the state or local parks and hike their spellbinding hiking trails. Want to get closer to the majestic marine life in the area? Take a scuba diving or snorkeling tour and learn to grasp the vastness and beauty of the ocean. Squeeze in a round of eighteen at one of the many local golf courses. Visit a local spa for relaxation and the perfect professional massage! Interested in fishing while in Wailea? Head to a local fishing company and take a chartered fishing adventure while you try your best to catch dinner for your fellow vacationers. There are also a few caves in the area that we highly recommend checking out. With so much to do and see in Wailea, guests are sure to have an amazing vacation.


  • Kayak
  • Enjoy beaches
  • Take a surf class
  • Scuba dive or snorkel
  • Golf
  • Tour caves
  • Much more

Wailea is not only a great vacation destination because of large variety of fun and exciting activities offered in the area, but also because of its diverse and abundant culinary scene. Be sure to have a t least one meal at Coconut’s Fish Café while in the area. This lovely Hawaiian eatery serves up a variety of delicious local dishes and is a great place to try new things! Looking for a great place to enjoy a pint and burger after a glorious day of fun and adventure? If so, head to The Pint and Cork and indulge in an adult beverage of your choice as well as elevated bar food. Looking to mix up the style of cuisine you partake in daily? Head to Matteo’s Osteria and enjoy their homemade noodles and sauces along with various other Italian staples. Pita Paradise is also in the area serving up delicious Mediterranean cuisine. For guests looking to continue to mix up the style of food they are eating and interested in elevated fine dining, a trip to the world-renowned Morimoto is a must. This upscale Japanese restaurant is named after its creator and world-renowned chef (Morimoto). With so many options for delicious cuisines in the area, guests vacationing in Wailea are sure to have many memorable meals!


  • Morimoto
  • Pita Paradise
  • Matteo’s Osteria
  • The Pint and Cork
  • Coconut’s Fish Café
  • Many more!!

Wailea is a fantastic shopping location for guests in the market for clothing, jewelry, and souvenirs! Check out the Shops at Wailea and venture around to many retail locations, while taking in the sites and sounds of this lovely bustling area! Women looking to find unique clothing in the area should consider checking out the vast array of options at Mahina. For a combination of men and women clothing under the same roof, we highly recommend visiting POME Maui. Are you and your fellow vacationers looking for to bring home gifts to family and friends that couldn’t make the trip with you? If so, be sure to visit ABC Stores and check out their large variety of trinkets and various other souvenir items. Want to find the perfect gift to give to your significant other while on the island. Check out the amazing high-end jewelry featured at Tiffany and Company. Shopping in and around Wailea is truly a treat and is sure to be enjoyed by guests both young and old.


  • POME Maui
  • The Shops at Wailea
  • Mahina
  • ABC Stores
  • Tiffany and Company
  • Many more!! is the best and most efficient place for finding, planning, and booking your Hawaiian vacation. From the beautiful scenery and beaches located all over the islands to the unique small-town surf vibes and truly unparalleled shopping, guests of all ages are sure to have an unforgettable time. aims to take the hassle and stress out of booking your vacation rental property, so all you must do is decide if you would rather hit the beach or head into town first. Book now, the experience of a lifetime awaits!

Featured listings in Wailea

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Featured Listings in Maui

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5 BD - 3 BA - Kihei -10 guests
Direct to host
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