$199 - $459per night
From $315per night
$209 - $469per night
$209 - $549per night
$249 - $509per night
From $400per night
$235 - $634per night
$369 - $569per night
$235 - $664per night
$269 - $639per night
Wailea is located on Maui's sunny southern coast and known for pristine beaches and artfully designed hotels, condominiums, and exclusive residential communities. Golf, tennis, ocean fun and upscale shopping and dining are all hallmarks of the Wailea experience.
Things To Do
Numerous beaches in the Wailea area offer fine white sands and inviting blue water. Offshore views include Molokini Islet as well as the islands of Lanai and Kahoolawe. During the winter months humpback whales are common in these waters and can be seen from the shore or on a humpback whale watching tour. Golfers will love their choices in the Wailea area with four top-quality courses to choose from including the Blue Course, Emerald Course, Gold Course and nearby seaside Makena Golf Course. Wailea's Blue Course is known for its wide fairways as well as panoramic mountain and ocean views. Lush tropical landscaping makes the Emerald Course and enjoyable experience, while natural hazards, doglegs and narrower fairways provide challenges on the Gold Course which also takes in ocean views. From Wailea you can take a day trip to see the waterfalls of Hana, the scenic Upcountry Maui region or the stunning vistas atop Haleakala Volcano. Boating excursions are also popular including sunset sails, whale watching (during the winter months) and snorkeling and scuba diving trips to Molokini three miles offshore. Wailea also has a state-of-the-art tennis facility. After all the fun pamper yourself at the the Grand Wailea's Spa Grande which is Hawaii's largest spa and offers everything from island-style massage to aromatic mineral baths.
Wailea Beach and nearby Makena Beach are considered two of Hawaii's finest beaches with white sand and clear blue water ideal for swimming and pleasant days at the beach. Wailea Beach is fronted by the Grand Wailea and Wailea Four Seasons resorts and is the largest and arguably the nicest of Wailea's beaches. The lovely Ulua Beach is also surrounded by resorts in the heart of Wailea and fronted by a beach sidewalk and manicured landscaping.
Fresh seafood and locally-grown produce is plentiful on the south shore and can be found at several notable fine dining restaurants as well as many casual eateries with an island flair. Upscale dining choices are exceptional at the Wailea resorts including the Four Seasons, Fairmont Kea Lani Maui, Wailea Beach Marriott and Grand Wailea. Enjoy Pacific Rim cuisine at Humuhumunukunukuapuaa (also the name of Hawaii's state fish) set on a large saltwater lagoon oceanfront at the Grand Wailea. Ocean views also enhance the epicurean experience at Bistro Molokini which serves innovative Polynesian dishes and also offers seating in a poolside cabana. Alan Wong's Amasia is a newer Wailea restaurant opened by award-winning chef Alan Wong, one of the pioneers of Hawaii Regional Cuisine. Amasia incorporates Asian influences in its menu as well as flavors of Spain and Peru. These are just a few of many exceptional restaurants in the Wailea area. More dining opportunities as well as grocery stores can be found in the nearby town of Kihei.
The Shops at Wailea is a premier shopping and dining destination with more than 70 boutiques, galleries restaurants and shops. This is also a great place to see island music and dance performances. Boutique and gift shops can also be found at the various Wailea resorts. Head north to the town of Kihei for a wide range of shopping choices including large malls, department stores and grocery stores.
A rental car is recommended when visiting Wailea so you can see the area's many great beaches and nearby attractions as well as other areas of Maui from "Heavenly Hana" to Haleakala National Park. Maui's public bus system operates 7 days a week and provides service between most major communities including West, South and Central Maui including Haiku, Kula and the Maui Upcountry. Wailea is located approximately 25 minutes from Kahului Airport just south of Kihei.
Weather and Ocean Conditions
Maui's west and south shores, including Wailea, are known for their year-round great weather with lots of sunshine, moderate rain and comfortable temperatures that are typically between 70 and 80 degrees F. Winter temperatures may dip into the 60s and summer temperatures may rise into the 90s on the hottest of days. Trade winds help to keep the summer days cool. Wailea area beaches are typically very calm with glassy conditions in the morning hours. During the midday and afternoons the trade winds tend to blow a bit stronger. Like all Hawaii beaches, conditions can change and you should always use caution before entering the ocean. Inexperienced swimmers are advised to enjoy ocean activities at lifeguarded beaches and check with lifeguards before going in the water to learn about safe areas and also areas to avoid on any particular day.
Wailea vacation rentals provide the optimal way to enjoy your Maui vacation with all the luxuries of resort living and the comforts of home including nearby shopping, dining and entertainment. Browse through our Wailea vacation rental listings to get an understanding of the different amenities and property features we offer. Our goal is to provide you with a with an unforgettable Wailea accommodation for your dream Hawaii vacation. We take pride not just in having the largest selection of high-quality vacation rentals in Wailea, but also in the fact that we stand behind our product and make sure only the best of the best Wailea properties are listed on our site. If you have questions about our Wailea rentals or which destination is best for your vacation needs, please give us a call and we will be happy to assist you.
The name Wailea means "Waters of Lea" and refers to the Hawaiian goddess of canoe makers Lea who was said to have transformed into a bird and flown over this shoreline. The Wailea region was a training area for Marines during World War II and what is now known as Ulua beach was then used for amphibious landing training. Alexander & Baldwin, one of "Big Five" sugar companies, began developing Wailea as an integrated residential resort community in 1971. Today Wailea Resort includes exquisite condominiums and resort hotels, prestigious residential neighborhoods, shopping centers, championship golf courses and an award-winning tennis center all near a string of immaculate beaches.