4.5-Star Luxury Villas with Ocean Views
Midway along the coast of South Maui lies the luxurious resort community of Wailea, best known for its rolling golf courses, crescent-shaped beaches, and stately hotels. Set on 30 acres amid this scenic landscape, Ho’olei at Grand Wailea is a collection of two-story luxury villas. Ocean-view and deluxe ocean-view villas feature vaulted ceilings, modern kitchens, in-unit washers and dryers, two-story covered lanais, and three full bathrooms.
Villa guests can hop on a free shuttle to the neighboring Grand Wailea Resort to access all of its amenities, including the 4,850-square-foot Hibiscus Pool, six restaurants, a massive spa, and the Wailea Canyon Activity Pool—an adventure area with nine individual pools, a Tarzan rope swing, six waterfalls, three jacuzzis, and a swim-up bar.
But you don’t have to leave the villa property to have a good time. You can take a dip in the tropical pool or grill your dinner in the outdoor barbecue area. Enjoy reduced green fees at the surrounding golf courses, including the Wailea Blue course, whose rolling greens surround the villas on three sides. The onsite concierge is happy to help set up whale-watching, snorkeling, and kayaking excursions.
This getaway also includes one adult ticket to a tour of the Iao Valley, during which you’ll cruise past sugar-cane fields and journey to the summit of Mt. Haleakala, a dormant volcano that now serves as a retirement lair for cartoon villains.
Maui, Hawaii: Gorgeous Beaches, Spectacular Volcanoes, and Seasonal Whale Watching
Voted the best island in the United States by readers of Condé Nast Traveler, Maui is considered one of the Pacific’s most beautiful spots and a favorite among Hollywood's elite. Along Maui’s western coast, the town of Lahaina served as Hawaii’s royal capital before 1845 and was a whaling town throughout the mid-19th century—Herman Melville sailed from Lahaina during this time, gathering inspiration for Moby-Dick. The humpback whales once hunted in the area are now protected, and their population has flourished. From December to May, the seas around Lahaina boast some of the world’s best whale watching.
Arguably Maui's biggest attraction is Haleakala, the world's largest dormant volcano, which technically encompasses 75% of the island. The towering peak is a playground for bicyclists, who coast down the slopes all the way to the beach town of Paia.
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