Wailea Has it All!

Renting a vacation rental in Wailea, Maui offers an unparalleled blend of luxury, natural beauty, and convenience for travelers seeking a memorable Hawaiian getaway. Nestled along Maui’s sunny south shore, Wailea is renowned for its upscale resorts, pristine beaches, and an array of activities that cater to families, couples, and solo adventurers alike.

Why Choose Wailea for Your Maui Vacation?

Wailea is synonymous with luxury. The area is zoned as a resort community, featuring five-star hotels, high-end private homes, and a wide selection of condo complexes that provide short-term vacation rentals. The region is celebrated for its manicured landscapes, five crescent-shaped beaches, collection of three world-class golf courses, an impressive assortment of the island’s most popular restaurants, and a climate that boasts year-round sunshine with temperatures averaging between 72°F and 85°F and minimal rainfall. This makes Wailea an ideal destination for sun-seekers and those who appreciate the convenience of not straying too far from their accommodation while on vacation.

Wailea’s beaches are among the best in Hawaii, offering soft sands, crystal-clear waters, and excellent conditions for swimming, snorkeling, paddleboarding, scuba diving and kayaking. A few of the most popular beaches on the South Shore of Maui include Wailea Beach, Ulua Beach (great for snorkeling), and Keawakapu Beach (perfect for long walks on the beach). The paved Wailea Beach Path is a coastal 1.5-mile walking path that conveniently connects many of these popular beaches. Many of our Wailea vacation rentals are located in resort communities steps from this popular Wailea Beach Path.

When selecting one of our Wailea rentals, you also enjoy quick access to The Shops at Wailea, Wailea Town Center, and Wailea Village. These shopping villages provide a variety of shopping and dining options, from high-end boutiques and art galleries to gourmet restaurants and casual eateries. Some of these centers offer free weekly events, such as ukulele lessons, hula shows, and lei making classes, adding cultural flair to your stay.

Types of Vacation Rentals in Wailea

The resort town of Wailea offers a diverse range of vacation rental options to suit different travel desires, group sizes, and budgets. Those looking for a Wailea beach condo for rent, may be drawn to the strategic location of properties like Wailea Ekahi Village, Wailea Elua Village, Wailea Beach Villas, Polo Beach Club, Wailea Point, or Makena Surf, which each offer direct access to a welcoming white sand beach out front. With private lanais overlooking the beach or tropically landscaped grounds, select the vacation residence that best suits your needs.

For golf enthusiasts, vacation rentals at Wailea Grand Champions or Wailea Ekolu Village may be a perfect fit. Enjoy constant views of the inviting fairways and manicured greens of the Wailea Blue Golf Course. Guests can start and end the day steps from the course.

Our CoralTree Residence Collection includes more than 250 vacation rentals in Wailea that are equipped with a range of amenities designed to make your Maui stay as comfortable and enjoyable as possible. Amenities include:

• Full Kitchens: Ideal for families or longer stays, allowing you to prepare meals with local ingredients. Save money on eating every meal out. Our kitchens are stocked with all the cooking utensils, tools, and gadgets you are accustomed to using back at home. So blend up that smoothie, make coffee each morning, or prepare that island-inspired salad featuring fresh local produce.  
• Private Lanais/Patios: When vacationing on Maui, you want to take advantage of the inviting island temperatures and beautiful scenery. Live that indoor-outdoor Hawaiian lifestyle you envision. Enjoy outdoor dining, reading a book in the cool trade wind breezes, or searching for humpback whales in the winter months.
• Pools and Hot Tubs: All of our Wailea vacation rental complexes feature communal pools for guest enjoyment. The Wailea Ekahi Village even has four guest pools spread out over their 34-acre grounds. With less guests on property compared to the big Wailea resorts, our pools offer smaller crowds and more space to unwind and relax waterfront. Many of our properties feature hot tubs as well.
• Air Conditioning: Essential for comfort, especially during warmer summer months, each residence in our Wailea condo rental collection includes air conditioning. Ceiling fans throughout the spacious floorplans also assist in maintaining a comfortable temperature in-residence while staying with us.
• Washer/Dryer: Convenient for extended stays on Maui or families traveling with children. Leave that extra suitcase at home and travel lighter.
• Free Wi-Fi: Need to get some work done while on vacation? Want to stream your favorite Netflix, Amazon Prime, or HBO Max shows? Utilize the free WiFi available in all our Maui condos.

Why Choose CoralTree Residence Collection for Your Wailea Accommodations?

With over 50 years of experience in hospitality and vacation rental management, CoralTree offers exceptional guest services ensuring high standards of cleanliness, responsiveness, and guest satisfaction. We blend the comforts of home with high-end luxury resort-style amenities.

Our team of 100+ on-island hospitality professionals is made up reservation agents, housekeepers, engineering technicians, home inspectors, guest service attendants, and concierge specialists all standing by to ensure your Wailea vacation rental experience is best in class.

Utilize our easy-to-use search filters to narrow down our broad collection of condo rentals in Wailea and Makena to find a Maui home perfect for your stay. Whether looking for accommodations with multiple bedrooms, within a certain travel budget, or options walking distance to the beach, quickly find what you are looking for.  Review high resolution professionally shot photos of each of our homes. Engage with virtual tours of the floorplans to have a clear understanding of individual condo layouts. You can even read reviews of past guest stays pulled in from a collection of popular travel websites. Be informed and confident before completing your booking!