A family walks along a sunny beach at the edge of the water, holding hands and smiling, with palm trees and resort buildings in the background.

PLAN YOUR TRIP TO WAILEA

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Wailea Vacation Rentals

Wailea is the premier resort community in South Maui known globally for its inviting white sand beaches, world-class golf courses, and upscale dining and shopping options. Start planning your Maui resort vacation by browsing through our collection of luxurious Wailea and Makena resort properties with spacious and modern vacation rentals.  This world class beach destination features one bedrooms up to four bedrooms villas. This collection of vacation rentals includes beachfront properties like Wailea Beach Villas, Wailea Elua, Wailea Ekolu, Polo Beach and Makena Surf and golf properties such as Wailea Grand Champions and Wailea Ekahi.  The collection is curated to provide a range of condos and villas to fit every budget. No matter what property you chose you are walking distance to the perfect beaches, stellar golfing and tennis and the dining and entertainment of the shops of Wailea. 

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What Kind of Wailea Accommodations are you Looking for?

Highlights of Wailea

Known for its golden beaches, top restaurants, world-class golf courses, and relaxed island atmosphere, Wailea is home to countless options for Maui memories. Visitors can snorkel colorful reefs, jog the Wailea Beach Path, plan a pampered spa day, or reserve a farm-to-table dining experience. Nearby shopping at The Shops at Wailea, Wailea Village, and Wailea Gateway Village present an excellent opportunity to pick up unique souvenirs and Maui-inspired fashion.

A sunny tropical beach with golden sand, clear turquoise water, gentle waves, and a few people walking near a coastal town with palm trees in the background.

Wailea Beach

Wailea Beach is one of Maui’s most beautiful stretches of coastline, known for its soft golden sand, calm turquoise waters, and stunning sunset views perfect for swimming, snorkeling, and relaxing by the ocean.

A sunny resort courtyard with palm trees, lounge chairs around a grass area, and low-rise hotel buildings surrounding the plaza.

Shops at Wailea

The Shops at Wailea offers an upscale open-air shopping and dining experience featuring luxury boutiques, local island shops, art galleries, and restaurants in the heart of Wailea.

Two people walk along a seaside path lined with tall palm trees, grassy park, and a beach to the left under a blue sky.

Walk the Wailea Beach Path

The scenic, 1.5-mile (one-way) paved Wailea Beach Path winds along Maui’s stunning coastline, offering breathtaking ocean views, access to beautiful beaches, and a perfect setting for a morning stroll or sunset walk.

A tropical beach scene with palm trees, a sandy shore, clear blue water, a bright sky, and a paved path along a green grassy edge, inviting and sunny.

Ulua Beach Snorkeling

Ulua Beach is a favorite South Maui beach known for its calm waters, soft golden sand, and excellent snorkeling with vibrant tropical fish and sea turtles. It has been voted amongst the top snorkeling beaches on Maui for decades.

Aerial view of a coastal golf course with green fairways, sand bunkers, scattered trees, water to the left, and distant blue ocean under a bright sky.

Wailea Golf Courses

The three championship golf courses that make up the Wailea Golf Club offer breathtaking ocean views, lush tropical landscapes, and world-class play to challenge golfers of every skill level.

Tall palm trees lean over a sunny grassy park by the ocean; a dirt path winds through, with blue skies and a calm sea in the background.

Play Beach Volleyball

Numerous beach parks along the south Maui coastline have oceanfront sand volleyball courts. Join in on a pickup game or challenge family and friends before jumping in the ocean to cool off.

A two-story modern café building with “diamond coffee” signage, outdoor seating with umbrellas, palm trees, and blue sky with clouds.

Wailea Village

Wailea Village is South Maui's newest hot spot offering a charming blend of local favorites like a coffee shop, brewery, tiki lounge, gourmet deli, and so much more.

A tropical beach scene with palm trees, rocky shoreline, sparkling waves, and distant hills under a partly cloudy sky, sunny and inviting.

Learn to Surf

For visitors looking to take surfing lessons, Cove Park in the adjacent town of Kihei is the ideal location. Numerous surf schools run daily lessons and this beginner beach that has welcoming waves.

    Amenities & Services

    Vacation Rental Properties Located in the Heart of Wailea:

    Close to top beaches, dining, shopping, and South Maui golf courses.

    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, 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 popula

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