Wailea on Maui’s sun-drenched south shore is the definition of refined island living—where championship golf courses meet golden beaches, designer shopping, and effortless outdoor activity. Staying in a vacation rental along the Wailea Blue and Wailea Gold Courses places you in the center of it all, with panoramic ocean views, walkable access to beaches, and endless ways to move between relaxation and adventure.
All of the experiences below are just minutes from the CoralTree Wailea Collection vacation rentals, making it easy to flow seamlessly between beach, golf, dining, and exploration without ever feeling rushed.
Day 1: Arrival + Sunset on the Fairways
Arrive in Wailea and settle into your vacation rental overlooking the lush greens of the Wailea Blue and Gold Courses. Open the lanai doors, let the trade winds flow through, and take in your first views of the Pacific framed by palms and fairways.
Ease into island time with a sunset walk or bike ride drive down to Wailea Beach. The calm water and soft sand make it the perfect low-key introduction to Maui’s south shore.
Return home for a quiet dinner and watch the sky turn gold over the golf course.
Day 2: Beach Walks, Biking & The Shops at Wailea
Start the morning with a stroll along the Wailea Beach Walk, one of Maui’s most scenic coastal paths. The paved oceanfront trail connects Wailea Beach, Ulua Beach, and Polo Beach, offering uninterrupted views of turquoise water and lava rock coves.
After your walk, hop on a bike and cruise Wailea’s resort pathways and coastal roads. Gentle terrain, palm-lined streets, and ocean breezes make cycling one of the easiest and most enjoyable ways to explore the area.
By midday, head to The Shops at Wailea for boutique shopping, dining, and local art galleries—all just minutes from your CoralTree Wailea Collection vacation rental.
End the afternoon back at the beach or pool before a sunset return home overlooking the fairways.
Day 3: Golf + Tennis + Sunset Views
Spend the morning on the Wailea Blue Course, known for its wide fairways, forgiving layout, and sweeping ocean vistas. For a more challenging experience, the Wailea Gold Course delivers dramatic elevation changes and unforgettable scenery.
In the afternoon, head to the nearby tennis courts for a casual match or clinic session. Wailea’s tennis facilities offer an easy, social way to stay active between beach and golf days.
Wrap the day with sunset from your vacation rental lanai—just minutes from every course, court, and coastline that defines Wailea living.
Day 4: Ocean Day + Leisure Cycling
Dedicate the morning to Maui’s ocean. Snorkel at Ulua Beach or Mokapu Beach, where calm summer conditions often reveal sea turtles and vibrant reef life just offshore.
In the afternoon, take another bike ride along Wailea’s coastal and resort routes, stopping for ocean overlooks or an impromptu beach walk along the Wailea Beach Walk.
Return home for a relaxed evening, enjoying dinner and sunset views over the golf course just minutes from everything Wailea has to offer.
Day 5: Slow Morning + Farewell Wailea Sunset
Start your final day with coffee on the lanai and a slow walk along the fairways as the island comes to life. Watch early golfers tee off against a backdrop of ocean blue.
Spend your last beach stop at Wailea Beach or Polo Beach, both just minutes from your CoralTree Wailea Collection vacation rental.
End your stay with one final sunset from your lanai overlooking the Wailea Blue and Gold Courses—where ocean, golf, and golden light come together in the perfect Wailea farewell.