Luxury rentals in Wailea

Anchor Cove D1

Channel your inner surfer at this Maui oceanfront oasis. The soothing sound of gently lapping waves will be the soundtrack to your paradise escape. This laid-back residence instantly channels much-needed relaxation, family-friendly fun, and chill, Hawaiian vibes. Seemingly endless stretches of powdery sand and crystal clear, cerulean waters are a mere 20 steps from your private, backyard lanai. Modern design merges with traditional details and warm, rich décor in the sprawling, open-concept space. Enormous 40-foot sliding doors open up from the main living area onto the vast terrace. There’s no denying that the evening starts at the wine bar; pre-dinner Mai Tais will quickly become your daily routine. Playing the role of gourmet chef is easy-breezy in the spacious kitchen, with options to dine both inside and alfresco. Pop open a bottle of crisp champagne as you watch the mesmerizing sunset ignite the sky with a mélange of tangerine hues. Only 100ft away from snorkelling, get ready for a glimpse of the vibrant marine life - think turtles - that thrives under the ocean. Looking for a lively night? Button up your botanical-printed aloha shirt and head out on the town. Retreat to the sumptuous sofas after a day of adventure—either with a view of the garden or with the electronic shades drawn and the fireplace flickering. With noise reduction windows in the bedrooms, you’re guaranteed to fall fast asleep as soon as your head hits the pillow.  Registration Permit TA-164-629-2992-01 Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Safe, Office space, Air conditioning, Ocean view • Bedroom 2: Queen size bed, Access to hallway bathroom shared with Bedroom 3, Stand-alone shower, Television, Air conditioning • Bedroom 3: Queen size bed, Twin size Murphy bunk bed, Access to hallway bathroom shared with Bedroom 2, Stand-alone shower, Television, Safe, Air conditioning FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • Lanai Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below Included: • More under “What this place offers” below

Ocean Views | Polo Beach Club | Groundfloor Condo

Step straight onto the sand at Polo Beach—Wailea’s premier swimming beach—from this rare ground-floor condo with ocean views that will take your breath away. Located in the exclusive Polo Beach Club, this 2-bedroom retreat offers near-private beach access, a walkout lanai, and unbeatable proximity to Maui’s top coastal path. Inside, unwind with a chef’s kitchen and spa-style bathrooms. This is five-star comfort, with the beach at your doorstep.

NEW! Wailea Beach Villa PH 505 | FREE CAR

Oceanview 3-bedroom, 3-bath penthouse at Wailea Beach Villas with monkeypod cabinetry, spacious lanai, and luxury finishes. Includes rental car with 6+ night stays.

Hale Makena Maui

Contemporary designer villa with beach views

Kamaole Beach Villa

Kamaole Villa