
Luxury rentals in Wailea
Find and book unique accommodation on Airbnb
Top-rated luxury holiday rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Wailea Elua condo - Ocean Views | Gym | Pickleball
Welcome to your slice of Hawaiian paradise at Wailea Elua! Here, modern luxury meets breathtaking ocean vistas, creating a serene escape for relaxation. Imagine sipping your morning coffee as whales frolic in the distance. Whether you're strolling to nearby Wailea's shops or exploring the beaches, this stunning condo offers both adventure and tranquility. Luxe Maui Properties bring professional service and 24/7 support to your stay. Secure your unforgettable getaway today!

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.

Wailea Ekolu – Oceanview in the Heart of Wailea
PRICE REDUCED!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing the fact that it was the third complex built in Wailea back in 1979. The suite itself provides stunning views of the three islands: Molokini, Kaho'olawe, and Lanai, further embodying the essence of “Ekolu”.

Oceanview condo at Ulua Beach w/ lanai
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo blends comfort, style, and unbeatable location for the ultimate Maui getaway.

Wailea Beach Villa 3 BR Penthouse | 505 by KBM
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
Popular amenities for Wailea luxury holiday rentals
Other great luxury holiday rentals in Wailea

Wailea Beach Villa 3 BR Penthouse | 505 by KBM

Ocean Views | Polo Beach Club | Groundfloor Condo

Wailea Ekolu – Oceanview in the Heart of Wailea

Oceanview condo at Ulua Beach w/ lanai

Kamaole Beach Villa

Anchor Cove D1

Hale Makena Maui

Wailea Elua condo - Ocean Views | Gym | Pickleball
Destinations to explore
- Flat rentals Wailea
- Beach apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Hotel rooms Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a patio Wailea
- Family-friendly rentals Wailea
- Waterfront rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Townhouse rentals Wailea
- Rentals with beach access Wailea
- Apartment rentals Wailea
- Beachfront rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a kayak Wailea
- Rentals with a washing machine and dryer Wailea
- Luxury rentals Maui County
- Luxury rentals Hawaii
- Luxury rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Honolua Bay
- Maui Vista Condominium
- Big Beach
- Old Lahaina Luau
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- KOA Resort
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Kahana Beach
- Things to do Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Tours Wailea
- Food and drink Wailea
- Sports activities Wailea
- Things to do Maui County
- Wellness Maui County
- Sightseeing Maui County
- Nature and outdoors Maui County
- Tours Maui County
- Food and drink Maui County
- Sports activities Maui County
- Art and culture Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Entertainment Hawaii
- Things to do United States
- Food and drink United States
- Tours United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States




