
Luxury rentals in Kaanapali
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Top-rated luxury vacation rentals in Kaanapali
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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

#1 Direct Beach Front Mansion!
The most magnificent estate to come to the rental market in decades, perhaps ever! This massive 11 room estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America. - 11 bedrooms - 11,000 sq feet - Zoned hotel - 4 private outdoor bathrooms - Pool with slide - Sand volleyball and pickleball - 2 gyms - Oceanfront cabana - Gated - Arcades - 2 Kitchens - Located directly on the world famous Kaanapali Beach - Full concierge and chef services available

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!

Ridge 1921-22: Rare 3BR Luxury Villa w/Ocean Views
Welcome to Kapalua Ridge Villa 1921-22, a featured residence in our Luxury Collection and a rare three-bedroom, three-bath Platinum-Level townhouse with breathtaking ocean, island and coastline views. Beautifully renovated with sophisticated island interiors and professionally commissioned artwork, this exceptional Kapalua retreat offers spacious indoor-outdoor living and comfortably accommodates up to eight guests within the prestigious Kapalua® Resort.

Polo Beach Club | Main Floor, Ocean View & Access
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.

Designer oceanfront home in the heart of Paia
Nalu House is the perfect home for a Maui vacation. This house, a beautiful designer remodeled home, combines old Hawaii's charm with all the modern amenities. Sit outside on a private covered lanai on relaxing lounge chairs to watch the turtles, surfers and paddle boarders as you sip a beverage or prepare dinner on the BBQ. Walk 10 yards to Paia Bay to play in the sand. Shops and restaurants are a 2 minutes stroll out the front gate.

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”.

*Fully Remodeled* Modern Island Style*
I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

Luxury Oceanfront Condo with Direct Beach Access
This crown jewel is widely considered to be the premier ground-floor residence at the entire Honua Kai Resort. Enjoy stunning oceanfront views from Honua Kai's closest column to the ocean, a huge adjacent lawn area, over 2200 sq ft of luxurious interior living space, plus a massive 600 sq ft lanai with a built-in BBQ grill.

Luxury 3BR direct oceanfront-Alaeloa 28
FLASH SUMMER SALE! We’re offering exclusive discounts on all summer stays booked this week—don’t miss out on these updated lower rates. Spectacular Direct Oceanfront Views from this Charming West Maui Vacation Home Within the Private Alaeloa Gated Community - Alaeloa 28

Mahana 1119 Summer Fun at Luxurious OceanFront 2BD
Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama.

Honua Kai Luana Garden Villas 7B - 3BR Villa + BBQ
Welcome to Honua Kai Luana Garden Villas 7B, a luxurious ground-floor Maui villa combining the privacy and generous proportions of a vacation home with the amenities of an oceanfront Kāʻanapali resort.
Popular amenities for Kaanapali luxury vacation rentals
Other great luxury vacation rentals in Kaanapali

Luana 3C:Private Villa w/ BBQ & Lanai at Honua Kai

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Honua Kai new 3 bdrm ground floor Luana VILLA 10B

Oceanfront penthouse villa w/ private lanai

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Blue Sky Villa

KLVR Presents*Honua Kai Resort* Luana Villa 13D
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