Luxury rentals in Kaanapali

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Top-rated luxury vacation rentals in Kaanapali

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Luxe

An open living area features a spacious seating arrangement with a neutral palette, accented by vibrant cushions. A white baby grand piano sits gracefully beside large glass doors that provide access to the outdoor space, allowing for views of the ocean and pool.

Villa in Lahaina

5 out of 5 average rating, 3 reviews

Blue Sky Villa

Blue Sky Villa in Maui has been designed and decorated to soothe your mind, body and soul. This magical villa brings you close to the setting of the ancient Hawaiian kings with architecture that swirls and soars in the manner of the ocean and sky before it. Within easy walking distance to Lahaina Town and a short drive to the beaches, Blue Sky Villa also offers a convenient location for exploring this spectacular island. This resplendent villa features one of the finest lap pools in all of Hawaii. Step into the soothing bubbles of the outdoor hot tub for a special treat. Indoors, you will find a media room, Wi-Fi access, ceiling fans and laundry facilities. Step onto the splendid balcony and ascend the open air winding stairs to your private meditation tower reminiscent of an ancient castle suffused on all directions by ocean and mountain vistas including Lanai, Kahoolawe, and the sublime peaks and contours of Pu’u Kukui. The grace and beauty of the outdoors at Blue Sky Villa are only matched by its pristine and vast interiors. This luxury house was built to enjoy the natural beauty and breezes of Maui, enabling the ultimate indoor/outdoor living experience. Doors fully retract in the master bedroom as well as the living and dining rooms. The living room features a white baby grand piano that awaits the life breath of music. This villa includes a premiere master bedroom where one feels as though they are floating on a cosmic ship of azure. The refined luxury of the master bathroom will take your breath away. There are four additional bedrooms with equal comfort and four additional bathrooms. This villa accommodates up to twelve guests. During your stay at Blue Sky Villa, you will be just a short drive away from Lahaina, Baby and Ka’anapali beaches. Both surfers and golfers will be in paradise as they explore their options in this iconic landscape. Nearby Lahaina is a heritage town transformed into a modern Maui hot spot. Lahaina offers a variety of unique art galleries, shops and restaurants. A historic 1800s whaling village, this area has been immortalized by Herman Melville in the classic Moby Dick. The delights of Maui await! Copyright © Luxury Retreats. All rights reserved. Permit #: STWM 2014/0002 HAWAII TAX ID #:051-843-4816-01 BEDROOM AND BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite open-air bathroom with rain shower and soaking bathtub, Dual vanity, Walk-in closet, Air conditioning, Lounge area, Television, Ceiling fan, Lanai, Outdoor furniture, Ocean view • Bedroom 2: King size bed, Shared access to bathroom with bedroom 3, Shower/bathtub combo, Air conditioning, Television, Ceiling fan • Bedroom 3: Queen size bed, Twin size bed, Shared access to bathroom with bedroom 2, Shower/bathtub combo, Air conditioning, Television, Ceiling fan • Bedroom 4: King size bed, Ensuite bathroom with shower/bath combo, Air conditioning, Television, Ceiling fan • Bedroom 5: Queen size bed, Ensuite bathroom with shower/bathtub combo, Air conditioning, Television, Ceiling fan, Balcony FEATURES AND AMENITIES • Private meditation tower OUTDOOR FEATURES • Lanai STAFF & SERVICES Extra cost (advance notice may be required): • Massage therapist • Activities and excursions • Mid-stay cleaning

Luxe

An open-concept living area features a modern kitchen with a large island and bar seating. Large sliding doors provide a view of the ocean and palm trees, while stylish furnishings invite relaxation under the vaulted ceilings with fan lights.

Villa in Kihei

4.75 out of 5 average rating, 8 reviews

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

Luxe

An open-plan living area is showcased with comfortable seating arrangements and a large wall-mounted television. Natural light floods the space through expansive glass doors that lead to an outdoor area featuring tropical greenery and ocean views.

Apartment in Wailea-Makena

5 out of 5 average rating, 6 reviews

Ocean Views | Polo Beach Club | Groundfloor Condo

Escape to paradise at this ground-floor condo at the exclusive Polo Beach Club. Enjoy stunning ocean views, lush gardens and direct access to Wailea’s premier swimming beach. The “endless lanai” allows you to step straight onto the pool, beach or scenic oceanfront walkway. Luxuriously furnished with a fully stocked kitchen and resort-style amenities like a shared pool and jacuzzi, this condo offers tranquility and convenience just steps from the Fairmont Kea Lani and top Maui attractions.

Luxe

An expansive balcony with a glass dining table set for six overlooks the ocean. Comfortable seating is arranged nearby, framed by modern slatted roofing. The interior dining area, visible in the background, features warm tones and artistic decor, seamlessly blending the indoor and outdoor living spaces.

Condo in Lahaina

4.64 out of 5 average rating, 11 reviews

Maui Resort Rentals: 3BR OF Royal Penthouse

Honua Kai's premier residence has never before been available for vacation rental. Hokulani 601 boasts an incredible 6th floor penthouse vantage point in the closest column to the ocean at the entire Honua Kai Resort. Treat your party to this royal residence with over 2650 sumptuous sq. ft. feet of interior space and Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 1000 sq. ft. balcony completes the lavish experience.