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Maui Luxury Vacation Rentals and Villas

Start Your Vacation Rental Search > Hawai’i Vacation Rentals and Villas > Maui Luxury Vacation Rentals and Villas

Maui, often referred to as the “Valley Isle,” is a premier vacation destination known for its stunning natural beauty, diverse landscapes, and endless opportunities for adventure. Select a luxury vacation rental here and treat yourself to world-famous beaches, incredible whale watching during the winter months, a fantastic culinary scene and those gorgeous Haleakala sunrises and sunsets. From the lush rainforests and cascading waterfalls of Hana to the pristine beaches of Wailea and Kaanapali, Maui offers a unique blend of relaxation and excitement. Visitors can explore the dramatic volcanic landscapes of Haleakalā National Park, snorkel in the crystal-clear waters of Molokini Crater, or simply unwind on one of the island’s many world-renowned beaches. With its rich cultural heritage, vibrant dining scene, and luxurious accommodations, Maui promises an unforgettable experience for every traveler. Whether you’re seeking thrilling outdoor activities, serene spa retreats, or family-friendly fun, Maui has something for everyone, making it the perfect destination for your next tropical getaway. Browse Gather’s collection of Maui luxury vacation rentals below, and start planning your dream getaway.

Discover Popular Maui Destinations & Resorts

Kaanapali | Kahana | Kapalua | Kihei | Lahaina | Napili | Wailea 
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    This resort-style pool features waterfalls, lounge chairs in the water, and a serene tropical setting perfect for relaxation. This open-concept living area offers seamless indoor-outdoor living with a spacious sectional and views of the lush surroundings. Open kitchen with granite island, cozy living area with TV, and a lanai offering tropical views. Step into a seamless blend of indoor comfort and outdoor relaxation on the lanai space, perfect for lounging or entertaining. Relax by the tropical pool and hot tub, surrounded by lush palms and serene landscaping. Perfect for unwinding in paradise. Spacious living area with a plush sectional sofa, modern ceiling fan, and open layout that flows into the kitchen, creating a perfect spot for relaxation and gathering. Dine in the elegant dining area with table for eight.

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Wailea Luxury Residence Hoolei 93-3

3 Beds
3.5 Baths
8 Sleeps

Starting at $685/night

    The spacious lanai offers stunning ocean views, perfect for lounging or dining outdoors. The resort pool overlooks the ocean, offering a perfect place to relax and soak in the beautiful island views. Royal Kahana 1010 Aerial view The living room offers comfortable seating with direct access to the lanai and beautiful ocean views. The fully equipped kitchen features stainless steel appliances and granite countertops, providing everything you need Enjoy meals with a stunning ocean backdrop from the dining area, perfect for relaxing and taking in the view. Wake up to breathtaking ocean views from the comfort of the primary bedroom.

New Listing!

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Royal Kahana 1010

2 Beds
2.5 Baths
6 Sleeps

Starting at $350/night

    Take in the breathtaking ocean views and feel the warm tropical breeze from this stunning beachfront spot from Kaanapali Shores 502 The living room offers panoramic ocean views through floor-to-ceiling windows, creating a serene space for relaxation. The open kitchen leads into a bright living area with stunning ocean views, making it an ideal space for cooking and entertaining. The dining area offers a beautiful view of the ocean, creating the perfect setting for meals while enjoying the island breeze. This serene bedroom boasts direct access to a private lanai with stunning ocean views, perfect for starting or ending your day in relaxation. Enjoy a sun-soaked afternoon or a peaceful moment on the private lanai, complete with comfortable lounge chairs. Take in the stunning panoramic views of the ocean and nearby islands, a perfect backdrop for a day of relaxation by the shore.

New Listing!

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Kaanapali Shores 502

2 Beds
2 Baths
6 Sleeps

Starting at $468/night

    Spacious open-concept living area with stunning ocean views and modern décor. Welcome to Mahana 1119, your tropical home away from home! Take in the breathtaking panoramic ocean views from your private lanai, the perfect spot to enjoy its beauty Enjoy your morning coffee on the private lanai. Welcome to Mahana 1119! Dining area with open-concept design and panoramic views of the ocean. The living area offers plush sectional sofa and open floorplan to the kitchen for seamless flow and connection.

New Listing!

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Mahana 1119

2 Beds
2 Baths
6 Sleeps

Starting at $350/night

    Relax on the spacious lanai, where plush seating and panoramic ocean views create the perfect spot for morning coffee or evening sunsets. Unwind on the lanai while soaking in the breathtaking ocean views, offering the perfect setting for relaxation and tranquility. The open-concept living area blends modern luxury with island charm, offering expansive ocean views through wide sliding doors. The plush sectional sofa and sleek kitchen with high-end appliances create an inviting space. The gourmet kitchen is a chef's dream, featuring a large central island with seating, top-of-the-line appliances, and rich wood cabinetry. The open design allows you to enjoy stunning ocean views while preparing meals, with elegant pendant lighting. The resort-style pool is a true tropical oasis, surrounded by lush greenery and dramatic rock formations. The tranquil waters feature cascading waterfalls, creating a serene ambiance. The primary suite offers a serene retreat with direct access to the lanai and breathtaking ocean views. The king-sized bed is complemented by luxurious linens and tasteful decor, creating a peaceful atmosphere for rest and relaxation. Relax on the plush sofa while soaking in uninterrupted views of the ocean, creating a seamless connection between indoor comfort and outdoor serenity.

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Wailea Luxury Residence Hoolei 23-3

3 Beds
3.5 Baths
6 Sleeps

Starting at $595/night

    Relax on the lanai with stunning ocean views, perfect for enjoying a refreshing drink while soaking in the serene surroundings. A bright dining area with large windows and ocean views, perfect for enjoying meals with a view. Gather in the inviting living room, featuring plush seating and a vibrant ambiance perfect for movie nights or simply unwinding after a day of adventure. The kitchen offers modern appliances and ocean views, making meal preparation a breeze while enjoying the stunning scenery. The elegant dining area is perfect for intimate meals, with vibrant blue accents and beautiful views through floor-to-ceiling windows, creating an inviting space to enjoy your surroundings. Refresh and relax with ocean views right from the lanai dining area. Relax on the cozy lanai seating and enjoy the tropical views and fresh air.
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Wailea Ekolu 1106

2 Beds
2 Baths
6 Sleeps

Starting at $249/night

    Mahana 508-Come soak in this view Open living and dining space with breathtaking ocean views. Bright and spacious kitchen with seamless flow to the living area and ocean views. Enjoy your meals with a breathtaking ocean view in this bright and inviting dining area. Relax in the serene primary suite, featuring direct access to a private lanai with stunning ocean views. Separate vanity from the shower, perfect for getting ready for your special dinner Relax in comfort while enjoying stunning ocean views from the living room.

New Listing!

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Mahana 608

1 Beds
1 Baths
4 Sleeps

Starting at $195/night

    Enjoy the serene afternoon views of the lush resort grounds from Hokulani 214 lanai. Unwind on your private lanai—ideal for sipping morning coffee or enjoying evening cocktails with a view. The open-concept design seamlessly connects the kitchen and living area, creating an inviting space perfect for entertaining or relaxing with loved ones. This modern kitchen features granite countertops, stainless steel appliances, and a spacious island with seating. The warm lighting and soft pillows create a cozy and welcoming atmosphere, perfect for a peaceful night’s rest. The en-suite bathroom is elegantly designed, featuring a soaking tub and spacious vanity, creating a spa-like atmosphere for ultimate relaxation. The open-concept kitchen effortlessly blends into the living area, featuring sleek granite countertops and modern appliances for a touch of everyday luxury.

New Listing!

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Honua Kai Hokulani 214

1 Beds
1 Baths
4 Sleeps

Starting at $125/night

    Enjoy a cool drink on the lanai while taking in stunning views of the pool and ocean. Perfect for relaxing in paradise. Relax in the comfortable living room with direct access to the lanai, offering beautiful views of the ocean and resort grounds. Fully equipped kitchen with modern appliances and plenty of counter space, perfect for preparing meals during your stay. Cozy dining area with seating for four, conveniently located next to the kitchen and living room, ideal for enjoying meals together. Spacious primary bedroom with ocean views and a comfortable king bed, offering a peaceful retreat after a day of exploring. Wake up to breathtaking ocean views from the comfort of the primary bedroom, complete with a TV for relaxation and easy access to the lanai. Relax on the lanai with a view of the resort pool, the perfect spot to enjoy a morning coffee or an evening drink.

New Listing!

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Royal Kahana 213

1 Beds
1 Baths
4 Sleeps

Starting at $125/night

    The spacious lanai offers comfortable seating and beautiful ocean views. This open-concept living area connects seamlessly to the lanai, providing a perfect space to unwind and enjoy the ocean breeze. The kitchen features a cozy breakfast bar with seating for two, ideal for a quick meal or morning coffee. The open dining area provides seating for six with easy access to the lanai. Enjoy a peaceful view from the lanai surrounded by lush greenery and a glimpse of the ocean. Relax and unwind in this cozy outdoor seating area, perfect for enjoying the surrounding garden views. Comfortable seating on the covered lanai offers a great spot to relax and take in the tropical surroundings.
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Wailea Ekolu 1605

2 Beds
2 Baths
6 Sleeps

Starting at $200/night

    Enjoy sweeping ocean views from this spacious, covered lanai, where stylish tile flooring complements the home's first floor. It's the perfect spot to relax in the shade, savoring tropical breezes in ultimate comfort. Relax in the comfortable living room with natural light pouring in through the sliding glass doors This fully remodeled kitchen boasts sleek stainless steel appliances, complemented by granite countertops and modern cabinetry, making it a perfect space for preparing meals with ease and style. The bright, open-concept living and dining area is designed for relaxation and entertainment, with stunning floor-to-ceiling windows that offer panoramic ocean views. This spacious primary suite offers a serene retreat with a king-sized bed, brand new carpet, large windows, and direct lanai access that showcases expansive ocean views. Perfect for unwinding while taking in the stunning surroundings. This elegant bathroom offers a luxurious freestanding tub, perfect for a relaxing soak after a long day. Enjoy breathtaking ocean views from this cozy lanai, perfect for morning coffee or evening cocktails.
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Kapalua Ridge 1622

2 Beds
3 Baths
6 Sleeps

Starting at $350/night

    The living room offers comfortable seating with direct access to the lanai and beautiful ocean views. Relax and take in the stunning ocean views from the comfort of your private lanai. The fully equipped kitchen features granite countertops and plenty of cabinet space, perfect for preparing meals Enjoy meals with a stunning ocean backdrop from the dining area, perfect for relaxing and taking in the view. The open-concept living area is filled with natural light and offers breathtaking ocean views, perfect for relaxing or entertaining. Wake up to breathtaking ocean views from the comfort of the primary bedroom. The spacious lanai offers stunning ocean views, perfect for lounging or dining outdoors.

New Listing!

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Royal Kahana 610

2 Beds
2.5 Baths
6 Sleeps

Starting at $300/night

    Open kitchen with modern finishes and a seamless connection to the living area and oceanfront lanai Welcome to Papakea L-106 true ocean front unit with year round sunsent views Spacious living room with ocean views, offering a relaxing ambiance and comfortable seating Dining area with ocean views, offering a perfect setting for enjoying meals with a picturesque backdrop A vibrant and cozy bedroom with tropical decor, featuring a comfortable bed perfect for unwinding after a day of exploring A stylish and well-lit bathroom featuring a spacious vanity with dual sinks and elegant granite countertops A cozy living space with plush seating and large sliding glass doors leading to a breathtaking oceanfront view
(10)

Papakea L-106

2 Beds
2 Baths
8 Sleeps

Starting at $200/night

    The granite countertops and wood cabinetry provide a warm, inviting space for preparing meals This oceanfront balcony provides a perfect setting for enjoying a refreshing drink while soaking in panoramic views of the Pacific. This bright and inviting living area features floor-to-ceiling windows with stunning ocean views. Whether enjoying coffee or a meal, this space allows you to relax while taking in the beautiful scenery beyond Relax and unwind with breathtaking ocean views right from your king-sized bed. Cozy and private ocean front dining Enjoy panoramic ocean views from this cozy and inviting living space.

Hot Tub

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Mahana 1118

1 Beds
1 Baths
4 Sleeps

Starting at $185/night

    Enjoy your meals or a glass of wine on the lanai, with sweeping views of the ocean and tropical landscape. The bright and spacious living room features comfortable seating and stylish decor, with large doors that open to the lanai The modern kitchen is fully equipped with stainless steel appliances, sleek countertops, and a breakfast bar The dining area offers breathtaking ocean views through large windows and sliding doors, creating a perfect setting for enjoying meals The spacious primary bedroom features a king-sized bed and direct access to a private lanai, offering a peaceful retreat with lush garden views. The modern bathroom offers dual vanities with sleek countertops and stylish round mirrors. The living room features comfortable seating, high ceilings, and large windows that let in natural light
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Kapalua Ridge 1421

1 Beds
2 Baths
4 Sleeps

Starting at $175/night

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