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Luxury rentals in Maui

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Top-rated luxury holiday rentals in Maui

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Luxe
The outdoor area features a lap pool with lounge chairs arranged alongside. The villa's exterior is illuminated at dusk, showcasing elegant architectural details and large glass doors that provide views into the living spaces. A covered patio offers shaded seating for relaxation.
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
Flat in Wailea-Makena
4.94 out of 5 average rating, 16 reviews

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, spa-style bathrooms, Moccamaster coffee, and Dyson Airwrap. This is five-star comfort, with the beach at your doorstep.

Luxe
An outdoor dining area is depicted with a rectangular table surrounded by six wicker chairs, featuring red cushions. The backdrop showcases a stunning view of the azure ocean and a distant island under a partly cloudy sky, framed by palm trees.
Apartment in Lahaina
5 out of 5 average rating, 4 reviews

Maui Resort Rentals: Honua Kai Konea 551

This listing is one of Honua Kai's crown jewels. Konea 551 boasts an incredible 5th floor vantage point on the interior corner of the closest wing to the ocean in Honua Kai's desirable Konea Tower. Treat your party to this "Ali'i" (Hawaiian word for royalty) residence with over 2200 sumptuous sq. ft. feet of interior space and some of Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 600 sq. ft. balcony completes the lavish experience.

Luxe
An expansive balcony features a large dining table surrounded by sturdy chairs, offering a stunning ocean view. A stainless steel Viking barbecue grill is positioned nearby. Lush palm trees frame the scene, complementing the bright blue sky and tranquil waters.
Apartment in Lahaina
5 out of 5 average rating, 7 reviews

Maui Resort Rentals: Honua Kai Hokulani 402

As one of Honua Kai's crown jewels. Hokulani 402 boasts an incredible 4th floor oceanfront vantage point in the closest column to the ocean at the entire Honua Kai Resort.. Treat your party to this "Ali'i" (Hawaiian word for royalty) residence with over 2200 sumptuous sq. ft. feet of interior space and some of Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 600 sq. ft. balcony completes the lavish experience.

Luxe
The open living area features a spacious sectional sofa, a glass coffee table, and a decorative rug. Large sliding doors lead to an outdoor space framed by tropical greenery, allowing natural light to fill the room. The kitchen area with wooden cabinetry and modern appliances is visible in the background.
Flat in Kihei
5 out of 5 average rating, 4 reviews

Wailea Hoolei 93-3 Rarely Priced for Last Minute

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Ho‘olei 93-3, a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho‘olei, just a short stroll from world-famous Wailea Beach and the iconic Grand Wailea Resort.

Luxe
A serene ocean scene features calm, clear waters reflecting a vibrant blue sky. Gentle waves lap against rocky shorelines adorned with green vegetation, creating a tranquil coastal atmosphere. Lush greenery in the foreground frames the expansive view of the Pacific Ocean, enhancing the sense of natural beauty.
Apartment in Lahaina
4.67 out of 5 average rating, 3 reviews

KBM Resorts | FREE CAR Kapalua Bay KBV-34G4

Luxurious oceanfront villa with panoramic Molokai views, private lanai, gourmet kitchen, and spa-inspired master suite-perfect for a relaxing Maui escape with comfort, style, and island charm. Please note that this listing can accommodate up to 4 guests, with additional bedding provided via a sofa bed in the living room.

Luxe
An expansive balcony offers a dining table with four chairs, set against the backdrop of panoramic ocean views. Bright red cushions enhance the seating area, while tropical plants add a splash of color. The sparkling blue water of the pool and lush greenery of the resort can be seen below.
Flat in Lahaina
4.83 out of 5 average rating, 6 reviews

Honua Kai H825 Luxurious Kaanapali Beach 3BD Condo

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Honua Kai Hokulani 825, an eighth-floor 3-bedroom, 3-bath penthouse‐style residence that sleeps up to 10 guests and frames unobstructed Pacific panoramic views from every room.

Luxe
The open-concept living area features a spacious sectional sofa and a modern kitchen island with bar seating. Large glass doors allow for a seamless transition to the outdoor lanai, showcasing panoramic ocean views in the distance.
Apartment in Kihei
5 out of 5 average rating, 9 reviews

Wailea Hoolei 23-3 Your Ultimate Luxury 3Bedroom

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei enclave on Maui’s sun-kissed south shore.

Luxe
Home in Lahaina
4.96 out of 5 average rating, 52 reviews

Just Steps from Maui's Best Beach! Pool and slide

BRAND NEW CONSTRUCTION finished in Sept 2018! No expense was spared in this beautiful 1800 square foot gated and private home. Just 40 steps to Maui's best sandy beach (perfect for family swimming and very kid friendly), this home literally has something for all ages.

Luxe
A spacious wrap-around lanai is shown with comfortable seating arrangements, offering direct views of the ocean and Molokai in the distance. Bright blue skies complement the serene water below, enhancing the inviting outdoor space for relaxation.
Flat in Lahaina
5 out of 5 average rating, 4 reviews

Kaanapali Shores 702 Your Beachfront Summer Escape

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.

Luxe
Home in Lahaina
5 out of 5 average rating, 6 reviews

Garuda Estate Maui

3br/3ba + bonus office with all-in-1 printer, sofa bed & TV. Oceanview home with a pool, hot tub, and Ocean Views!

Luxe
The villa is set against a backdrop of clear blue water and sandy beach, surrounded by palm trees swaying gently. Rocky outcrops frame the shoreline, while the ocean reflects the sky's colors, enhancing the serene coastal environment.
Villa in Maui
4.6 out of 5 average rating, 5 reviews

Paradise Cove

Short term rental permit #STWM20200001 Tax Map Key (TMK) (2) 4-3-007:015

Popular amenities for Maui luxury holiday rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great luxury holiday rentals in Maui

Luxe
An outdoor dining area is depicted with a rectangular table surrounded by six wicker chairs, featuring red cushions. The backdrop showcases a stunning view of the azure ocean and a distant island under a partly cloudy sky, framed by palm trees.
Apartment in Lahaina
5 out of 5 average rating, 4 reviews

Maui Resort Rentals: Honua Kai Konea 551

Luxe
An expansive balcony offers a dining table with four chairs, set against the backdrop of panoramic ocean views. Bright red cushions enhance the seating area, while tropical plants add a splash of color. The sparkling blue water of the pool and lush greenery of the resort can be seen below.
Flat in Lahaina
4.83 out of 5 average rating, 6 reviews

Honua Kai H825 Luxurious Kaanapali Beach 3BD Condo

Luxe
A serene ocean scene features calm, clear waters reflecting a vibrant blue sky. Gentle waves lap against rocky shorelines adorned with green vegetation, creating a tranquil coastal atmosphere. Lush greenery in the foreground frames the expansive view of the Pacific Ocean, enhancing the sense of natural beauty.
Apartment in Lahaina
4.67 out of 5 average rating, 3 reviews

KBM Resorts | FREE CAR Kapalua Bay KBV-34G4

Luxe
An expansive balcony features a large dining table surrounded by sturdy chairs, offering a stunning ocean view. A stainless steel Viking barbecue grill is positioned nearby. Lush palm trees frame the scene, complementing the bright blue sky and tranquil waters.
Apartment in Lahaina
5 out of 5 average rating, 7 reviews

Maui Resort Rentals: Honua Kai Hokulani 402

Luxe
Flat in Wailea-Makena
4.94 out of 5 average rating, 16 reviews

Ocean Views | Polo Beach Club | Groundfloor Condo

Luxe
The open living area features a spacious sectional sofa, a glass coffee table, and a decorative rug. Large sliding doors lead to an outdoor space framed by tropical greenery, allowing natural light to fill the room. The kitchen area with wooden cabinetry and modern appliances is visible in the background.
Flat in Kihei
5 out of 5 average rating, 4 reviews

Wailea Hoolei 93-3 Rarely Priced for Last Minute

Luxe
The open-concept living area features a spacious sectional sofa and a modern kitchen island with bar seating. Large glass doors allow for a seamless transition to the outdoor lanai, showcasing panoramic ocean views in the distance.
Apartment in Kihei
5 out of 5 average rating, 9 reviews

Wailea Hoolei 23-3 Your Ultimate Luxury 3Bedroom

Luxe
A spacious outdoor dining area is highlighted by a sleek table surrounded by wicker chairs. The stunning ocean views and lush adjacent lawn are framed by palm trees, while a built-in BBQ grill is positioned nearby, providing an inviting spot for al fresco meals.
Apartment in Lahaina
5 out of 5 average rating, 9 reviews

Maui Resort Rentals: Honua Kai Hokulani 101

All about Maui

Maui vacations - a world away from the norm

Surf’s up!

Of course, some travelers live to get their adrenaline pumping - and there’s no better way to do it than hitting the surf. No matter if you’re an absolute beginner or an experienced rider, there’s a break with your name on it here. If you’re surfing for the very first time we recommend booking a few lessons to get you started off. Beginners should be looking for a long-breaking, gentle wave such as those found on the south of the island, like Launiupoko beach. If you already know what you’re doing then head to the north shore - breaks such as Hookipa and Honolua Bay are sure to challenge you - but be warned, they can be tough to handle. If this all sounds too much like hard work, the simply pick a spot on the sand and watch the masters at work - surfing is a spectator sport after all.

Drive the road to Hana

Give all five senses a workout on the spectacular Road to Hana. A bucket-list item for many travelers, this twisting turning highway takes you through lush forests, with waterfalls breaking just off the tarmac and incredible views over unspoiled beaches. You’ll need to make an early start to get the most out of the trip, and bring plenty of provisions with you - food options are quite limited along the road. With over 600 hairpin bends along the route, if you’re not super comfortable behind the wheel you might prefer to take part in a guided tour. Your guide will offer plenty of places to stop along the way for photo ops. Once you reach the charming town of Hana, you can wander around or lace up your boots for the ½-mile trek to the Pools of Oheo for a refreshing swim. If you do drive yourself, make sure you set off home again by 3pm so you can navigate the return journey before it gets dark.

Head to the beach

With over 30 miles of beaches on the island, choosing which one to try on any given day can be a challenge. It’s good to remember that the waves can be very strong in Hawaii (remember, it’s a surfing paradise), so if you’re looking for a beach where you can swim, or where the kids can play, choose one with calmer waters. The best options include Makena beach - a beautiful stretch of sand with gentle waves on the south side of the island - and both Kaanapali and Wailea beaches, which have lifeguard patrols and regular beach amenities. Our Wailea beach villas are the ideal choice if you’re considering a beach vacation with family in tow.

Hike to your heart’s content

Avid hikers will love the wealth of challenging trails on Maui. For an easy way to enjoy the island head to Waianapanapa State Park, where a mostly level trail heads to a black sand beach with natural lava tube that you can explore. For a truly memorable day, make the journey to the stunning summit of Haleakala mountain for a hike that will take you above the clouds. Many visitors flock here to watch the incredible sunrise, but there’s more to explore than a photo opportunity. A guide will take you through the challenging terrain of Waikamoi preserve, where you’ll spot rare birds and other wildlife and enjoy incredible views. The weather changes very quickly up on Haleakala so make sure you come prepared with proper boots and rain gear.

Experience the luxury of our Maui vacation rentals

Maui is all about laid-back living, the true spirit of Aloha. That’s why our luxury rentals come equipped with backyard BBQs, swimming pools and shaded lounge areas made for relaxing with friends and family.

Wailea beach villas

For a vacation with the beach right on your doorstep, look no further than our beach villas in Wailea. Many of these luxurious properties have access to shared resort amenities, such as swimming pools, fitness centers and golf and tennis court access. All sort of little extras can be arranged, like in-villa massages or yoga classes, and you’ll love the spacious outdoor dining areas. If you’re visiting the island in winter or spring, you might even spot a pod of whales on their annual migration while you’re relaxing on your lanai.

Lahaina vacation rentals

Nestled between the ocean and the mountains, Lahaina is a charming community with a bustling main street. Our Lahaina vacation rentals are perfectly positioned for you to take advantage of everything Maui has to offer - great coffee in town, challenging hikes in the mountains and refreshing swims from the beach. What’s more they boast spacious outdoor areas, swimming pools and amazing views at every turn. Music fans should make a beeline for Fleetwood’s on Front St, where Fleetwood Mac frontman and Maui resident Mick Fleetwood often performs live with local musicians.

Kapalua villas

Watching the sunset is a favorite pastime on Maui, and our Kapalua villas are in one of the hottest spots on the island for enjoying the nightly sunset show. The key ingredients for this ritual are a spacious lanai, a cold beer, and being surrounded by your favorite people. At our properties in Kapalua you’ll have all this and more. Many of the properties offer access to resort amenities such as pools and spa treatments. What’s more our Kapalua homes are just minutes away from some of the best beaches and golf clubs on the island. If you have kids, look out for a property on a resort with organized children’s activities - the kids will love it, and you’ll love a little bit of peace and quiet too!

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