'Wailea Beach Villas is the #1 Specialty Lodging in Wailea' - Trip Advisor 'Wailea Beach Villas is one of the top 100 hotels in the USA' - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas....

Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wailea Hotel & Spa on the beautiful island of Maui. Situated on the third row at Ho'olei, this beautiful two-story villa boasts dramatic Pacific Ocean views from both upper and...

The Plumeria Suite at Dolphins Point Maui is a beachfront, ground floor, 2 bedroom, 2 bath suite, with private lanai - only 50 paces from the sand on beautiful Kamaole I beach. A gated and very private estate setting - only 12 maximum guests at any time on the property. There's nothing quite...

Tropical paradise is made even more magical with this luxury vacation rental. With a third story location that has views of the Pacific and ample entertaining space both indoors and out, we're certain your Maui vacation will be unforgettable. The open floor plan features tile throughout to keep...

Unbelievable 2 bedroom plus den / 2 bath penthouse villa located in the prestigous Wailea Beach Villas. Second floor location with 2000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table...

Discover one of Hawaii’s best-kept secrets from this top floor residence at Makena Surf Resort. Surrounded by lush, tropical greenery, enjoy some of Maui’s best views from this beachfront corner unit, located in a building that takes its cues from traditional Hawaiian design. The resort backs onto...

Spend your vacation at Ho'olei luxury villas at Grand Wailea on Maui! Located just minutes from the world-class Grand Wailea Resort Hotel & Spa on Maui's southern shore, each two-story villa offers a luxurious home in paradise. Every villa has three bedrooms and 3.5 baths with finely appointed...

Come enjoy the pleasure of a private Maui vacation villa while getting the personal service of a five-star hotel at Wailea Beach Villas – Penthouse vacation home. Offering high-end private living, you will have the Hawaiian getaway of a lifetime! Become enchanted by over 10 acres of lush  grounds,...

From your private lanai to your toes in the sand - less than 50 paces! Our property is in the Kihei / Wailea area on Maui's sunny south shore and is direct beachfront on Kamaole I (aka Charley Young) Beach. Here you'll find year round postcard sunsets and can winter whale watch right from the...

Beautiful 2BR/2BA Condo in Wailea located in the amazing Grand Champions Villas complex. Only a 5 minute walk to the beach, Grand Champions provides a luxurious, relaxed vibe in the beautiful town of Wailea. Close to numerous restaurants, shops and beaches. Relax in the two pools on property or...

Located on the white sands of Kamaole I Beach in Kihei/Wailea on the sunny side of Maui. Enjoy spectacular sunsets, winter whale watching from the lanai, or just basking in the sun. From your lanai to the sand is less than 50 paces. The Ginger Suite at Dolphins Point Maui is a beachfront, ground...

With its stunning Pacific views and sought-after location, Hale Makena Maui is one of the most impressive 4-bedroom Maui villas available. This resplendent villa is found beachside in Makena, just south of the ultra-luxurious enclave of Wailea; escape the crowds in favor of a more tranquil, yet...

Nestled amongst lush tropical greenery and tall palm trees, this ground-floor luxury villa breezy atmosphere you're hoping for in a Hawaiin vacation home. Boasting three gorgeous bedrooms, an open-concept living room, and plenty of nearby beach access, Wailea is perfect for a family vacation, a...

Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--sophisticated furnishings and spectacular art. Formal entry hall. Spacious living room. Formal dining with...

Dolphins Point Maui is the perfect beach house for your family or group vacation, with 4 bedrooms & 4 bathrooms split into three private suites. The property is ideally situated directly on a beautiful white sand beach - literally the lawn ends and the sand begins! You can be settled at the beach...

<div class='propertyContent'> Kihei, Maui - Tropical paradise is made even more magical with this luxury apartment villa. With a third-story location that has views of the Pacific and ample entertaining space both indoors and out, we’re certain your Maui vacation will be unforgettable. The open...

This home defines the best of Maui with direct access to a sandy, swimming beach on one side and a lava rock beach on the other side. This unique beachfront estate is perfectly situated for both privacy and beach access to south Maui's Polo Beach and is within walking distance to Maui's best...

Wailea Beach Villas Penthouse 411 welcomes guests with expansive ocean and island views. The private lanai provides perfect seating for enjoying Maui's year-round sunsets, outdoor dining and whale-watching. This two-bedroom, two-bath vacation residence offers the best of island living and luxury,...

This luxury villa is a private tropical oasis only 50 yards from beaches, snorkeling and surfing. The perfect location for any family while shopping, restaurants, playground, movies, tennis and skate-park are all within walking distance. Wailea Inn may be booked as a private residence offering...

Wailea, Maui - A bright and spacious floor plan greets you as you enter this third floor property. With glass walls that vanish to reveal a beautiful covered lanai, the lovely outdoor space merges with the home’s interior to create more room for you and your guests to take advantage of. The open...

A bright and spacious floor plan greets you as you enter this third floor property. With glass walls that vanish to reveal a beautiful covered lanai, the lovely outdoor space merges with the homes interior to create more room for you and your guests to take advantage of. The open floor plan...

Wailea Beach Villas Penthouse 403 showcases soft ocean breezes with a beautiful Ocean view and luxurious comforts for the entire family.  With 3 bedrooms and 3 full baths located on the Fourth floor, this 2,000 square foot gem is the perfect get away for your well deserved holiday, with an...

Just minutes from Wailea’s shopping mall, golf course, and gorgeous beachfront, this luxurious ground-floor villa’s three-bedrooms are perfect for a family vacation or getaway with friends. You’ll love exploring Hawaii’s amazing coast, and with so many different resorts in the area, there’s plenty...

Wailea Beach Villas Penthouse 211 boasts rich details and several unique features that make this suite ideal for the young-at-heart.  Starting with a mounted 32-inch flat screen TV for viewing from the master bath's deep soaker tub, and a personal mini-fridge in the master suite -  this Penthouse...

Making the most of Maui’s gorgeous weather and balmy beach environment is easy in Wailea’s open-air beach residence. Just a short walk from the villa and you’ll be on the sandy shores, enjoying the crystal clear waters, and melting stress away under the Hawaiian sun. Nearby, you’ll find shopping,...

Find a designer haven just minutes from one of Maui's best beaches at Wailea Beach Residence F201. Pairing Hawaiian art and traditional furnishings with Asian accents, this beautifully appointed three-bedroom vacation rental welcomes up to six guests in true island elegance. What's more, it's only...

Make the most of your Maui vacation at Makena’s balmy two-bedroom oceanfront-apartment, just a short stroll from Paipu Beach. You’ll love the open-air layout, which invites the beautiful Hawaiian weather to flow freely within Makena’s luxurious walls. Nearby, you’ll have easy access several other...

Enjoy a quintessential Hawaiian holiday at Halama Dolphin Villa. With waves lapping at the shore, palm trees swaying overhead and the sun setting over the Pacific each evening, the oceanfront setting of this luxury Maui vacation rental is a scene out of a postcard. Five-star amenities, newly...

With quick and easy walking access to the beach and an amazing ocean view from the living room couch, Wailea Beach Residence has everything you need to enjoy your next unforgettable Luxury Retreats vacation. Perfect for a small family, couple retreat, or friends on a golf trip, this ocean view...

With a gorgeous corner vista looking over the tops of palm trees and on to the turquoise ocean, this breezy three-bedroom offers the best of luxurious island life. Spend your days on the beach or the golf course, and your nights relaxing in a beachfront bar or on your private balcony. At Wailea...

From ocean views from a wraparound lanai to one of Maui's best beaches just minutes away, Wailea Beach Residence F202 has everything you need in a Hawaii vacation rental. This three-bedroom luxury villa boasts thoughtfully designed indoor and outdoor living spaces that make the most of its gorgeous...

Just minutes away from the sparkling sandy shores of Wailea Beach, this three-bedroom luxury rental is perfectly suited for your next relaxing beach or golf vacation. With a spacious interior, plush exterior, and three fully equipped bedroom suites, you'll have all of the comfort and privacy that...

Just minutes away from the gorgeous sandy shores of Wailea Beach, this three-bedroom open-concept luxury villa is perfect for your next amazing beach or golf vacation. With private-elevator access, a spacious great room, and a private lanai just above the tree top, you'll have the space and privacy...

When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. From this open-air two-bedroom apartment, you’ll have everything you need to make the most of your relaxing Maui vacation. Perfect for a romantic honeymoon, an...

Wailea Beach Villas Penthouse 306 is a favorite retreat for guests who appreciate panoramic ocean and island views. This generous two-bedroom, two-bath residence features an open floor plan of elegant living space, clean contemporary furnishings, original artwork, a comfortable outdoor lanai and...

With Paipu Beach downstairs and an incredible ocean view from your living room and terrace, you won’t have any trouble finding the perfect spot to soak up the sun and enjoy Maui’s gorgeous environment. Palm trees and white sand are the decor at Destination Residences Hawai’i, and on their gorgeous...

Penthouse 502 boasts a panoramic ocean vista, ideal for whale watching in the winter, and with spectacular sunset views all year long. This top floor penthouse has been exquisitely redecorated in 2014 with an elegant, casual décor. Your private elevator landing on the top floor offers a glimpse of...

Spend a perfect Hawaiian morning, sipping coffee, looking out over the Pacific - Kaho'olawe in the distance - all from your very own private balcony.  This Wailea Beach villa has everything you could possibly want in a luxury rental: ease of access to the world famous Wailea Beach, Wailea's Blue...

Wailea Beach Villas Penthouse 504 is named The Maui Ocean View for its panoramic 180 degree views of the Pacific Ocean, Kaho‘olawe, Molokini crater and Lānaʻi. This generous two-bedroom, two-bath unit provides over 2500 sq. ft. of living space, outdoor lanai, entertaining space, plus a convertible...