'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 your stay 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 lower...

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...

This Wailea beach penthouse villa is perfect for a couples retreat, small family vacation, or romantic honeymoon. With two-bedrooms, walking access to the beach, and plenty of amenities within the Destination Residences Hawai’i estate, you’ll have everything you need for an amazing vacation, just...

With a spectacular ocean view and easy walking access to Wailea Beach, Destination Residences Hawai’i’s luxurious penthouse is the vacation home of your dreams. In just a couple minutes, you’ll be on the white sand of Wailea Beach, enjoying the crystal clear waters and relaxing atmosphere. If...

At this luxurious penthouse, the ocean views are spectacular, and the beach is just a short walk from home. Located in Destination Residences Hawai’i, this seaside three-bedroom features two king en-suites and the third bedroom with a pair of twin beds; it’s perfect for a family getaway. On Wailea...

Located in the gorgeous Wailea Beach Residence, this luxurious two-bedroom apartment is the perfect home base for your next amazing Luxury Retreat. Have fun in the sun on Kihei’s sandy coast. One of Hawaii’s top beach communities, Kihei offers a dynamic range of aquatic activity, from surfing to...

Located within Maui’s prestigious Wailea Beach Community, this luxuriously outfitted two-bedroom apartment is perfect for a small family vacation, or a romantic beach honeymoon. With incredible ocean views from your spacious balcony, you'll instantly fall in love with Maui’s gorgeous coast. For a...

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...

This two-bedroom penthouse is located within Wailea Beach Villas on thw estern shore of Maui, part of a constellation of world-class resort communities owned by Destinatoin Residences Hawaii. The two-bedroom suite is ideal for a small family or group of friends, with an ample lanai patio, spacious...

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...

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...

Wake up to spot sea turtles and snorkel boats and end the day with sunsets over the Pacific at Makena Surf F208. This oceanfront Maui vacation rental puts the best of the island at your doorstep, from ocean views and beach access to shopping and golf. Two bedrooms make this villa an ideal choice...

Revel in expansive ocean views, warm sea breezes and a 5-minute walk to the beach at Wailea Beach Villa PH403. This luxury penthouse residence is also close to shopping, dining, golf and more on Maui’s gorgeous west coast. Three bedrooms make this villa a wonderful choice for a family holiday,...

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...

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...

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...

Just a short walk from the gorgeous white sand and crystal clear waters of Wailea Beach, this luxurious two-bedroom resides in one of Maui’s most prestigious resorts, Destination Residences Hawai’i. With two king beds and a scenic ocean view from the living room, this penthouse is perfect for a...

State of Hawaii Transient Accommodations Tax License #TA-*******-5280-01 Modern Maui I404 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....

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...

This is Wailea Living! Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or soak up the sun, snorkel,...

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,...

State of Hawaii Transient Accommodations Tax License #TA-*******-9680-01 Aqua Lani J305 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....

This beautiful, two-bedroom suite is located within Polo Beach Club, a residential resort on Polo Beach along the west shore of Maui. Managed by Destination Residences Hawaii, the resort offers outstanding amenities including a pool, hot tub, and tennis court, while the private villa provides an...

TAKE ADVANTAGE OF THE BEST DEAL IN HOOLEI. SPECIAL CANCELLATION RATE IS FOR MINIMUM 7 NIGHT BOOKING DURING 5/7-17/2016. Check availability and BOOK before its gone! Newly built state-of-the-art luxury townhome. Beautiful three bedroom, three and one-half baths, 3363 square foot villa with large...

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...

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,...

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...

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...

Situated within the Wailea Beach Resort, this bright and cheerful three-bedroom apartment is the perfect home base for an unforgettable Hawaiian, family vacation. Just steps away, you’ll have access to one of Maui’s most prestigious beachfront, Wailea Beach. Its rocky borders are great for...

State of Hawaii Transient Accommodations Tax License #TA-*******-9024-01 Grand Seascape K407 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...

The Hawaiian islands and the blue expanse of the Pacific are spread out before you at Wailea Beach Villa PH512. This top-floor Maui vacation rental looks out over Lanai, Kahoolawe and Molokini Crater; descend to ground level and you’re just a 5-minute walk from Wailea Beach. Nearly 3,000 square...

Find a secluded oceanfront retreat just minutes from popular beaches and the attractions of Wailea at Makena Surf F106. Part of a luxury community on Po’olenalena Beach, this Maui vacation rental affords access to shared amenities along with incredible sunset views. Its two bedrooms are the perfect...

State of Hawaii Transient Accommodations Tax License #TA-*******-6368-01 Bella Luna D302 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the U.S....

Sunset views, a location close to the beach and newly redecorated interiors are the perfect mix at Wailea Beach Villa PH502. This luxury penthouse residence is just steps from Wailea Beach and a short drive from other Maui must-sees such as golf and shopping. Its two bedrooms are ideal for a small...

State of Hawaii Transient Accommodations Tax License #TA-*******-9392-02 County of Maui Short-Term Rental License #Hotel-Zoned Resort Amore Aloha Villa 813 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published...

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...

Due to ongoing changes to the General Exercise Tax percentage in Hawaii, bookings may be subject to an adjustment or higher tax percentage. Just steps from the beach, this breezy open-concept three-bedroom celebrates Hawaii’s gorgeous natural environment in luxurious fashion. With its wrap-around...

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...

This superb Wailea Beach villa is a short walk from the resort's beach and pools and offers 2,300 square feet of beautifully furnished living space. Two ample king suites and outstanding amenities for cooking and entertainment form an ideal haven for two couples, while additional bedding can...

Located on the sandy shores of Wailea Beach, the Destination Residences Hawai’i estate has everything you could hope for in a beachfront luxury resort. This two-bedroom penthouse suite features king beds and instant walking access to the white sand and calm water of Wailea Beach. There’s plenty of...

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 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...

This superb, three-bedroom suite is located within the world-renowned Andaz Maui at Wailea, one of the finest destinations on the island's sunset coast. Just steps from Mokapu Beach, the villa features more than 3,200 square feet of indoor and outdoor living space with breathtaking views, while the...

State of Hawaii Transient Accommodations Tax License #TA-*******-7504-01 Mer Et Soleil K408 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018! Maui island was also voted #2 Best Island in the...

State of Hawaii Transient Accommodations Tax License #TA-*******-2464-02 County of Maui Short-Term Rental License #Hotel-Zoned Sunny Surf E301 is located on Maui island, ranked #1 Best Luxury Destination in the USA and #2 Best Beaches in the USA by U.S News & World Report published April 19, 2018!...

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...