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Luxury rentals in Maui

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Top-rated luxury holiday rentals in Maui

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LUXE
Apartment in Kihei
Wailea Beach Villa PH112
When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. Just steps from the beach, this breezy open-concept three-bedroom celebrates Hawaii’s gorgeous natural environment in luxurious fashion. With its wrap-around lanai and unobstructed floor-to-ceiling opening, fresh ocean air and warm natural sunlight fill the penthouse with ease. When it’s time to check out the beach, simply take the elevator downstairs and follow the path, you’ll be there in no time. If you’d like to get out and do some exploring, you’ll find nightlife in Kihei, shopping, and legendary golf at Wailea Blue Golf Course. With a bright and cheerful open-air atmosphere, you’re sure to experience the relaxing Hawaiian way of life at this penthouse. The decor is a mix of plush designer furniture, rich wood textures, eclectic local works of art, and high-end electronics. The kitchen features stained wood cabinetry, granite countertops, and stainless steel appliances that are sure to inspire culinary creativity. And, the balcony is the perfect place to enjoy a relaxing evening. The Wailea penthouse comes equipped with television, Wi-Fi, air conditioning, and a washer/dryer. There’s formal dining space inside for six, and an alfresco set with seating for eight on the balcony. Shared amenities include a swimming pool, fitness center, billiards room, and a shuttle service that transports guests to nearby luxury resorts. If you’d like to visit more of Maui’s beautiful beach area, you won’t have to travel far. There are three more beaches within a ten-minute drive of the Wailea Community. Also nearby, The Shops at Wailea is an open-air mall with over sixty stores by luxury fashion brands, and it’s a great place to have lunch with its many restaurants. If you’ve got a golfer in the group, the Blue Course is a must-play. Blue winds through the resort area and along the coast, offering spectacular ocean views. And, from a few of the holes, you’ll be able to see Mount Haleakala, one of Hawaii’s most picturesque, dormant volcanoes. Copyright © Luxury Retreats. All rights reserved. HAWAII TAX ID #: 016-608-2560-01 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Dual vanity, Walk-in closet, Television, Air conditioning, Ceiling fan, Safe • Bedroom 2: 2 Twin size beds (can be converted to a king), Ensuite bathroom with combo shower/bathtub combo, Dual vanity, Television, Air conditioning, Ceiling fan • Bedroom 3: Queen size bed, Shared access with hall bathroom with shower/bathtub combo, Television, Air conditioning, Ceiling fan SERVICES INCLUDED • Mid-stay housekeeping - bookings of 6 nights or longer • More under “What this place offers” below SERVICES AT EXTRA COST • Activities & excursions • More under “Add-on services” below SHARED ACCESS TO AMENITIES AT THE DESTINATION RESIDENCES HAWAI'I  Included: • Shuttle service • Swimming pools - oceanfront adult pool & family pool • Fitness center • Billiards room • Small conference center
$3,011 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH512
When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. 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, Kaho'olawe and Molokini Crater; descend to ground level and you’re just a 5-minute walk from Wailea Beach. Nearly 3,000 square feet of space and three bedrooms mean you can share a dreamy holiday with up to six friends or family members—or reserve the whole thing for an island honeymoon. There’s no better place to take in the views from this penthouse villa than its wraparound private lanai, which features lounging and dining areas, and a barbecue. After you’ve watched the sun sink into the ocean, step inside to enjoy a glass from the wine cooler, flip on the cable TV and sound system or share photos via Wi-Fi. Slide-away glass walls connect the lanai to the villa’s great room, giving you the luxury of opening the space into one large indoor-outdoor living area. Feel the warm breeze wafting through the open-concept sitting area, dining area for six and fully equipped kitchen with breakfast bar. Details like woven chairs and a floral area rug bring the island ambience inside. Guests of the penthouse are welcome to use the shared swimming pool, hot tub, fitness center and games room at Destination Residences Hawaii, as well as the complimentary shuttle service between properties. You won’t even need a shuttle, however, to reach the sands of Wailea Beach, just a 5-minute walk from the villa. Copyright © Luxury Retreats. All rights reserved. HAWAII TAX ID #: 116-355-2768-01 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Walk-in closet, Television, Air conditioning, Ceiling fan, Safe, Desk • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television, Air conditioning, Ceiling fan • Bedroom 3: 2 Twin size beds (can be converted to a king), Shared access to hall bathroom with shower/bathtub combo, Television, Air conditioning, Ceiling fan SERVICES INCLUDED • Mid-stay housekeeping - bookings of 6 nights or longer • More under “What this place offers” below SERVICES AT EXTRA COST • Activities and excursions • More under “Add-on services” below SHARED ACCESS TO AMENITIES AT THE DESTINATION RESIDENCES HAWAI'I  Included: • Shuttle service • Swimming pools - oceanfront adult pool & family pool • Hot tub • Fitness center • Billiards room • Small conference center
$2,600 SGD per night
LUXE
Villa in Kihei
Wailea Beach Villa PH205
When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. 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 snorkeling, boogie boarding, and body surfing. Along the center of the beach, the water is much more calm, ideal for children and casual swimmers. Nearby in Kihei, you’ll love the vibrant tourism atmosphere featuring golf, dining, activities and excursion packages, and a wide range of shopping. An open concept floor plan and high-end designer furniture make this penthouse a social space for family fun. You’ll love the eclectic art, and vibrant Hawaiian decor found throughout. In the kitchen, stainless steel appliances and functional granite countertops create an exciting working environment. And, a wide opening to the balcony ensures fresh breeze and natural sunlight flow to freely through the apartment. Wailea’s beach penthouse has formal dining with space for six, and there’s an alfresco set with seating for four on the balcony, along with a barbecue. While you’re exploring the resort’s estate, visit their swimming pools, hot tubs, fitness center, billiards room, and beachfront, to which you’ll have shared access. There’s plenty to see and do in nearby town, Kihei. Known for its exciting outdoor environment, it’s always easy to find a beachfront restaurant, cocktail bar, or secluded spot to watch the sunset. 5 Palms is one of Kihei’s best cocktail bars, just steps from the beach, it is quite popular around sunset, so it’s a good idea to arrive a little before. If you’d prefer locally crafted beer, the Maui Brewing Co is always a great place to stop in and see whats new on tap. There are also lots of great restaurants and retail outlets at the open-air mall, The Shops at Wailea. And, if there’s a golfer in the group, Wailea Blue is one of the best courses in Hawaii. With challenging fairways that weave through the resort and scenic ocean and volcano views, Blue is a must-play for any golf aficionado. Copyright © Luxury Retreats. All rights reserved. HAWAII TAX ID #: 162-093-0560-01 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Dual vanity, Walk-in closet, Television, Air conditioning, Ceiling fan, Safe, Direct access to balcony • Bedroom 2: Queen size bed, Shared access with hall bathroom with shower/bathtub combo, Dual vanity, Television, Air conditioning, Ceiling fan • Bedroom 3: 2 Twin size beds, Ensuite bathroom with shower/bathtub combo, Television, Air conditioning, Ceiling fan STAFF & SERVICES Extra Cost (advance notice may be required): • Activities & excursions SHARED ACCESS TO AMENITIES AT THE DESTINATION RESIDENCES HAWAI'I  Included: • Swimming pools - oceanfront adult pool & family pool • Hot tub • Fitness center • Billiards room • Shuttle service • Conference center
$1,984 SGD per night

Other great luxury holiday rentals in Maui

LUXE
Apartment in Wailea-Makena
Kahakai Maui
$4,792 SGD per night
LUXE
Villa in Kihei
Wailea Beach Villa PH301
$2,155 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH504
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH410
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Residence E202
$2,738 SGD per night
LUXE
Villa in Kihei
Wailea Beach Villa PH406
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH302
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH502
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach E201
$2,738 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH306
$2,121 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Villa PH403
$2,600 SGD per night
LUXE
Apartment in Kihei
Wailea Beach Residence F202
$2,738 SGD per night

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 - and the Luxury Retreats concierge team can organize it for you. 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

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 resorts amenities, such as a swimming pools, fitness centers and golf and tennis court access. Our concierge team can arrange all sort of little extras, 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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