Luxury rentals in Maui

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Maui

Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxe
Condo in Kihei
Makena Surf F208
When Paipu Beach and all of the Destination Residences Hawai’i’s luxurious amenities are just steps outside your door, life is easy. 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 for a small family, two couples on holiday together or a couple on a dreamy Hawaiian honeymoon. Guests of Makena Surf are welcome to use the shared pool, hot tub and tennis court at Destination Residences Hawaii, as well as the shuttle service between properties. You can also enjoy the balmy temperatures from the villa’s private lanai, which features loungers, a barbecue and an alfresco dining table overlooking the ocean. Huge sliding glass doors give you the luxury of opening the villa’s great room to the lanai for a seamless indoor-outdoor living area. On warmer days, of course, you can shut the doors and relax in the sitting and dining areas in air-conditioned comfort. The great room also includes a fully equipped kitchen with a convenient breakfast bar. The villa’s master bedroom has a king bed and ensuite bathroom, while the second bedroom has a double bed, twin bed and shared access to a hall bathroom. Like the great room, the bedrooms are inviting, island-inspired spaces with neutral tones, traditional furnishings and cheery palm-print artwork and fabrics. Makena Surf F208 is just a 5-minute walk from Paipu Beach, also known as Po’olenalena Beach, a popular spot for everything from romantic sunset strolls to beach wedding ceremonies. By car, it’s 11 minutes or less from three other picturesque sandy beaches, the Wailea Blue Golf Course and, for those in search of souvenirs or a little indulgence or two, the Shops at Wailea. Copyright © Luxury Retreats. All rights reserved. HAWAII TAX ID #:131-05-9056-01 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television, Air conditioning, Ceiling fan • Bedroom 2: Double size bed, Twin size bed, Shared access to hall bathroom with shower/bathtub combo, Dual vanity, Television, Air conditioning, Ceiling fan Additional Bedding • Living room: Queen size sofa bed FEATURES & AMENITIES • More under “What this place offers” below STAFF & SERVICES Included: • Shuttle service • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities & excursions • More under “Add-on services” below SHARED ACCESS TO AMENITIES AT THE DESTINATION RESIDENCES HAWAI'I 
Nov. 10 – 17
$3,385 CAD per night
5.0 out of 5 average rating, 3 reviews
Luxe
Villa in Kihei
Anchor Cove D1
Channel your inner surfer at this Maui oceanfront oasis. The soothing sound of gently lapping waves will be the soundtrack to your paradise escape. This laid-back residence instantly channels much-needed relaxation, family-friendly fun, and chill, Hawaiian vibes. Seemingly endless stretches of powdery sand and crystal clear, cerulean waters are a mere 20 steps from your private, backyard lanai. Modern design merges with traditional details and warm, rich décor in the sprawling, open-concept space. Enormous 40-foot sliding doors open up from the main living area onto the vast terrace. There’s no denying that the evening starts at the wine bar; pre-dinner Mai Tais will quickly become your daily routine. Playing the role of gourmet chef is easy-breezy in the spacious kitchen, with options to dine both inside and alfresco. Pop open a bottle of crisp champagne as you watch the mesmerizing sunset ignite the sky with a mélange of tangerine hues. Only 100ft away from snorkelling, get ready for a glimpse of the vibrant marine life - think turtles - that thrives under the ocean. Looking for a lively night? Button up your botanical-printed aloha shirt and head out on the town. Retreat to the sumptuous sofas after a day of adventure—either with a view of the garden or with the electronic shades drawn and the fireplace flickering. With noise reduction windows in the bedrooms, you’re guaranteed to fall fast asleep as soon as your head hits the pillow.  Registration Permit TA-164-629-2992-01 Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Safe, Office space, Air conditioning, Ocean view • Bedroom 2: Queen size bed, Access to hallway bathroom shared with Bedroom 3, Stand-alone shower, Television, Air conditioning • Bedroom 3: Queen size bed, Twin size Murphy bunk bed, Access to hallway bathroom shared with Bedroom 2, Stand-alone shower, Television, Safe, Air conditioning FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • Lanai Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below Included: • More under “What this place offers” below
Sep. 4 – 11
$3,610 CAD per night
5.0 out of 5 average rating, 7 reviews
Luxe
Villa in Maui
Paradise Cove
Short term rental permit #STWM20200001 Tax Map Key (TMK) (2) 4-3-007:015
Sep. 12 – 19
$4,776 CAD per night
4.6 out of 5 average rating, 5 reviews

Popular amenities for Maui luxury vacation rentals

Other great luxury vacation rentals in Maui

Luxe
Villa in Lahaina
Hale Garuda
Dec. 15 – 22
$5,115 CAD per night
New place to stay
Luxe
Place to stay in Lahaina
Kaanapali Beachfront Estate
May 16 – 23
$13,405 CAD per night
New place to stay
Luxe
Villa in Haiku-Pauwela
Haiku House Maui
May 7 – 14
$22,101 CAD per night
New place to stay
Luxe
Condo in Kihei
Wailea Beach Villa PH112
Apr. 27 – May 4
$5,158 CAD per night
5.0 out of 5 average rating, 4 reviews
Luxe
Villa in Kihei
Wailea Beach Residence B101
Apr. 21 – 28
$7,821 CAD per night
5.0 out of 5 average rating, 4 reviews
Luxe
Villa in Kihei
Wailea Beach Villa PH205
Aug. 24 – 31
$5,158 CAD per night
5.0 out of 5 average rating, 3 reviews
Luxe
Villa in Makena
Makena Surf E103
Aug. 23 – 30
$3,385 CAD per night
New place to stay
Luxe
Condo in Kihei
Wailea Beach Villa PH411
Feb. 19 – 26
$4,991 CAD per night
New place to stay
Luxe
Condo in Kihei
Wailea Beach G302
May 17 – 24
$7,322 CAD per night
New place to stay
Luxe
Condo in Kihei
Wailea Beach Villa PH502
Jun. 10 – 17
$4,991 CAD per night
New place to stay
Luxe
Condo in Kihei
Wailea Beach Villa PH512
Aug. 6 – 13
$5,241 CAD per night
New place to stay
Luxe
Villa in Kihei
Wailea Beach Villa PH301
Sep. 17 – 24
$5,824 CAD per night
New place to stay

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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Maui
  6. Luxury rentals