Maui Vacation Rentals

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1,191 cottages

Ocean Lookout - - Private Hottub + Access to 44ft Pool!

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$716

Private, Romantic Cottage, Panoramic Ocean View, King-Bed, Hot Tub

Haiku cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Even better than expected” I stayed at this cottage for 11 nights. I felt so much at home that I did not want to leave, not even to go to the beach. The views are stunning. It is very private and quiet. I really liked the sound of the water fall in the gulch below. The cottage offers anything one can dream of... fully equipped kitchen, washer, dryer, towels, beach chairs, sun umbrellas, deck chairs, BBQ, outside showers, TV, DVD and a very fast and stable internet. Haiku town is only a few minutes by car (3 minutes to be precise) where you can find groceries, restaurants and a fitness centre (which offers weekly and daily passes for tourists). Paia town and beaches can easily be reached within 15 minutes, Makawao town is also around the corner. Barbara and Hank, the owners of this beautiful property, are very nice people and extremely helpful.

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$410

Maui by the Sea cottage

Paia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Loved Maui by the Sea!” Valerie, We loved our stay at the cottage. Couldn't have been better! Tavares beach was our favorite, just watching turtles and hanging out. Paia is a great town. It really felt like home and we hope to be back soon. Thank you to you and Craig for the hospitality. Mahalo, Tom and Michelle

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Price per night from

$367

Responds fast! avg. 40 minutes

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$745

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$618

Quiet, secluded 1-bd cottage retreat plus sleeping loft & work space

Makawao cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

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$258

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Lele Penthouse

Kihei villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$1,014

Lele Hideaway

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 21 minutes

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Price per night from

$354

Christmas in Maui!

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$296

KBM Resorts Montage-Paia Elegant 2,900 sq ft 3BR/3B with ocean & garden views!

Kapalua apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,065

Kamaole One

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 33 minutes

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$1,422

Oceanfront 27-Foot Panoramic Ocean Views w/ Double Ensuite & Luxurious Upgrades!

Napili-Honokowai condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$889

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$224

Royal Kahana Resort #706

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$361

Royal Kahana Resort #912

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$391

Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua

Lahaina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$1,192

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Price per night from

$687

Royal Kahana Resort #1002

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$211

Royal Kahana Resort #815

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$241

Royal Kahana Resort #1004

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$211

Royal Kahana Resort #615

Napili-Honokowai apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$241

Royal Kahana Resort #512

Lahaina apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$283

Royal Kahana Resort #410

Napili-Honokowai apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$481

Gorgeous Ground floor Corner! 2 Bed! Open to Ocean! Amazing Views!

Lahaina apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$424

Quiet, Upcountry Ohana with Private Deck

Makawao apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

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Price per night from

$344

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Price per night from

$485

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Price per night from

$440

OCEANFRONT WAILEA SUNSET BUNGALOW, HOT TUB, LARGE YARD!

Wailea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Marvelous ocean front experience!” We stayed for 12 nights at the Wailea Sunset Bungalow. It was a tremendous way to celebrate our 35th wedding anniversary. The views were fabulous and the bungalow was everything we could have wanted and more. Due to dietary restrictions we needed to prepare our own meals, and the full kitchen allowed us to do so very comfortably. Being right on the water we saw breaching whales every single day we were there! We loved the separation from the usual crowds, yet we were close enough to resorts not to feel too isolated. Property manager and concierge were very responsive to our needs and helped to make everything perfect for our vacation. The bungalow was as advertised. There were no surprises. Everything was as we expected. We have stayed at many upscale hotels on several of the islands, but this by far was our best experience staying in Hawaii. Most importantly, we would stay here again in a heartbeat! We can't wait to come back.

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Price per night from

$995

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$300

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$615

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Price per night from

$439

Wailea Ekolu 1706

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$344

Kihei Akahi A104

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$235

Pacific Shores B306

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$258

Kauhale Makai 230

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$172

Hale Kai O'Kihei 118

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$122

Hale Kai O'Kihei 314

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$287

Maui Vista 1223

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$121

Viewing 38 of 1,191
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