Maui Vacation Rentals

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570 condos

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Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-102

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$755

Westin Kaanapali Ocean Resort

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$495

Breathtaking Oceanfront Retreat 2 BDRM Condo - Kamaole Nalu #302

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$312

Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-303

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$705

Maui oceanfront with Lanai and Molokai island view and spectacular sunsets

Napili-Honokowai studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$230

Stunning Condo on the Golf Course - WAILEA GRAND CHAMPION #90

Wailea condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$332

Unrivaled S Kihei Maui location! Walk to it all!

Wailea condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$224

Beach Front Class & Comfort with 2 Baths -Kihei Beach #504

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$230

Awesome Ground Floor 2bd Condo Steps from Beach! - Maalaea Surf G1

Kihei condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$401

Amazing Ground Floor 1bd Condo Steps from Beach! - Maalaea Surf G2

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$321

Prime Oceanfront 1Bd/1Ba Condo WAILEA ELUA, #1302

Wailea house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$752

Beautiful Wailea Condo Wailea Ekolu # 312

Wailea condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$250

Stunning Beach Front Condo Makena Surf Resort # E-204

Makena condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$802

Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$649

Stunning Beach Front 2 Bdrm Condo - Kihei Beach #102

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$299

Privately-Owned Penthouse with Ocean views in Maui

Kapalua villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$3,435

Great Location - Beautiful Condo w/AC - Royal Mauian #219

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$259

Remodeled Mountain View 2 BDRM Condo - Royal Mauian #601

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$229

Stunning Ground Floor 2 BDRM Condo WAILEA ELUA, #1403*

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$1,149

“Perfect Stay in Paradise!” Tracy's condo was perfect for our 30th wedding anniversary stay! We would not stay anywhere else on Maui except in one of Tracy's amazing rentals! The condo has a great location (across from the beach) and close to restaurants and shops. It is brightly decorated with happy cheerful colors and special touches! It was like a ray of sunshine! Both my husband and I loved the fact that the condo was well supplied --- everything from shampoo to an ice cooler and more. Tracy has thought of everything you need for a terrific stay --- even electric candles! The bed was so comfortable and relaxing! Tracy's binder on the coffee table was full of tips for a great vacation as well as menus from area restaurants. We loved seeing the large sea turtles swimming in the lagoon section at the beach across the street. The property is extremely clean and well maintained and we enjoyed the pool and jacuzzi at the condo as well. We were sorry to leave and return home. We can't wait to return to stay again at one of Tracy's Tropical Treasures condos! We enjoyed it so much that I have recommended it to a recently engaged friend for her honeymoon. Thank you Tracy for providing such wonderful accommodations and making our 30th wedding anniversary so memorable! We will definitely be back!

Responds fast! avg. 59 minutes

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$331

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required, Private outdoor pool (heated)

1 of 7 filters match

Price per night from

$2,519

Milo Cottage

Paia house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$974

Gorgeous Oceanfront Condo! - Kamaole Nalu #604

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Love Kamoale Nalu” We love staying right on the beach ! Exterior of property needs better maintenance ! Condo was great . Master bed needs replacement !

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$319

Amazing Fullly Remodeled 1 BDRM - Kihei Surfside #503

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Kihei surfside #503” Everything about unit #503 was excellent , all new ,fully renovated. Ocean view was fantastic Ali'i Resorts was excellent to deal with , would definitely use them again

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$249

Ocean Front Living - Beautiful 1 Bedroom - Sugar Beach #524

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$239

Beachfront, Spectacular Views, Close to Everything

Kihei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$310

Beautifully Renovated 2 BDRM WAILEA ELUA, #2201

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$549

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$818

"WOW IT'S LIKE OUR OWN PRIVATE RESORT!"... recent guest.

Kihei house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 30 minutes

2 of 7 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Smoking allowed, Car not required, Private outdoor pool (unheated), Secure parking

2 of 7 filters match

Price per night from

$1,821

SPECIAL! Closest to beach! King Bed

Kihei condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Secure parking, Car not required

2 of 7 filters match

Price per night from

$281

KAMAOLE SANDS BLDG 4 - OCEAN CLOSE - LARGE LANAI

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$189

Stunning 1 Bedroom Wailea Condo Wailea Elua # 206

Wailea apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$529

Lovely Ground Floor Unit MAKENA SURF RESORT, #C-102

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$699

Gorgeous Beach Front Condo MAKENA SURF RESORT, #E-202

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$749

Stunning, Remodeled, 2 Bedroom WAILEA EKOLU, #914

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Secure parking, Smoking allowed, Car not required

1 of 7 filters match

Price per night from

$349

The Sands of Kahana on the West Coast of Maui 2BR, 2BA, Sleeps 6

Kapalua villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$287

Luxurious and Private Maui Home with Swimming Pool

Haiku house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Serenity in Maui” My husband and I spent eight days at this lovely property, and quite simply, was the best house rental, and the best vacation we have ever taken. There are not enough words to tell you how beautiful the home is with all the stunning landscaping, yummy fruit trees,and great, private saltwater pool. The home is immaculate, and luxurious. Extremely clean, and absolutely stunning. Very comfortably furniture and great beds. Claudia, the owner is charming, and will be there when you need her for anything. Please, do yourself a favor and stay in this home. It is paradise!

2 of 7 match: Climbing frame, Private outdoor pool (heated), Private fishing lake or river, Smoking allowed, Car not required, Private outdoor pool (unheated), Secure parking

2 of 7 filters match

Price per night from

$1,031

1 of 7 match: Climbing frame, Private outdoor pool (heated), Private outdoor pool (unheated), Private fishing lake or river, Smoking allowed, Car not required, Secure parking

1 of 7 filters match

Price per night from

$606

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