Maui Vacation Rentals

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335 condos

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1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$798

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$431

Westin Ka'anapali Ocean Resort Villas North - Westin Kaanapali North 1 Br

Ka'anapali condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$640

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$798

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$955

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$575

Hyatt Club at Kaanapali Beach

Ka'anapali condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$916

Hyatt Club at Kaanapali Beach

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$628

Westin Maui - 1 bedroom

Ka'anapali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 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

1 of 5 match: Boat available, Private outdoor pool (heated), Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,821

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!

1 of 5 match: Boat available, Private outdoor pool (heated), Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,031

Upscale Furnishings, Gorgeous Lawns For Kids

Kihei condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$218

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Beautiful Home” The setting and view is spectacular. All the rooms were very nice. We enjoyed the pool table upstairs, although be careful as there is a flaw in the slate and the cue ball can go flying! The Sonos music system is also great. The backyard is perfect. Lots of pool toys. We enjoyed the evenings watching the stars. We did have a few minor issues. We had 3 adult couples and it wasn't clear that two of the bedrooms had a shared bath. The other bath was across the hall. We had expected private baths for each bedroom. The showers are beautiful but water pressure is minimal. Lastly, it seems that pool and hot tub controls are managed by the owner down below. The pool light would turn off and if you wanted to swim late, we couldn't find a pool light switch. Lastly, we didn't have heat in the hot tub the first day/night and requested help from the owner. No response. The pool maintenance person fixed it for us the next day. Even with these minor issues, I would recommend the home again. It is beautiful and has stunning views. We enjoyed the fruit trees, too.

1 of 5 match: Boat available, Private outdoor pool (heated), Video player, Smoking allowed, Private outdoor pool (unheated)

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Price per night from

$1,592

Whaler on Kaanapali Studio Ground Floor Condo

Ka'anapali apartment

  • 1 bathroom
  • sleeps 4

“Home away from home.” My third time staying at the condo. Love the location right next to the Whaler's Shops, great value and the beautiful beach just a few steps away from your balcony. Every time I call Larry to make my reservations he is very courteous and helpful. Always a great vacation!!!

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$269

BEST KEPT SECRET ON MAUI. OCEANFRONT 2B, 2B LUXURY CONDO AT AFFORDABLE PRICE

Lahaina apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Peaceful and relaxing” We had a relaxing stay at this condo. The pool and common areas were well kept and our neighbors were polite and friendly. We did not use the beach access here but did drive to nearby beaches. The condo had some upgrades such as the large kitchen island. In fact, the openness of the kitchen to the living room was very nice. We also enjoyed the lanai for eating meals and for whale watching. Watching the sunset from the property was a favorite way to end the day. The amenities were improving with the addition of new washers and driers in the community laundry room. Some may find this condo to be more rustic than luxurious but it met our expectations within the price point as cozy and a nice place to stay after adventure filled days. A big plus is that this condo community seems to attract a very considerate group of people. It was peaceful and relaxing to stay here and our overall impression was favorable.

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$373

ELEGANT BEACH HOME POOL & VIEW PERFECT LOCATION

Kihei house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$4,403

LUXURY BEACH HOME POOL EXCELLENT LOCATION

Kihei house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Wonderful stay in the perfect home. Great golf and beach locatio” My friends and I stayed in this high-end well-appointed home while we were on Maui. Our main purpose was to fit in as many games of golf as possible as our wives shopped and relaxed by the pools and enjoyed the beaches. This plan worked out perfectly since we were located right on golf course and a short walk from the beach. Everyone was more than happy with our accommodations and being able to rent a spacious home in the center of a luxury resort was ideal. This home was an exceptional value when you consider that most of the hotel rooms in the Wailea/Kihei area go for the same price for just one room. Everyone in our group felt as though this was our own home in Maui and we expect we will return again as soon as we can. We highly recommend this place and would like to thank the owners for extending us their every kindness. Sincerely, Don M

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$5,548

Maui Chalet - tropical North Shore private retreat

Haiku chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 5 match: Boat available, Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed

1 of 5 filters match

Price per night from

$418

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 44 minutes

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,431

“Zowie in Maui” The rental had the most equipped kitchen I've ever stayed in. The place was spacious and I love the art work throughout. The beds were comfortable. I liked the view and the proximity to the grocery store. The pool was lovely. It wasn't a place I would want to hang out in though, and the beach isn't that great; but we loved it for its cleanliness and proximity to various "day trip destinations" like the road to Hana, Haleakana, Big Beach, a coral reserve, a farmer's market, the Iao Needle, etc. in Maui. We enjoyed our stay. The only problem I had is that I wish we could have paid the entire fee by credit card and I would have glad paid an extra fee to do so for the convenience.

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$389

Grand Champions #48 Stunning 180 Degree Ocean Views. Top Floor Paradise Home

Wailea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Best experience ever in USA. Loved every minute of our stay.” #51 @ #48 condos were by far even better than the reviews and pictures described. My family from Canada and myself were truly impressed by the attention to detail and how well the units were presented. From the moment we walked in til the moment we left, we felt right at home with absolutely everything we could have needed or wanted to make our vacation complete.

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,009

ROMANTIC MAUI BEACH HOME, 3-BR/3 BATH, 3 MINUTES TO BABY BEACH

Paia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 5 match: Boat available, Private outdoor pool (heated), Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$1,712

Kamaole Beach Royale 1 Bedroom Seaviews

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 6 minutes

1 of 5 match: Boat available, Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed

1 of 5 filters match

Price per night from

$258

Walk to Beach, Condos Garden View #253

Kihei apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 2 hours 22 minutes

1 of 5 match: Boat available, Private outdoor pool (heated), Video player, Smoking allowed, Private outdoor pool (unheated)

1 of 5 filters match

Price per night from

$320

Luxury Maalaea Banyans- Perfect Honeymoon Spot! FABULOUS OCEAN VIEWS.

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“What a wonderfully relaxing get-a-way!” From the moment we arrived, we received such a warm welcome! Every detail thought of: a welcome basket of fruit, beautiful flowers in the room & all amenities you need in the condo. We loved this unit & thought it was really cozy. The balcony view was fantastic & we could not get enough of whale & turtle watching along with all the daily boat activities.

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

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Price per night from

$338

“This Place Has Everything You're Looking for on Maui” We really enjoyed staying at Maui Kai 806. The setting suns and moons as well as the layout of the unit, and the extremely helpful staff (especially Rowena) made our stay wonderful. We would recommend this place to our closest friends and relatives. It is ideally situated with access to all that Maui has to offer. Close to terrific beaches (snorkeling, sunning, etc.), close enough to beautiful sightseeing around Maui, and access to wonderful Lahaina, this place is simply amazing. It was my first trip to Hawaii and definitely a 5 star stay. This place rocks!

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$423

Milowai #204--Tropical Maui Oceanfront Condo

Maalaea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Breathtakingly beautiful” From the morning sunrises with coffee on the lanai to the afternoon/evenings watching the turtles this place is simply amazing. It is very quiet away from the hustle and bustle of being near all the hotels yet very centrally located and easy to get anywhere on the island. We didn't want to leave and can't wait to come back. This will be our Maui home unless we do something crazy and invest in our own piece of paradise

Responds fast! avg. 27 minutes

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$229

Beautiful, luxury Resort Condo with LOW rates!

Kihei apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Vaca” We loved it! We loved the location, easy access to multiple beach parks, eating and shopping. Can't wait to go back!

1 of 5 match: Boat available, Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed

1 of 5 filters match

Price per night from

$194

A Tortoise and Bird Refuge #2

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Boat available, Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed

1 of 5 filters match

Price per night from

$194

A Tortise and Bird Refuge

Lahaina private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 5 match: Boat available, Private outdoor pool (heated), Private outdoor pool (unheated), Video player, Smoking allowed

1 of 5 filters match

Price per night from

$160

Kamaole Villa Maui County Conditional Permit 2003/0009

Kihei house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Boat available, Private outdoor pool (unheated), Video player, Smoking allowed, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$2,519

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$1,047

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$1,047

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$707

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$667

Marriott's Maui Lahaina & Napili Towers - Luxurious One Bedroom Condo

Ka'anapali condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$785

Marriott's Maui Lahaina & Napili Towers - Luxurious Two Bedroom Condo

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$640

Marriott's Maui Lahaina & Napili Towers - Luxurious Two Bedroom Condo

Ka'anapali condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: Private outdoor pool (unheated), Private outdoor pool (heated), Video player, Smoking allowed, Boat available

1 of 5 filters match

Price per night from

$903

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