Maui Vacation Rentals

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2,073 condos

“3 generation getaway” The Lahaina Gatehouse was perfect for our group of grandparents, kids, their spouses and two grandsons ages 4 and 8 (8 people total). There's enough space for gatherings as well as getting away for privacy too. The saltwater pool was the central gathering place for all and is beautifully maintained. There were boogie boards, water toys and water wings too. We wouldn't hesitate to recommend this property to family or friends.

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$700

One-of-a-Kind Maui Getaway!

Wailea house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,600

Aloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LRw/Full Kit, Lanai, AC, WiFi

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$201

Beautiful Beachfront Condo, Huge View, A/C

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$184

Responds fast! avg. 3 hours 44 minutes

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Price per night from

$132

Lahaina Baby Beach House-Pool-1 min.walk to the Beach- 5 min. walk to Lahaina

Lahaina house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,025

Mango Surf Beach Front Villa

Kihei house

3 bedrooms / 3 bathrooms / sleeps 6

“Kihei Private Home” Wanted to try "villa" living on Maui and this was spectacular! Private, modern, fully equipped and right on the beach. Easy to get to anyplace on Maui. Able to but local seafood and vegetables and cook great meals rather than dine out every night. There was nothing we wanted for and will likely return again!

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,495

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$134

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$134

Aloha AKU CoCoPalm Suite - Beachfront 1 BR/Bath - LRwFull Kit, Lanai, AC, WiFi

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$201

Launiupoko, Private Luxury Home "Kalapana"

Lahaina house

3 bedrooms / 4 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.

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,248

Aloha AKU Ohana Suite - Beachfront 2 BR/2Bath, LRw/Full Kit, Lanai, AC, WiFi

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$267

Aloha AKU Hula Suite - Beachfront, 1 BR/Bath, LR w/Full Kit, Lanai, AC, WiFi

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$201

Serene, Peaceful and Tranquil

Lahaina cottage

2 bedrooms / 2 bathrooms / sleeps 4

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$895

WBH D115 - Aloha Kai2, Beachfront, 1B/1Bath,Wifi,AC,Pool, Waiohuli Beach Hale

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$132

Opal Seas At Baby Beach

Lahaina house

3 bedrooms / 4 bathrooms / sleeps 6

“We had a fabulous time at Opal Seas” Great service Beautiful Home Located within walking distance of Lahaina There was nothing negative about this home

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$2,300

Aloha AKU Honu Suite - Beachfront, 1 BR/Bath, LR w/Full Kit, Lanai, AC, WiFi

Kihei apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$201

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Price per night from

$1,145

WBH 116A- Aloha Wai2, Beachfront, 1Bed/1Bath at Waiohuli Beach Hale

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$108

Lahaina Oceanfront Estates

Lahaina house

7 bedrooms / 6 bathrooms / sleeps 14

“Wonderful family vacation” We have spent several family vacations on this property - with small kids and grandparents! There are two gorgeous houses, one with 4 bedrooms and another with 3. The interior is clean and comfortable. We love the swimming pool, the Jacuzzi and the hammock. The view from the property is incredible (see photos) - morning glows, sunsets, boats, the moon and stars ... so close to the ocean! The location is very convenient - less than 5 min walk to restaurants, shops, grocery stores etc. and the beach. Also, 2 min drive to Safeway and Canary Mall. The management was very responsive when there were issues. Being able to comfortably accommodate more than 10 family members/friends is wonderful. We are looking forward to going back.

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,696

2-Bedroom 45 Seconds From The Sand, Great Views, AC Every Room

Kihei condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 30 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$182

Kihei Condo w/ Pool - Walk to Kamaole Beach Park I

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$147

Coral Gardens at Makena Bay

Wailea house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$2,800

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$108

Walk to Beach, Condos Garden View #253

Kihei apartment

1 bedroom / 1 bathroom / sleeps 5

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$220

Bali Hai Pool Villa F102 at Wailea Beach Villas

Wailea house

3 bedrooms / 4 bathrooms / sleeps 6

“The unit far exceeded out epectations!!” Th villa was as beautiful as presented on line. Very spacious and , well appointed. The kitchen featured high end appliances not normally seen in rental units. Beautiful decor. The owner has clearly put a lot of thought and resources into the comfort of his guests, right down to a fully stocked executive bar to every kitchen gadget you could possibly think of!!! The location was perfect. The unit was strategically located between the adults only and family pools... just s two minute walk to the beach. The concierge and rental agents were a pleasure to deal with and usually responded to any request within a hour. Great unit! Great experience!

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,295

OLD HAWAII AT ITS BEST! Across Street to Beach 2 min walk

Kihei apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$137

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$201

4BR Private Home; Pool Hot Tub; 1 Mile to Lahaina!

Lahaina house

4 bedrooms / 4 bathrooms / sleeps 14

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Price per night from

$545

Wailea Sunset Estate

Wailea house

5 bedrooms / 6 bathrooms / sleeps 10

“Truly Spectacular” This house is nothing short of spectacular. We chose this home for a family get-together and it worked perfectly. The Master Suite gave my husband and me the privacy we wanted, while our children and grandchildren had their own privacy. Each bedroom has its own bath. Everything was provided and ready for us upon arrival. We had T-times for golf, paddle boards, sea kayaks, snorkeling gear, as well as high chairs and cribs. Nothing was overlooked. We even took the opportunity to have a private chef (highly recommend just for the experience) cook dinner four different evenings, as well as adding on some additional cleaning. The sunsets were beautiful, the whales were breeching and the turtles surfed up to the rocky beach every night. Because of a tropical storm, we were able to watch professional surfers from our chairs on the grass. The larger hotels are within walking distance, but other than using the Spa facility at the Four Seasons, we felt no reason to leave this beautiful property. The management of Tropical Villa Vacations were extremely professional and easy to work with. For a group I would highly recommend this home. Everyone in our family had such a relaxing get-away that we plan to make this a bi-annual vacation and can't wait for 2016. There is nothing better than spending quality time with family, and this is the house to spend it in...truly spectacular!

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$2,950

Gorgeous West Maui Valley Isle Direct Ocean Front 2Bd2Ba Suites-Awesome Sunsets!

Napili-Honokowai condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 10 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$287

Moana Hideaway

Kihei house

4 bedrooms / 4 bathrooms / sleeps 8

“Paradise vacation” Moana Hideaway met all of our families needs. We didn’t even have to rent snorkel equipment because the property provided enough sets for all eight of us. The house is spacious and a single story so the older relatives didn’t have to climb stairs. The sunsets and sunrises were spectacular. Watching the green sea turtles while in the pool made our trip the ultimate Hawaiian experience. The property mgmt group was available for our questions and made sure everything was to our liking. Hoping to return to this amazing property some time in the future.

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$1,895

AlohaAKU Ohana2 Suite - Beachfront 2BR/2Bath, LR w/FullKit, Priv Lanai, AC

Kihei house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 44 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$267

Kihei Alii Kai - Spacious and updated! Across From The Beach!

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$225

KA 205 Watch the Whales and Beautiful Sunsets from this Lanai

Napili-Honokowai condo

1 bedroom / 1 bathroom / sleeps 4

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$189

Classic Beach Home with Private Pool (Honu Kai)

Kihei house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$433

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Price per night from

$187

*5-Star* Kapalua Golf Villa w/Ocean-View Lanai!

Lahaina villa

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 5 minutes

Match: Microwave Private outdoor pool (unheated)

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Price per night from

$229

Viewing 38 of 2,073
rentals in Maui

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