Maui Vacation Rentals

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756 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: Private outdoor pool (unheated) Sea view

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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: Private outdoor pool (unheated) Sea view

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Price per night from

$1,600

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: Private outdoor pool (unheated) Sea view

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Price per night from

$1,025

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: Private outdoor pool (unheated) Sea view

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Price per night from

$1,248

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

Kihei condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 36 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$147

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

Kihei condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 59 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$182

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 16 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$286

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

Kihei house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$1,202

Cloud 9 Beach House with Pool

Wailea house

3 bedrooms / 2 bathrooms / sleeps 7

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$572

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

Lahaina villa

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 1 hour 36 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$229

NEW! Resort Condo w/Ocean Views on Kaanapali Beach

Lahaina condo

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 36 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$366

Lahaina Condo w/ Patio, Ocean Views & Pool Access!

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 36 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$269

Sweeping Oceanfront View Condo in North Kihei!

Kihei condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 50 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$176

Gather with Family or Friends at a Gorgeous Estate. Pool, Views

Haiku house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$1,432

Gorgeous! Oceanfront With Pool And Hot-Tub - Permitted

Paia house

4 bedrooms / 3 bathrooms / sleeps 6

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$1,145

Absolutely Oceanfront-Corner with Side Window- 289

Lahaina condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 25 minutes

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$335

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!

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$810

Seaside Tropics Villa - Ocean Views, Private Pool and hot tub, AC

Kihei house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Private outdoor pool (unheated) Sea view

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Price per night from

$1,803

These homes match some but not all of your filters. Clear all filters

Westin Kaanapali Resort for Christmas/New Years!!

Ka'anapali hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$1,226

Hana Camping Under the Stars

Hana tented camp

1 bedroom / 1 bathroom / sleeps 40

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$69

Vanlife Maui Campervan Whitey Ford - Adventure starts where plans end - Aloha

Napili-Honokowai camper van

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$175

Vanlife Maui Campervan Royal blue - Adventure starts where plans end - Aloha

Napili-Honokowai house

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$175

2 Bedroom, 2 Bath Oceanview Penthouse Condo! Walk to the Beach!

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$201

Palm Cottage

Paia cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$401

Vanlife Maui Campervan Whitey Ford - Adventure starts where plans end

Napili-Honokowai caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$176

Maui Parkshore #303

Wailea condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 35 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$316

303 Punahoa Condominium

Wailea condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 35 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$238

Kailani Suite ,Corner Ocean View Suite at Hana Kai

Hana condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 41 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$264

Westin Kaanapali North

Ka'anapali villa

2 bedrooms / 2 bathrooms / sleeps 8

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$1,226

Maui Parkshore #306

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 52 minutes

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$341

Vanlife Maui Campervan Royal blue - Adventure starts where plans end

Napili-Honokowai caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$175

Kahana Reef #207

Lahaina apartment

1 bedroom / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$332

Maui Kamaole #i-212

Kihei apartment

1 bedroom / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$490

Maui Parkshore #401

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$342

205 Punahoa Condominium

Wailea condo

2 bedrooms / 1 bathroom / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$331

Maui Parkshore #409

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$316

Maui Parkshore #312

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 6

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$342

Kihei Akahi #C-502

Kihei apartment

2 bedrooms / 2 bathrooms / sleeps 4

1 of 2 match: Private outdoor pool (unheated), Sea view

1 of 2 filters match

Price per night from

$368

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