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Maui Vacation Rentals & Condos with Swimming Pool - 749 Rentals Available.

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749 Vacation rentals

Filters applied: Swimming pool

(11)

1 / 41

Lahaina Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$200

Excellent (11 reviews)

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from $200 / night

1 / 23

Kihei Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$100

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from $100 / night

(6)

1 / 77

Lahaina Condo

  • 2
  • 5
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Ask about children
“The condo was great. This was our first time to stay there, would highly recommend. Great location and had everything you need. It was very clean and spacious. Loved having a washer and dryer. We really enjoyed our stay...”
- Review left on 12/23/2015

$235

Very Good (6 reviews)

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from $235 / night

(2)

1 / 26

Paia House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our extended family stayed in the Blue Lotus villa in March 2016, and had a wonderful week. The beautiful and comfortable home is well stocked with everything visitors might need, and is located in a lush, quiet neighborhood, making for a great...”
- Review left on 04/04/2016

$999

Excellent (2 reviews)

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from $999 / night

(5)

1 / 24

Ka'anapali Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I had the pleasure of staying at this lovely, fully remodeled oceanfront condo at the Papakea resort. I couldn't believe how close we were to the ocean. Sitting on the deck each morning sipping my coffee and looking out across the channel to Molokai...”
- Review left on 02/22/2017

$250

Excellent (5 reviews)

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from $250 / night

(9)

1 / 24

Kihei House

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“I stayed here for a week in January with my Mom. Every detail in this condo has been considered and the owners treat this like their home, not just a rental property. The towels, the beds, the sheets and the furnishings are all top quality-as nice...”
- Review left on 02/27/2017

$500

Excellent (9 reviews)

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from $500 / night

1 / 24

Lahaina Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $480 / night

(25)

1 / 22

Lahaina Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$699

Excellent (25 reviews)

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from $699 / night

1 / 38

Kihei Condo

  • 1
  • 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $165 / night

(7)

1 / 37

Wailea Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$1288

Excellent (7 reviews)

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from $1288 / night

(3)

1 / 30

Kihei Townhouse

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“There was my wife and I plus our 19 and 21 year old daughters on our first visit to Maui. We loved Koa Resort because it was not one of the huge hotels or tower blocks that dominate the beach landscape. The apartment was ground floor so in a two...”
- Review left on 08/21/2016

$150

Very Good (3 reviews)

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from $150 / night

(4)

1 / 31

Lahaina House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“A phenomenal location, wonderful amenities, made for a great family vacation. I'd highly recommend the Gate House to anyone...”
- Review left on 04/23/2017

$700

Excellent (4 reviews)

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from $700 / night

(7)

1 / 24

Kihei Condo

  • 1
  • 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Love the place! Quite, clean. Open door to a beautiful sunset every night, wonderful walks on the sand. Close enough to town and restaurants. I had a great resting time...”
- Review left on 08/22/2016

$124

Very Good (7 reviews)

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from $124 / night

(3)

1 / 23

Kihei House

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have rented this house now several times. The remodel is amazing. The house is perfect for a family reunion. We enjoy the location,and proximity to everything else on Maui. The owners and caretakers have always taken good care of us and we feel...”
- Review left on 09/26/2010

$450

Very Good (3 reviews)

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from $450 / night

(1)

1 / 20

Kihei House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This split-level hillside home has stunning views, an orchard, pool and kitchen garden. The caretaker provided baskets of citrus fruit from the orchard (sweetest grapefruit ever) and invited us to make use of the kitchen garden. I harvested a beet...”
- Review left on 01/03/2017

$1050

Very Good (1 reviews)

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from $1050 / night

(5)

1 / 24

Kihei Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a great time at this place, the view is amazing, confortable , clean with everything we need... Hope to get there another time”
- Review left on 08/16/2016

$250

Excellent (5 reviews)

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from $250 / night

(2)

1 / 34

Kihei Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ours was a family trip and we had 10 altogether for a short time but 3 of them stayed down the street aways. We had such a wonderful time and our place fit us perfectly and had everything we needed plus it was very tastefully decorated in a...”
- Review left on 04/27/2015

$375

Excellent (2 reviews)

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from $375 / night

(2)

1 / 24

Wailuku Condo

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Our family of 5 stayed here for our Maui portion of a recent Hawaii vacation. The pictures don't do the home justice as it was SPLENDID. Beautiful view, great location (more below), fully equipped with all you need, and you have John as a fabulous...”
- Review left on 09/19/2016

$579

Excellent (2 reviews)

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from $579 / night

1 / 45

Kihei Townhouse

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $245 / night

(96)

1 / 42

Wailea Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$895

Excellent (96 reviews)

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from $895 / night

(3)

1 / 51

Kihei Condo

  • 2
  • 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“We had a great time! It was clean and comfortable. We stayed there with friends and the bedrooms are like having two masters. It worked out well for us. The views were amazing from the deck. We watched the sunset each night and could even see...”
- Review left on 03/02/2016

$250

Very Good (3 reviews)

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from $250 / night

(4)

1 / 35

Kihei Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Nice and clean. Excellent location on the North side of Kihei across the road from the beach. Beautiful uncrowded beach with a beach park a short walk to the North with excellent swimming with outdoor shower and restrooms. Out of town enough to be...”
- Review left on 03/16/2016

$150

Very Good (4 reviews)

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from $150 / night

1 / 32

Kihei Condo

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

from $850 / night

(5)

1 / 22

Kihei House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Don't even bother looking at any other properties, this one is your home away from home. We had a large group, seven adults and my one year old daughter. This place was perfect. We all were comfortable and felt right at home. Everything was there and...”
- Review left on 06/28/2016

$475

Very Good (5 reviews)

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from $475 / night

(17)

1 / 40

Kihei House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is a great place to stay when visiting Maui for a family vacation. The home is located on a quiet street near roads that provide for easy access to major tourist sites on the island and is near some great beaches. The town of Kihie has all...”
- Review left on 10/13/2014

$475

Very Good (17 reviews)

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from $475 / night

(1)

1 / 22

Wailuku Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
“My wife and I stayed here for a little over a week and really enjoyed it. The place was clean, nicely furnished and reasonably priced. You really can't beat the view, I spent a lot of time drinking coffee on the lanai and watching the sunrises, sun...”
- Review left on 12/28/2016

$165

Excellent (1 reviews)

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from $165 / night

(12)

1 / 29

Kihei Condo

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This property was amazing. The views are fantastic. The property upgrades are well done and lots of special details were taken to enhance our stay. The property management Co. communicated all details on a timely manner and with joy. We all had a...”
- Review left on 10/25/2016

$315

Excellent (12 reviews)

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from $315 / night

(1)

1 / 40

Kihei Condo

  • 1
  • 4
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“Although this is an older property, the grounds are beautifully kept. The unit we stayed in had been updated with tile flooring and freshly painted, so it was very bright and cozy. We enjoyed our stay...”
- Review left on 11/21/2016

$130

Very Good (1 reviews)

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from $130 / night

(3)

1 / 39

Kihei Condo

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“When we got there the unit was a lot smaller than it showed over the internet, also you could use one more bar-b-que down by the pool...”
- Review left on 03/28/2011

$295

Average (3 reviews)

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from $295 / night

1 / 33

Kihei Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $250 / night

(1)

1 / 34

Kihei Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“I stayed in this condo with my mid 20's age son. It was clean and spacious, and when the trade winds were blowing there away a great breeze that flowed through the space. Plenty of room to cook in the kitchen, we nearly always cooked breakfast there...”
- Review left on 04/26/2015

$165

Very Good (1 reviews)

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from $165 / night

(9)

1 / 34

Kihei Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We enjoyed our stay in the KOA resort condo. The space was plenty for 4 adults and 3 kids and the proximity to the beach and other Maui activities was excellent. We weren't able to find some promised accessories in the condo and Kelli was very...”
- Review left on 11/27/2016

$250

Very Good (9 reviews)

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from $250 / night

(1)

1 / 26

Kihei Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This condo was awesome!! It was completely stocked with any kitchen equipment you will ever need and it is very tastefully decorated. We had a blast staying here on our honeymoon. Katie Crump was a pleasure to work with and was extremely...”
- Review left on 09/06/2016

$130

Excellent (1 reviews)

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from $130 / night

(1)

1 / 16

Kihei Villa

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Very positive experience. The position on the beach was amazing. We could even see turtles from the balcony. The apartment had everything you could ever need and was very clean and well organised. The nearby beach was not crowded and excellent for...”
- Review left on 10/04/2015

$1069

Very Good (1 reviews)

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from $1069 / night

(1)

1 / 49

Lahaina Condo

  • 1
  • 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Nice unit with a outstanding view - not sure if the view could have been any more perfect. Unit is comfortable, user friendly, and clean. Complex is older so less amenities. Area is very nice, very modern, clean, and safe. In March we saw many...”
- Review left on 03/23/2011

$199

Very Good (1 reviews)

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from $199 / night

(3)

1 / 36

Kihei Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We couldn't have asked for a better spot for our family gathering. Our first trip to Maui and we had plenty of room for our kids and grandkids. Great central location on the island, as well as being secluded with close access to beach. Great beach...”
- Review left on 01/14/2016

$375

Very Good (3 reviews)

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from $375 / night

1 / 31

Kihei House

  • 1
  • 3
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

from $125 / night

1 / 7

Napili-Honokowai Apartment

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$145

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from $145 / night

(3)

1 / 22

Lahaina Condo

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This home-away-from-home was a perfect blend of relaxing and be active and busy! Loved the location and the gardens! The view was amazing and turtles could be found every time we looked for them. Sunsets were wonderful from the Lanai and the...”
- Review left on 06/11/2016

$145

Very Good (3 reviews)

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from $145 / night

(2)

1 / 42

Kihei Condo

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We very much enjoyed our stay in Unit 4G. The condo is nicely furnished and very roomy & comfortable. I plan on renting this unit for another week in 2018...”
- Review left on 03/12/2017

$325

Excellent (2 reviews)

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from $325 / night