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Ka'anapali 2-bedroom Vacation Rentals, Condos & More - 284 Rentals Available.

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284 Vacation rentals

Filters applied: 2+ Bedrooms

(16)

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

$250.00

Excellent (16 reviews)

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from $250.00 / night

1 / 23

Ka'anapali Condo

  • 2
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$499.00

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from $499.00 / night

1 / 41

Ka'anapali Condo

  • 5
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 11 minutes

$957.00

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from $957.00 / night

1 / 39

Ka'anapali Condo

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$493.00

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from $493.00 / night

1 / 39

Ka'anapali Apartment

  • 2
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$800.00

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from $800.00 / night

1 / 25

Ka'anapali Apartment

  • 2
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$468.00

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from $468.00 / night

(5)

1 / 50

Ka'anapali House

  • 3
  • 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,150.00

Excellent (5 reviews)

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from $2,150.00 / night

Your search has been expanded 19.4 miles to include more rentals

(5)

1 / 16

Kihei Condo - 17.8 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“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

$296.00

Excellent (5 reviews)

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from $296.00 / night

(5)

1 / 20

Kihei House - 17.8 miles away

  • 4
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 28 minutes

“Rented for two weeks with my four grand children and thier parents. very clean well kept and well equiped, very nice pool and deck area, across a QUITE street to a nice beach for the kids to play all in, walking distance to good resturants, groceries...”
- Review left on 03/28/2013

$458.00

Excellent (5 reviews)

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from $458.00 / night

1 / 15

Lahaina Villa - 3.4 miles away

  • 2
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$700.00

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from $700.00 / night

1 / 45

Kihei Townhouse - 18.9 miles away

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

$430.00

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from $430.00 / night

(3)

1 / 30

Kihei Townhouse - 18.9 miles away

  • 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

$189.00

Very Good (3 reviews)

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from $189.00 / night

(2)

1 / 43

Kihei Condo - 18.9 miles away

  • 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

$430.00

Excellent (2 reviews)

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from $430.00 / night

(13)

1 / 29

Kihei Condo - 19.2 miles away

  • 3
  • 8
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“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

$325.00

Excellent (13 reviews)

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from $325.00 / night

(5)

1 / 35

Kihei Condo - 19.3 miles away

  • 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

$258.00

Very Good (5 reviews)

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from $258.00 / night

1 / 23

Lahaina Villa - 0.1 miles away

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$810.00

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from $810.00 / night

(3)

1 / 36

Kihei Townhouse - 18.9 miles away

  • 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

$544.00

Very Good (3 reviews)

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from $544.00 / night

(2)

1 / 34

Kihei Condo - 19 miles away

  • 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

$229.00

Very Good (2 reviews)

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from $229.00 / night

(9)

1 / 34

Kihei Townhouse - 18.9 miles away

  • 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

$430.00

Very Good (9 reviews)

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from $430.00 / night

1 / 45

Kihei Apartment - 18.9 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly

$344.00

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from $344.00 / night

(2)

1 / 28

Kihei Condo - 19.1 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“It's a good location and easy to go anywhere. Nice and clean rooms. We all like it. Very helpful on site manager. We enjoyed our stay...”
- Review left on 02/25/2015

$258.00

Very Good (2 reviews)

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from $258.00 / night

(14)

1 / 73

Lahaina Condo - 0.1 miles away

  • 2
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$231.00

Very Good (14 reviews)

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from $231.00 / night

1 / 23

Lahaina Condo - 3.6 miles away

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

$500.00

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from $500.00 / night

1 / 33

Kihei Townhouse - 19.3 miles away

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

$430.00

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from $430.00 / night

1 / 22

Lahaina Apartment - 5.2 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 11 minutes

$716.00

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from $716.00 / night

(2)

1 / 20

Kihei Townhouse - 18.9 miles away

  • 4
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 4 minutes

“We really enjoyed our stay in the condo in Kihea.The accomodations were very comfortable and homey. We really appreciated the play equipment available for us to use, the coolers and all the kitchen equipment. The grounds were beatiful and well...”
- Review left on 04/25/2011

$516.00

Excellent (2 reviews)

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from $516.00 / night

(18)

1 / 40

Kihei House - 19.4 miles away

  • 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

$716.00

Very Good (18 reviews)

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from $716.00 / night

1 / 32

Kihei House - 18.9 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$258.00

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from $258.00 / night

(8)

1 / 32

Lahaina Condo - 5.2 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 11 minutes

“The rental townhouse was just as pictured in the advertisement on Airbnb. It was clean and well stocked with towels, utensils, dishes & cookware. Our caretaker, Daniel, was very pleasant and extremely quick to respond to any questions we had. This...”
- Review left on 02/21/2017

$401.00

Very Good (8 reviews)

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from $401.00 / night

(4)

1 / 30

Lahaina House - 3.7 miles away

  • 4
  • 11
  • min stay varies
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 8 minutes

“These two condos are located in different buildings and their back doors face the same green area ...affectionately called "the jungle" by our grandchildren”
- Review left on 03/07/2017

$350.00

Very Good (4 reviews)

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from $350.00 / night

1 / 45

Kihei Townhouse - 18.9 miles away

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

$430.00

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from $430.00 / night

(1)

1 / 28

Kihei Condo - 19 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250.00

Excellent (1 reviews)

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from $250.00 / night

(5)

1 / 18

Kihei Apartment - 18.9 miles away

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

$245.00

Very Good (5 reviews)

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from $245.00 / night

(12)

1 / 36

Kihei House - 19.3 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$650.00

Excellent (12 reviews)

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from $650.00 / night

1 / 16

Kihei Apartment - 17.7 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child friendly

$299.00

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from $299.00 / night

(3)

1 / 25

Lahaina House - 2.1 miles away

  • 4
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This rental was excellent! We were a family group of 8 adults and 3 children. Upon check in we were greeted by Karen the property manager who explained where everything was kept and how things worked. A Beautiful welcome basket of fresh fruit and...”
- Review left on 08/10/2018

$695.00

Excellent (3 reviews)

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from $695.00 / night

(3)

1 / 26

Kihei Apartment - 18.8 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$169.00

Excellent (3 reviews)

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from $169.00 / night

(15)

1 / 16

Kihei Apartment - 17.5 miles away

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Ski
  • Child friendly

$325.00

Very Good (15 reviews)

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from $325.00 / night

1 / 15

Lahaina House - 3.7 miles away

  • 3
  • 5
  • min stay varies
  • Child friendly
  • Air conditioning

$189.00

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from $189.00 / night

(1)

1 / 21

Kihei Apartment - 18.8 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$180.00

Excellent (1 reviews)

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from $180.00 / night