Search 105,200+ Vacation Rentals

Ka'anapali 2-bedroom Vacation Rentals, Condos & More - 248 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

248 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)

Inquire

from $250.00 / night

1 / 41

Ka'anapali Condo

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

$957.00

Book

from $957.00 / night

1 / 39

Ka'anapali Condo

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

$481.00

Book

from $481.00 / night

1 / 31

Ka'anapali Apartment

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

$450.00

Inquire

from $450.00 / night

(5)

1 / 50

Ka'anapali House

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

$2,300.00

Excellent (5 reviews)

Inquire

from $2,300.00 / night

Your search has been expanded 19.4 miles to include more rentals

(15)

1 / 42

Lahaina Condo - 2.7 miles away

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

Responds fast! Avg. 35 minutes

$247.00

Excellent (15 reviews)

Book

from $247.00 / night

(5)

1 / 42

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

$304.00

Excellent (5 reviews)

Book

from $304.00 / night

1 / 15

Lahaina Villa - 3.4 miles away

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

$786.00

Book

from $786.00 / night

(2)

1 / 34

Kihei Townhouse - 18.9 miles away

  • 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

$487.00

Excellent (2 reviews)

Book

from $487.00 / night

(5)

1 / 35

Kihei Condo - 19.3 miles away

  • 2
  • 6
  • 4 nights min
  • 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)

Book

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

Book

from $810.00 / night

(3)

1 / 40

Kihei Townhouse - 18.9 miles away

  • 4
  • 10
  • 4 nights min
  • 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)

Book

from $544.00 / night

1 / 23

Lahaina House - 3.4 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,007.00

Book

from $1,007.00 / night

(3)

1 / 34

Kihei Condo - 19 miles away

  • 2
  • 6
  • 4 nights min
  • 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 (3 reviews)

Book

from $229.00 / night

1 / 27

Lahaina Condo - 3.4 miles away

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

$361.00

Book

from $361.00 / night

1 / 23

Lahaina Condo - 3.6 miles away

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

$500.00

Inquire

from $500.00 / night

1 / 33

Kihei Townhouse - 19.3 miles away

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$430.00

Book

from $430.00 / night

(14)

1 / 93

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

$245.00

Very Good (14 reviews)

Inquire

from $245.00 / night

1 / 32

Lahaina Condo - 3.4 miles away

  • 6
  • 16
  • min stay varies
  • Child friendly
  • Air conditioning

$721.00

Book

from $721.00 / night

(4)

1 / 30

Lahaina House - 3.7 miles away

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

Book

from $350.00 / night

1 / 22

Lahaina Apartment - 5.2 miles away

  • 3
  • 8
  • 5 nights min
  • Child friendly
  • Air conditioning

$716.00

Book

from $716.00 / night

(2)

1 / 28

Kihei Condo - 19.1 miles away

  • 2
  • 6
  • 4 nights min
  • 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)

Book

from $258.00 / night

(18)

1 / 40

Kihei House - 19.4 miles away

  • 6
  • 12
  • 4 nights min
  • 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)

Book

from $716.00 / night

1 / 31

Lahaina Condo - 3.4 miles away

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,226.00

Book

from $1,226.00 / night

(8)

1 / 32

Lahaina Condo - 5.2 miles away

  • 3
  • 8
  • 5 nights min
  • Child friendly
  • Air conditioning
“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)

Book

from $401.00 / night

1 / 40

Lahaina House - 3.4 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$3,006.00

Book

from $3,006.00 / night

1 / 39

Lahaina Condo - 3.4 miles away

  • 6
  • 14
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,329.00

Book

from $1,329.00 / night

1 / 29

Lahaina Apartment - 3.4 miles away

  • 4
  • 14
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$1,300.00

Book

from $1,300.00 / night

1 / 40

Lahaina Condo - 3.4 miles away

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

$504.00

Book

from $504.00 / night

1 / 45

Kihei Townhouse - 18.9 miles away

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

$430.00

Book

from $430.00 / 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)

Inquire

from $245.00 / night

(12)

1 / 36

Kihei House - 19.3 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$650.00

Excellent (12 reviews)

Inquire

from $650.00 / night

1 / 16

Kihei Apartment - 17.7 miles away

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

$299.00

Inquire

from $299.00 / night

(3)

1 / 29

Kihei Apartment - 18.8 miles away

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

$169.00

Excellent (3 reviews)

Inquire

from $169.00 / night

1 / 1

Kapalua Apartment - 5.6 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly

$1,650.00

Inquire

from $1,650.00 / night

1 / 19

Kihei Condo - 17.8 miles away

  • 2
  • 6
  • 5 nights min
  • Ask about children
  • Ask about pets

$234.00

Inquire

from $234.00 / night

1 / 10

Kapalua Apartment - 5.6 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly

$1,725.00

Inquire

from $1,725.00 / night

1 / 21

Kapalua Apartment - 5.6 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly

$1,450.00

Inquire

from $1,450.00 / night

1 / 1

Lahaina Apartment - 5.6 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly

$1,750.00

Inquire

from $1,750.00 / night

1 / 16

Kihei Apartment - 17.5 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$325.00

Inquire

from $325.00 / night