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Vacation Rentals in Maui, Hawaii

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  • Flexible dates & rates
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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 226 Rentals in Ka'anapali
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$206
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
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$246
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$259
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Reviews (11) Make Inquiry
Also consider
Whaler Luxury Studio - On Kaanapali Beach!
Sleeps 3
$250 - $370 / night
2/2 Fantastic OCEAN VIEW Remodeled Hawaiian Charm
2 Bedrooms, sleeps 6
$265 - $325 / night
Ocean View @ Luxury 4-Star Beachfront Resort!!
2 Bedrooms, sleeps 6
$345 - $825 / night
Honua Kai Corner Condo w/ Ocean View & 400sf Lanai
2 Bedrooms, sleeps 6
$375 - $800 / night
From
$299
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
23 photos Details
Reviews (11) Make Inquiry
From
$230
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (6) Make Inquiry
From
$169
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
12 photos Details
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$420
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$475
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
Reviews (1) Make Inquiry
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From
$239
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
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$455
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (9) Make Inquiry
From
$325
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
35 photos Details
Reviews (38) Make Inquiry
From
$249
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
17 photos Details
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From
$110
Per Night
Studio, 1 Bathroom, Sleeps 4
9 photos Details
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From
$275
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details
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From
$249
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
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From
$235
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
40 photos Details
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From
$475
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
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From
$350
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
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$375
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
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From
$325
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (1) Make Inquiry
From
$699
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
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$430
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
17 photos Details
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$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
34 photos Details
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From
$185
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
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From
$165
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$750
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
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From
$235
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$485
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
6 photos Details
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From
$240
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
$175
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
21 photos Details
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From
$296
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
17 photos Details
Reviews (3) Make Inquiry
From
$246
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
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From
$396
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
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From
$460
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
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From
$410
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (2) Make Inquiry
From
$495
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (1) Make Inquiry
From
$400
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
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From
$495
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (3) Make Inquiry
From
$320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (3) Make Inquiry
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Book Online(19)

Suitability

  • Wheelchair access (29)
  • Elder access (96)
  • Suitable for children (97)
  • Pet friendly (0)
  • Smoking allowed (0)

Amenities

  • All pools (199)
  • Air Conditioning (196)
  • Washer/Dryer (164)
  • Hot Tub (163)
  • Internet (155)
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Book Online(19)

Suitability

  • Wheelchair access (29)
  • Elder access (96)
  • Suitable for children (97)
  • Pet friendly (0)
  • Smoking allowed (0)

Amenities

  • All pools (199)
  • Air Conditioning (196)
  • Washer/Dryer (164)
  • Hot Tub (163)
  • Internet (155)
  • View all amenities
Ka’anapali Vacations Homes

Ka’anapali is located on Maui, one of the biggest and most beautiful Hawaiian Islands, making it a popular vacation destination. While some visitors to Ka’anapali stay in hotels on the island, there are many accommodations available at a better value. The economical vacation homes on the island will provide you and your family with a great deal more privacy and space. There are a number of rental homes dotted around the island, many that feature striking ocean views.

Ka’anapali by land

Many visitors to Ka’anapali won’t want to leave their beautiful beachfront homes, but there is plenty to do if you wish to get out for the day. Aloha Bicycle Tours offers a fantastic experience that the whole family can enjoy. This unique bicycle tour gives you the opportunity to cycle down the island’s volcano. It is an amazing, once-in-a-lifetime adventure for a good value.

Ka’anapali by sea

The waters around the island of Maui are crystal clear and beautiful. There is no better way to enjoy them than a relaxing kayak tour. South Pacific Kayaks offers high quality kayak tours that are fun and safe for the whole family. It is the perfect way to spend the day outside of your vacation home.

Dining on Maui

A number of visitors to Maui choose to dine in their vacation homes, but if you fancy venturing out of your holiday villa in the evenings, the restaurants will not disappoint you. The Lahaina Grill is located at the historic Lahaina Inn just off Front Street and features the “Cake Walk” as its signature dish. Roy’s in Kahana is an excellent fusion restaurant that serves up some of the best seafood on the island.

Local Culture

One of the most famous things to do when you are taking a Hawaiian vacation is to go to a Luau. This is a truly traditional dining and entertainment experience. There will be music, traditional hula dancing, and some of the best food that you have ever tasted.

It is no secret that Maui is a high-end island, but there are many affordable vacation rental options. As long as you reserve your holiday villa early, you will not be disappointed.