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Vacation Rentals in Ka'anapali, HI

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  • Flexible dates & rates
  • More options in smaller towns
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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210 Trusted Ka'anapali Rentals
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Studio, 1 Bathroom, Sleeps 4
from
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Honua Kai 2 Bed - Beach View - Hear the Waves! to your Saves list
from
$355
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Best Location in Maui! Luxury Kaanapali Condo to your Saves list
from
$550
Per Night
Also consider
Spectacular Direct Ocean Front 2Bdrm/2Bth Crnr Ste
$340 - $525 / night
2 Bedrooms, sleeps 6
2 Bathrooms
2/2 Fantastic OCEAN VIEW Remodeled Hawaiian Charm
$235 - $375 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Ocean View @ Luxury 4-Star Beachfront Resort!!
$360 - $800 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Maui Kai #1008-Penthouse Corner-Oceanfront-Wowee!
$249 - $349 / night
1 Bedroom, sleeps 4
1 Bathroom
1 Bedroom, 1 Bathroom, Sleeps 2
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You added Spectacular Ocean View Studio Oct/Nov/Dec-199 NT to your Saves list
from
$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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You added Honua Kai Panoramic Ocean View - Special Rates! to your Saves list
from
$299
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
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You added WOW-New 2bd MAUI ELDORADO Ocean & Golf View Corner to your Saves list
from
$325
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
from
$595
Per Night
Studio, 1 Bathroom, Sleeps 3
Save
You added Oceanfront Studio Condo with fantastic views to your Saves list
from
$209
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 4
10.0% off your stay
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You added Honua Kai Resort-Luxurious Ocean View Condo #H 208 to your Saves list
from
$225
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
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You added Honua Kai - Konea 10th Floor 3 Bedroom Penthouse to your Saves list
from
$799
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 15
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You added Kahana Seaside Villa Luxury Maui Villa sleep 11 to your Saves list
from
$2,600
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
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You added Top Floor, 2BR, Beautiful Panoramic Ocean Views!! to your Saves list
from
$170
Per Night
Studio, 1 Bathroom, Sleeps 3
from
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Save
You added Lowest Rates for this 4/5 diamond resort 1/2 off!! to your Saves list
from
$480
Per Night
Studio, 1 Bathroom, Sleeps 2
from
$135
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
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You added 1 Bdr Honua Kai Condo with Panoramic Ocean Views!! to your Saves list
from
$275
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
from
$475
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added H409 - Great Ocean View and Wrap Around Lanai! to your Saves list
from
$500
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
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You added Honua Kai - Konea 312 One Bedroom/Den Mountain VW to your Saves list
from
$270
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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You added Aug 24-31 $375nt Mahana 2 Kng BR Luxury Oceanfront to your Saves list
from
$500
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Honua Kai - Hokulani 414 One Bed Ocean View! to your Saves list
from
$235
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
from
$550
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$246
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$265
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$195
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Save
You added Jul 27-Aug 3 $149nt Mahana Luxury Ocnfrt Kg Studio to your Saves list
from
$225
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added 513 Konea an Inner Courtyard Specialty Corner Ste! to your Saves list
from
$400
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Honua kai One Bed/one bath 9th Floor-Huge Condo! to your Saves list
from
$220
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$245
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$185
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$488
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$460
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$460
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$460
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Save
You added The Whaler on Kaanapali Beach 1BR/2BA condo Maui to your Saves list
from
$250
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Save
You added Oceanfront*Whaler Kaanapali Condo*Panoramic Views! to your Saves list
from
$395
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$420
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Jul 9-13 $149nt Paki Maui King 1 BR Ocnfrnt Luxury to your Saves list
from
$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Save
You added Honau Kai Resort 738 Spectacular Ocean View 1BR1BA to your Saves list
from
$225
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Great Ocean Views from 6th Floor Inner Courtyard! to your Saves list
from
$415
Per Night
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.

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