We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Ka'anapali, HI

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • 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
Use a credit card to book with our $10,000 Peace of Mind Guarantee
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
Advanced
Tip: Refine your search by price, amenities, & more (see left column).
Searching … 0% complete
210 Trusted Ka'anapali Rentals
loading...
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$240
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 6
from
$140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$296
Per Night
Also consider
Ocean and Fairway View, Walk to Beach, Immaculate
$180 - $290 / night
2 Bedrooms, sleeps 6
2 Bathrooms
Amazing Views - Whaler 1063  Kaanapali Beach, Maui
$190 - $225 / night
1 Bedroom, sleeps 2
1 Bathroom
PARADISE WITH A VIEW
$300 - $400 / night
3 Bedrooms, sleeps 8
3 Bathrooms
Kaanapali 3 BDRM Oceanview Condo- Papakea Resort
$350 / night
3 Bedrooms, sleeps 9
2 Bathrooms
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Honua Kai-Large New 2BR/2BA Corner Unit-OceanViews to your Saves list
from
$399
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$229
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Save
You added Honua Kai 2 Bedroom ALI'I SUITE - Private BBQ! to your Saves list
from
$595
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$296
Per Night
Studio, 1 Bathroom, Sleeps 2
from
$160
Per Night
Get the List
1 Bedroom, 1 Bathroom, Sleeps 3
Save
You added 933 Hokulani Penthouse Studio At Honua Kai Resort! to your Saves list
from
$259
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$246
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Save
You added GORGEOUS Ocean View Studio Mar/Apr/May 199 Special to your Saves list
from
$225
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$245
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$265
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Save
You added Mahana at Kaanapali Oceanfront Studio- Best Views! to your Saves list
from
$165
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$230
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
from
$190
Per Night
Studio, 1 Bathroom, Sleeps 2
Save
You added Mahana at Kaanapali Penthouse Studio 1213 to your Saves list
from
$170
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$371
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$246
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added 545 Konea, 2 Bdrm, 2 ba Ste w/beautiful Ocean Vws! to your Saves list
from
$400
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$245
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
Save
You added Kaanapali 1BR, Oceanview, A/C, WiFi, Remodeled to your Saves list
from
$189
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added 3BD Oceanview Condo in Kaanapali - Papakea K404 to your Saves list
from
$449
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$161
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Save
You added Whaler Luxury Studio - Short Stay no cleaning fee! to your Saves list
from
$220
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
from
$460
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
from
$251
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
from
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$206
Per Night
Studio, 1 Bathroom, Sleeps 2
Save
You added Whaler on Kaanapali Studio Ground Floor Condo to your Saves list
from
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Ocean View 2 Bed/2 Bath w/Huge Party Lanai! to your Saves list
from
$400
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
from
$190
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Save
You added Maui Westin Luxury -- Spring Break & Summer 2013 to your Saves list
from
$500
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
from
$235
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
from
$140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
from
$296
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Hokulani 509 Upgraded 2BR/2BA Great Ocean Views! to your Saves list
from
$505
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Save
You added Hokulani 609 Great Ocean Views w/wraparound Lanai! to your Saves list
from
$520
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.

View larger map
Book Online(11)
Own a rental property?
Want more exposure for your rental? Get listed in TripAdvisor Vacation Rentals (in partnership with FlipKey).
Free Newsletter

Sign up to hear about gorgeous vacation rentals, the latest deals, exciting destinations, and more.

Get the List

More Romance destinations:

More Beach destinations:

More Family destinations: