Compare Kaanapali Vacation Rentals

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Kaanapali Rentals

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
0.53 mi from city center
$316 nightly
The price is $373 total per night
$373 total
Oct 6 - Oct 7
Total with taxes and fees
Guests of Aston Maui Kaanapali Villas have access to a full-service spa, 2 outdoor pools, and a children's pool. You'll find limited parking. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this beach aparthotel include a 24-hour gym, 2 hot tubs, and meeting rooms.
Pool
Hot Tub
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
1.19 mi from city center
$288 nightly
The price is $340 total per night
$340 total
Oct 28 - Oct 29
Total with taxes and fees
Guests of Aston Kaanapali Shores have access to a full-service spa, 2 outdoor pools, and a gym. Self parking is offered for USD 11.95 per day. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and tours or tickets. Other amenities at this beach aparthotel include 2 hot tubs, a sauna, and outdoor tennis courts.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
1.04 mi from city center
$555 nightly
The price is $654 total per night
$654 total
Oct 1 - Oct 2
Total with taxes and fees
At this condo, guests have access to an outdoor pool, outdoor tennis courts, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets. Other amenities at this beach condo building include a 24-hour business center, a computer station, and laundry facilities.
Pool
Kitchen
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
1.03 mi from city center
$758 nightly
The price is $821 total per night
$821 total
Oct 29 - Oct 30
Total with taxes and fees
Guests of OUTRIGGER Honua Kai Resort & Spa have access to a full-service spa, 4 outdoor pools, and a lazy river. There's free parking if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Other amenities at this beach condominium resort include a children's pool, a gym, and free WiFi in public areas.
Pool
Kitchen
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

1.09 mi from city center
$629 nightly
The price is $732 total per night
$732 total
Oct 2 - Oct 3
Total with taxes and fees
Guests of this condo enjoy features like an outdoor pool, a hot tub, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this beach condo building include a garden and barbecue grills.
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy, Lahaina, HI
0.97 mi from city center
Guests staying at Aston at The Whaler on Kaanapali Beach enjoy an outdoor pool, a 24-hour gym, and a sauna. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this beach condo building include outdoor tennis courts, a hot tub, and a computer station.
Pool
Hot Tub
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4 out of 5
6 Kai Ala Dr, Lahaina, HI
0.55 mi from city center
$447 nightly
The price is $527 total per night
$527 total
Oct 6 - Oct 7
Total with taxes and fees
Guests of The Westin Ka'anapali Ocean Resort Villas have access to a full-service spa, 2 outdoor pools, and a lazy river. Parking is available for USD 30 per day (USD 35 per day for valet parking), and there's also an airport shuttle for a fee. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this beach condominium resort include a children's pool, a gym, and a sauna.
Pool
Hot Tub
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
110 Ka'anapali Shores Place, Kaanapali, HI
1.09 mi from city center
At Aston Mahana at Kaanapali, guests have access to an outdoor pool, free WiFi in public areas, and an outdoor tennis court. Limited parking is available. The 24-hour front desk has staff standing by to help with luggage storage and concierge services. Other amenities at this beach aparthotel include a library, a terrace, and laundry facilities.
Pool
Kitchen
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4 out of 5
45 Kai Malina Pkwy, Lahaina, HI
0.78 mi from city center
$559 nightly
The price is $660 total per night
$660 total
Oct 13 - Oct 14
Total with taxes and fees
Guests of The Westin Nanea Ocean Villas, Ka'anapali enjoy 2 outdoor pools, a children's pool, and a gym. Parking is available for USD 30.00 per day (USD 35.00 per day for valet parking), and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this beach condominium resort include 3 hot tubs, a sauna, and free WiFi in public areas.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2 out of 5
0.6 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this beach vacation home include laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
130 Kai Malina Parkway, Kaanapali, HI
0.93 mi from city center
Guests staying at this apartment enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. Helpful staff can provide dry cleaning/laundry services, concierge services, and luggage storage. Other amenities at this beach apartment building include a free grocery shopping service, laundry facilities, and barbecue grills.
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4 out of 5
100 Nohea Kai Drive, Lahaina, HI
1.38 mi from city center
$447 nightly
The price is $527 total per night
$527 total
Oct 13 - Oct 14
Total with taxes and fees
Guests of Marriott's Maui Ocean Club - Lahaina & Napili Towers enjoy 3 outdoor pools, a children's pool, and a gym. Valet parking is available for USD 35.00 per day. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and concierge services. Other amenities at this beach condominium resort include a steam room, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kaanapali Large Group Rentals

How to Book Vacation Rentals in Kaanapali



🏠 What is the best price for Kaanapali vacation rentals?

Kaanapali vacation rentals range in price, starting at $340 per night.


🏠 What types of vacation rentals in Kaanapali can I rent?

Orbitz offers a wide range of Kaanapali rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Kaanapali condo rentals.


🏠 Is it free to cancel my Kaanapali vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Kaanapali vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Kaanapali. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Kaanapali?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Kaanapali apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Kaanapali?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Kaanapali package deals will get you even more savings.

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