Kaanapali Short-Term Rentals from S$462: Search Holiday Rentals

Q: What are some of the best holiday rentals that Kaanapali has to offer?

Kapalua Golf Villas by KBM Resorts : This holiday home rental outside of Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Kaanapali holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

Condo resort in Lahaina

Quiauna

includes taxes & fees

15 Jan - 16 Jan, 2026

Aparthotel in Lahaina

Candida

includes taxes & fees

24 Dec - 25 Dec

Condo in Lahaina

Prableen

includes taxes & fees

22 Jan - 23 Jan, 2026

3 outdoor pools, pool cabanas (surcharge), pool loungers

Condo resort in Lahaina

Ron

includes taxes & fees

6 Jan - 7 Jan, 2026

Aparthotel in Lahaina

Therese

includes taxes & fees

1 Jan - 2 Jan, 2026

2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Condo resort in Lahaina

hao

includes taxes & fees

2 Jan - 3 Jan, 2026

Condo resort in Lahaina

includes taxes & fees

24 Dec - 25 Dec

Condo resort in Lahaina

Melanie

includes taxes & fees

6 Jan - 7 Jan, 2026

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Kaanapali Hotel Reviews

Aston Mahana at Kaanapali

10/10 Excellent

"We visit the hawaiian islands annually. We absolutely loved the Aston Mahana Kaanapali. We had a 12th floor room. We had a 1b1b condo. It had everything we needed. The room was very clean and well maintained. We enjoyed breakfast on the lanai every morning. We could see turtles feeding in the reefs right off shore. The staff was friendly especially Fairy who works at the front desk. We played pickleball everyday. They also have shuffleboard. Can't wait to go back again. "

Aston Kaanapali Shores

10/10 Excellent

"We were pleasantly surprised by our 2br unit at ka'anapali shores. The pool area, also! We were only there for 2 nights, but we're already missing it compares to the current unit we're in elsewhere. It was perfect for a large family. Each bed was queen sized plus a sofa pull out. Fully operable, LARGE kitchen. Perfect for a maui vacation. The only negative thing i could say is that youre pretty far from the kaanapali resort hotels, but there's a trade off because we were closer to food trucks, local businesses and a grocery store instead. We would absolutely stay here again. "

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"The pool, the amenities, and the beach area restaurants were all nothing short of spectacular. The view from our ocean view room was breathtaking, and we felt very safe throughout the hotel. The beautiful birds, specifically the flamingos and parrots that guests can interact with, were fun attractions for the kids and make this resort a real paradise. I would definitely recommend this property to friends with and without children, and we plan to return again. One suggestion for improvement would be the addition of a hot tub for children. There are currently two hot tubs located in the adults-only area, but none available for kids. It would be great for them to have a place to warm up after the pool, especially on colder days. "

Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

How many holiday rentals are there in Kaanapali?

With 24 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.

Kaanapali Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kaanapali holiday rentals

Condo resort in Lahaina

Aparthotel in Lahaina

Condo in Lahaina

Condo resort in Lahaina

Aparthotel in Lahaina

Condo resort in Lahaina

Condo resort in Lahaina

Condo resort in Lahaina

Condo resort in Lahaina

Top Kaanapali Hotel Reviews

Aston Mahana at Kaanapali

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hilton Vacation Club Ka'anapali Beach Maui

OUTRIGGER Kaanapali Beach Resort

Royal Lahaina Resort & Bungalows

OUTRIGGER Honua Kai Resort & Spa

Aston Kaanapali Shores

The Westin Maui Resort & Spa, Ka'anapali

Sheraton Maui Resort & Spa

Frequently asked questions

Go further with the Expedia app