Find hotels in Kaanapali Hillside, HI from ￥24,698

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Kaanapali Hillside hotels

Sundeck
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3.0 star property
North Kihei
8.6 out of 10, Excellent, (870)
"clean room, nice staff, close to beach, right on road"
United States
Robert
The price is ￥27,089
￥36,549 total
includes taxes & fees
Dec 10 - Dec 11
Kohea Kai Hotel Maui
6 outdoor pools, cabanas (surcharge), pool umbrellas
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (1011)
"Loved it can’t wait to go back "
United States
Tiffany
The price is ￥50,468
￥68,538 total
includes taxes & fees
Dec 12 - Dec 13
Hyatt Regency Maui Resort & Spa
Exterior
Maui Beach Hotel

Maui Beach Hotel

3.0 star property
Kahului
7.2 out of 10, Good, (1103)
"Convenient location "
United States
Yukie
The price is ￥29,000
￥37,885 total
includes taxes & fees
Dec 21 - Dec 22
Maui Beach Hotel
View from room
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1508)
"Great spot, ideal location and one of the best beaches on island"
United States
Joseph
The price is ￥36,104
￥50,858 total
includes taxes & fees
Dec 21 - Dec 22
OUTRIGGER Kaanapali Beach Resort
Outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers
Maui Seaside Hotel

Maui Seaside Hotel

3.0 star property
Kahului
9.0 out of 10, Wonderful, (1183)
"The staff was very accommodating And the beds great!"
United States
Eileen
The price is ￥34,297
￥44,133 total
includes taxes & fees
Dec 16 - Dec 17
Maui Seaside Hotel
Property amenity
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 star property
Lahaina
9.0 out of 10, Wonderful, (1010)
"The restaurants and staff were awesome. "
United States
Jordan
The price is ￥68,548
￥89,867 total
includes taxes & fees
Dec 16 - Dec 17
The Westin Maui Resort & Spa, Ka'anapali
Outdoor pool
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3.0 star property
Kahului
9.2 out of 10, Wonderful, (154)
"Pool was chilly but our stay was wonderful. "
United States
Sarah
The price is ￥53,342
￥67,918 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hampton Inn & Suites Maui North Shore
Exterior
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4.0 star property
Lahaina
8.4 out of 10, Very Good, (1590)
"Everyone was friendly and location was great "
United States
Ramon Garibay
The price is ￥28,665
￥42,083 total
includes taxes & fees
Dec 18 - Dec 19
Royal Lahaina Resort & Bungalows
Exterior
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4.0 star property
Kaanapali
9.0 out of 10, Wonderful, (1006)
"Great stay, close to everything and away from the crowd."
United States
Muyi
The price is ￥41,292
￥54,222 total
includes taxes & fees
Dec 19 - Dec 20
Hilton Vacation Club Ka'anapali Beach Maui
Front of property
Hotel Lanai

Hotel Lanai

2.0 star property
Lanai City
9.6 out of 10, Exceptional, (15)
"In my first visit to Lana'i, this property was a slice of tranquil heaven. The sumptuous rooms rivaled the outstanding dining mere steps away. I wish I could have stayed longer. "
United States
Nickawanna
The price is ￥58,281
￥68,749 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Lanai
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3907)
"Best hotel I stayed at "
United States
Nohely
The price is ￥54,987
￥69,442 total
includes taxes & fees
Dec 10 - Dec 11
Aston Kaanapali Shores
Exterior
Yonegan Central Maui Getaways

Yonegan Central Maui Getaways

2.0 star property
Wailuku
8.4 out of 10, Very Good, (40)
"Great price, location & amenities"
United States
Borys
The price is ￥11,193
￥24,698 total
includes taxes & fees
Dec 28 - Dec 29
Yonegan Central Maui Getaways
5 restaurants, breakfast served
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1011)
" Had a wonderful stay. Thank you! Would recommend having life jacket rentals (or complimentary use like many 5 star resorts) at the beach shack."
United States
Mylinh
The price is ￥45,179
￥62,299 total
includes taxes & fees
Dec 12 - Dec 13
Sheraton Maui Resort & Spa
Exterior
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4.0 star property
North Kihei
9.2 out of 10, Wonderful, (217)
"Wonderful stay"
United States
Christopher D
The price is ￥52,836
￥67,838 total
includes taxes & fees
Dec 16 - Dec 17
Hilton Grand Vacations Club Maui Bay Villas
On the beach, white sand, sun loungers, beach towels
The Mauian - Boutique Beach Studios on Napili Bay

The Mauian - Boutique Beach Studios on Napili Bay

3.0 star property
Lahaina
9.2 out of 10, Wonderful, (979)
"Great staff. Intimate hotel. "
United States
Autumn Rosa
The Mauian - Boutique Beach Studios on Napili Bay
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1004)
"Amenities were great. Wonderful stay!"
United States
Joseph
The price is ￥108,897
￥138,565 total
includes taxes & fees
Dec 12 - Dec 13
The Ritz-Carlton Maui, Kapalua
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ￥97,088
￥115,254 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Westin Nanea Ocean Villas, Ka'anapali
On the beach, white sand, scuba diving, snorkeling
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 star property
Lahaina
9.2 out of 10, Wonderful, (72)
"Solid visit - would return! "
United States
Katherine
The price is ￥51,255
￥68,400 total
includes taxes & fees
Dec 10 - Dec 11
Hyatt Vacation Club at Ka'anapali Beach, Maui
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2880)
"Wonderful stay! "
United States
Quiauna
The price is ￥44,743
￥135,771 total
includes taxes & fees
Dec 11 - Dec 12
OUTRIGGER Honua Kai Resort & Spa
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2513)
"Great place! Very clean, friendly staff, beautiful grounds, lots to do with in walking distance. The best part that we enjoyed was the beach it was outstanding! highly recommend."
Canada
Natalia
The price is ￥48,929
￥71,821 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Aston Maui Kaanapali Villas
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.
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 Hillside Hotel Reviews

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"The property was very nice, better than I expected. The front desk staff was amazing and very accommodating. The room was a little dated and I didn’t like that the door to the room had about 1” of space on the bottom that was not covered. Light, bugs, and geckos could get in. But overall it was great and I would definitely stay here again. "
Jacqueline 1-night trip
Posted 15 hours ago
Aston Kaanapali Shores

More cheap stays in Kaanapali Hillside

Maui Beach Vacation Club

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI
Get rates
8.2/10 Very Good! (818 reviews)

Frequently asked questions

What's the best place for a stay in Kaanapali Hillside?
The Westin Maui Resort & Spa, Ka'anapali, located 1.1 mi (1.8 km) from the heart of Kaanapali Hillside, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are Royal Lahaina Resort & Bungalows and OUTRIGGER Kaanapali Beach Resort. See all available top hotels, or vacation rentals in Kaanapali Hillside.
What's the top vacation rental that Kaanapali Hillside has to offer?
Legendary Estate 50 Steps to Maui's Best Beach! New! 5 Bedroom, Pool With Slide!: Visitors like this Kaanapali Hillside vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden. See all vacation rentals in Kaanapali Hillside.
If I need to cancel my hotel reservation in Kaanapali Hillside, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Kaanapali Hillside.
Where can I learn more about changing or cancelling my trip to Kaanapali Hillside?
For more information about updating your trip to Kaanapali Hillside or cancelling it, click here.
What are some accommodations with pools in Kaanapali Hillside?
The Westin Maui Resort & Spa, Ka'anapali: Hotel steps from Whalers Village. Features 2 restaurants, 3 outdoor pools, and a full-service spa. Royal Lahaina Resort & Bungalows and OUTRIGGER Kaanapali Beach Resort are two additional hotels that feature an onsite pool. View all hotels with pools in Kaanapali Hillside.
What's it like staying in Kaanapali Hillside?
Those traveling to Kaanapali Hillside are sure to enjoy the sights to see and things to do. A top sight in the area is Kaanapali Beach. In Kaanapali Hillside, there are 5 hotels and other accommodations to choose from. Find out more about Kaanapali Hillside.
What should I do while I'm visiting Kaanapali Hillside?
Kaanapali Beach is a notable place to visit in the area. You'll also find Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses in the area. Check out what more to see and do in Expedia's Kaanapali Hillside guide.
What's the weather like in Kaanapali Hillside?
The hottest months are usually September and August with an average temp of 78°F, while the coldest months are February and March with an average of 73°F. Average annual precipitation for Kaanapali Hillside is 9 inches.

Explore a world of travel with Expedia