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Most frequently booked Kaanapali Hillside hotels

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
1.78 km from city centre
The price is CA $620 per night
CA $620
CA $815 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Pool
Hot tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Free cancellation
Reserve now, pay when you stay
1.31 km from city centre
The price is CA $353 per night
CA $353
CA $492 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Pool
Spa
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
1.46 km from city centre
The price is CA $427 per night
CA $427
CA $580 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Pool
Pet-friendly
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
8.55 km from city centre
The price is CA $1,099 per night
CA $1,099
CA $1,393 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Napili Bay and Black Rock are located nearby.
Pool
Hot tub
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
Free cancellation
Reserve now, pay when you stay
1.48 km from city centre
The price is CA $690 per night
CA $690
CA $899 total
Jan 20 - Jan 21, 2026
includes taxes & fees
Book a stay at this beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Pool
Hot tub
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Free cancellation
Reserve now, pay when you stay
22.17 km from city centre
The price is CA $316 per night
CA $316
CA $407 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Pool
Free airport shuttle
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
Free cancellation
Reserve now, pay when you stay
22.06 km from city centre
The price is CA $292 per night
CA $292
CA $379 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Pool
Free airport shuttle
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
Lahaina HI
1.92 km from city centre
The price is CA $759 per night
CA $759
CA $981 total
Jan 9 - Jan 10, 2026
includes taxes & fees
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Pool
Hot tub
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
104 Ka'anapali Shores Place Kaanapali HI
2.51 km from city centre
The price is CA $534 per night
CA $534
CA $683 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Book a stay at this beach hotel in Kaanapali. Enjoy a beach locale, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Pool
Restaurant
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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.

Top hotels in Kaanapali Hillside for Extended Stay

Kaanapali Alii

Kaanapali Alii

50 Nohea Kai Dr Lahaina HI
9.4/10 Exceptional! (958 reviews)
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 Hillside hotels essential information

Accommodation
9,277 hotels
Lowest Price
CA $370
Highest Price
CA $1,393
Popular hotels
The Westin Maui Resort & Spa, Ka'anapali, Royal Lahaina Resort & Bungalows, OUTRIGGER Kaanapali Beach Resort, The Ritz-Carlton Maui, Kapalua, Sheraton Maui Resort & Spa, Maui Seaside Hotel, Maui Beach Hotel, Hyatt Regency Maui Resort & Spa, Hilton Vacation Club Ka'anapali Beach Maui

Frequently asked questions

What are the top kid-friendly hotels in Kaanapali Hillside?
Take some of the struggles out of traveling with little ones by opting for a family-friendly Kaanapali Hillside hotel. From special amenities to innovative services, these properties come with perks that'll help make your getaway smooth sailing: The whole team will love staying at Gorgeous 2 br remodeled townhome @ The Kaanapali Plantation Sleeps 4 +AC. A swimming pool and a nearby beach are just a couple of the things that help make this place a sought-after option. Otherwise, spend your nights enjoying the comforts of Kaanapali Plantation #52 2 Bedroom Condo by RedAwning. Make the most of a swimming pool, a nearby beach and more here.
Where can I find cheap hotels in Kaanapali Hillside?
At Travelocity you'll find really nice hotels in Kaanapali Hillside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kaanapali Hillside rather than in Kaanapali Hillside. We may find you even better rates, too.
How do I find the best Kaanapali Hillside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kaanapali Hillside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kaanapali Hillside?
The cheapest hotel in Kaanapali Hillside is CA $370 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kaanapali Hillside?
There are 9,277 hotels in Kaanapali Hillside on Travelocity.
What are the best hotels in Kaanapali Hillside?
Kaanapali Hillside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kaanapali Hillside for you!
When is the best time to visit Kaanapali Hillside?
If you want the joy of a fun-filled trip in peak season, visit Kaanapali Hillside during February, March and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Kaanapali Hillside?
Based on historic data is usually the cheapest month to visit Kaanapali Hillside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kaanapali Hillside?
There are multiple hotels in Kaanapali Hillside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kaanapali Hillside. We have plenty of kid-friendly hotels in Kaanapali Hillside to choose from on Travelocity!
Why book a hotel in Kaanapali Hillside through Travelocity?
Because we have the top hotels in Kaanapali Hillside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kaanapali Hillside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Kaanapali Hillside hotel reviews by fellow wanderers

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Excellent resort environment, Beautiful beach and nice staff. "
A verified traveller stayed at Royal Lahaina Resort & Bungalows
Royal Lahaina Resort & Bungalows

Hotels near…

Areas of Kaanapali Hillside