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Cheap 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
$531 nightly
The price is $630 total per night
$630 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
1.11 mi from city center
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers Village.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
$245 nightly
The price is $289 total per night
$289 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.81 mi from city center
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
Pool
Spa
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
$344 nightly
The price is $406 total per night
$406 total
Dec 21 - Dec 22
Total with taxes and fees
0.9 mi from city center
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
Pool
Pet friendly
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
$249 nightly
The price is $295 total per night
$295 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.77 mi from city center
With a stay at Maui Seaside Hotel in Kahului, you'll be on the beach, just a 2-minute walk from Ho'aloha Park and 8 minutes by foot from Queen Ka’ahumanu Center.
Pool
Free airport shuttle
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4 out of 5
2605 Kaanapali Pkwy Lahaina HI
$339 nightly
The price is $400 total per night
$400 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.92 mi from city center
With a stay at Sheraton Maui Resort & Spa in Kaanapali, you'll be on the beach, a 3-minute walk from Kaanapali Beach and 12 minutes by foot from Whalers Village.
Pool
Hot Tub
Maui Beach Hotel

Maui Beach Hotel

3 out of 5
170 W Kaahumanu Avenue Kahului HI
$232 nightly
The price is $275 total per night
$275 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.7 mi from city center
In the heart of Kahului, Maui Beach Hotel is within a 5-minute drive of Queen Ka’ahumanu Center and Maui Arts and Cultural Center.
Pool
Free airport shuttle
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$854 nightly
The price is $1,007 total per night
$1,007 total
Dec 20 - Dec 21
Total with taxes and fees
5.31 mi from city center
When you stay at The Ritz-Carlton Maui, Kapalua in Kapalua, you'll be by the ocean, within a 15-minute drive of Napili Bay and Whalers Village.
Pool
Hot Tub
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
Lahaina HI
$601 nightly
The price is $713 total per night
$713 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
1.19 mi from city center
With a stay at Hyatt Regency Maui Resort & Spa in Kaanapali, you'll be on the beach, a 4-minute walk from Kaanapali Beach and 7 minutes by foot from Whalers Village.
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
$361 nightly
The price is $429 total per night
$429 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
1.56 mi from city center
When you stay at Hilton Vacation Club Ka'anapali Beach Maui in Kaanapali, you'll be on the beach, within a 10-minute drive of Whalers Village and Napili Bay.
Pool
Restaurant
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$389 nightly
The price is $462 total per night
$462 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
18.01 mi from city center
With a stay at Hilton Grand Vacations Club Maui Bay Villas in Kihei (North Kihei), you'll be steps from Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and 3 minutes by foot from Maalaea Bay Beaches.
Pool
Parking included
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway Lahaina HI
$774 nightly
The price is $838 total per night
$838 total
Dec 20 - Dec 21
Total with taxes and fees
1.46 mi from city center
When you stay at OUTRIGGER Honua Kai Resort & Spa in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Pool
Kitchen
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy Lahaina HI
$573 nightly
The price is $676 total per night
$676 total
Dec 20 - Dec 21
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
A stay at this condo places you in the heart of Kaanapali, within a 10-minute walk of Kaanapali Beach and Whalers Village.
Pool
Kitchen
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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.

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Kaanapali Hillside hotels essential information

Accommodation
9,262 hotels
Lowest Price
$275
Highest Price
$1,007
Popular hotels
The Westin Maui Resort & Spa, Ka'anapali, Royal Lahaina Resort & Bungalows, OUTRIGGER Kaanapali Beach Resort, Maui Seaside Hotel, Sheraton Maui Resort & Spa, Maui Beach Hotel, The Ritz-Carlton Maui, Kapalua, Hyatt Regency Maui Resort & Spa, Hilton Vacation Club Ka'anapali Beach Maui, Hilton Grand Vacations Club Maui Bay Villas, OUTRIGGER Honua Kai Resort & Spa, The Whaler Resort Kaanapali Beach

Most Recent Kaanapali Hillside Hotel Reviews

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Beautiful room with views of the beach and black rock. We used the cooking facilities and everything you need was there. Great pillows. Our only complaint was the light over the dining table was so low it was easy to hit your head on it when standing up. "
A verified traveler from North Vancouver stayed at The Whaler Resort Kaanapali Beach
The Whaler Resort Kaanapali Beach