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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
$229 nightly
The price is $270 total per night
$270 total
Dec 17 - Dec 18
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
$354 nightly
The price is $418 total per night
$418 total
Dec 16 - Dec 17
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
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
1 Ritz-Carlton Drive Kapalua HI
$754 nightly
The price is $889 total per night
$889 total
Dec 16 - Dec 17
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
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
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 17 - Dec 18
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
$206 nightly
The price is $243 total per night
$243 total
Dec 21 - Dec 22
Total with taxes and fees
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
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
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway Lahaina HI
$750 nightly
The price is $810 total per night
$810 total
Dec 18 - Dec 19
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
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$369 nightly
The price is $435 total per night
$435 total
Dec 21 - Dec 22
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
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy Lahaina HI
$561 nightly
The price is $662 total per night
$662 total
Dec 21 - Dec 22
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.
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
$309 nightly
The price is $365 total per night
$365 total
Dec 18 - Dec 19
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
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Kaanapali Hillside hotels essential information

Accommodation
9,103 hotels
Lowest Price
$243
Highest Price
$889
Popular hotels
The Westin Maui Resort & Spa, Ka'anapali, Royal Lahaina Resort & Bungalows, OUTRIGGER Kaanapali Beach Resort, The Ritz-Carlton Maui, Kapalua, Maui Seaside Hotel, Sheraton Maui Resort & Spa, Maui Beach Hotel, Hyatt Regency Maui Resort & Spa, OUTRIGGER Honua Kai Resort & Spa, Hilton Grand Vacations Club Maui Bay Villas, The Whaler Resort Kaanapali Beach, Hilton Vacation Club Ka'anapali Beach Maui

Most Recent Kaanapali Hillside Hotel Reviews

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"Everything! Everyone was so friendly and professional ! Shantell was super helpful and knowledgeable in helping us book our excursions. Our Housekeeper was amazing and left our room immaculate ! The Bellmen super nice and helpful and friendly. Overall , I give the Hotel a 10 ! "
A verified traveler stayed at Hilton Vacation Club Ka'anapali Beach Maui
Hilton Vacation Club Ka'anapali Beach Maui