Wailea

Vacation Packages in Wailea

2 travelers

Tips for booking hotels in Wailea

Gain useful insights to help choose a hotel in Wailea. Data was last updated on Mon May 18 2026.
Cheapest month:October
Most expensive month:December
Average price in Wailea:$868/night
Cheapest price found:$196/night
Cheapest day:Tuesday
Most expensive day:Monday
$695 - $1,263
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$673 - $878
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Popular Wailea vacation deals

Users browsing HotelsCombined choose these vacation package deals more than any other. Data was last updated on Mon May 18 2026.
The Historic Wailuku Inn Maui
The Historic Wailuku Inn Maui

The Historic Wailuku Inn Maui

2199 Kahookele Street, Wailuku, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$2,304
Avg. per night
View Deal
Sugar Beach Resort
Sugar Beach Resort

Sugar Beach Resort

145 North Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
$2,152
Avg. per night
View Deal
Four Seasons Resort Maui At Wailea
Four Seasons Resort Maui At Wailea

Four Seasons Resort Maui At Wailea

3900 Wailea Alanui Drive, Kīhei, Maui, HI, United States
0.0 mi from city centre
$7,379
Avg. per night
View Deal
Sheraton Maui Resort & Spa
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

2605 Kaanapali Parkway, Kahului, Maui, HI, United States
0.0 mi from city centre
$4,499
Avg. per night
View Deal
Days Inn by Wyndham Maui Oceanfront
Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

2980 South Kihei Road, Kahului, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$1,951
Avg. per night
View Deal
Maui Schooner Resort
Maui Schooner Resort

Maui Schooner Resort

980 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$1,788
Avg. per night
View Deal
Aston at the Maui Banyan
Aston at the Maui Banyan

Aston at the Maui Banyan

2575 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
$1,746
Avg. per night
View Deal
Maui Beach Hotel
Maui Beach Hotel

Maui Beach Hotel

170 W. Kaahumanu Avenue, Kahului, Maui, HI, United States
0.0 mi from city centre
$1,906
Avg. per night
View Deal
Maui Coast Hotel
Maui Coast Hotel

Maui Coast Hotel

2259 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
$2,207
Avg. per night
View Deal
See all

Where to stay in Wailea

Utilize the map to find the perfect place to stay for your trip to Wailea. There are 10 hotels to choose from in Wailea.

FAQ about Wailea vacation packages

Find answers to frequently asked questions HotelsCombined users have about Wailea vacation packages.

  • What do Wailea vacation packages cost?

    The cheapest price of a Wailea vacation package is currently $1,746.

  • When is the best time to book a vacation package to Wailea?

    For those seeking the most affordable period to reserve a vacation package for Wailea, October is a perfect choice.

  • Could booking a vacation package with HotelsCombined save me money?

    Check back soon for alternative deals and prices.

  • Where else can I book a vacation package to on Wailea?

    Don't forget to revisit frequently to stay updated on all the attractive offers for vacation packages to Wailea and beyond.

See more FAQs

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