Vacation Packages in Wailea
From
Boston (BOS)
To
Wailea, United States
2 adults, no children
We work with more than 300 partners to bring you better travel deals
Tips for booking hotels in Wailea
Gain useful insights to help choose a hotel in Wailea. Data was last updated on Tue Apr 29 2025.
| Cheapest month: | October |
|---|---|
| Most expensive month: | December |
| Average price in Wailea: | $831/night |
| Cheapest price found: | $153/night |
| Cheapest day: | Saturday |
| Most expensive day: | Monday |
$637 - $1,108
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.$740 - $1,565
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.Popular Wailea vacation deals
Users browsing Cheapflights choose these vacation package deals more than any other. Data was last updated on Tue Apr 29 2025.
2199 Kahookele Street, Wailuku, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$2,840
Avg. per night
1032 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$2,195
Avg. per night
145 North Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
$2,207
Avg. per night
3900 Wailea Alanui Drive, Kīhei, Maui, HI, United States
0.0 mi from city centre
$6,900
Avg. per night
940 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Air Conditioning
$4,750
Avg. per night
2605 Kaanapali Parkway, Kahului, Maui, HI, United States
0.0 mi from city centre
$3,934
Avg. per night
2980 South Kihei Road, Kahului, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$2,159
Avg. per night
Wailea, Maui, HI, United States
0.0 mi from city centre
Air Conditioning
$2,665
Avg. per night
980 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
Free Wi-Fi
Parking
$2,203
Avg. per night
2575 South Kihei Road, Kīhei, Maui, HI, United States
0.0 mi from city centre
$2,189
Avg. per night