Cheap Vacations in Wailea
- Wailea vacations
- 3-night Wailea vacations
- 4-night Wailea vacations
- 5-night Wailea vacations
- 6-7 night Wailea vacations
Wailea vacations
Price found within the past 48 hours. Click for updated prices.
3-night Wailea vacations
Price found within the past 48 hours. Click for updated prices.
4-night Wailea vacations
Price found within the past 48 hours. Click for updated prices.
5-night Wailea vacations
Price found within the past 48 hours. Click for updated prices.
6-7 night Wailea vacations
Price found within the past 48 hours. Click for updated prices.
Flight deals to Wailea
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
HNL
Oahu
OGG
Maui
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago
HNL
Oahu
JHM
Kapalua
$149 Roundtrip, found 1 hour ago
$149
Roundtrip
found 1 hour ago
SJC
San Jose
OGG
Maui
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Top rated hotels for your Wailea vacation
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
0.45 mi from Wailea
$716 nightly
The price is $850 total per night
$850 total
May 3 - May 4
Total with taxes and fees
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$765 nightly
The price is $908 total per night
$908 total
Apr 30 - May 1
Total with taxes and fees
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
0.09 mi from Wailea
$738 nightly
The price is $876 total per night
$876 total
Apr 28 - Apr 29
Total with taxes and fees
With a stay at Wailea Beach Resort - Marriott, Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Shops at Wailea.
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 Picks
- All Inclusive Resorts & in Kihei
- Hotels with Kitchenettes in Kihei
- Kihei Hotels
- Golf Resorts & in Maui
- Hotels with Tennis Courts in Wailea
- Extended Stay Hotels in Kihei
- Hotels with Airport Transfers in Kihei
- Wailea Hotels
- Houseboats in Kihei
- Hotels near Maui Nui Golf Club
- Hotels with Waterslides in Wailea
- Hotels near Ulua Beach Park
- Oceanfront Hotels in Kihei
- Hotels with Childcare in Wailea
- Hotels near Kalama Beach Park
- Cheap Hotels in Wailea
- Winery Hotels in Kihei
- Apartments in Maui
- Hotels with Airport Transfers in Wailea
- Arcade Hotels in Kihei
- Maalaea Hotels
- Hotels with Free Parking in Kihei
- 3 Star Hotels in Wailea
- Hotels with Balconies in Wailea
- Hotels with Pools in Maui
- Hotels with a Lazy River in Wailea
- 4 Star Hotels in Kihei
- Hotels with Bars in Kihei
- B&B in Kihei
- Aston Resorts in Maui
- Villas in Kihei
- Hotels near Keawakapu Beach North
- Hotels near Kamaole Beach Park 3
- Casino Resorts & in Wailea
- Hotels near Makena State Park Beach
- Gay Friendly Hotels in Wailea
- Hotels with a Gym in Kihei
^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.