Cheap Vacations in Wailea
- Wailea vacations
- 3-night Wailea vacations
- 4-night Wailea vacations
- 5-night Wailea vacations
- 6-7 night Wailea vacations
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
$133 Roundtrip, found 23 hours ago
$133
Roundtrip
found 23 hours ago
LAX
Los Angeles
OGG
Maui
$282 Roundtrip, found 5 days ago
$282
Roundtrip
found 5 days ago
SFO
San Francisco
OGG
Maui
$332 Roundtrip, found 4 days ago
$332
Roundtrip
found 4 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
$819 nightly
The price is $972 total per night
$972 total
Jun 16 - Jun 17
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.
Pool
Hot Tub
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
0.99 mi from Wailea
$1,159 nightly
The price is $1,376 total per night
$1,376 total
Jun 7 - Jun 8
Total with taxes and fees
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
Pool
Hot Tub
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$960 nightly
The price is $1,140 total per night
$1,140 total
Jun 26 - Jun 27
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.
Pool
Hot Tub
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.