×

Filters

Total locations: 4962
Budget
Temperature now
Continent
Stuff to do

Wailea

Known for dinner. Recommended places to visit are Makena Beach, Te Au Moana Luau and Keawakapu II Beach Park.

🎉 Complete Your Wailea Experience

Everything you need for an unforgettable trip - flights, hotels, and amazing activities all in one place!

✈️ Best Flight Deals

Compare millions of flights from 500+ airlines

Find flights

🏨 Premium Hotels

Save up to 30% on top-rated accommodations

Book Hotels →

🎯 Epic Tours

Skip-the-line access to top attractions

Book Tours →

Cheap flights to Wailea

Find the best flight deals from anywhere in the world

Search Flights

Best Deals Available
💡 Smart Search
AI-powered price comparison
⚡ Instant Results
Real-time flight availability
🛡️ Price Protection
best_price_guarantee

Loading best flight deals...

This may take a few seconds

🎯 Why Choose Our Flight Search?

  • Compare 500+ airlines instantly
  • No hidden fees or charges
  • 24/7 customer support

💰 Money-Saving Tips

  • 📅Book 6-8 weeks in advance for best deals
  • 🕒Tuesday & Wednesday flights are cheaper
  • 🔄Consider flexible dates for up to 40% savings

Hotels in Wailea

Compare prices and book the perfect stay for your trip

Tours and Points of interest in Wailea

Discover amazing experiences and create lasting memories

POPULAR
⭐ 5.0
Road to Hana Maui Tours

Click to book instantly

Road to Hana Maui Tours

$187.21$225
Save $37! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted
POPULAR
Scenic Road to Hana Adventure with Brunch

Click to book instantly

Scenic Road to Hana Adventure with Brunch

$823.74$988
Save $165! Limited time
Instant confirmation
Mobile voucher accepted
POPULAR
Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

Click to book instantly

Road to Hana and Haleakala Sunset Open-Air Jeep Private Tour

$1347.19$1617
Save $269! Limited time
Instant confirmation
Mobile voucher accepted
POPULAR
Private Pipiwai Trail Maui Open-Air Jeep Tour

Click to book instantly

Private Pipiwai Trail Maui Open-Air Jeep Tour

$1048.39$1258
Save $210! Limited time
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 5.0
Private West Maui Coastline Open-Air Jeep Tour

Click to book instantly

Private West Maui Coastline Open-Air Jeep Tour

$524.2$629
Save $105! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted
POPULAR
Maui Beach Hop

Click to book instantly

Maui Beach Hop

$187.21$225
Save $37! Limited time
Instant confirmation
Mobile voucher accepted
POPULAR
Explore Maui Private Tour

Click to book instantly

Explore Maui Private Tour

$187.21$225
Save $37! Limited time
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 5.0
Private Full Day Hana Jeep Tour

Click to book instantly

Private Full Day Hana Jeep Tour

$748.1$898
Save $150! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 3.5
Private Departure Transfer to Maui Kahului Airport OGG

Click to book instantly

Private Departure Transfer to Maui Kahului Airport OGG

$28.97$35
Save $6! Limited time
3.5/5
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 5.0
Road to Hana Tour with Lunch and Pickup

Click to book instantly

Road to Hana Tour with Lunch and Pickup

$209.67$252
Save $42! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 5.0
Majestic Haleakala Sunrise Tour with Pick-up

Click to book instantly

Majestic Haleakala Sunrise Tour with Pick-up

$187.21$225
Save $37! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted
POPULAR
⭐ 5.0
Private Native Tour of the Road to Hana with Cultural Lunch Show

Click to book instantly

Private Native Tour of the Road to Hana with Cultural Lunch Show

$1273.05$1528
Save $255! Limited time
5.0/5
Instant confirmation
Mobile voucher accepted

Images & Videos of Wailea

Not happy with Wailea? Spin again!

help ukraine

We stand with Ukraine! Please support Ukraine and its people.