Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

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$715 - $1,858$1,858 - $3,001$3,001 - $4,143$4,143 - $5,286$5,286+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Wailea flight and hotel deals

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Grand Champions 179 - Wailea - Living room
Grand Champions 179 - Wailea - Living room
Grand Champions 179
Pool
San Francisco
Meals not included
3 nights + flight
$1,177
Palms at Wailea Maui - Wailea - Pool
Palms at Wailea Maui - Wailea - Pool
Palms at Wailea Maui
8.2 Very good
Parking
Free Wi-Fi
Pool
Spa
San Francisco
Meals not included
3 nights + flight
$715
Polo Beach Club - Wailea - Pool
Polo Beach Club - Wailea - Pool
Polo Beach Club
8.1 Very good
Free Wi-Fi
New York John F Kennedy Intl
Meals not included
3 nights + flight
$2,099
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips
Los Angeles
Meals not included
3 nights + flight
$1,073
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
9.6 Wonderful
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
$1,841
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.2 Very good
Free Wi-Fi
Pool
Pet friendly
San Francisco
Meals not included
3 nights + flight
$1,026
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.4 Wonderful
Free Wi-Fi
Pool
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,729
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort
8.3 Very good
Pool
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,561
Mana Kai #814 by Coldwell Banker Island Vacations - Wailea - Bedroom
Mana Kai #814 by Coldwell Banker Island Vacations - Wailea - Bedroom
Mana Kai #814 by Coldwell Banker Island Vacations
5 Fair
Parking
Free Wi-Fi
Pool
Oakland
Meals not included
3 nights + flight
$2,715
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea
8.4 Very good
Free Wi-Fi
Pool
Pet friendly
San Francisco
Meals not included
3 nights + flight
$954
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$3,267
The Villas at Fairmont Kea Lani - Wailea
The Villas at Fairmont Kea Lani - Wailea
The Villas at Fairmont Kea Lani
10 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$5,285
Mana Kai Maui - Wailea - Living room
Mana Kai Maui - Wailea - Living room
Mana Kai Maui
6.3 Okay
San Francisco
Meals not included
3 nights + flight
$766
Andaz Maui at Wailea Resort - A Concept by Hyatt - Wailea - Pool
Andaz Maui at Wailea Resort - A Concept by Hyatt - Wailea - Pool
Andaz Maui at Wailea Resort - A Concept by Hyatt
8.6 Very good
Pool
Pet friendly
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,589
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.9 Very good
Free Wi-Fi
Pool
Spa
San Francisco
Meals not included
3 nights + flight
$1,195
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui
9.2 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,638

When to book a vacation in Wailea

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Wailea package deals

  • There are loads of types of vacations in Wailea and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $1,271; Family vacation $1,313; Romantic vacation $1,124; Luxury vacation $1,106.

Where to stay in Wailea

Our map will help you find the perfect place to stay for your vacation in Wailea by showing you the exact location of each hotel.

Everything you need to know for your vacation in Wailea

Wailea vacation information

Top vacation (Flight+Hotel)$1,271
Family vacation (Flight+Hotel)$1,313
Romantic vacation (Flight+Hotel)$1,124
Luxury vacation (Flight+Hotel)$1,106