Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

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$816 - $1,986$1,986 - $3,155$3,155 - $4,325$4,325 - $5,494$5,494+ 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
Los Angeles
Meals not included
3 nights + flight
$1,270
Palms At Wailea Maui - Wailea - Pool
Palms At Wailea Maui - Wailea - Pool
Palms At Wailea Maui
8.4 Very good
Parking
Free Wi-Fi
Pool
Spa
Hilo Intl
Meals not included
3 nights + flight
$880
Polo Beach Club - Coraltree Residence Collection - Wailea - Pool
Polo Beach Club - Coraltree Residence Collection - Wailea - Pool
Polo Beach Club - Coraltree Residence Collection
8 Very good
Free Wi-Fi
Long Beach Municipal
Meals not included
3 nights + flight
$1,862
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips
Hilo Intl
Meals not included
3 nights + flight
$925
Wailea Beach Villas - Wailea - Living room
Wailea Beach Villas - Wailea - Living room
Wailea Beach Villas
9.6 Wonderful
Parking
Free Wi-Fi
Pool
Los Angeles
Meals not included
3 nights + flight
$2,139
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea
8.4 Very good
Free Wi-Fi
Pool
Pet friendly
Hilo Intl
Meals not included
3 nights + flight
$824
Hale Kamaole 207 - Wailea
Hale Kamaole 207 - Wailea
Hale Kamaole 207
Parking
Free Wi-Fi
Long Beach Municipal
Meals not included
3 nights + flight
$1,042
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.5 Wonderful
Free Wi-Fi
Pool
Spa
Hilo Intl
Meals not included
3 nights + flight
$1,499
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
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,399
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$929
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea
8.3 Very good
Free Wi-Fi
Pool
Pet friendly
Hilo Intl
Meals not included
3 nights + flight
$816
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,943
Mana Kai Maui - Wailea
Mana Kai Maui - Wailea
Mana Kai Maui
6.3 Okay
Oakland
Meals not included
3 nights + flight
$1,145
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.8 Very good
Free Wi-Fi
Pool
Spa
Hilo Intl
Meals not included
3 nights + flight
$1,213
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
8.7 Very good
Pool
Pet friendly
Spa
Los Angeles
Meals not included
3 nights + flight
$1,526
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui
9.2 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,642

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