Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

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$580 - $1,715$1,715 - $2,849$2,849 - $3,984$3,984 - $5,119$5,119+ per night

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Most popular Wailea flight and hotel deals

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Palms at Wailea 203 by Coldwell Banker Island Vacations - Wailea - Pool
Palms at Wailea 203 by Coldwell Banker Island Vacations - Wailea - Pool
Palms at Wailea 203 by Coldwell Banker Island Vacations
10 Wonderful
Parking
Free Wi-Fi
Pool
Portland
Meals not included
3 nights + flight
$1,168
Ekahi Village - Wailea - Pool
Ekahi Village - Wailea - Pool
Ekahi Village
Pool
Honolulu
Meals not included
3 nights + flight
$621
Palms at Wailea Maui - Wailea - Living room
Palms at Wailea Maui - Wailea - Living room
Palms at Wailea Maui
8.4 Very good
Parking
Free Wi-Fi
Pool
Spa
Honolulu
Meals not included
3 nights + flight
$579
Polo Beach Club - Coraltree Residence Collection - Wailea - Living room
Polo Beach Club - Coraltree Residence Collection - Wailea - Living room
Polo Beach Club - Coraltree Residence Collection
8.2 Very good
Parking
Free Wi-Fi
Pool
Honolulu
Meals not included
3 nights + flight
$1,635
Wailea Grand Champions Villas - Coraltree Residence Collection - Wailea - Living room
Wailea Grand Champions Villas - Coraltree Residence Collection - Wailea - Living room
Wailea Grand Champions Villas - Coraltree Residence Collection
8.8 Very good
Parking
Free Wi-Fi
Pool
Honolulu
Meals not included
3 nights + flight
$744
Wailea Beach Villas - Wailea - Living room
Wailea Beach Villas - Wailea - Living room
Wailea Beach Villas
9.6 Wonderful
Parking
Free Wi-Fi
Pool
Honolulu
Meals not included
3 nights + flight
$1,896
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea
8.5 Very good
Free Wi-Fi
Pool
Honolulu
Meals not included
3 nights + flight
$934
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Mexico City Benito Juarez
Meals not included
3 nights + flight
$1,528
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
Free Wi-Fi
Pool
Pet friendly
Spa
Mexico City Benito Juarez
Meals not included
3 nights + flight
$1,329
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
Honolulu
Meals not included
3 nights + flight
$695
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Los Angeles
Meals not included
3 nights + flight
$2,953
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
Los Angeles
Breakfast
3 nights + flight
$957
Mana Kai Maui - Wailea
Mana Kai Maui - Wailea
Mana Kai Maui
6.3 Okay
Los Angeles
Meals not included
3 nights + flight
$842
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
Los Angeles
Meals not included
3 nights + flight
$1,373
Wailea Beach Resort - Marriott, Maui - Wailea - Pool
Wailea Beach Resort - Marriott, Maui - Wailea - Pool
Wailea Beach Resort - Marriott, Maui
8.7 Very good
Free Wi-Fi
Pool
Spa
Los Angeles
Meals not included
3 nights + flight
$1,214
Fairmont Kea Lani - Maui - Wailea - Balcony
Fairmont Kea Lani - Maui - Wailea - Balcony
Fairmont Kea Lani - Maui
9 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Mexico City Benito Juarez
Meals not included
3 nights + flight
$1,567

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

Wailea vacation: Search Wailea vacation packages on KAYAK. KAYAK is a travel tool that searches Wailea trips on hundreds of travel sites to help you find the Wailea package that suits you best. Discover Wailea deals now and book your Wailea flight and hotel today.

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