Vacations in Wailea

Vacations in Wailea

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C$ 636 - C$ 1,538C$ 1,538 - C$ 2,439C$ 2,439 - C$ 3,341C$ 3,341 - C$ 4,242C$ 4,242+ per night

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Most popular Wailea flight and hotel deals

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Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Balcony
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Balcony
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
Free Wi-Fi
Pool
Portland
Meals not included
3 nights + flight
C$ 2,566
Wailea Ekolu, #312 1 Bedroom Condo by RedAwning - Wailea - Balcony
Wailea Ekolu, #312 1 Bedroom Condo by RedAwning - Wailea - Balcony
Wailea Ekolu, #312 1 Bedroom Condo by RedAwning
Free Wi-Fi
Portland
Meals not included
3 nights + flight
C$ 2,500
Palms At Wailea Maui - Select Your Unit - Wailea - Balcony
Palms At Wailea Maui - Select Your Unit - Wailea - Balcony
Palms At Wailea Maui - Select Your Unit
7.9 Good
Parking
Free Wi-Fi
Pool
Spa
Kahului
Meals not included
3 nights + flight
C$ 1,371
Premier Collection at Grand Champions Wailea - Limited-Time Half Off - Wailea
Premier Collection at Grand Champions Wailea - Limited-Time Half Off - Wailea
Premier Collection at Grand Champions Wailea - Limited-Time Half Off
6.7 Okay
Parking
Free Wi-Fi
Pool
Portland
Meals not included
3 nights + flight
C$ 1,998
Kamaole Sands by Maui Rental Group - Wailea - Living room
Kamaole Sands by Maui Rental Group - Wailea - Living room
Kamaole Sands by Maui Rental Group
Parking
Portland
Meals not included
3 nights + flight
C$ 2,361
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.1 Very good
Free Wi-Fi
Pool
Pet friendly
Kahului
Meals not included
3 nights + flight
C$ 1,132
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home
Free Wi-Fi
Pool
Portland
Meals not included
3 nights + flight
C$ 2,005
Kamaole Sands - Maui Condo & Home - Wailea - Beach
Kamaole Sands - Maui Condo & Home - Wailea - Beach
Kamaole Sands - Maui Condo & Home
Pool
Portland
Meals not included
3 nights + flight
C$ 2,617
Hotel Wailea Maui - Wailea - Living room
Hotel Wailea Maui - Wailea - Living room
Hotel Wailea Maui
9.2 Wonderful
Free Wi-Fi
Pool
Spa
Portland
Meals not included
3 nights + flight
C$ 4,032
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort
8.1 Very good
Free Wi-Fi
Pool
Spa
Kahului
Meals not included
3 nights + flight
C$ 2,023
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea
7.9 Good
Pool
Pet friendly
Kahului
Breakfast
3 nights + flight
C$ 1,777
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Kahului
Meals not included
3 nights + flight
C$ 4,207
Maui Banyan - Wailea
Maui Banyan - Wailea
Maui Banyan
7.6 Good
Free Wi-Fi
Kahului
Meals not included
3 nights + flight
C$ 636
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.6 Very good
Pool
Spa
Kahului
Meals not included
3 nights + flight
C$ 1,554
Andaz Maui at Wailea Resort - Wailea - Pool
Andaz Maui at Wailea Resort - Wailea - Pool
Andaz Maui at Wailea Resort
8.4 Very good
Pool
Pet friendly
Spa
Kahului
Meals not included
3 nights + flight
C$ 2,427
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
Kahului
Meals not included
3 nights + flight
C$ 2,479

When to book a vacation in Wailea

Price includes flights and 3 nights accommodation for 2 travellers. 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 travellers: Top vacation C$ 163; Family vacation C$ 652; Romantic vacation C$ 652; Luxury vacation C$ 652.

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)C$ 163
Family vacation (Flight+Hotel)C$ 652
Romantic vacation (Flight+Hotel)C$ 652
Luxury vacation (Flight+Hotel)C$ 652