Vacations in Wailea

Vacations in Wailea

2 travellers

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Cheap Wailea package deals

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C$ 1,214 - C$ 3,463C$ 3,463 - C$ 5,712C$ 5,712 - C$ 7,962C$ 7,962 - C$ 10,210C$ 10,210+ 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
San Francisco
Meals not included
3 nights + flight
C$ 2,297
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
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
C$ 1,610
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
9.6 Wonderful
Parking
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
C$ 2,777
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
San Francisco
Meals not included
3 nights + flight
C$ 1,214
Hale Kamaole 207 - Wailea
Hale Kamaole 207 - Wailea
Hale Kamaole 207
Parking
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
C$ 1,227
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.5 Wonderful
Free Wi-Fi
Pool
Spa
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
C$ 2,778
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort
8.2 Very good
Pool
Spa
San Francisco
Meals not included
3 nights + flight
C$ 2,039
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
C$ 1,226
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
San Francisco
Breakfast
3 nights + flight
C$ 1,221
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
San Francisco
Meals not included
3 nights + flight
C$ 4,564
The Villas at Fairmont Kea Lani - Wailea
The Villas at Fairmont Kea Lani - Wailea
The Villas at Fairmont Kea Lani
9.6 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
C$ 10,210
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Patio
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Patio
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations
9 Wonderful
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
C$ 1,993
Mana Kai Maui - Wailea
Mana Kai Maui - Wailea
Mana Kai Maui
6.3 Okay
San Francisco
Meals not included
3 nights + flight
C$ 1,255
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
San Francisco
Meals not included
3 nights + flight
C$ 1,667
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
San Francisco
Meals not included
3 nights + flight
C$ 2,254
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
San Francisco
Meals not included
3 nights + flight
C$ 2,081

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$ 1,351; Family vacation C$ 1,352; Romantic vacation C$ 1,348; Luxury vacation C$ 1,357.

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$ 1,351
Family vacation (Flight+Hotel)C$ 1,352
Romantic vacation (Flight+Hotel)C$ 1,348
Luxury vacation (Flight+Hotel)C$ 1,357