Vacations in Wailea

Vacations in Wailea

2 travellers

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Cheap Wailea package deals

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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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C$ 854 - C$ 2,689C$ 2,689 - C$ 4,526C$ 4,526 - C$ 6,362C$ 6,362 - C$ 8,198C$ 8,198+ 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
Honolulu
Meals not included
3 nights + flight
C$ 1,434
Ekahi Village - Wailea - Pool
Ekahi Village - Wailea - Pool
Ekahi Village
Honolulu
Meals not included
3 nights + flight
C$ 909
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
C$ 1,050
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
San Diego
Meals not included
3 nights + flight
C$ 2,429
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips
Honolulu
Meals not included
3 nights + flight
C$ 897
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
C$ 1,063
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
C$ 2,664
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
Honolulu
Meals not included
3 nights + flight
C$ 1,364
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
Portland
Meals not included
3 nights + flight
C$ 1,670
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
C$ 1,068
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Seattle/Tacoma Intl
Meals not included
3 nights + flight
C$ 3,579
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
Honolulu
Breakfast
3 nights + flight
C$ 1,400
Mana Kai Maui - Wailea
Mana Kai Maui - Wailea
Mana Kai Maui
6.3 Okay
Portland
Meals not included
3 nights + flight
C$ 1,209
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
Seattle/Tacoma Intl
Meals not included
3 nights + flight
C$ 2,437
Wailea Beach Resort - Marriott, Maui - Wailea - Bedroom
Wailea Beach Resort - Marriott, Maui - Wailea - Bedroom
Wailea Beach Resort - Marriott, Maui
8.7 Very good
Free Wi-Fi
Pool
Spa
Portland
Meals not included
3 nights + flight
C$ 1,861
Fairmont Kea Lani - Maui - Wailea - Balcony
Fairmont Kea Lani - Maui - Wailea - Balcony
Fairmont Kea Lani - Maui
9.1 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
León Del Bajio
Meals not included
3 nights + flight
C$ 2,426

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$ 1,358; Family vacation C$ 1,359; Romantic vacation C$ 1,356; Luxury vacation C$ 1,364.

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$ 1,358
Family vacation (Flight+Hotel)C$ 1,359
Romantic vacation (Flight+Hotel)C$ 1,356
Luxury vacation (Flight+Hotel)C$ 1,364

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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