Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

These are the best prices for Mar 27 - 30.
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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$701 - $2,360$2,360 - $4,019$4,019 - $5,678$5,678 - $7,338$7,338+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Wailea flight and hotel deals

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Wailea Ekolu Village - CoralTree Residence Collection - Wailea - Balcony
Wailea Ekolu Village - CoralTree Residence Collection - Wailea - Balcony
Wailea Ekolu Village - CoralTree Residence Collection
8.4 Very good
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
$915
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations
6 Okay
Free Wi-Fi
San Diego
Meals not included
3 nights + flight
$1,403
Palms at Wailea Maui - Wailea - Pool
Palms at Wailea Maui - Wailea - Pool
Palms at Wailea Maui
7.9 Good
Parking
Free Wi-Fi
Pool
Spa
San Francisco
Meals not included
3 nights + flight
$913
Palms at Wailea Two Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Living room
Palms at Wailea Two Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Living room
Palms at Wailea Two Bedrooms - Garden View by Coldwell Banker Island Vacations
9.3 Wonderful
Free Wi-Fi
San Diego
Meals not included
3 nights + flight
$1,261
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
9.6 Wonderful
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
$2,132
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.2 Very good
Free Wi-Fi
Pool
Pet friendly
San Francisco
Meals not included
3 nights + flight
$1,099
Wailea Grand Champions - Maui Condo & Home - Wailea - Balcony
Wailea Grand Champions - Maui Condo & Home - Wailea - Balcony
Wailea Grand Champions - Maui Condo & Home
Free Wi-Fi
Pool
San Francisco
Meals not included
3 nights + flight
$1,020
Hale Kamaole 207 - Wailea
Hale Kamaole 207 - Wailea
Hale Kamaole 207
Parking
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
$853
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.3 Wonderful
Free Wi-Fi
Pool
Spa
San Francisco
Meals not included
3 nights + flight
$1,459
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort
8.4 Very good
Free Wi-Fi
Pool
Spa
San Diego
Meals not included
3 nights + flight
$1,613
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
$3,688
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
San Francisco
Breakfast
3 nights + flight
$1,096
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Kamaole Sands Two Bedrooms by Coldwell Banker Island Vacations
9 Wonderful
Free Wi-Fi
San Francisco
Meals not included
3 nights + flight
$1,389
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.9 Very good
Free Wi-Fi
Pool
Spa
San Francisco
Meals not included
3 nights + flight
$1,481
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
San Francisco
Meals not included
3 nights + flight
$2,008
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui
9.2 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Sacramento Intl
Meals not included
3 nights + flight
$1,991

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 $159; Family vacation $701; Romantic vacation $697; Luxury vacation $697.

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)$159
Family vacation (Flight+Hotel)$701
Romantic vacation (Flight+Hotel)$697
Luxury vacation (Flight+Hotel)$697