Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

These are the best prices for Jun 29 - Jul 2.
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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$922 - $1,752$1,752 - $2,582$2,582 - $3,412$3,412 - $4,242$4,242+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Wailea flight and hotel deals

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Kihei Akahi C-612 by Coldwell Banker Island Vacations - Wailea
Kihei Akahi C-612 by Coldwell Banker Island Vacations - Wailea
Kihei Akahi C-612 by Coldwell Banker Island Vacations
9 Wonderful
Parking
Free Wi-Fi
Pool
Los Angeles
Meals not included
3 nights + flight
$1,462
Grand Champions - Wailea - Living room
Grand Champions - Wailea - Living room
Grand Champions
Pool
Los Angeles
Meals not included
3 nights + flight
$1,088
Kihei Surfside 412 1 Bedroom Condo - Wailea - Balcony
Kihei Surfside 412 1 Bedroom Condo - Wailea - Balcony
Kihei Surfside 412 1 Bedroom Condo
10 Wonderful
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$2,255
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Living room
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations - Wailea - Living room
Wailea Ekolu Two Bedrooms by Coldwell Banker Island Vacations
6 Okay
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$1,820
Palms at Wailea Maui - Wailea - Living room
Palms at Wailea Maui - Wailea - Living room
Palms at Wailea Maui
7.9 Good
Parking
Free Wi-Fi
Pool
Spa
Los Angeles
Meals not included
3 nights + flight
$1,253
Polo Beach Club - Coraltree Residence Collection - Wailea
Polo Beach Club - Coraltree Residence Collection - Wailea
Polo Beach Club - Coraltree Residence Collection
8.1 Very good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,233
Grand Champions One Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Grand Champions One Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony
Grand Champions One Bedrooms by Coldwell Banker Island Vacations
9.5 Wonderful
Free Wi-Fi
Los Angeles
Meals not included
3 nights + flight
$1,566
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
9.6 Wonderful
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$2,888
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
Los Angeles
Meals not included
3 nights + flight
$1,622
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
Los Angeles
Meals not included
3 nights + flight
$1,239
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.3 Very good
Free Wi-Fi
Pool
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,362
Hale Kamaole - Wailea - Pool
Hale Kamaole - Wailea - Pool
Hale Kamaole
8.1 Very good
Free Wi-Fi
Pool
Los Angeles
Meals not included
3 nights + flight
$921
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
Free Wi-Fi
Pool
Spa
Los Angeles
Meals not included
3 nights + flight
$2,008
Mana Kai by Coldwell Banker Island Vacations - Wailea - Bedroom
Mana Kai by Coldwell Banker Island Vacations - Wailea - Bedroom
Mana Kai by Coldwell Banker Island Vacations
5 Fair
Parking
Free Wi-Fi
Pool
Los Angeles
Meals not included
3 nights + flight
$2,337
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
8.3 Very good
Pool
Pet friendly
Spa
Great Falls
Meals not included
3 nights + flight
$2,046
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui - Wailea - Restaurant
Fairmont Kea Lani, Maui
9.3 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Dallas/Fort Worth
Meals not included
3 nights + flight
$2,066

Last minute vacation packages to Wailea

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Charming Beachside Garden Vistas - Wailea
Charming Beachside Garden Vistas - Wailea
Charming Beachside Garden Vistas
9.8 Wonderful
Parking
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,395
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning - Wailea - Living room
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning - Wailea - Living room
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning
9 Wonderful
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$2,355
Kihei Akahi D-510 by Coldwell Banker Island Vacations - Wailea - Beach
Kihei Akahi D-510 by Coldwell Banker Island Vacations - Wailea - Beach
Kihei Akahi D-510 by Coldwell Banker Island Vacations
10 Wonderful
Parking
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,609

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 $120; Family vacation $546; Romantic vacation $546; 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)$120
Family vacation (Flight+Hotel)$546
Romantic vacation (Flight+Hotel)$546
Luxury vacation (Flight+Hotel)$697