Vacations in Wailea

Vacations in Wailea

2 travelers

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$855 - $2,214$2,214 - $3,573$3,573 - $4,932$4,932 - $6,291$6,291+ per night

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Most popular Wailea flight and hotel deals

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Grand Champions 179 - Wailea - Living room
Grand Champions 179 - Wailea - Living room
Grand Champions 179
Fresno Airterminal
Meals not included
3 nights + flight
$1,068
Wailea Ekolu Village 1406 - Wailea
Wailea Ekolu Village 1406 - Wailea
Wailea Ekolu Village 1406
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Fresno Airterminal
Meals not included
3 nights + flight
$1,111
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
San Diego
Meals not included
3 nights + flight
$1,038
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
9.6 Wonderful
Parking
Free Wi-Fi
Fresno Airterminal
Meals not included
3 nights + flight
$2,120
Polo Beach Club Two Bedrooms - Sleeps 6 by Coldwell Banker Island Vacations - Wailea - Balcony
Polo Beach Club Two Bedrooms - Sleeps 6 by Coldwell Banker Island Vacations - Wailea - Balcony
Polo Beach Club Two Bedrooms - Sleeps 6 by Coldwell Banker Island Vacations
Free Wi-Fi
Portland
Meals not included
3 nights + flight
$3,882
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
Baltimore/Washington
Meals not included
3 nights + flight
$1,048
Hale Kamaole 207 - Wailea
Hale Kamaole 207 - Wailea
Hale Kamaole 207
Parking
Free Wi-Fi
Fresno Airterminal
Meals not included
3 nights + flight
$1,135
Polo Beach Club 205 by Coldwell Banker Island Vacations - Wailea - Balcony
Polo Beach Club 205 by Coldwell Banker Island Vacations - Wailea - Balcony
Polo Beach Club 205 by Coldwell Banker Island Vacations
Parking
Free Wi-Fi
Pool
Los Angeles
Meals not included
3 nights + flight
$4,244
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.5 Wonderful
Free Wi-Fi
Pool
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$2,025
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
Los Angeles
Meals not included
3 nights + flight
$1,491
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
San Diego
Meals not included
3 nights + flight
$920
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
Los Angeles
Meals not included
3 nights + flight
$868
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$2,871
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
Los Angeles
Meals not included
3 nights + flight
$1,238
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
Raleigh-Durham
Meals not included
3 nights + flight
$1,523
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui
9.3 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Baltimore/Washington
Meals not included
3 nights + flight
$1,523

Last minute vacation packages to Wailea

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Charming Beachside Garden Vistas - Wailea - Living room
Charming Beachside Garden Vistas - Wailea - Living room
Charming Beachside Garden Vistas
10 Wonderful
Parking
Free Wi-Fi
Pool
Fresno Airterminal
Meals not included
3 nights + flight
$1,090
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
Fresno Airterminal
Meals not included
3 nights + flight
$3,114

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 $1,271; Family vacation $1,313; Romantic vacation $1,124; Luxury vacation $1,106.

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)$1,271
Family vacation (Flight+Hotel)$1,313
Romantic vacation (Flight+Hotel)$1,124
Luxury vacation (Flight+Hotel)$1,106