Vacations in Wailea

Vacations in Wailea

2 travelers

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Cheap Wailea package deals

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$655 - $1,537$1,537 - $2,420$2,420 - $3,303$3,303 - $4,185$4,185+ per night

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Most popular Wailea flight and hotel deals

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Papaya Suite - Wailea - Patio
Papaya Suite - Wailea - Patio
Papaya Suite
Dallas/Fort Worth
Breakfast
3 nights + flight
$874
Grand Champions 179 - Wailea - Living room
Grand Champions 179 - Wailea - Living room
Grand Champions 179
Hilo Intl
Meals not included
3 nights + flight
$905
Wailea Grand Champion, #148 Condo - Wailea - Living room
Wailea Grand Champion, #148 Condo - Wailea - Living room
Wailea Grand Champion, #148 Condo
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,604
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
Los Angeles
Meals not included
3 nights + flight
$654
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips - Wailea - Pool
Kamaole Sands by VTrips
Dallas/Fort Worth
Meals not included
3 nights + flight
$924
Calina's Maui Parkshore Kam lll Ocean Front View - Wailea - Beach
Calina's Maui Parkshore Kam lll Ocean Front View - Wailea - Beach
Calina's Maui Parkshore Kam lll Ocean Front View
9 Wonderful
Parking
Free Wi-Fi
Pool
Hilo Intl
Meals not included
3 nights + flight
$818
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
Hilo Intl
Meals not included
3 nights + flight
$838
Grand Champions Two Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Balcony
Grand Champions Two Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Balcony
Grand Champions Two Bedrooms - Garden View by Coldwell Banker Island Vacations
Free Wi-Fi
Hilo Intl
Meals not included
3 nights + flight
$1,424
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.5 Wonderful
Free Wi-Fi
Pool
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,517
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,197
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
Hilo Intl
Meals not included
3 nights + flight
$749
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
Dallas/Fort Worth
Breakfast
3 nights + flight
$919
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea - Wailea - Bar
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Dallas/Fort Worth
Meals not included
3 nights + flight
$2,609
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,216
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
Los Angeles
Meals not included
3 nights + flight
$1,559
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
Dallas/Fort Worth
Meals not included
3 nights + flight
$1,496

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

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