Vacations in Wailea

Vacations in Wailea

2 travelers

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$786 - $1,538$1,538 - $2,289$2,289 - $3,040$3,040 - $3,792$3,792+ per night

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Most popular Wailea flight and hotel deals

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Kihei Surfside 506 1 Bedroom Condo - Wailea - Balcony
Kihei Surfside 506 1 Bedroom Condo - Wailea - Balcony
Kihei Surfside 506 1 Bedroom Condo
Free Wi-Fi
Oakland
Meals not included
3 nights + flight
$1,460
Grand Champions 130 2 Bedroom Condo - Wailea - Pool
Grand Champions 130 2 Bedroom Condo - Wailea - Pool
Grand Champions 130 2 Bedroom Condo
Free Wi-Fi
Oakland
Meals not included
3 nights + flight
$1,451
Palms at Wailea Maui - Wailea - Building
Palms at Wailea Maui - Wailea - Building
Palms at Wailea Maui
7.9 Good
Parking
Free Wi-Fi
Pool
Spa
Oakland
Meals not included
3 nights + flight
$1,124
Stunning Modern Beachfront Resort Vistas - Wailea - Living room
Stunning Modern Beachfront Resort Vistas - Wailea - Living room
Stunning Modern Beachfront Resort Vistas
10 Wonderful
Parking
Pool
Oakland
Meals not included
3 nights + flight
$1,252
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
10 Wonderful
Parking
Free Wi-Fi
Oakland
Meals not included
3 nights + flight
$2,538
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
Oakland
Meals not included
3 nights + flight
$1,206
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.1 Very good
Free Wi-Fi
Pool
Pet friendly
Las Vegas Harry Reid Intl
Breakfast
3 nights + flight
$1,112
Hotel Wailea - Wailea - Living room
Hotel Wailea - Wailea - Living room
Hotel Wailea
9.3 Wonderful
Free Wi-Fi
Pool
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$1,527
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
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$1,483
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$2,763
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea
8.1 Very good
Free Wi-Fi
Pool
Pet friendly
Las Vegas Harry Reid Intl
Breakfast
3 nights + flight
$1,199
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
Oakland
Meals not included
3 nights + flight
$1,370
Maui Banyan - Wailea
Maui Banyan - Wailea
Maui Banyan
7.6 Good
Free Wi-Fi
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$786
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.7 Very good
Free Wi-Fi
Pool
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$1,301
Andaz Maui at Wailea Resort - Wailea - Pool
Andaz Maui at Wailea Resort - Wailea - Pool
Andaz Maui at Wailea Resort
8.4 Very good
Pool
Pet friendly
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$1,545
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui - Wailea - Bedroom
Fairmont Kea Lani, Maui
9.1 Wonderful
Free Wi-Fi
Pool
Pet friendly
Spa
Las Vegas Harry Reid Intl
Meals not included
3 nights + flight
$1,731

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