Vacations in Wailea

Vacations in Wailea

2 travelers

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$939 - $2,186$2,186 - $3,432$3,432 - $4,679$4,679 - $5,925$5,925+ 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
Free Wi-Fi
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,053
Palms at Wailea Maui - Wailea - Balcony
Palms at Wailea Maui - Wailea - Balcony
Palms at Wailea Maui
7.9 Good
Parking
Free Wi-Fi
Pool
Spa
Seattle/Tacoma Intl
Meals not included
3 nights + flight
$1,021
Kamaole Sands by Maui Rental Group - Wailea - Living room
Kamaole Sands by Maui Rental Group - Wailea - Living room
Kamaole Sands by Maui Rental Group
Parking
Miami
Meals not included
3 nights + flight
$1,389
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas - Wailea - Balcony
Wailea Beach Villas
10 Wonderful
Parking
Free Wi-Fi
Pool
Spa
Miami
Meals not included
3 nights + flight
$3,551
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
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,226
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$1,269
Wailea Ekahi Village - Coraltree Residence Collection - Wailea
Wailea Ekahi Village - Coraltree Residence Collection - Wailea
Wailea Ekahi Village - Coraltree Residence Collection
8.7 Very good
Parking
Free Wi-Fi
Pool
Spa
Miami
Meals not included
3 nights + flight
$1,278
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool
Grand Wailea, A Waldorf Astoria Resort
8.1 Very good
Free Wi-Fi
Pool
Spa
Miami
Meals not included
3 nights + flight
$1,814
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea - Wailea - Patio
Residence Inn by Marriott Maui Wailea
7.9 Good
Pool
Pet friendly
Atlanta Hartsfield-Jackson
Breakfast
3 nights + flight
$1,273
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea - Wailea - Restaurant
Ho olei at Grand Wailea
10 Wonderful
Parking
Pool
Spa
Miami
Meals not included
3 nights + flight
$3,417
Maui Banyan - Wailea
Maui Banyan - Wailea
Maui Banyan
7.6 Good
Free Wi-Fi
Miami
Meals not included
3 nights + flight
$939
The Residences at Kamaole Sands Resort - Wailea - Balcony
The Residences at Kamaole Sands Resort - Wailea - Balcony
The Residences at Kamaole Sands Resort
Pool
Miami
Meals not included
3 nights + flight
$1,310
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant
Wailea Beach Resort - Marriott, Maui
8.6 Very good
Pool
Spa
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,637
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
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
$1,871
Wailea Ekahi Village Luxury 1-Bedroom Villa Complimentary Car With 6 Nights Wkv-45c by Kbm - Wailea
Wailea Ekahi Village Luxury 1-Bedroom Villa Complimentary Car With 6 Nights Wkv-45c by Kbm - Wailea
Wailea Ekahi Village Luxury 1-Bedroom Villa Complimentary Car With 6 Nights Wkv-45c by Kbm
10 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$1,337
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
Miami
Meals not included
3 nights + flight
$1,994

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 $144; 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)$144
Family vacation (Flight+Hotel)$546
Romantic vacation (Flight+Hotel)$546
Luxury vacation (Flight+Hotel)$697