Wailea vacation packages from $832

Cheap Wailea package deals

Discover the best prices by selecting your travel dates on KAYAK.

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8.4 Very good

Free Wi-Fi

Sacramento Intl

Meals not included

3 nights + flight

$947

Grand Champions 179 - Wailea - Living room

Grand Champions 179

Pool

Sacramento Intl

Meals not included

3 nights + flight

$968

Palms at Wailea Maui - Wailea - Pool

Palms at Wailea Maui

8.2 Very good

Parking

Free Wi-Fi

Pool

Spa

Sacramento Intl

Meals not included

3 nights + flight

$846

Polo Beach Club - Wailea - Pool

Polo Beach Club

8.1 Very good

Free Wi-Fi

Sacramento Intl

Meals not included

3 nights + flight

$1,464

Kamaole Sands by VTrips - Wailea - Pool

Kamaole Sands by VTrips

Sacramento Intl

Meals not included

3 nights + flight

$874

Wailea Beach Villas - Wailea - Balcony

Wailea Beach Villas

9.6 Wonderful

Free Wi-Fi

San Francisco

Meals not included

3 nights + flight

$2,174

Polo Beach Club Pol-109 By Kbm - Wailea - Living room

Polo Beach Club Pol-109 By Kbm

8.5 Very good

Free Wi-Fi

Pool

San Francisco

Meals not included

3 nights + flight

$1,712

AC Hotels by Marriott Maui Wailea - Wailea - Patio

AC Hotels by Marriott Maui Wailea

8.2 Very good

Free Wi-Fi

Pool

Pet friendly

Salt Lake City

Meals not included

3 nights + flight

$1,109

Hotel Wailea - Wailea - Living room

Hotel Wailea

9.3 Wonderful

Free Wi-Fi

Pool

Spa

Sacramento Intl

Meals not included

3 nights + flight

$1,761

Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool

Grand Wailea, A Waldorf Astoria Resort

8.3 Very good

Free Wi-Fi

Pool

Spa

Helena

Meals not included

3 nights + flight

$1,782

Residence Inn by Marriott Maui Wailea - Wailea - Patio

Residence Inn by Marriott Maui Wailea

8.4 Very good

Free Wi-Fi

Pool

Pet friendly

Sacramento Intl

Breakfast

3 nights + flight

$929

Ho olei at Grand Wailea - Wailea - Bar

Ho olei at Grand Wailea

10 Wonderful

Parking

Pool

Spa

Helena

Meals not included

3 nights + flight

$3,222

Mana Kai Maui - Wailea - Living room

Mana Kai Maui

6.3 Okay

Los Angeles

Meals not included

3 nights + flight

$1,103

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

Helena

Meals not included

3 nights + flight

$1,786

Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant

Wailea Beach Resort - Marriott, Maui

8.9 Very good

Free Wi-Fi

Pool

Spa

Sacramento Intl

Meals not included

3 nights + flight

$1,215

Fairmont Kea Lani, Maui - Wailea - Restaurant

Fairmont Kea Lani, Maui

9.2 Wonderful

Free Wi-Fi

Pool

Pet friendly

Spa

San Francisco

Meals not included

3 nights + flight

$1,749

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.