Wailea vacation packages from $426

Cheap Wailea package deals

These are the best prices for Jul 29 - Aug 1.

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Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Balcony

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Free Wi-Fi

Honolulu

Meals not included

3 nights + flight

$1,152

Wailea Ekahi by Maui Rental Group - Wailea - Beach

Wailea Ekahi by Maui Rental Group

9.5 Wonderful

Honolulu

Meals not included

3 nights + flight

$672

Palms at Wailea Maui - Wailea - Building

Palms at Wailea Maui

7.9 Good

Parking

Free Wi-Fi

Pool

Spa

Honolulu

Meals not included

3 nights + flight

$752

Maui Kamaole D103 by Coldwell Banker Island Vacations - Wailea - Balcony

Maui Kamaole D103 by Coldwell Banker Island Vacations

9.8 Wonderful

Parking

Free Wi-Fi

Pool

San Francisco

Meals not included

3 nights + flight

$1,248

Palms at Wailea One Bedrooms by Coldwell Banker Island Vacations - Wailea - Patio

Palms at Wailea One Bedrooms by Coldwell Banker Island Vacations

9.3 Wonderful

Free Wi-Fi

Honolulu

Meals not included

3 nights + flight

$1,332

Grand Champions One Bedrooms by Coldwell Banker Island Vacations - Wailea - Balcony

Grand Champions One Bedrooms by Coldwell Banker Island Vacations

9.5 Wonderful

Free Wi-Fi

Honolulu

Meals not included

3 nights + flight

$1,168

Wailea Beach Villas - Wailea - Balcony

Wailea Beach Villas

9.6 Wonderful

Parking

Free Wi-Fi

Honolulu

Meals not included

3 nights + flight

$1,957

Haleakala Shores by Coldwell Banker Island Vacations - Wailea - Living room

Haleakala Shores by Coldwell Banker Island Vacations

8 Very good

Free Wi-Fi

Honolulu

Meals not included

3 nights + flight

$1,132

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

Honolulu

Meals not included

3 nights + flight

$947

AC Hotels by Marriott Maui Wailea - Wailea - Patio

AC Hotels by Marriott Maui Wailea

8.1 Very good

Free Wi-Fi

Pool

Pet friendly

Honolulu

Meals not included

3 nights + flight

$854

Hotel Wailea - Wailea - Living room

Hotel Wailea

9.3 Wonderful

Free Wi-Fi

Pool

Spa

San Francisco

Meals not included

3 nights + flight

$1,085

Ho olei at Grand Wailea - Wailea - Restaurant

Ho olei at Grand Wailea

10 Wonderful

Parking

Pool

Spa

San Francisco

Meals not included

3 nights + flight

$2,403

Residence Inn by Marriott Maui Wailea - Wailea - Patio

Residence Inn by Marriott Maui Wailea

8.3 Very good

Free Wi-Fi

Pool

Pet friendly

Honolulu

Meals not included

3 nights + flight

$853

Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant

Wailea Beach Resort - Marriott, Maui

8.8 Very good

Free Wi-Fi

Pool

Spa

Honolulu

Meals not included

3 nights + flight

$1,082

Andaz Maui at Wailea Resort - A Concept by Hyatt - Wailea - Pool

Andaz Maui at Wailea Resort - A Concept by Hyatt

8.4 Very good

Pool

Pet friendly

Spa

Honolulu

Meals not included

3 nights + flight

$1,432

Fairmont Kea Lani, Maui - Wailea - Restaurant

Fairmont Kea Lani, Maui

9.3 Wonderful

Free Wi-Fi

Pool

Pet friendly

Spa

San Francisco

Meals not included

3 nights + flight

$1,383

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.