Wailea vacation packages from $693

Cheap Wailea package deals

These are the best prices for May 29 - Jun 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

Kona Intl

Meals not included

3 nights + flight

$1,500

Grand Champions - Wailea - Living room

Grand Champions

Pool

Kona Intl

Meals not included

3 nights + flight

$979

Palms at Wailea Maui - Wailea - Pool

Palms at Wailea Maui

7.9 Good

Parking

Free Wi-Fi

Pool

Spa

Kona Intl

Meals not included

3 nights + flight

$972

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

Kona Intl

Meals not included

3 nights + flight

$1,212

Palms at Wailea Two Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Living room

Palms at Wailea Two Bedrooms - Garden View by Coldwell Banker Island Vacations

9.3 Wonderful

Free Wi-Fi

Los Angeles

Meals not included

3 nights + flight

$1,640

Wailea Beach Villas - Wailea - Balcony

Wailea Beach Villas

9.6 Wonderful

Parking

Free Wi-Fi

Kona Intl

Meals not included

3 nights + flight

$2,190

AC Hotels by Marriott Maui Wailea - Wailea - Patio

AC Hotels by Marriott Maui Wailea

8.2 Very good

Free Wi-Fi

Pool

Pet friendly

Kona Intl

Meals not included

3 nights + flight

$988

Maui Banyan by Coldwell Banker Island Vacations - Wailea - Pool

Maui Banyan by Coldwell Banker Island Vacations

7 Good

Free Wi-Fi

Los Angeles

Meals not included

3 nights + flight

$1,188

Hale Kamaole - Wailea - Pool

Hale Kamaole

7.9 Good

Free Wi-Fi

Pool

Kona Intl

Meals not included

3 nights + flight

$811

Grand Wailea, A Waldorf Astoria Resort - Wailea - Pool

Grand Wailea, A Waldorf Astoria Resort

8.3 Very good

Free Wi-Fi

Pool

Spa

Kona Intl

Meals not included

3 nights + flight

$1,668

Mana Kai by Coldwell Banker Island Vacations - Wailea - Bedroom

Mana Kai by Coldwell Banker Island Vacations

5 Fair

Parking

Free Wi-Fi

Pool

Kona Intl

Meals not included

3 nights + flight

$2,123

Ho olei at Grand Wailea - Wailea - Restaurant

Ho olei at Grand Wailea

10 Wonderful

Parking

Pool

Spa

Kona Intl

Meals not included

3 nights + flight

$2,486

Residence Inn by Marriott Maui Wailea - Wailea - Patio

Residence Inn by Marriott Maui Wailea

8.3 Very good

Free Wi-Fi

Pool

Pet friendly

Kona Intl

Breakfast

3 nights + flight

$1,035

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

Los Angeles

Meals not included

3 nights + flight

$1,967

Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning - Wailea - Living room

Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning

9 Wonderful

Pool

Los Angeles

Meals not included

3 nights + flight

$2,154

Wailea Beach Resort - Marriott, Maui - Wailea - Restaurant

Wailea Beach Resort - Marriott, Maui

9 Wonderful

Free Wi-Fi

Pool

Spa

Los Angeles

Meals not included

3 nights + flight

$1,853

Charming Beachside Garden Vistas - Wailea - Living room

Charming Beachside Garden Vistas

9.7 Wonderful

Parking

Free Wi-Fi

Pool

Kona Intl

Meals not included

3 nights + flight

$898

Kihei Surfside 412 1 Bedroom Condo - Wailea - Balcony

Kihei Surfside 412 1 Bedroom Condo

10 Wonderful

Free Wi-Fi

Kona Intl

Meals not included

3 nights + flight

$1,956

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 $159; Family vacation $701; Romantic vacation $697; Luxury vacation $697.