Wailea Vacation Packages

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Top Wailea vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Maui North Shore
3.0-star property

Hampton Inn & Suites Maui North Shore

9.2/10 Wonderful! (247 reviews)

Sep 2 - Sep 7

5 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Roundtrip • Coach
Price was $1,640, price is now $1,207 per person
$1,207
per person
found 1 day ago
no ocean. Clean room. Friendly staff. Excellent service

Reviewed on Mar 13, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
8.8/10 Excellent! (1,014 reviews)

Aug 2 - Aug 7

5 night stay

Las Vegas (LAS) to Kahului (OGG)

American Airlines • Non-stop • Coach

Kahului (OGG) to Las Vegas (LAS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,801, price is now $2,637 per person
$2,637
per person
found 1 day ago
Great place and beautiful. Pool is a dream for kids but prepare to pay an obscene amount for everything including the hilarious 20+ bucks for a basic peanut butter and jelly sandwich Walls between rooms are thin for a fancy hotel. Can hear with crystal clarity what the people next door weee saying. Ceilings are well insulated on the other hand. Also factor in all the “resort fees” (yes.. your room charge does not include using the pool for some reason) the taxes, and required valet parking fees (if you bring a car) and your nightly stay just increased 200 bucks a night for the room. So add this you what you see as the price per night.

Reviewed on Jun 2, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,002 reviews)

Jul 19 - Jul 25

6 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $4,998, price is now $3,513 per person
$3,513
per person
found 1 day ago
Very serene, not crowded and no children. Perfect for an intimate getaway.

Reviewed on Mar 22, 2025

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (541 reviews)

Jul 19 - Jul 24

5 night stay

Las Vegas (LAS) to Kahului (OGG)

Alaska Airlines • Roundtrip • Coach
Price was $2,315, price is now $1,693 per person
$1,693
per person
found 1 day ago
Beautiful property. Quiet apartments with gorgeous views. Landscaping and pool are gorgeous. Close to everything.

Reviewed on Jul 22, 2024

Elegant Oceanfront Vistas
4.5-star property

Elegant Oceanfront Vistas

Central Kihei
10/10 Exceptional! (3 reviews)

Jul 31 - Aug 6

6 night stay

Los Angeles (LAX) to Kahului (OGG)

United • Roundtrip • Coach
Price was $1,678, price is now $1,293 per person
$1,293
per person
found 1 day ago
So beautiful and amazing. We loved this place. I can't say enough about the front desk staff and beautiful condo. I recommend this place to everyone!

Reviewed on Oct 6, 2025

Top rated hotels for your Wailea vacation package

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
0.45 mi from Wailea
$757 nightly
The price is $898 total per night
$898 total
Jul 1 - Jul 2
Total with taxes and fees
Guests of Grand Wailea Maui, A Waldorf Astoria Resort have access to a full-service spa, 9 outdoor pools, and a lazy river. Valet parking is offered for USD 75.00 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
0.77 mi from Wailea
$945 nightly
The price is $1,122 total per night
$1,122 total
Jun 26 - Jun 27
Total with taxes and fees
Guests of Four Seasons Resort Maui at Wailea have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 60.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
0.09 mi from Wailea
$781 nightly
The price is $927 total per night
$927 total
Jul 5 - Jul 6
Total with taxes and fees
Guests of Wailea Beach Resort - Marriott, Maui have access to a full-service spa, 4 outdoor pools, and a children's pool. Parking is available for USD 47 per day (USD 61.00 per day for valet parking), and there's also an airport shuttle for a fee. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and securing valuables. Other amenities at this beach resort include a gym, 2 hot tubs, and a sauna.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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