Exclusive Wailea Beach Vacation Deals

Wailea Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,178, price is now $677 per person
$677
per person
Mar 15 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,756, price is now $949 per person
$949
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, concierge services, and barbecue grills are also on offer.
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,458, price is now $795 per person
$795
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This condo's 3 outdoor pools and gym are among the featured amenities. Guests will appreciate perks like free WiFi and a free beach shuttle. A terrace, a grocery/convenience store, and luggage storage are also on offer.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,448, price is now $791 per person
$791
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, luggage storage, and barbecue grills are also on offer.
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was $3,923, price is now $2,220 per person
$2,220
per person
Mar 22 - Mar 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This smoke-free hotel features 2 outdoor pools, a bar/lounge, and a poolside bar. Enjoy the 24-hour gym and perks like free WiFi. Valet parking, a coffee shop, and a garden are also offered.
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $1,696, price is now $969 per person
$969
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.

Frequently asked questions

How much are vacation packages to Wailea Beach?
If you love the sound of stress-free planning and serious savings, our $677 Wailea Beach vacation package will be right up your street. With your flights and hotels sorted, organizing your getaway around this amazing attraction has never been more simple.
Where can I get the best vacation package deals for Wailea Beach?
Travelocity will be able to help you get an unbeatable Wailea Beach package deal. With 400 air carriers and 1,000,000 properties across the globe, we know you'll find one that works for you.
Why should I book my Wailea Beach vacation package with Travelocity?
You'll not only save loads, but you'll also have access to our 24/7 support, high-quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and create long-lasting memories — we'll take care of the little details.

Top Wailea Beach hotel deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$740 nightly
The price is $878 total per night
$878 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
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
$795 nightly
The price is $944 total per night
$944 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$993 nightly
The price is $1,178 total per night
$1,178 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
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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