Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Price was $2,302, price is now $1,589 per person
$1,589
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Kahana Beach Vacation Club
Save 100% on your flight
Price was $4,199, price is now $2,253 per person
$2,253
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $3,435, price is now $2,051 per person
$2,051
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
Sands of Kahana
Save 100% on your flight
Price was $3,540, price is now $2,155 per person
$2,155
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $3,054, price is now $1,951 per person
$1,951
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
The Gardens at West Maui
Price was $2,593, price is now $1,679 per person
$1,679
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this golf condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Banyan Vacation Club
South Kihei
Price was $2,761, price is now $1,849 per person
$1,849
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $3,582, price is now $2,500 per person
$2,500
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Bismarck (BIS) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
3-4 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Wailea
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Save an average of 15% on thousands of hotels when you're signed in
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike Kihei HI
Book a stay at this business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...
Wailea Ekahi - CoralTree Residence Collection
3300 Wailea Alanui Kihei HI
Book a stay at this beach condo in Kihei. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Wailea Beach and Mokapu Beach are located ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Mar 24 - Tue, Mar 24
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$115 Roundtrip, found 1 hour ago
$115
Roundtrip
found 1 hour ago
Mon, Apr 13 - Wed, Apr 15
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$151 Roundtrip, found 3 days ago
$151
Roundtrip
found 3 days ago
Thu, Apr 16 - Thu, May 7
SFO
San Francisco Intl.
OGG
Kahului
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Tue, Apr 21 - Thu, Apr 30
OAK
Oakland Intl.
OGG
Kahului
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
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