Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
South Kihei
Price was $1,228, price is now $949 per person
$949
per person
Nov 29 - Dec 3
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Beach Vacation Club
North Kihei
Price was $1,737, price is now $1,344 per person
$1,344
per person
Nov 15 - Nov 19
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. 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.
Worldmark Kihei
South Kihei
Save 100% on your flight
Price was $2,369, price is now $1,869 per person
$1,869
per person
Dec 1 - Dec 8
found 23 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
Stay at this hotel in Kihei. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hotel Wailea Maui
Wailea
Save 100% on your flight
Price was $3,451, price is now $2,739 per person
$2,739
per person
Nov 15 - Nov 19
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Royal Lahaina Bungalows & Spa
Price was $2,209, price is now $1,765 per person
$1,765
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Palms at Wailea Maui
Wailea
Price was $2,425, price is now $1,948 per person
$1,948
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.
The Residences at Kamaole Sands Resort
South Kihei
Price was $1,923, price is now $1,560 per person
$1,560
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
Sugar Beach Resort - Maui Condo & Home
North Kihei
Price was $2,136, price is now $1,744 per person
$1,744
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the property condition in our reviews. Popular attractions Sugar Beach and Maalaea Bay Beaches 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 ...
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 ...
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
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 ...
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 ...
Hotel Wailea Maui
555 Kaukahi Street, Maui Wailea HI
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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.
Thu, Nov 5 - Thu, Nov 5
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$133 Roundtrip, found 1 hour ago
$133
Roundtrip
found 1 hour ago
Tue, Jan 5 - Tue, Jan 12
SFO
San Francisco Intl.
OGG
Kahului
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Tue, Nov 10 - Tue, Nov 10
OAK
Oakland Intl.
OGG
Kahului
$314 Roundtrip, found 23 hours ago
$314
Roundtrip
found 23 hours ago
Tue, Dec 8 - Wed, Dec 9
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$345 Roundtrip, found 16 hours ago
$345
Roundtrip
found 16 hours ago
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