Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle
Price was $1,353, price is now $924 per person
$924
per person
Oct 6 - Oct 11
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Lahaina. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $1,908, price is now $1,270 per person
$1,270
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Maui Banyan Vacation Club
South Kihei
Price was $1,435, price is now $1,028 per person
$1,028
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Kauhale Makai - Maui Condo & Home
Central Kihei
Save 100% on your flight
Price was $1,972, price is now $1,418 per person
$1,418
per person
Sep 30 - Oct 8
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Maui Kamaole - Maui Condo & Home
South Kihei
Save 100% on your flight
Price was $2,085, price is now $1,511 per person
$1,511
per person
Sep 30 - Oct 8
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a garden. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Kamaole Sands - Maui Condo & Home
South Kihei
Save 100% on your flight
Price was $1,919, price is now $1,398 per person
$1,398
per person
Sep 30 - Oct 8
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy a beach locale, a 24-hour front desk, and 4 outdoor tennis courts. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
Kihei Akahi - Maui Condo & Home
South Kihei
Save 100% on your flight
Price was $1,822, price is now $1,336 per person
$1,336
per person
Sep 30 - Oct 8
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and laundry facilities. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Sunset - Maui Condo & Home
Central Kihei
Save 100% on your flight
Price was $1,778, price is now $1,314 per person
$1,314
per person
Sep 30 - Oct 8
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff 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 ...
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 ...
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, just found
$133
Roundtrip
just found
Sun, Oct 25 - Wed, Oct 28
SFO
San Francisco Intl.
OGG
Kahului
$261 Roundtrip, just found
$261
Roundtrip
just found
Thu, Aug 27 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$282 Roundtrip, found 14 hours ago
$282
Roundtrip
found 14 hours ago
Thu, Oct 29 - Wed, Nov 18
LAX
Los Angeles Intl.
OGG
Kahului
$329 Roundtrip, found 10 hours ago
$329
Roundtrip
found 10 hours ago
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