Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
Save 100% on your flight
Price was $1,291, price is now $815 per person
$815
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star 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.
Royal Lahaina Resort & Bungalows
Price was $1,907, price is now $1,223 per person
$1,223
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
OUTRIGGER Kaanapali Beach Resort
Price was $2,063, price is now $1,420 per person
$1,420
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3.5-star 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.
Hampton Inn & Suites Maui North Shore
Price was $1,699, price is now $1,202 per person
$1,202
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3-star beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $2,770, price is now $1,961 per person
$1,961
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Kahana Reef - Maui Condo & Home
Save 100% on your flight
Price was $1,637, price is now $1,175 per person
$1,175
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
Book a stay at this beach condo in Kahana. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaanapali Beach and Napili Bay 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
Stay at this 5-star 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 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star 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 ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
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
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE, Kihei, HI
Stay at this 4-star hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike, Kihei, HI
Stay at this 3.5-star 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, Relais & Chateaux - Adults Only
555 Kaukahi Street, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free parking, 3 restaurants, 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.
Tue, Nov 4 - Tue, Nov 4
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$74 Roundtrip, found 1 day ago
$74
Roundtrip
found 1 day ago
Sun, Nov 30 - Sun, Dec 7
YVR
Vancouver Intl.
OGG
Kahului
$228 Roundtrip, found 19 hours ago
$228
Roundtrip
found 19 hours ago
Wed, Nov 12 - Wed, Nov 19
LAX
Los Angeles Intl.
OGG
Kahului
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Wed, Jan 7 - Mon, Jan 12
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
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