Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Price was $1,060, price is now $721 per person
$721
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $2,596, price is now $1,407 per person
$1,407
per person
Oct 18 - Oct 24
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3.5-star beach hotel 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 Keawakapu Beach North are located nearby.
AEI at The Mahana Kaanapali Resort
Price was $1,839, price is now $1,358 per person
$1,358
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 4-star beach aparthotel 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.
OUTRIGGER Kaanapali Beach Resort
Price was $1,632, price is now $1,206 per person
$1,206
per person
Oct 15 - Oct 19
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.
The Whaler Resort Kaanapali Beach
Price was $1,860, price is now $1,415 per person
$1,415
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 4-star 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.
Napili Kai Beach Resort
Save 100% on your flight
Price was $4,584, price is now $3,560 per person
$3,560
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kapalua. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Aston Mahana at Kaanapali
Price was $1,853, price is now $1,451 per person
$1,451
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3.5-star beach aparthotel in Kaanapali. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Hono Koa Vacation Club
Save 100% on your flight
Price was $2,167, price is now $1,449 per person
$1,449
per person
Nov 2 - Nov 8
just found
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. 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
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 ...
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, Oct 7 - Tue, Oct 7
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$127 Roundtrip, found 13 hours ago
$127
Roundtrip
found 13 hours ago
Mon, Nov 24 - Wed, Dec 3
YVR
Vancouver Intl.
OGG
Kahului
$212 Roundtrip, found 13 hours ago
$212
Roundtrip
found 13 hours ago
Tue, Nov 18 - Tue, Nov 18
LAX
Los Angeles Intl.
OGG
Kahului
$273 Roundtrip, found 13 hours ago
$273
Roundtrip
found 13 hours ago
Wed, Jan 21 - Wed, Jan 28
SFO
San Francisco Intl.
OGG
Kahului
$300 Roundtrip, found 1 hour ago
$300
Roundtrip
found 1 hour ago
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