Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Kahana Beach Vacation Club
Save 100% on your flight
Price was $1,372, price is now $884 per person
$884
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop 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 Whalers Village and Kaanapali Beach are located nearby.

Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,968, price is now $1,119 per person
$1,119
per person
Oct 11 - Oct 17
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
Save 100% on your flight
Price was $2,278, price is now $1,413 per person
$1,413
per person
Oct 11 - Oct 17
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.

Napili Shores Maui by OUTRIGGER
Save 100% on your flight
Price was $2,129, price is now $1,351 per person
$1,351
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3-star beach aparthotel in Napili. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $3,086, price is now $1,973 per person
$1,973
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $3,245, price is now $2,162 per person
$2,162
per person
Oct 11 - Oct 17
found 1 day 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.

Hono Koa Vacation Club
Save 100% on your flight
Price was $3,047, price is now $2,056 per person
$2,056
per person
Oct 4 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

The Ritz-Carlton Maui, Kapalua
Save 100% on your flight
Price was $2,502, price is now $1,706 per person
$1,706
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Napili Bay 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 ...

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 ...

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 ...
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
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 ...

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 ...

AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE, Kihei, HI
Stay at this 3.5-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 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff 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.

Tue, Oct 7 - Tue, Oct 7
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$94 Roundtrip, found 4 hours ago
$94
Roundtrip
found 4 hours ago

Sat, Sep 6 - Mon, Sep 8
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago

Sun, Nov 30 - Sun, Dec 7
YVR
Vancouver Intl.
OGG
Kahului
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago

Mon, Nov 17 - Mon, Nov 24
LAX
Los Angeles Intl.
OGG
Kahului
$274 Roundtrip, found 6 hours ago
$274
Roundtrip
found 6 hours ago
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