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Wailea Vacation Packages

5-7 Night Vacations in Wailea

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $2,396, price is now $1,180 per person
$1,180
per person
Feb 19 - Feb 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $2,633, price is now $1,768 per person
$1,768
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,982, price is now $2,071 per person
$2,071
per person
Feb 13 - Feb 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,859, price is now $1,293 per person
$1,293
per person
Feb 21 - Feb 26
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Cheap Hotel Deals in Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
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 ...
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
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 ...
Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
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 ...
Opens in a new windowFairmont Kea Lani Maui
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Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
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 ...
Opens in a new windowWailea Beach Resort - Marriott, Maui
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
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 ...
Opens in a new windowResidence Inn by Marriott Maui Wailea
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
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 ...
Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
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 ...
Opens in a new windowAC Hotel by Marriott Maui Wailea
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
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 ...
Opens in a new windowHotel Wailea, Relais & Chateaux - Adults Only
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.

Alaska Airlines
Tue, Jan 20 - Wed, Jan 21
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Daniel K. Inouye Intl. to Kahului, returning Wed, Jan 21, priced at $128 found 2 days ago
United
Mon, Mar 9 - Tue, Mar 17
SFO
San Francisco Intl.
OGG
Kahului
$236 Roundtrip, found 2 days ago
$236
Roundtrip
found 2 days ago
Select United flight, departing Mon, Mar 9 from San Francisco Intl. to Kahului, returning Tue, Mar 17, priced at $236 found 2 days ago
American Airlines
Mon, Jan 19 - Mon, Jan 26
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 19 from Seattle - Tacoma Intl. to Kahului, returning Mon, Jan 26, priced at $247 found 1 day ago
Hawaiian Airlines
Wed, Mar 25 - Wed, Mar 25
LAX
Los Angeles Intl.
OGG
Kahului
$250 Roundtrip, found 7 hours ago
$250
Roundtrip
found 7 hours ago
Select Hawaiian Airlines flight, departing Wed, Mar 25 from Los Angeles Intl. to Kahului, returning Wed, Mar 25, priced at $250 found 7 hours ago