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Wailea Beach Vacation Packages

Wailea Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 9
Roundtrip flight included
New York (JFK) to Kahului (OGG)
Book a stay at this beach resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Napili Bay and Black Rock are located nearby.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy free parking, a garden, and dry cleaning or laundry services. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Aston at the Maui Banyan

Aston at the Maui Banyan

3 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 9
Roundtrip flight included
New York (JFK) to Kahului (OGG)
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 our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Stay at this aparthotel in Napili-Honokowai. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
Save 100% on your flight
per person
Jul 1 - Jul 6
Roundtrip flight included
Austin (AUS) to Kahului (OGG)
Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

3-4 Night Vacations in Wailea Beach

Price found within the past 48 hours. Click for updated prices.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)

5-7 Night Vacations in Wailea Beach

Price found within the past 48 hours. Click for updated prices.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 9
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 9
Roundtrip flight included
New York (JFK) to Kahului (OGG)

Wailea Beach Last Minute Hotel Deals

Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea
3.5 out of 5
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 breakfast ...
Residence Inn by Marriott Maui 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 beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
Book a stay at this beach resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Fairmont Kea Lani Maui
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 beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Four Seasons Resort Maui at Wailea
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 ...
Wailea Beach Resort - Marriott, Maui
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 beach resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Andaz Maui at Wailea Resort - a concept by Hyatt
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5 out of 5
146 Ho'olei Circle, Kihei, HI
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Kamaole Beach ...
Ho‘olei Villas at Grand Wailea
Wailea Beach Villas
Wailea Beach Villas
4.5 out of 5
3800 Wailea Alanui Drive, Kihei, HI
Stay at this 4.5-star luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park ...
Wailea Beach Villas
See all 5,529 properties in Wailea Beach
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.

Book the perfect getaway to Wailea Beach

With Hotwire, booking your next trip to Wailea is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Wailea Beach while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Wailea Beach flight and hotel package for as low as $975.

Living it up in Wailea means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Wailea Beach, Wailea vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Wailea Beach for some of the best accommodations and flight deals.

FAQs about cheap Wailea Beach packages:

How to get cheap vacation deals to Wailea Beach?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $649.

How much are Wailea Beach packages?

Vacation packages to Wailea Beach vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $975.

How to find cheap car rentals near Wailea Beach?

Hotwire partners with some of the most reliable car rental companies in Wailea to bring you the best car rental deals in Wailea Beach for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Wailea Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Wailea Beach right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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