Search Deals onThe Skyline Trail Vacation Packages
The Skyline Trail Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.


Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
per person
Sep 23 - Sep 28
found 22 hours ago
Roundtrip 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.

Kahana Beach Vacation Club
Save 100% on your flight
per person
Oct 3 - Oct 10
found 21 hours 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.

Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
per person
Oct 3 - Oct 10
found 21 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.

The Whaler Resort Kaanapali Beach
Save 100% on your flight
per person
Sep 13 - Sep 18
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.

OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
per person
Sep 13 - Sep 18
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.

Royal Lahaina Resort & Bungalows
per person
Sep 13 - Sep 18
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.

Sands of Kahana
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Hono Koa Vacation Club
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.


Maui Beach Vacation Club
per person
Oct 3 - Oct 10
found 21 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.

Maui Banyan - Maui Condo & Home
per person
Sep 24 - Sep 30
found 5 hours ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Stay at this 3-star condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a picnic area. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
3-4 Night Vacations in The Skyline Trail
Price found within the past 48 hours. Click for updated prices.


5-7 Night Vacations in The Skyline Trail
Price found within the past 48 hours. Click for updated prices.



The Skyline Trail Last Minute Hotel Deals

Hana-Maui Resort, a Destination by Hyatt Residence
5031 Hana Hwy, Hana, HI
Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

Gods Peace Of Maui
1290 Haliimaile Rd, Makawao, HI
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hali imaile Farmer's Market and Hui Noʻeau Visual ...

Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular ...

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 ...

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 ...

Lumeria Maui Educational Retreat Center
1813 Baldwin Ave, Makawao, HI
Stay at this 3.5-star boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Hali imaile Farmer's Market and ...

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 ...
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.
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Hotels Near Points of Interest in The Skyline Trail
- Hotels near Haleakala National Park
- Hotels near Haleakala Crater
- Hotels near Maui Garden Of Eden - Botanical Gardens & Arboretum
- Hotels near Waianapanapa State Park
- Hotels near Hamoa Beach
- Hotels near Hana Maui Botanical Gardens
- Hotels near Garden of Eden Arboretum
- Hotels near Haleakalā Visitor Center
- Hotels near Maui Agricultural Research Center
- Hotels near Red Sand Beach
- Hotels near Lava Caves
- Hotels near Bamboo Forest
- Hotels near Wailua Falls
- Hotels near Leleiwi Overlook
- Hotels near King's Highway
- Hotels near Hana Bay Beach Park
Car Rentals in The Skyline Trail
- Car rentals in Maui
- Car rentals in Kihei
- Car rentals in Kula
- Car rentals in Hana
- Car rentals in Kailua
- Car rentals in Paia
- Car rentals in Makena
- Car rentals in Haiku
- Car rentals in Makawao
- Car rentals in Pauwela
- Car rentals in Upcountry Maui
- Car rentals in Pukalani
- Car rentals in Ulupalakua
- Car rentals in Haiku-Pauwela
- Car rentals in Kipahulu
- Car rentals in Ulumalu