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Hole in the Mountain Vacation Packages

Hole in the Mountain Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Plantation Hale Suites

Plantation Hale Suites

3 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Book a stay at this business-friendly aparthotel in Kapaa. Enjoy 3 outdoor pools, 2 spa tubs, and WiFi (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coconut Marketplace and Waipouli Beach are located nearby.
Hanalei Bay Resort

Hanalei Bay Resort

3 out of 5
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Lihue (LIH)
Stay at this 3-star condo in Princeville. Enjoy free WiFi, 2 outdoor pools, and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Princeville Golf Club Prince Course are located nearby.
Makai Club Resort

Makai Club Resort

3.5 out of 5
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Stay at this 3.5-star golf condo in Princeville. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Princeville Makai Golf Club are located nearby.
Tip Top Motel Cafe & Bakery

Tip Top Motel Cafe & Bakery

2 out of 5
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Stay at this motel in Lihue. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Nawiliwili Harbor and Nawiliwili Bay are located nearby.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Dec 19 - Dec 27
found 6 hours ago
Roundtrip flight included
Appleton (ATW) to Lihue (LIH)
Stay at this 4-star beach resort in Lihue. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Nawiliwili Harbor and Nawiliwili Bay are located nearby.
Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

4.5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Stay at this 4.5-star luxury hotel in Koloa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Poipu Beach and Lawai Beach are located nearby.
Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

3 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Book a stay at this beach aparthotel in Koloa. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Poipu Beach and Lawai Beach are located nearby.
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 4
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Lihue (LIH)
Book a stay at this luxury resort in Princeville. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Hanalei Bay and Puupoa Beach are located nearby.
Kamahana 16 - up

Kamahana 16 - up

2 out of 5
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
Stay at this condo in Princeville. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Hanalei Bay and Island Sails are located nearby.
2417 at Lihue Oceanfront Resort

2417 at Lihue Oceanfront Resort

3.5 out of 5
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Stay at this 3.5-star beach resort in Lihue. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Popular attractions Nawiliwili Harbor and Nawiliwili Bay are located nearby.
Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER

4 out of 5
Save 100% on your flight
per person
Dec 27 - Jan 4
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Lihue (LIH)
Stay at this 4-star beach hotel in Kapaa. Enjoy free parking, a beach locale, and 3 spa tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Fuji Beach and Coconut Marketplace are located nearby.
Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

4.5 out of 5
Save 100% on your flight
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Stay at this 4.5-star luxury hotel in Koloa. Enjoy free WiFi, 3 outdoor pools, and 5 spa tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lawai Beach and Poipu Beach are located nearby.

3-4 Night Vacations in Hole in the Mountain

Price found within the past 48 hours. Click for updated prices.
Plantation Hale Suites

Plantation Hale Suites

3 out of 5
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
Hanalei Bay Resort

Hanalei Bay Resort

3 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

5 out of 5
Save 100% on your flight
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)

5-7 Night Vacations in Hole in the Mountain

Price found within the past 48 hours. Click for updated prices.
Makai Club Resort

Makai Club Resort

3.5 out of 5
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Lihue (LIH)
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

4 out of 5
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Lihue (LIH)
Hanalei Bay Resort

Hanalei Bay Resort

3 out of 5
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Lihue (LIH)
Aston Islander on the Beach

Aston Islander on the Beach

3 out of 5
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Lihue (LIH)

Hole in the Mountain Last Minute Hotel Deals

Hotel Coral Reef
Hotel Coral Reef
2.5 out of 5
4-1516 Kuhio Highway, Kapaa, HI
Book a stay at this beach hotel in Kapaa. Enjoy free WiFi, a beach locale, and free bicycles on site. Our guests praise the pool and the helpful staff in our ...
Hotel Coral Reef
Kauai Shores Hotel
Kauai Shores Hotel
3.5 out of 5
420 Papaloa Rd, Kapaa, HI
Book a stay at this beach hotel in Kapaa. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Kauai Shores Hotel
Sheraton Kauai Coconut Beach Resort
Sheraton Kauai Coconut Beach Resort
4 out of 5
650 Aleka Loop, Kapaa, HI
Stay at this 4-star beach hotel in Kapaa. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
Sheraton Kauai Coconut Beach Resort
Hilton Garden Inn Kauai Wailua Bay, HI
Hilton Garden Inn Kauai Wailua Bay, HI
3.5 out of 5
3-5920 Kuhio Hwy, Lihue, HI
Book a stay at this beach hotel in Lihue. Enjoy 2 outdoor pools, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
Hilton Garden Inn Kauai Wailua Bay, HI
Waipouli Beach Resorts & Spa Kauai by OUTRIGGER
Waipouli Beach Resorts & Spa Kauai by OUTRIGGER
4 out of 5
4-820 Kuhio Hwy, Kapaa, HI
Stay at this 4-star beach hotel in Kapaa. Enjoy free parking, a beach locale, and 3 spa tubs. Our guests praise the pool and the helpful staff in our reviews. ...
Waipouli Beach Resorts & Spa Kauai by OUTRIGGER
The ISO by Castle
The ISO by Castle
3.5 out of 5
4-796 Kuhio Hwy, Kapaa, HI
Stay at this 3.5-star beach resort in Kapaa. Enjoy a beach locale, a garden, and snorkeling on site. Our guests praise the breakfast and the pool in our reviews. ...
The ISO by Castle
Plantation Hale Suites
Plantation Hale Suites
3 out of 5
525 Aleka Loop, Kapaa, HI
Book a stay at this business-friendly aparthotel in Kapaa. Enjoy 3 outdoor pools, 2 spa tubs, and WiFi (surcharge). Our guests praise the helpful staff in our ...
Plantation Hale Suites
See all 2,463 properties in Hole in the Mountain
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 Hole in the Mountain

With Hotwire, booking your next trip to Anahola 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 Hole in the Mountain 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 Hole in the Mountain flight and hotel package for as low as $902.

Living it up in Anahola means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Hole in the Mountain, Anahola 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 Hole in the Mountain for some of the best accommodations and flight deals.

FAQs about cheap Hole in the Mountain packages:

How to get cheap vacation deals to Hole in the Mountain?

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 $246.

How much are Hole in the Mountain packages?

Vacation packages to Hole in the Mountain 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 $902.

How to find cheap car rentals near Hole in the Mountain?

Hotwire partners with some of the most reliable car rental companies in Anahola to bring you the best car rental deals in Hole in the Mountain 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 Hole in the Mountain now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Hole in the Mountain 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.