Package deals near Skyline Hawaii

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Top Skyline Hawaii vacation deals

Price found within the past 48 hours. Click for updated prices.
Kihei Kai Nani
3.5-star property

Kihei Kai Nani

South Kihei
10/10 Exceptional! (1 review)

Sep 15 - Sep 22

7 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Dallas (DFW)

Alaska Airlines • Coach
Price was $1,710, price is now $1,217 per person
$1,217
per person
found 1 day ago
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.

Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
5.0-star property

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
9.4/10 Exceptional! (1,000 reviews)

Oct 1 - Oct 5

4 night stay

Dallas (DFW) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,132, price is now $1,983 per person
$1,983
per person
found 1 day ago
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!

Reviewed on Jul 8, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

Wailea
8.8/10 Excellent! (1,004 reviews)

Oct 2 - Oct 7

5 night stay

Dallas (DFW) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Dallas (DFW)

Alaska Airlines • Coach
Save 100% on your flight
Price was $3,223, price is now $2,279 per person
$2,279
per person
found 1 day ago
If you wanted to sit by the pool, you need to get in line by 7 AM to place your towel and if they see your chair unattended for at least one hour they move your belongings. The cabanas, food etc way overpriced. If you want to sit at the beach, you have to pay $150 to rent two chairs and an umbrella. The chairs are crammed in next to each other. No space between them no privacy can’t have a conversation without hearing everyone else else’s next to you. A main waterline broke not the hotel’s fault but we went 12 hours without water. You had to buy water if you were thirsty. Couldn’t shower and the pools were dirty.

Reviewed on Jul 13, 2026

Wailea Grand Champions - Maui Condo & Home
3.0-star property

Wailea Grand Champions - Maui Condo & Home

Wailea
7.8/10 Good! (20 reviews)

Sep 13 - Sep 18

5 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Los Angeles (LAX)

Delta • Coach
Price was $1,777, price is now $1,259 per person
$1,259
per person
found 1 day ago

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

Wailea
8.4/10 Very Good! (544 reviews)

Sep 7 - Sep 13

6 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,268, price is now $1,665 per person
$1,665
per person
found 1 day ago
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.

Reviewed on Jun 27, 2026

Makena Surf - CoralTree Residence Collection
4.0-star property

Makena Surf - CoralTree Residence Collection

Wailea
9.4/10 Exceptional! (114 reviews)

Sep 13 - Sep 18

5 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Coach

Kahului (OGG) to Los Angeles (LAX)

Delta • Coach
Price was $3,625, price is now $2,719 per person
$2,719
per person
found 1 day ago
The property and the unit we stayed in was absolutely amazing. The balcony was right over the private beach and it’s also where the sunset so the view was beautiful. Right out the front door was the pool and spa and a few steps more and you’re on the beach. The unit was very clean and decorated so cute and had every amenity in the kitchen and bathrooms you could need. It was so peaceful and the beach was clean and water was prestige. The management company was super easy to deal with and loved my daily text of sunset and sunrise times and word of the day such a cute touch! I will definitely go back and will be requesting the same unit that was ideally positioned if possible. The entire property was beautiful and the secluded beach was amazing

Reviewed on Jul 8, 2026

Hotel deals near Skyline Hawaii

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
2.65 mi from Skyline Hawaii
$768 nightly
The price is $911 total per night
$911 total
Jul 19 - Jul 20
Total with taxes and fees
Guests of The Westin Maui Resort & Spa, Ka'anapali have access to a full-service spa, 3 outdoor pools, and a 24-hour gym. Parking is USD 50 per day (USD 55 per day for valet parking)—but if you prefer not to drive, catch a ride in the airport shuttle (available 24 hours) for USD 80. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this beach hotel include a hot tub, conference space, and a 24-hour business center.
Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Spectacular Maui Family vacation home - 4 bedroom + den, 4 bath, AC, pool.

Lahaina HI
0.53 mi from Skyline Hawaii
Get rates
At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills.
Lahaina Baby Beach House/Pool. 1 Minute walk to beach. Grand Re-Opening

Lahaina Baby Beach House/Pool. 1 Minute walk to beach. Grand Re-Opening

Lahaina HI
0.63 mi from Skyline Hawaii
Get rates
Guests of this vacation home enjoy features like an outdoor pool, a gym, and laundry facilities. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this beach vacation home include barbecue grills and a garden.
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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 a Skyline Hawaii vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Skyline Hawaii, now is the perfect time. Book your getaway to Lahaina with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing Lahaina sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Skyline Hawaii, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Skyline Hawaii vacation. Book your Lahaina package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Skyline Hawaii any longer. Save a bundle and book your Lahaina escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.