Wailea-Makena Ski Holidays

Book a Ski Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top flight + Ski hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

South Kihei
£1,728
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
8.6/10 Excellent! (54 reviews)
Everything was great

Reviewed on 1 Feb 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
£4,867
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on 25 Jul 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
£1,852
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
10/10 Exceptional! (2 reviews)
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

£2,019
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
8/10 Very good! (22 reviews)
I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. Traveled with family and we stayed in two of the beachfront bungalows (building C) which were so comfortable, peaceful and the best views. There were always chairs available around the pools. The staff would set up an umbrella and chairs for us on the beach when we wanted. Happy hour had great drinks by the pool bar. Nightly musical entertainment was a bonus. All of the staff at the hotel were friendly and welcoming.

Reviewed on 3 Aug 2026

Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

South Kihei
£1,792
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
8.6/10 Excellent! (26 reviews)
Awesome Maui Vista is our New Home away from Home. The condo has the essentials and honestly more than we personally needed. Being able to walk across the street to Charley Young Beach was so convenient and where we spent most of our time. There are 2 shopping centers close by just a 10-15 minute walk in either direction

Reviewed on 26 Jul 2026

Don't see what you're looking for?
See all available trips from Manchester to Wailea-Makena
View all trips

5* Ski holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

Central Kihei
£1,715
per person
21 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (11 reviews)
What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, chairs, umbrellas, towels, even coolers! Our family even took advantage of board games at night. Location was great, close to all...pool and hot tub were great in the evening...Beach on site made for some beautiful walks finding different corral and turtle watching. You cannot beat being central to everything....Hana, Haleakala, Paia, Lahaina, 15-20 from the airport. Apartment was clean, building is clean, kept, safe...and no issues with parking! We locked ourself out once (my fault) and had a response with an immediate solution...and even were graciously able to extend ourselves for a late check out. Mahalo for a beautiful stay in Maui, we WILL be back <3 Jenn, Bud and two boys 15,10

Reviewed on 23 Jul 2026

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
£4,867
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
9.4/10 Exceptional! (1,003 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on 25 Jul 2026

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

£2,019
per person
10 Sept - 17 Sept
found 5 hours ago
Return flight included
Manchester (MAN) to Kahului (OGG)
8/10 Very good! (22 reviews)
I had an absolutely fantastic stay at the Royal Lahaina Bungalows & Spa. Highly recommend this hotel if you are looking for a beautiful beach front hotel minus the large resort/casino vibes. I did a lot of research before booking to stay here and boy am I glad I did! Could not have been happier. Traveled with family and we stayed in two of the beachfront bungalows (building C) which were so comfortable, peaceful and the best views. There were always chairs available around the pools. The staff would set up an umbrella and chairs for us on the beach when we wanted. Happy hour had great drinks by the pool bar. Nightly musical entertainment was a bonus. All of the staff at the hotel were friendly and welcoming.

Reviewed on 3 Aug 2026

Don't see what you're looking for?
See all available trips from London to Wailea-Makena
View all trips

3 Night Ski holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

£1,649
per person
20 Sept - 23 Sept
found 6 hours ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Charged me for a water bottle in the room that I never drank. Do better, it’s only $6 but don’t be scamming people.

Reviewed on 6 Aug 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
£2,448
per person
21 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
9.6/10 Exceptional! (1,007 reviews)
2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas

Central Kihei
£1,715
per person
21 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (11 reviews)
What an amazing stay. This a review that I am happy to leave....The apartment was spacious, comfortable and had everything we could possibly need. Pictures are absolutely accurate. It was such a relief to come home to a cool apartment, our snacks in the kitchen, 2 showers, so no wait..... Beach supplies, chairs, umbrellas, towels, even coolers! Our family even took advantage of board games at night. Location was great, close to all...pool and hot tub were great in the evening...Beach on site made for some beautiful walks finding different corral and turtle watching. You cannot beat being central to everything....Hana, Haleakala, Paia, Lahaina, 15-20 from the airport. Apartment was clean, building is clean, kept, safe...and no issues with parking! We locked ourself out once (my fault) and had a response with an immediate solution...and even were graciously able to extend ourselves for a late check out. Mahalo for a beautiful stay in Maui, we WILL be back <3 Jenn, Bud and two boys 15,10

Reviewed on 23 Jul 2026

Don't see what you're looking for?
See all available trips from London to Wailea-Makena
View all trips

4 Night Ski holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

£1,477
per person
26 Oct - 29 Oct
found 5 hours ago
Return flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Charged me for a water bottle in the room that I never drank. Do better, it’s only $6 but don’t be scamming people.

Reviewed on 6 Aug 2026

Don't see what you're looking for?
See all available trips from London to Wailea-Makena
View all trips

Planning your Wailea-Makena ski holiday

How can I book the best ski holiday to Wailea-Makena in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Wailea-Makena. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Wailea-Makena ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Wailea-Makena accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £1,477. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Wailea-Makena?

Use our handy last-minute deals page to look for ski holidays to Wailea-Makena at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Wailea-Makena?

Wailea-Makena is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Wailea-Makena?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Wailea-Makena. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Wailea-Makena?

Ski season in Wailea-Makena generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Wailea-Makena ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Wailea-Makena ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Wailea-Makena that offer it.

Why should I book a ski holiday package in Wailea-Makena with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Things to do

South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

£75
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Lahaina Sunset Dinner Cruise

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta

£100
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Calypso Sunset Dinner Cruise

Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta

£113
per adult
90% of travellers recommend
Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta
See all activities in Wailea-Makena

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.