Holidays in Wailea

Holidays in Wailea

2 travellers
Exact dates

KAYAK searches hundreds of travel sites at once for holiday package deals in Wailea

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals

Cheap Wailea package deals

Most popular Wailea flight and hotel deals

Show all
2BR Kihei Unit with 2 Baths, 3-Zone Split AC, In-Unit Laundry, Pool and Hot Tub! - Wailea
2BR Kihei Unit with 2 Baths, 3-Zone Split AC, In-Unit Laundry, Pool and Hot Tub! - Wailea
2BR Kihei Unit with 2 Baths, 3-Zone Split AC, In-Unit Laundry, Pool and Hot Tub!
9.8 Wonderful
Free Wi-Fi
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,003
Grand Champions - Wailea - Living room
Grand Champions - Wailea - Living room
Grand Champions
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
£855
Parking
Free Wi-Fi
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£829
Kamaole Sands by Maui Rental Group - Wailea - Pool
Kamaole Sands by Maui Rental Group - Wailea - Pool
Kamaole Sands by Maui Rental Group
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£902
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea - Wailea - Patio
AC Hotels by Marriott Maui Wailea
8.2 Very Good
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Oklahoma City Will Rogers World
Breakfast
3 nights + flight
£915
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home - Wailea - Pool
Wailea Grand Champions - Maui Condo & Home
Free Wi-Fi
Pool
Air conditioning
Los Angeles
Meals not included
3 nights + flight
£788
Kamaole Sands - Maui Condo & Home - Wailea - Beach
Kamaole Sands - Maui Condo & Home - Wailea - Beach
Kamaole Sands - Maui Condo & Home
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,318
Hotel Wailea Maui
9.3 Wonderful
Free Wi-Fi
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,374
Free Wi-Fi
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,175
Parking
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£2,175
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Los Angeles
Breakfast
3 nights + flight
£894
Maui Banyan - Wailea
Maui Banyan - Wailea
Maui Banyan
7.6 Good
Free Wi-Fi
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£647
Free Wi-Fi
Pool
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,065
Pool
Pet-friendly
Air conditioning
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,307
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning - Wailea - Pool
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning - Wailea - Pool
Wailea Ekahi, #22d 1 Bedroom Condo by RedAwning
9 Wonderful
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
£1,766
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Phoenix Sky Harbor Intl
Meals not included
3 nights + flight
£1,365

When to book a holiday in Wailea

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Wailea is on the southern, less exposed 'leeward' tip of Hawaii's Maui island. Surrounded by volcanic rocks and tree-green expanses stretching into the distance, Wailea holidays overlook the pristine deep-blue waters of the Pacific. Mixed with a relaxed local atmosphere away from the hustle and bustle, Wailea holidays offer visitors a true slice of island paradise.

Wailea

Planning Wailea Holidays

Wailea is lucky to enjoy less rain than other parts of Hawaii, and the best time to see its stunning beach-holiday beauty is during the balmy summer months. However, temperatures in winter are still mild, and this is a wonderful time to visit as whales migrate past the area and can be regularly spotted. Wailea is in the Hawaii-Aleutian timezone (UTC-10), and Wailea holidays are just a short car or taxi ride from the major airport at Kahului that receives many flights. Accommodation does not leave a lot of choice for budget travellers, however many of the prices for hotels and resorts are all-inclusive, so there are no extra hidden costs.

Wailea Highlights

Wailea holidays are simply not complete without visiting the beach; choose from one of the few dozen idyllic beaches all along the coast, but perhaps the best choice is the Makena Beach. Those looking for more active holidays try the Wailea Beach Walk, which combines a beach visit with a hike, or visit one of the various canoe and kayak rental facilities and enjoy a trip out onto the water. There is also much more to Wailea holidays than just its coastline, with several world-class golf courses to choose from for any sporting visitors, as well as a multitude of fabulous restaurants. Pick the perfect place to relax as the sunlight gently fades, whilst tasting the diverse cuisine on offer and replenish energy levels after a long day exploring.

Where to stay in Wailea

Our map will help you find the perfect place to stay for your holiday in Wailea by showing you the exact location of each hotel.