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
Tips
Vacation information

Cheap Wailea package deals

Discover the best prices by selecting your travel dates on KAYAK.

Most popular Wailea flight and hotel deals

Show all
Kihei Akahi by Coldwell Banker Island Vacations - Wailea - Beach
Kihei Akahi by Coldwell Banker Island Vacations - Wailea - Beach
Kihei Akahi by Coldwell Banker Island Vacations
8.9 Very Good
Parking
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£624
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Pool
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations - Wailea - Pool
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
Free Wi-Fi
Honolulu
Meals not included
3 nights + flight
£799
Ekahi Village - Wailea - Beach
Ekahi Village - Wailea - Beach
Ekahi Village
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£477
Parking
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£596
Parking
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£555
Wailea Beach Villas
9.4 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£1,356
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea - Wailea - Patio
AC Hotel by Marriott Maui Wailea
8.5 Very Good
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£603
Hotel Wailea
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Honolulu
Meals not included
3 nights + flight
£898
Maui Hill By Coldwell Banker Island Vaca - Wailea - Patio
Maui Hill By Coldwell Banker Island Vaca - Wailea - Patio
Maui Hill By Coldwell Banker Island Vaca
Free Wi-Fi
Honolulu
Meals not included
3 nights + flight
£756
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
£873
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To - Wailea - Living room
Maui Kamaole By To
10 Wonderful
Free Wi-Fi
Honolulu
Meals not included
3 nights + flight
£512
Parking
Pool
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
£1,492
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Honolulu
Breakfast
3 nights + flight
£669
Free Wi-Fi
Pool
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
£783
Pool
Pet-friendly
Air conditioning
Honolulu
Meals not included
3 nights + flight
£901
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Seattle/Tacoma Intl
Meals not included
3 nights + flight
£1,046

Last minute holiday packages to Wailea

Show all
Wailea Ekolu Village - Wailea - Pool
Wailea Ekolu Village - Wailea - Pool
Wailea Ekolu Village
Los Angeles
Meals not included
3 nights + flight
£1,157

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.

Tips for finding cheap holiday packages Wailea

  • There are loads of types of holidays in Wailea and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top holiday £839; Family holiday £854; Romantic holiday £818; Luxury holiday £784.

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.

Wailea holiday information

Top holiday (Flight+Hotel)£839
Family holiday (Flight+Hotel)£854
Romantic holiday (Flight+Hotel)£818
Luxury holiday (Flight+Hotel)£784

Wailea holiday: Search Wailea holiday packages on KAYAK. KAYAK is a travel tool that searches Wailea trips on hundreds of travel sites to help you find the Wailea package that suits you best. Discover Wailea deals now and book your Wailea flight and hotel today.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.