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The Best Hotels for a Weekend Getaway in Wailea

Wailea, Hawaii is a fantastic city to visit for a weekend getaway, and finding the right hotel can make your trip even more enjoyable. Whether you're traveling as a couple, a family, or solo, we've analyzed all of the hotels in the area to help you decide where to stay for a weekend in Wailea. There are many affordable options for a hotel here, from cozy bed and breakfasts to large chain hotels. When considering where to stay in Wailea for your long weekend escape, make sure to look for amenities that will help you relax and unwind, such as a fitness center, spa, or pool. And don't forget to consider location - finding a hotel near restaurants and other things to do can make your stay much more enjoyable. Wailea is a great city for sightseeing, and there are plenty of things to do for families or couples during a weekend escape, including museums or outdoor activities which are perfect for a 2-day or 3-day trip. So if you're looking for a weekend getaway in Wailea, one of these wonderful hotels will help you take advantage of everything on offer.

(Prices are listed in U.S. Dollars.)

Grand Wailea Resort Hotel & Spa A Waldorf Astoria Resort

4-star Resort with prices starting at $1065 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach
  • Outdoor pool
  • Pets allowed
  • Spa
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Located at 3850 Wailea Alanui Drive, Grand Wailea Resort Hotel & Spa A Waldorf Astoria Resort has great rooms from $1065 (before taxes). It offers an outdoor pool, a pool bar, room service, a restaurant, and a fitness center. It has a terrific 8.60 rating out of 10 from previous guests who have stayed here. Only 0.7 miles from the city center, visitors will especially love scuba diving, snorkeling, a bar, parking, and hiking at this convenient hotel. Don't forget to spend some time at the terrific pool bar where you can unwind and relax.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Child pool
  • Bicycle rental
  • Airport shuttle
  • Beach
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Family rooms
  • Tennis
  • Coffee shop
  • Refrigerator
  • Playground
  • Breakfast in the room
View Prices and Reviews


Four Seasons Resort Maui at Wailea

5-star Resort with prices starting at $1322 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Wailea
  • High Quality: guest ratings are higher than average.
  • Beach
  • Outdoor pool
  • Pets allowed
  • Spa
  • Heated pool
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A great place to stay is Four Seasons Resort Maui at Wailea which has nice rooms starting at $1322. Offering an outdoor pool, a pool bar, room service, a restaurant, and a fitness center, it also has a great guest rating of 9.30 out of 10 from many previous guests. It's located at 3900 Wailea Alanui Wailea, Maui. This fun hotel is also nice because it offers scuba diving, snorkeling, a bar, parking, and a kid-friendly buffet which weekend visitors will enjoy. Also, it's just 0.9 miles from the city center. After a busy day, the heated pool is a nice place to unwind.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Pets allowed
  • Hot tub
  • Spa
  • Child pool
  • Airport shuttle
  • Beach
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kid-friendly buffet
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Table tennis
  • Family rooms
  • Heated pool
  • Tennis
  • Refrigerator
  • Breakfast in the room
  • Infinity pool
  • Kids' club
View Prices and Reviews


Fairmont Kea Lani Maui

5-star Resort with prices starting at $897 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Family-Friendly
  • Outdoor pool
  • Pets allowed
  • Spa
  • Heated pool
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We found Fairmont Kea Lani Maui to be a great place to stay, and the price starts at $897. We loved that is has an outdoor pool, a pool bar, room service, a restaurant, and a fitness center, and it also has a terrific guest rating of 8.90 out of 10 from previous guests. It's located at 4100 Wailea Alanui Drive. You'll also find scuba diving, snorkeling, a bar, parking, and a kid-friendly buffet which weekend travelers will love. And this comfortable hotel is just 1.3 miles from the center of town. Having a kitchen in the room is a great way to make meals and save money, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Child pool
  • Horse riding
  • Bicycle rental
  • Beach
  • Family-Friendly
  • Golf
More Great Amenities
  • Pool bar
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kid-friendly buffet
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Fishing
  • Family rooms
  • Heated pool
  • Private pool
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Wailea Beach Resort - Marriott Maui

4-star Resort with prices starting at $740 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Outdoor pool
  • Spa
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With terrific rooms from $740, Wailea Beach Resort - Marriott Maui, at 3700 Wailea Alanui provides an outdoor pool, room service, a water park, a restaurant, and a fitness center. Its terrific guest rating is 8.90 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers scuba diving, snorkeling, a bar, parking, and a kid-friendly buffet. It's located just 0.4 miles from the city center, too. The kids will love the water park, too. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Snorkeling
  • Parking
  • Hot tub
  • Spa
  • Child pool
  • Beach
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kid-friendly buffet
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Fishing
  • Family rooms
  • Tennis
  • Coffee shop
  • Refrigerator
  • Breakfast in the room
  • Kids' club
View Prices and Reviews


Andaz Maui at Wailea Resort - A Concept by Hyatt

4-star Resort with prices starting at $858 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Wailea
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach
  • Family-Friendly
  • Outdoor pool
  • Pets allowed
  • Spa
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Andaz Maui at Wailea Resort - A Concept by Hyatt has a great guest rating of 8.80 out of 10, and offers an outdoor pool, room service, a restaurant, a fitness center, and snorkeling. The great rooms here start at $858 before taxes and depending on the season. It can be found at 3550 Wailea Alanui Drive. Furthermore, it also offers a bar, parking, hiking, rooms with kitchens, and child care, which is nice for visitors. Just 0.2 miles from the city center, this terrific hotel is a terrific choice. Unwinding at the restaurant after sightseeing is a nice way to end the day. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Kitchen
  • Pets allowed
  • Hot tub
  • Spa
  • Bicycle rental
  • Airport shuttle
  • Beach
  • Family-Friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Family rooms
  • Coffee shop
  • Microwave
  • Refrigerator
  • Breakfast in the room
  • Kids' club
View Prices and Reviews


Ho'olei at Grand Wailea

4-star Resort with prices starting at $3256 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Wailea
  • Beach
  • Outdoor pool
  • Spa
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The great guest rating of Ho'olei at Grand Wailea is 8.30 out of 10. This place has an outdoor pool, a restaurant, a fitness center, scuba diving, and snorkeling. Prices for the terrific rooms are from $3256, and it's located at 146 Ho'olei Circle. We also love the a bar, rooms with kitchens, child care, laundry services, and golf which are great for weekend visitors. And since it's just 0.8 miles from the center of the town, the location is great, too. Make sure to set aside some time for swimming in the pool, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Hot tub
  • Spa
  • Child pool
  • Bicycle rental
  • Airport shuttle
  • Beach
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Free parking
  • Coffee shop
  • Microwave
  • Refrigerator
View Prices and Reviews


Wailea Beach Villas A Destination Luxury Hotel

4-star Resort with prices starting at $1333 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Wailea
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Outdoor pool
  • Spa
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A cool place is Wailea Beach Villas A Destination Luxury Hotel because it has great rooms that start at $1333. It has an outdoor pool, a restaurant, a fitness center, a bar, and rooms with kitchens, it also earned a great guest rating of 9.80 out of 10 from people who have stayed here before. It's found at 3800 Wailea Alunui. Only 0.5 miles from the city center, weekend travelers will especially love rooms with kitchenettes, child care, laundry services, golf, and a hot tub at this fun hotel. We find the kitchenette here to be a great way to get a good breakfast and save time and money.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
  • Hot tub
  • Spa
  • Child pool
  • Airport shuttle
  • Beach
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Wailea Ekahi Village A Destination Residence

3-star Resort with prices starting at $370 (before taxes) - See All Prices
Perfect for 2 Days in Wailea
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Outdoor pool
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Wailea Ekahi Village A Destination Residence offers an outdoor pool, snorkeling, rooms with kitchens, rooms with kitchenettes, and child care which we really like. The terrific rooms here start at $370 (before taxes). It's located at 3300 Wailea Alanui and has earned a guest rating of 8.97/10. This comfortable hotel is also nice because it offers laundry services, golf, free parking, laundry facilities, and family rooms which travelers will enjoy. Also, it's just 0.3 miles from the city center. It's a great value, too, because it's less than the average price for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Airport shuttle
  • Beach
  • Golf
More Great Amenities
  • Kitchenette
  • Babysitting / Child Care
  • Laundry service
  • Free parking
  • Family rooms
  • Tennis
  • Microwave
View Prices and Reviews


Residence Inn by Marriott Maui Wailea

3-star Hotel with prices starting at $611 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for weekend trip hotels.
  • Beach
  • Outdoor pool
  • Pets allowed
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Located at 75 Wailea Ike Pl, Residence Inn by Marriott Maui Wailea has great rooms from $611 (before taxes). It offers an outdoor pool, a restaurant, a fitness center, scuba diving, and snorkeling. It has a terrific 8.70 rating out of 10 from previous guests who have stayed here. You'll also find a bar, parking, hiking, rooms with kitchens, and rooms with kitchenettes which visitors will love. And this relaxing hotel is just 0.4 miles from the center of town. You'll enjoy unwinding in the hot tub, too. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Parking
  • Kitchen
  • Free breakfast
  • Pets allowed
  • Hot tub
  • Horse riding
  • Beach
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Kitchenette
  • Laundry service
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Maui What a Wonderful World Bed & Breakfast

Bed & Breakfast with prices starting at $290 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Wailea
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Pets allowed
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A great place to stay is Maui What a Wonderful World Bed & Breakfast which has nice rooms starting at $290. Offering scuba diving, snorkeling, breakfast, hiking, and rooms with kitchenettes, it also has a great guest rating of 9.50 out of 10 from many previous guests. It's located at 2828 Umalu Place. Weekend visitors will really like this terrific hotel which also offers golf, a free breakfast, pet-friendly rooms, free parking, and laundry facilities. It's located just 1.1 miles from the city center, too. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Snorkeling
  • Breakfast included
  • Free breakfast
  • Pets allowed
  • Beach
  • Golf
More Great Amenities
  • Hiking
  • Kitchenette
  • Free parking
  • Fishing
  • Microwave
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Also, take a look at the Weekend Trip hotels in nearby destinations: Lahaina, Kīhei, and Waikoloa Village.

For more terrific hotel ideas in Wailea, make sure you also see Best Beach Hotels in Wailea, Best Luxury Hotels in Wailea, Best Pet-Friendly Hotels in Wailea, Best Hotels for First Time Visitors in Wailea, Best Hotels for One Week in Wailea, Best Hotels for One Night in Wailea, Best Romantic Hotels for Couples in Wailea, or Best Hotels for Scuba Diving in Wailea.


How much do hotels for a weekend visit cost in Wailea?

Wailea Average Weekend Trip Hotel Price
$865

Travelers to Wailea, Hawaii will have a large number of terrific weekend trip accommodation options with a variety of great prices. The price of weekend trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 14 weekend trip hotels, their average price is a very reasonable $865. If you're interested in more information about hotels here, see our guide to hotel prices in Wailea.

The average prices of our suggested weekend trip hotels by star rating:

  • 5-star hotels: $1110
  • 4-star hotels: $1450
  • 3-star hotels: $378


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