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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.)

Wailea Beach Resort - Marriott, Maui

4-star Resort with prices starting at $640 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Spa
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Located at 3700 Wailea Alanui Drive, Wailea Beach Resort - Marriott, Maui has great rooms from $640 (before taxes). It offers an outdoor pool, room service, a water park, a restaurant, and a fitness center. It has a terrific 8.90 rating out of 10 from previous guests who have stayed here. Only 0.4 miles from the city center, visitors will especially love scuba diving, snorkeling, a bar, parking, and hiking at this convenient hotel. Don't forget that there's a kitchen in the room to cook your meals, too.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Water park
  • Snorkeling
  • Parking
  • Kitchen
  • Hot tub
  • Spa
  • Child pool
  • Bicycle rental
  • Airport shuttle
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Babysitting / Child Care
  • Laundry service
  • Game room
  • Family rooms
  • Tennis
  • Microwave
  • Refrigerator
  • Breakfast in the room
  • Kids' club
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Grand Wailea, A Waldorf Astoria Resort

5-star Resort with prices starting at $795 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Wailea
  • Great Value: the price is lower than average for 5-star hotels.
  • Outdoor pool
  • Spa
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A great place to stay is Grand Wailea, A Waldorf Astoria Resort which has nice rooms starting at $795. Offering an outdoor pool, a pool bar, room service, a restaurant, and a fitness center, it also has a great guest rating of 7.60 out of 10 from many previous guests. It's located at 3850 Wailea Alanui Drive. This fun hotel is also nice because it offers scuba diving, snorkeling, a bar, parking, and hiking which weekend visitors will enjoy. Also, it's just 0.6 miles from the city center. We always love having a pool, and the one here is really nice.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Snorkeling
  • Parking
  • Hot tub
  • Spa
  • Child pool
  • Bicycle rental
  • Airport shuttle
  • 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


Fairmont Kea Lani, Maui

5-star Resort with prices starting at $831 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • High Quality: guest ratings are higher than average.
  • 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 $831. 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 9.30 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 hiking which weekend travelers will love. And this comfortable hotel is just 1.2 miles from the center of town. It's always nice having a heated pool to relax in.

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


Andaz Maui at Wailea Resort - A Concept by Hyatt

4-star Resort with prices starting at $775 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Family-Friendly
  • Outdoor pool
  • Pets allowed
  • Spa
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With terrific rooms from $775, Andaz Maui at Wailea Resort - A Concept by Hyatt, at 3550 Wailea Alanui Drive provides an outdoor pool, room service, a restaurant, a fitness center, and snorkeling. Its terrific guest rating is 7.90 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers a bar, parking, hiking, rooms with kitchens, and rooms with kitchenettes. It's located just 0.2 miles from the city center, too. We always love being able to prepare simple meals in a hotel room, and the kitchenette here was teriffic.

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


Residence Inn by Marriott Maui Wailea

3-star Hotel with prices starting at $445 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Wailea
  • Great Value: the price is lower than average for weekend trip hotels.
  • Outdoor pool
  • Pets allowed
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Residence Inn by Marriott Maui Wailea has a great guest rating of 8.30 out of 10, and offers an outdoor pool, a restaurant, a fitness center, scuba diving, and snorkeling. The great rooms here start at $445 before taxes and depending on the season. It can be found at 75 Wailea Ike. Furthermore, it also offers a bar, parking, hiking, rooms with kitchens, and rooms with kitchenettes, which is nice for visitors. Just 0.4 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
  • Snorkeling
  • Parking
  • Kitchen
  • Free breakfast
  • Pets allowed
  • Hot tub
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Hiking
  • Kitchenette
  • Laundry service
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Hale Li'ili'i at Keawakapu #201

3-star Hotel with prices starting at $189 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Wailea
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
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Location on Map

The great guest rating of Hale Li'ili'i at Keawakapu #201 is 9.10 out of 10. This place has a restaurant, hiking, rooms with kitchens, golf, and laundry facilities. Prices for the terrific rooms are from $189, and it's located at . We also love the a microwave, a refrigerator, balconies, and outdoor dining areas which are great for weekend visitors. And since it's just 1 miles from the center of the town, the location is great, too. The price of this hotel is less than average for weekend trip hotels, which makes it a great value.

Weekend Trip Hotel Amenities
  • Kitchen
  • Golf
More Great Amenities
  • Restaurant
  • Hiking
  • Microwave
  • Refrigerator
View Prices and Reviews


Also, take a look at the weekend trip hotels in nearby destinations: Lahaina, Waikoloa Village, and Wailea.

For more terrific hotel ideas in Wailea, make sure you also see Best Hotels for First Time Visitors in Wailea, Best Hotels for a Weekend Getaway 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
$613

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 6 weekend trip hotels, their average price is a very reasonable $613. 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: $813
  • 4-star hotels: $708
  • 3-star hotels: $317


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