The Best Hotels for First Time Visitors in Wailea

Where to Stay on Your First Trip to Wailea

Are you looking for a hotel for your first trip to Wailea, Hawaii? With plenty of activities and sites, this is a great destination for first-time visitors. So if you're deciding where to stay on your first trip to Wailea, don't worry, we've got you covered. We've analyzed the hotels in Wailea to find out which are the best for first timers based on price, amenities, location, reviews, and guest ratings. In this guide, we'll be showcasing the best hotels for first-time visitors in Wailea, taking into consideration all of these important factors. Whether you're traveling solo, with family, or with friends, there's a hotel that caters to every traveler's needs to make the most of your first trip here. So, if you're visiting Wailea for the first time, the hotels below will be great options, as many of them have pools, breakfast, and plenty of comforts to help you relax. So, here they are, the best hotels in Wailea for first time visitors.

(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
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach

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, first time visitors will especially love scuba diving, snorkeling, a bar, parking, and hiking at this relaxing hotel. Don't forget to spend some time at the terrific pool bar where you can unwind and relax.

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


Four Seasons Resort Maui at Wailea

5-star Resort with prices starting at $1322 (before taxes) - See All Prices
Perfect for Your First Visit to Wailea
  • High Quality: guest ratings are higher than average.
  • Beach
  • Heated pool

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 convenient hotel is also nice because it offers scuba diving, snorkeling, a bar, parking, and a kid-friendly buffet which 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.

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


Fairmont Kea Lani Maui

5-star Resort with prices starting at $897 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Great Value: the price is lower than average for 5-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach
  • Family-Friendly
  • Heated pool

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 travelers will love. And this fun 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.

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


Ho'olei at Grand Wailea

4-star Resort with prices starting at $3256 (before taxes) - See All Prices
Perfect for Your First Time in Wailea
  • Beach

With terrific rooms from $3256, Ho'olei at Grand Wailea, at 146 Ho'olei Circle provides an outdoor pool, a restaurant, a fitness center, scuba diving, and snorkeling. Its terrific guest rating is 8.30 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers a bar, rooms with kitchens, child care, laundry services, and golf. It's located just 0.8 miles from the city center, too. The restaurant serves delicious food, too.

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


Wailea Beach Resort - Marriott Maui

4-star Resort with prices starting at $740 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach

Wailea Beach Resort - Marriott Maui has a great guest rating of 8.90 out of 10, and offers an outdoor pool, room service, a water park, a restaurant, and a fitness center. The great rooms here start at $740 before taxes and depending on the season. It can be found at 3700 Wailea Alanui. Furthermore, it also offers scuba diving, snorkeling, a bar, parking, and a kid-friendly buffet, which is nice for first time visitors. Just 0.4 miles from the city center, this fantastic hotel is a terrific choice. Having a water park here is a terrific addition, too. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

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


Wailea Beach Villas A Destination Luxury Hotel

4-star Resort with prices starting at $1333 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Wailea
  • Great Value: the price is lower than average for 4-star hotels.
  • High Quality: guest ratings are higher than average.
  • Beach

The great guest rating of Wailea Beach Villas A Destination Luxury Hotel is 9.80 out of 10. This place has an outdoor pool, a restaurant, a fitness center, a bar, and rooms with kitchens. Prices for the terrific rooms are from $1333, and it's located at 3800 Wailea Alunui. We also love the rooms with kitchenettes, child care, laundry services, golf, and a hot tub which are great for visitors. And since it's just 0.5 miles from the center of the town, the location is great, too. Being able to prepare food in the room is also very convenient.

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


Andaz Maui at Wailea Resort - A Concept by Hyatt

4-star Resort with prices starting at $858 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • Great Value: the price is lower than average for 4-star hotels.
  • Beach
  • Family-Friendly

A cool place is Andaz Maui at Wailea Resort - A Concept by Hyatt because it has great rooms that start at $858. It has an outdoor pool, room service, a restaurant, a fitness center, and snorkeling, it also earned a great guest rating of 8.80 out of 10 from people who have stayed here before. It's found at 3550 Wailea Alanui Drive. Only 0.2 miles from the city center, travelers will especially love a bar, parking, hiking, rooms with kitchens, and child care at this convenient hotel. The swimming pool is fantastic and lots of fun, too.

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


Residence Inn by Marriott Maui Wailea

3-star Hotel with prices starting at $611 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for first time trip hotels.
  • Beach

Residence Inn by Marriott Maui Wailea offers an outdoor pool, a restaurant, a fitness center, scuba diving, and snorkeling which we really like. The terrific rooms here start at $611 (before taxes). It's located at 75 Wailea Ike Pl and has earned a guest rating of 8.70/10. This fun hotel is also nice because it offers a bar, parking, hiking, rooms with kitchens, and rooms with kitchenettes which new visitors will enjoy. Also, it's just 0.4 miles from the city center. We love relaxing in a hot tub after a long day, and the one here is really nice. It's a great value, too, because it's less than the average price for first time trip hotels.

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


Mana Kai Maui

3-star Resort with prices starting at $268 (before taxes) - See All Prices
Perfect for Your First Visit to Wailea
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach

Located at 2960 S. Kihei Road, Mana Kai Maui has great rooms from $268 (before taxes). It offers an outdoor pool, a restaurant, a fitness center, snorkeling, and a bar. It has a terrific 8.40 rating out of 10 from previous guests who have stayed here. You'll also find rooms with kitchens, child care, laundry services, free parking, and laundry facilities which first time visitors will love. And this amazing hotel is just 0.9 miles from the center of town. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Snorkeling
  • Kitchen
  • Beach
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Babysitting / Child Care
  • Laundry service
  • Free parking
  • Bicycle rental
  • Family rooms
  • Microwave
  • Refrigerator
  • Saltwater pool


Wailea Grand Champions A Destination Residence

3-star Hotel with prices starting at $349 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Great Value: the price is lower than average for 3-star hotels.
  • Beach

A great place to stay is Wailea Grand Champions A Destination Residence which has nice rooms starting at $349. Offering an outdoor pool, a restaurant, rooms with kitchens, rooms with kitchenettes, and laundry services, it also has a great guest rating of 8.20 out of 10 from many previous guests. It's located at 155 Wailea Ike Place. Visitors will really like this fantastic hotel which also offers golf, a hot tub, free parking, laundry facilities, and family rooms. It's located just 0.3 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 first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
  • Beach
More Great Amenities
  • Restaurant
  • Kitchenette
  • Laundry service
  • Hot tub
  • Free parking
  • Family rooms
  • Tennis
  • Microwave
  • Refrigerator


Also, take a look at the First Time 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 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 first-time visitors cost in Wailea?

Wailea Average First Time Trip Hotel Price
$828

Travelers to Wailea, Hawaii will have a large number of terrific first time trip accommodation options with a variety of great prices. The price of first time trip hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 15 first time trip hotels, their average price is a very reasonable $828. If you're interested in more information about hotels here, see our guide to hotel prices in Wailea.

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

  • 5-star hotels: $1110
  • 4-star hotels: $1450
  • 3-star hotels: $378
  • 2-star hotels: $306


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