Top 10 Best Luxury Hotels In Wailea


What are the 10 best luxury hotels in Wailea? We have already reviewed the best luxury hotels in Hawaii, but when you drill down to the specific resort area of Wailea on Maui, there are more than 10 hotels to choose from, and you need to know which is best before you book.

My favorite thing about Wailea, other than it being the most exclusive resort area in Hawaii, is the sunshine. Wailea is one of the sunniest places on the Hawaiian islands, and when it might be raining on the best hotels in Waikiki, more often than not, it’s sunny in Wailea.

My personal take on Hawaii is that these islands offer an otherworldly place to escape when the weather gets cold. While it’s cold at home, I have escaped to the sunshine. The sand feels warm on my feet, even in the evening, there’s a warm breeze. Unlike many Caribbean islands, you feel safe in Hawaii and can walk for miles along deserted beaches.

Other attractions include gorgeous cove-style beaches, rocky headlands, and some of the best hotels, restaurants, pools, and golf in Hawaii. Wailea really is paradise. It has something for everyone, and here is my pick of the top ten luxury hotels in Wailea on Maui.

If you want to book a luxury hotel in Hawaii or any other luxury hotel in the world, use our luxury travel concierge. Our agents offer exclusive free upgrades, free breakfasts, free hotel credit, and VIP gifts at luxury hotels like Four Seasons, Aman, Belmond, Ritz-Carlton, InterContinental and more… for the same price as the hotel’s own websites.

1. Four Seasons Resort Maui at Wailea

Situated in the sunny resort of Wailea, and easily the best hotel in Wailea on Maui is Four Seasons Resort Maui at Wailea. This is THE place to stay and see and be seen in Wailea. The resort area of Wailea is lively, and this resort is glamorous. Take your sunscreen, designer bag, and Rolex, and you’ll fit right in. We have reviewed Four Seasons Resort Maui at Wailea back in 2014, but let me give you a quick updated overview of this fabulous resort.

The Four Seasons Maui at Wailea is located on 15 oceanfront acres, overlooking a beautiful crescent-shaped gold sand beach in Wailea, also offering 3 championship golf courses. The hotel has 376 spacious rooms and suites located in an 8 story building.

A recent floor-to-ceiling transformation of all rooms and suites makes Four Seasons Resort Maui at Wailea a chic and sophisticated retreat for couples, families, fairway fans, and adventure seekers alike.

Here, on one of Hawai’i’s finest beaches, you can enjoy complimentary snorkeling equipment, scuba demonstrations, and outrigger canoe paddling excursions. Revitalize with morning ocean-view yoga, rejuvenate with an island spa treatment or relax at the adults-only Serenity Pool.

At the Four Seasons Maui, most of the rooms face the sea. Base rooms actually face the mountain and car park but are still large and lovely with a less sunny lanai. A top tip here is that this Four Seasons has a Club lounge, so you can snack for cheap if you book a room with Club Lounge access. Club Level rooms offer top-floor views and perks at the private lounge. Four Seasons is the only Maui resort to offer complimentary cabanas and no resort fee.

Sitting right on a beach that is shared with the Hilton and Marriott, this Four Seasons is up the road from the Fairmont and the Andaz. There is also a rather lovely open-air shopping mall a short walk away to pick up snacks and to buy some new clothes.

This resort is quite busy and does not feel as exclusive as the Four Seasons Lanai across the water, but it is such fun. All the bars and restaurants look out over the beach, and a 2 mile (3 km) beach walkway connects all the luxury hotels and runs along the end of the beach in the resort so you can walk for miles to wear off any overindulgence.

Four Seasons actually has four hotels in Hawaii; Four Seasons Hualalai (on Big Island), Four Seasons Lanai, Four Seasons Maui at Wailea, and the Four Seasons Oahu at Ko Olina, which is the newest of the four. They are all gorgeous and, in my opinion, are the best hotels in Hawaii. I have already outlined which is the best Four Seasons hotel in Hawaii.

While there is no Four Seasons reward program, simply book through our Luxury Travel Concierge to get brilliant free VIP benefits. If you want to get the best possible rates, you should also travel out of the main season (avoid Christmas and school holidays). You can then often take advantage of their discounted fourth or fifth night free offers, extra resort credits, and complimentary golf across all four resorts.


Review: Four Seasons Lanai - Escape To The Beach

In "Reviews"

We have been to the Four Seasons Maui in Wailea, we have been to the Four Seasons Ko’Olina Resort on Oahu, but if you are looking for true escapism on the Hawaiian Islands – Look no further than the Four… Read More.

Get the following free benefits at Four Seasons Resort Maui at Wailea, by booking via our Luxury Travel Concierge:

  • Daily full American breakfast for two people per bedroom, served through In-Room Dining or in the hotel restaurant (including buffets)
  • Food and beverage credit of $100 USD
  • Upgrade of one category, based on availability at time of check-in (excluding signature suites, villas, and private residences)
  • Welcome note at check-in acknowledging you and the amenities that are being extended
  • Complimentary Wi-Fi

2. Andaz Maui at Wailea Resort

We think the second-best luxury hotel in Wailea is the Andaz Maui at Wailea Resort. With 15 acres of prime beachfront in one of Hawai’i’s most luxurious resort communities, Andaz Maui at Wailea Resort is more a lifestyle than a hotel. Take a kayak tour, do sunset yoga, or try stand-up paddleboarding. Then again, lounging by one of the five ocean-facing pools may be as active as you get.

Step into the airy lobby at this resort, and you are hit by its modern and trendy design. This resort is luxurious but also feels cool. With 301 guestrooms and suites, including 11 luxurious two- to four-bedroom residential villas, the hotel, with its stylish rooms with private lanais, are designed to make the most of the stunning Hawaii sunsets.

The resort has two award-winning restaurants with island cuisine served family-style at Ka’ana Kitchen, or Western and Japanese fine dining at Morimoto Maui, led by the acclaimed celebrity chef Masaharu Morimoto.

Whether you’re here on honeymoon or booking a well-deserved vacation package, gentle ocean breezes and the pristine shores of Mokapu Beach provide the perfect backdrop.

While this is not the cheapest Andaz hotel, it IS one of the best Andaz hotels in the world. Get the following free benefits at Andaz Maui at Wailea Resort, by booking via our Luxury Travel Concierge:

  • Upgrade on arrival (subject to availability)
  • Daily buffet breakfast, for up to two in room guests per bedroom, served in Ka’ana Kitchen
  • $100 USD Spa Services credit, to be utilized during stay (not combinable, no cash value if not redeemed in full)
  • Early check-in / late check-out (subject to availability)
  • Complimentary Wi-Fi

3. Fairmont Kea Lani Maui

Just up the coast from the Four Seasons (you can actually walk between the two hotels) is the shimmering golden sand beach in front of the Fairmont Kea Lani. This oceanfront paradise offers an all-suite and villa luxury resort and spa.

From sunrise to sunset, Fairmont Kea Lani is the place to be. Awaken refreshed in your spacious one-bedroom suite or luxury beach villa to a picture-perfect Maui morning. Linger on your private lanai to appreciate the beauty that surrounds you.

Experience the island’s healing mana and elevate your sense of well-being at the resort’s state-of-the-art Willow Stream Spa, offering locally inspired spa treatments that combine the highest quality products with ancient Hawaiian traditions. Pamper yourself in one of our signature treatment rooms or an outdoor cabana.

Resort activities include three swimming pools featuring an adults-only pool and two-family activity pools connected by a 140-foot water slide, Hawaiian Cultural Program, water sports, beach activities, a 24-hour fitness center, fitness and wellness classes, Kids Club, and boutique shopping. Championship golf and tennis are located just minutes from the resort.

Dine under the stars at our award-winning signature restaurant Kō, and savor a variety of island-inspired favorites in the resort’s four restaurants and four lounges. Join us for sunset at LUANA to celebrate the day with a taste of Hawaii’s modern culture through cocktails in an unrivaled setting.

Get the following free benefits at Fairmont Kea Lani by booking via our Luxury Travel Concierge:

  • Upgrade on arrival (subject to availability, not applicable to Poolside, Kilohana, Ohana, Two Bedroom Suites or Villas)
  • Daily buffet breakfast, for up to two in room guests
  • $100 USD Food & Beverage credit, to be utilized during stay (not combinable, no cash value if not redeemed in full, nontransferable)
  • Early check-in / late check-out (subject to availability)
  • Complimentary Wi-Fi

4. Grand Wailea A Waldorf Astoria

The highlight of the Grand Wailea A Waldorf Astoria is the tropical freeform pool which comes complete with slides and is a dream come true for families. This hotel is right next door to the Four Seasons on the same beach but usually comes in somewhat cheaper. The rooms are not as special as the Four Seasons, but the pool is amazing.

Overlooking the southern shores of Maui, the Grand Wailea A Waldorf Astoria Hotel is a 40-acre property that provides open spaces for the active vacationer beauty for romantic getaways and fun for the whole family. The resort is situated on one of America’s top beaches featuring luxury accommodations, the action-packed 2 000-foot long Wailea Canyon Activity Pool, the unparalleled Spa Grande, the exquisite Seaside Chapel for weddings, and vow renewals, and an array of recreational activities, including championship golf and tennis.

Set on 40 meticulously landscaped acres fronting Wailea Beach, the Grand Wailea celebrates the aloha spirit. The enchantment begins upon arrival with a lei greeting and continues as you soak up sunshine to the whispers of palm trees. Explore the beach and pools by day, then dine by torchlight after viewing a spectacular sunset. Sparkling fountains, koi ponds, and a priceless collection of art delight and captivate at every turn.

Get the following free benefits at Grand Wailea A Waldorf Astoria by booking via our Luxury Travel Concierge:

  • Upgrade on arrival (subject to availability)
  • Daily buffet breakfast, for up to two in room guests
  • DOUBLE Hilton Honors Points
  • Early check-in / late check-out (subject to availability)

5. Ho Olei At Grand Wailea

Discover a blissful breezy retreat on Maui’s southern shore of Wailea at Ho Olei At Grand Wailea. The neighbor of Grand Wailea, a Waldorf Astoria Resort, this private enclave blends residence living and resort amenities for the ultimate home away from home. This resort offers a cheaper way to enjoy the facilities of the Grand Wailea A Waldorf Astoria.

Each of the two-story luxury villas features three bedrooms, three bathrooms, a lanai, a balcony, a full kitchen private elevator, and a garage, perfect for a family getaway or destination wedding.

Enjoy a laidback stay and peaceful Hawaiian living in these spacious luxury townhomes. And when you’re ready for adventure, take the shuttle to the Grand Wailea resort for all the amenities and experiences you’re looking for on a tropical getaway.

Enjoy the sparkling pool with sandy beach entry plus waterfalls and a children’s pool, award-winning spa for pampering treatments, massage therapy, and couples packages, Free SCUBA lessons for ages 12, and unlimited access to kayaks and snorkeling equipment, 8 restaurants and bars all with distinct menus and panoramic views.

Get the following free benefits at Ho Olei At Grand Wailea by booking via our Luxury Travel Concierge:

  • Upgrade on arrival (subject to availability)
  • Daily breakfast, for up to two in room guests
  • DOUBLE Hilton Honors Points
  • Early check-in / late check-out (subject to availability)

6. Hotel Wailea

Hotel Wailea is an intimate 5-star enclave set within the most exclusive resort community on Maui. Hotel Wailea boasts 180-degree, unobstructed ocean views of three Hawaiian Islands, breathtaking mountain scenery, and 15 acres of Zen-inspired landscaped grounds comprised of tropical gardens, cascading waterfalls, and winding pathways.

This adults-only resort in Hawaii is a peaceful retreat that is nestled within a lush tropical hillside perched 300 feet above the sea, with convenient access to island adventures by day, from beaches, water sports, and golf to restaurants and shopping, and luxurious tranquility by night. As there are only 72 suites on the entire 15 acres of ocean view property, it is boutique and very special.

7. Wailea Beach Marriott Resort

The tastefully redesigned Wailea Beach Marriott Resort, Maui welcomes guests with stunning views of the Pacific. It is located on the same beach as the Four Seasons and the Grand Wailea A Waldorf, on the headland at one end.

This means that rooms at the back and entrance to the resort can be a downhill walk to the beach and an uphill walk back from the beach. Right in front of the hotel is rocks as you are on the headland, but to the side, you will find the soft golden sands of the beach.

The hotel also offers loads of pools, a modern fitness center, championship-level golf courses, and our tranquil spa. Diverse dining options include the signature restaurant, private floating cabanas, and a luau show, among others. The hotel boasts sparkling outdoor pools and the longest resort water slide in Hawaii, ideal for the kids.

Every room and suite has been updated with ocean-inspired decor and includes mini-refrigerators, plush bedding, and Wi-Fi. Large balconies and oversized lanai reveal stunning views, including vibrant sunsets and the occasional humpback whale.

This hotel is a Marriott Bonvoy Rewards Category 6 hotel and is your best Marriott Bonvoy hotel in Wailea.

Get the following free benefits at Wailea Beach Marriott Resort by booking via our Luxury Travel Concierge:

  • Upgrade on arrival (subject to availability)
  • Daily breakfast, for up to two in Humble Market Kitchin
  • 50 Dollar Credit Per Stay For Use At Kapa, Starbuck.S, Whale.S
    Tale, Or Mo Bettah Food Truck
  • Welcome Amenity
  • Early check-in / late check-out (subject to availability)

8. Residence Inn Maui Marriott

Residence Inn Maui Marriott is a modern all-suite hotel in Wailea Beach near Wailea Blue Golf Course, Kihea Town and Makena Beach. With their free shuttle service, their extended-stay hotel makes it easy to access all the best local dining and shopping nearby at The Shops at Wailea.

Enjoy your time in Maui by relaxing your way with a daily free hot breakfast buffet in the morning or signature cocktails and light snacks at the hotel bar in the evening.

Pet-friendly suites feature ocean-inspired designs and plush king beds. Upgrade to a spacious two-bedroom suite to ensure ample space for the whole family. After a day spent exploring Wailea, prepare a homemade meal in your full kitchen, complete with a refrigerator, microwave, and stovetop, or opt for the convenience of complimentary grocery shopping services.

9. Aston At The Maui Banyan

Not quite in Wailea, but a short drive away, you will find Aston At The Maui Banyan with spacious suites across from the beach. This affordable condominium resort on Maui’s south coast is within easy walking distance of shops and restaurants. Access to swimming pools- outdoor barbecue areas- tennis courts, and proximity to golf and the beach make this modern resort especially popular with families and larger parties.

All Suites provide the convenience of a fully-equipped kitchen with a microwave, washer-dryer, and private lanai. Hotel Rooms come with a mini-refrigerator. All guests can enjoy their private lanai and daily maid service. With two swimming pools, a complimentary tennis court, barbecue areas, and putting green, and an ideal location conveniently located next to many popular Kihei shops, restaurants, and championship golf courses, this is a cheap way to experience the luxuries of Wailea while staying just moments away.

10. Wailea Beach Villas

Wailea Beach Villas offer a quiet, serene location on Wailea Beach. Sharing the same stretch of Maui beach as some of the island’s most luxurious hotels, these beach villas are a much cheaper option for larger groups and families and are available in two-and-three-bedroom configurations. Each villa features a full kitchen and laundry, plus a lanai (balcony or porch) and BBQ. The property has several pools, beach chairs and umbrellas, cabanas, spa treatments, and a small fitness center.

Note: Benefits offered correct at the time of writing but may be amended at discretion of the vendor. Posts may be sponsored by the proprietor or brand being appraised. All opinions remain our own & are in no way influenced.