WaileaLuxury Hotels with Entertainment

List Of Best Luxury Hotels with Entertainment Wailea

We have created a list with the best luxury hotels with entertainment in Wailea, USA. Hope you enjoy it. We think it might be the best of its kind around

luxury hotels in Wailea
Four Seasons Resort Maui at Wailea
Resort
3900 Wailea Alanui Drive, Wailea, Wailea, HI 96753, USA

Welcome to our beautiful Maui hotel, where you can enjoy stunning views of Wailea Beach. We have three inviting swimming pools and three delicious restaurants right here on-site, making it easy for you to relax and dine without going far. Our spacious rooms offer lovely ocean or garden views, so you can feel connected to the natural beauty of the island. If you're arriving by air, Kahului Airport is just 17 miles away, ensuring a smooth start to your stay. We’re here to make your experience enjoyable and memorable!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Wailea
Andaz Maui at Wailea Resort - A Concept by Hyatt
Resort
3550 Wailea Alanui Drive, Wailea, HI 96753, USA

Welcome to our eco-friendly resort, located right on Mokapu Beach in the beautiful Wailea community of Maui. Spanning 15 acres, our resort is designed with your comfort and enjoyment in mind. You can look forward to relaxing in our stunning outdoor infinity pools that seem to blend seamlessly with the ocean, as well as enjoying a spacious 15,000 square foot wellness center dedicated to helping you unwind and feel rejuvenated. We can't wait to share this special place with you!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Wailea
Fairmont Kea Lani, Maui
Resort
4100 Wailea Alanui Drive, Wailea, HI 96753, USA

The Fairmont Kea Lani in Maui offers stunning views of the Pacific Ocean and is designed with your comfort in mind. You can relax and rejuvenate at the full-service spa or enjoy delicious meals at our on-site dining options. For those who love golf, we provide complimentary shuttle service to the nearby Wailea Golf Club, making it easy for you to enjoy a round. We aim to create a welcoming and enjoyable experience for everyone who visits.

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Wailea
Hotel Wailea, Relais & Châteaux - Adults Only
Hotel
555 Kaukahi Street, Wailea, HI 96753, USA

Discover the Hotel Wailea, a welcoming retreat for adults, perched on a picturesque cliff with breathtaking views of Maui's southern coastline. Set within 15 beautifully landscaped acres, our hotel offers an inviting atmosphere designed for relaxation and comfort. Each suite is spacious and thoughtfully designed to ensure you feel at home during your stay. We strive to create a memorable experience that caters to your needs and helps you unwind amidst the natural beauty of Maui.

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Wailea
Wailea Beach Resort - Marriott, Maui
Resort
3700 Wailea Alanui Drive , Wailea, HI 96753, USA

Nestled on 22 stunning oceanfront acres along the southern shore of Maui, Wailea Beach Marriott Resort & Spa is a welcoming destination for everyone. Here, you’ll find convenient access to shopping and dining options that cater to all tastes, as well as two of Maui's most beautiful beaches right at your doorstep. Enjoy a variety of amenities designed to make your stay comfortable and enjoyable. Whether you're traveling with family, friends, or just seeking some relaxation, our resort is here to help create memorable experiences for all.

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Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
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luxury hotels in Wailea
Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort
Resort
3850 Wailea Alanui Drive, Wailea, HI 96753, USA

Welcome to our stunning family-friendly resort, surrounded by beautiful waterfall gardens and scenic pathways. Here, everyone can find something enjoyable! You can relax and unwind at Spa Grande while the kids have a blast at the Wailea Canyon Activity Pool, complete with exciting waterslides. Whether you're looking for relaxation or adventure, we’ve got activities that cater to all ages and interests. Come create lasting memories together!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Wailea
Lumeria Maui, Educational Retreat Center
Cabin
1813 Baldwin Avenue, Makawao, HI 96768, USA

Welcome to Lumeria Maui, a welcoming retreat center nestled in the stunning Upcountry Maui. Here, we offer a variety of classes and programs designed to support your personal growth and well-being. Whether you're interested in yoga, meditation, healing practices, or exploring nature and culture, we have something for everyone. Our goal is to create a nurturing environment where you can learn, connect, and thrive. Come join us on this journey of discovery and self-care!

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Keep active with a range of sports and activities designed for adventure and fitness.
  4. Rejuvenate at the state-of-the-art wellness facilities designed for your complete relaxation.
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luxury hotels in Wailea
The Westin Ka'anapali Ocean Resort Villas
Resort
6 Kai Ala Drive, Lahaina, HI 96761, USA

Welcome to the Westin Ka’anapali, a beautiful resort located in Lahaina, Hawaii, where you can enjoy the stunning scenery between North Ka’anapali Beach and the majestic mountains of West Maui. Our resort offers six inviting outdoor pools where you can relax and unwind. We also have spacious villas that provide breathtaking views of either the ocean or the island, allowing you to truly soak in the natural beauty around you. Whether you're here for adventure or relaxation, we strive to create a welcoming environment for everyone.

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Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
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luxury hotels in Wailea
The Westin Nanea Ocean Villas, Ka'anapali
Hotel
45 Kai Malina Parkway, Vistana Hawaii Tax ID # TA-139-329-5360-01, Lahaina, 96761, USA

Welcome to The Westin Nanea Ocean Villas in Ka'anapali! Nestled between the beautiful North Ka’anapali Beach and the stunning mountains of West Maui, our resort is designed with your comfort in mind. We offer spacious, thoughtfully furnished villas that come equipped with flat-screen TVs and fully stocked kitchens, so you can feel right at home during your stay. Whether you’re here for a family vacation, a romantic getaway, or just some time to relax, we’re committed to making your experience as enjoyable as possible. Come create lasting memories with us!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Wailea
The Ritz-Carlton Maui, Kapalua
Resort
1 Ritz Carlton Drive, Kapalua, Lahaina, HI 96761, USA

Discover the beauty of Maui at The Ritz-Carlton, Kapalua, where you can enjoy a genuine Hawaiian experience. This stunning beachfront resort not only offers luxurious amenities and exceptional service but also celebrates the rich culture and natural environment of Hawaii. Whether you're looking to relax on the beach, explore local traditions, or connect with nature, you'll find a welcoming atmosphere that caters to everyone. Come and create unforgettable memories in this beautiful paradise!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Wailea
Montage Kapalua Bay
Resort
One Bay Drive, Kapalua, HI 96761, USA

Welcome to the beautiful Kapalua Bay! Our oceanfront resort spans 24 acres and is designed with your comfort in mind. You’ll find roomy suites that come equipped with complimentary WiFi and fully stocked kitchens, perfect for preparing your favorite meals. Enjoy a refreshing dip in our outdoor pool, savor delicious dishes at our on-site restaurant, or unwind at our spa and wellness center, where your well-being is our priority. We can’t wait to help you create wonderful memories during your stay!

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Wailea
Hana-Maui Resort, a Destination by Hyatt Residence
Resort
5031 Hana Hwy, Hana, 96713, USA

Nestled within 70 acres of beautiful tropical gardens, the Hana-Maui Resort, part of the Destination by Hyatt Residence family, invites you to relax and rejuvenate. Here, you can enjoy wellness classes at our spa, engage in fun local activities like lei making, and explore a variety of outdoor adventures. We prioritize creating an experience that welcomes everyone to connect with nature and each other.

Show more

Luxury Amenities:

  1. Wake up to breathtaking ocean views, a stunning start to every morning.
  2. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  3. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
  4. Stay productive with top-notch business services available at your fingertips.
Show more
luxury hotels in Wailea
Four Seasons Resort Lana'i
Resort
One Manele Bay Road, P.O. Box 631380, Lanai City, HI 96763, USA

Welcome to Four Seasons Resort Lāna‘i, where you can relax and enjoy stunning views of the Pacific Ocean and beautiful gardens right by the sea. We offer two inviting swimming pools that overlook the ocean, along with a spa for your relaxation needs. You can also enjoy delicious meals in the comfort of your own room. Our goal is to create a warm and welcoming experience for everyone.

Show more

Luxury Amenities:

  1. Enjoy the serenity of your own private beach, with soft sands and endless ocean views.
  2. Wake up to breathtaking ocean views, a stunning start to every morning.
  3. Stay right on the oceanfront and let the sound of waves become your personal soundtrack.
  4. Enjoy convenient transportation with our exclusive shuttle services for seamless travel.
Show more

Most booked hotels with Entertainment in Wailea

luxury hotels in Wailea
5031 Hana Hwy, Hana, 96713, United States of America
8.5
285 reviews
From $681
luxury hotels in Wailea
3700 Wailea Alanui Drive , Wailea, HI 96753, United States of America
8.4
258 reviews
From $726
luxury hotels in Wailea
4100 Wailea Alanui Drive, Wailea, HI 96753, United States of America
8.7
153 reviews
From $827

Budget hotels with Entertainment in Wailea

luxury hotels in Wailea
1813 Baldwin Avenue, Makawao, HI 96768, United States of America
8.4
86 reviews
From $391
luxury hotels in Wailea
5031 Hana Hwy, Hana, 96713, United States of America
8.5
285 reviews
From $681
luxury hotels in Wailea
3700 Wailea Alanui Drive , Wailea, HI 96753, United States of America
8.4
258 reviews
From $726

Compare the Top Luxury Hotels with Entertainment in Wailea – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($) Star Rating Review Count Book
Four Seasons Resort Maui at Wailea 3900 Wailea Alanui Drive, Wailea, Wailea, HI 96753, USA 1408 5 9.3 152
Andaz Maui at Wailea Resort - A Concept by Hyatt 3550 Wailea Alanui Drive, Wailea, HI 96753, USA 836 5 8.6 65
Fairmont Kea Lani, Maui 4100 Wailea Alanui Drive, Wailea, HI 96753, USA 827 5 8.7 153
Hotel Wailea, Relais & Châteaux - Adults Only 555 Kaukahi Street, Wailea, HI 96753, USA 1324 5 9.3 115
Wailea Beach Resort - Marriott, Maui 3700 Wailea Alanui Drive , Wailea, HI 96753, USA 726 5 8.4 258
Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort 3850 Wailea Alanui Drive, Wailea, HI 96753, USA 1302 5 8.1 101
Lumeria Maui, Educational Retreat Center 1813 Baldwin Avenue, Makawao, HI 96768, USA 391 5 8.4 86
The Westin Ka'anapali Ocean Resort Villas 6 Kai Ala Drive, Lahaina, HI 96761, USA 791 4 8 52
The Westin Nanea Ocean Villas, Ka'anapali 45 Kai Malina Parkway, Vistana Hawaii Tax ID # TA-139-329-5360-01, Lahaina, 96761, USA 1069 4 8.1 25
The Ritz-Carlton Maui, Kapalua 1 Ritz Carlton Drive, Kapalua, Lahaina, HI 96761, USA 1129 5 8.9 117
Montage Kapalua Bay One Bay Drive, Kapalua, HI 96761, USA 1724 5 9.5 25
Hana-Maui Resort, a Destination by Hyatt Residence 5031 Hana Hwy, Hana, 96713, USA 681 4 8.5 285
Four Seasons Resort Lana'i One Manele Bay Road, P.O. Box 631380, Lanai City, HI 96763, USA 1750 5 9.4 19

Note: The prices for each hotels in Wailea do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

Frequently Asked Questions

Some of the best hotels in Wailea known for their entertainment include the Grand Wailea Resort and the Four Seasons Maui. These resorts often feature live music, cultural performances, and themed events that make your stay enjoyable.

Yes, many family-friendly hotels in Wailea offer entertainment options. For example, the Grand Wailea Resort has activities for kids, including a water park and supervised programs, ensuring that families have plenty to enjoy together.

Hotels in Wailea typically provide a variety of entertainment options such as luaus, live music, and outdoor movie nights. Many resorts also offer wellness programs like yoga classes and fitness sessions that add to the overall experience.

Absolutely! Hotels like the Andaz Maui offer vibrant nightlife with bars that host special events and live DJs. You can enjoy cocktails while soaking in the stunning views of the sunset.

Several Wailea resorts, such as the Fairmont Kea Lani, offer spa and entertainment packages that combine relaxing treatments with fun activities. These packages are perfect for guests looking to unwind while still enjoying exciting entertainment.

Many beachfront hotels in Wailea feature live entertainment, particularly during the evenings. Resorts like the Wailea Beach Resort frequently organize music events or cultural shows right by the ocean for guests to enjoy.

Hotels in Wailea that focus on entertainment usually offer amenities such as pools, game rooms, organized excursions, and restaurants featuring live music. These amenities enhance your stay and ensure there's always something to do.

To find the best deals on hotels with entertainment in Wailea, consider booking directly through hotel websites or using travel comparison sites. Look for seasonal promotions or package deals that include entertainment options along with your stay.

3-Day Wailea Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your day with a luxurious breakfast at [The Restaurant at Hotel Wailea](https://www.tripadvisor.com/Restaurant_Review-g609129-d14053469-Reviews-The_Restaurant_at_Hotel_Wailea-Wailea_Maui_Hawaii.html), soaking in stunning ocean views.
  • Afternoon: Explore the beautiful [Wailea Beach](https://www.tripadvisor.com/Attraction_Review-g609129-d13906907-Reviews-Wailea_Beach-Wailea_Maui_Hawaii.html) and indulge in some sunbathing or snorkeling among vibrant marine life.
  • Evening: Enjoy a sunset dinner at [Nick's Fishmarket Maui](https://www.tripadvisor.com/Restaurant_Review-g609129-d431653-Reviews-Nick_s_Fishmarket_Maui-Wailea_Maui_Hawaii.html), renowned for its fresh seafood and scenic oceanfront location.

Day 2:

  • Morning: Visit the [Maui Ocean Center](https://www.tripadvisor.com/Attraction_Review-g60629-d102185-Reviews-Maui_Ocean_Center-South_Maui_Maui_Hawaii.html) to explore the incredible marine life native to Hawaii, perfect for families and couples.
  • Afternoon: Take a scenic drive along the coast to [Makena State Park](https://www.tripadvisor.com/Attraction_Review-g609129-d146199-Reviews-Makena_State_Park-Wailea_Maui_Hawaii.html), where you can hike, swim, or relax on the pristine beach.
  • Evening: Savor an exquisite dining experience at [Monkeypod Kitchen](https://www.tripadvisor.com/Restaurant_Review-g609129-d4045967-Reviews-Monkeypod_Kitchen-Wailea_Maui_Hawaii.html), known for its farm-to-table approach and lively atmosphere.

Day 3:

  • Morning: Enjoy a leisurely breakfast at your hotel before embarking on a [whale watching tour](https://www.tripadvisor.com/Attraction_Review-g609129-d123455-Reviews-Captain_Aaron_s_Whale_Watching_Tour-Wailea_Maui_Hawaii.html) to witness these magnificent creatures up close (seasonal).
  • Afternoon: Experience the local culture at [The Shops at Wailea](https://www.tripadvisor.com/Attraction_Review-g609129-d156649-Reviews-The_Shops_at_Wailea-Wailea_Maui_Hawaii.html), featuring boutique shopping and art galleries.
  • Evening: Close your trip with a traditional Hawaiian luau at [Te Au Moana Luau](https://www.tripadvisor.com/Attraction_Review-g609129-d1657931-Reviews-Te_Au_Moana_Luau-Wailea_Maui_Hawaii.html), offering a delightful blend of entertainment and cuisine.

🛏️ Hotels perfect for this itinerary: Hotel Wailea, Four Seasons Resort Maui at Wailea, Grand Wailea, A Waldorf Astoria Resort

Where to Stay in Wailea: Best Areas by Traveler Type

Choosing the right area to stay in Wailea is essential for an unforgettable vacation. With its diverse neighborhoods each offering unique experiences, selecting the best fit depends on your travel preferences and needs. This guide will help you navigate through Wailea's accommodations, ensuring that you find the perfect spot whether you’re a couple seeking romance, a family on an adventure, or a solo traveler looking for tranquility.

👫 Where to Stay in Wailea for Couples

Best Areas: Wailea Beach, Makena

Why it’s perfect: Stunning beachfront locations with breathtaking sunsets. Intimate ambiance with luxurious dining options nearby. Plenty of activities, including couples' spa treatments and water sports.

Top Hotels: Four Seasons Resort Maui at Wailea, Hotel Wailea, Relais & Châteaux, Fairmont Kea Lani

Top Features: Romantic views, Private cabanas, Secluded beaches


👨‍👩‍👧 Where to Stay in Wailea with Family

Best Areas: Wailea Beach, Keawakapu Beach

Why it’s perfect: Family-friendly resorts with ample amenities and activities. Safe swimming areas and kid-friendly dining options. Proximity to local attractions and outdoor adventures.

Top Hotels: Grand Wailea, A Waldorf Astoria Resort, Kā'anapali Beach Hotel, Marriott's Maui Ocean Club

Top Features: Kids' clubs, Spacious suites, Easy beach access


🧳 Where to Stay in Wailea for Solo Travelers

Best Areas: Wailea Point, South Kihei

Why it’s perfect: Quiet surroundings ideal for relaxation and reflection. Vibrant social scene perfect for meeting other travelers. Access to beautiful hiking trails and local markets.

Top Hotels: Residence Inn by Marriott Maui Wailea, Aston at the Whaler on Kaanapali Beach, Maui Coast Hotel

Top Features: Cozy retreats, Local culture immersion, Convenient public transport


👵👴 Where to Stay in Wailea for Seniors

Best Areas: Wailea Beach, Makena

Why it’s perfect: Serene environments with easy access to medical facilities. Strolling paths along the beach and gardens. Relaxed pace suited for leisurely exploration.

Top Hotels: Fairmont Kea Lani, Andaz Maui at Wailea Resort, The Wailea Beach Resort - Marriott

Top Features: Accessible amenities, Gentle ocean waves, Wellness programs


💸 Where to Stay in Wailea on a Budget

Best Areas: South Kihei, Wailea

Why it’s perfect: Affordable eateries and shops within walking distance. Diverse accommodation options catering to budget-conscious travelers. Close proximity to free or low-cost beach activities.

Top Hotels: Days Inn by Wyndham Maui Oceanfront, Surfside Maui Hotel, Aston at Papakea Resort

Top Features: Value for money, Charming local vibe, Laid-back atmosphere


💎 Where to Stay in Wailea for Luxury

Best Areas: Wailea Beach, Makena

Why it’s perfect: Opulent resorts with world-class services and amenities. Access to exclusive experiences like private tours and curated dining. Beautiful beachfront properties with stunning landscaping.

Top Hotels: Four Seasons Resort Maui at Wailea, Hotel Wailea, Relais & Châteaux, The Ritz-Carlton, Kapalua

Top Features: Lavish spa services, Infinity pools, Gourmet restaurants


Where to Stay in Wailea - Quick Guide

Traveler Type Best Areas Top Features
Couples Wailea Beach, Makena Romantic views, Private cabanas, Secluded beaches
Family Wailea Beach, Keawakapu Beach Kids' clubs, Spacious suites, Easy beach access
Solo Wailea Point, South Kihei Cozy retreats, Local culture immersion, Convenient public transport
Seniors Wailea Beach, Makena Accessible amenities, Gentle ocean waves, Wellness programs
Budget South Kihei, Wailea Value for money, Charming local vibe, Laid-back atmosphere
Luxury Wailea Beach, Makena Lavish spa services, Infinity pools, Gourmet restaurants