Hotel Amenities

• Bellman Service
• Child Care or Referral
• Children's Pool
• Children's Program
• Concierge
• Condominium Available
• Elevator(s)
• Front Desk
• Gym/Fitness Center
• Honeymoon Amenity
• Housekeeping
• Ice Machine
• Kids 17 & Under Free in Room
• Security Service
• Shuttle Service
• Spa Services

Hotel Activities

• Activity Desk
• Adult's Pool
• Barbecue Facilities
• Beach
• Beach Services
• Cultural Activities
• Golf
• Jacuzzi
• Shopping
• Snorkeling
• Swim-up Bar
• Swimming Pool
• Tennis Court
• Waterslide

Room Amenities

• Air Conditioning
• Balcony or Patio
• Barbeque
• Bathrobe
• Bathtub
• Bottled Water in Room
• Ceiling Fan
• Climate Control
• Coffee/Tea Maker
• Cooking Utilities
• Cribs Available
• Desk
• Digital Key
• Dishwasher in Unit
• Flat Screen Television
• Free In-Room Wi-Fi
• Gourmet Kitchen
• HDTV
• Hairdryer
• Kitchen/Fully Equipped
• Kitchenette
• Microwave
• Private Bathroom
• Refrigerator
• Rollaway Bed
• Separate Bedroom
• Smart TV
• Smart Technology in Room
• Sofabed
• Stovetop
• Telephone
• Turndown Service
• Washer/Dryer
• Wireless Internet Access

Hotel Dining

Aloha Trick Pony - Poolside food truck; Botero Bar & Lounge - Sushi and cocktail lounge; Grotto Bar - Swim-up pool bar; Humuhumunukunukuapua'a - Fine-dining seafood; 'Ikena - Breakfast and brunch; Loulu - Grab and go local favorites; Olivine - Locally source Med-inspired cuisine; The Luau at Grand Wailea - Luau; Wailea Surf Haus - Poolside casual dining.

Nearby Attractions

Molokini Snorkeling, Lahaina ATV, Road to Hana Tour, Sunset Dinner Cruise, Submarine Adventure, Maui Pineapple Tour, Maui Ocean Center, Helicopter Tour, Haleakala Sunrise Tour, Maui Horseback-Riding Tour, Ziplining Tour, Butterfly Farm Tour, Kayak Tour, Rainforest Hiking Adventure Tour, Private Surf Lessons, Lahaina Adventure Park.

Trust your vacation planning to the experts. We’ve been planning unforgettable, one-of-a-kind vacation packages for 60 years. What’s more, our US-based travel advisors are passionate about travel, and are readily available to help you before, during and after your trip.

Book Hawaii with the Experts

• Voted Best Tour Operator Hawaii 15 Consecutive Years
• Lowest Hawaii Hotel Rates & Added Values at Oceanfront Resorts on 4 Islands
• Most Competitive Private Fares on Major Airlines to Hawaii & Inter Island Flights
• First Class & Premium Economy Seating Flight Options
• 60 Certified Hawaii Destination Specialist Reservations Agents
• 200+ Hotels, Condos, Villas & Private Homes on 6 Islands
• 900+ Hawaii Sightseeing Tours, Events & Luaus with Premium Seating
• NCL Hawaiian Islands Cruises Year-Round Honolulu & Pre/Post Stay Options
• Exclusive Hertz Check-In at Hawaii Airport Locations
• Fresh Flower Lei Greetings at Hawaii Airport Locations Available

 Best Price Guarantee

At Pleasant Holidays, you'll find our friendly, knowledgeable service is complemented by a commitment to providing our customers with great value. Which is why, if you find a lower price on the same vacation package elsewhere, we'll match it!

Vacations Your Way

We can help, whether you're planning a luxury getaway or travel on a shoestring budget, you're in the mood for romance or adventure, or you want to travel across the world or around the bend. From five-star resorts and all-inclusive options to villas and fully equipped condominiums with the conveniences of home, from adults-only-escapes to family-friendly getaways, from urban oasises to sprawling jungle resorts, your Pleasant Holidays vacation can be anything you want it to be.

The strength of our partnerships allows us to offer you greater value. Free nights, exclusive savings, free breakfast offers, free car rentals, room or car rental upgrades, and special amenities are possibilities. See our best offers here.

Everything You Need, All In One Place

We offer flights, hotels and vacation rentals, car rental and airport transfer options, cruises vacations and pre/post-cruise extensions, sightseeing tours and activities as well as travel protection – all in one place.

Bundle your vacation for lower pricing than when you purchase the individual components of your trip separately. That's because we negotiate special deals with our suppliers that help you save more.

Travel Planning for Groups of All Sizes

Whether you’re planning a friends’ getaway, family reunion or a destination wedding, we have the expertise and negotiating power to make your group travel a success.

Our Boutique Groups Services offer the benefits of booking as few as three rooms, while our Traditional Groups Department can navigate the travel needs for large-group events. Find out how we can help.

Extraordinary Cruise Experiences

Yes, we offer cruises too! Our varied cruise portfolio ensures that no matter what kind of experience you’re looking for, you'll find it! Cruise across the U.S. heartland on a paddlewheeler; sail around Tahiti aboard a yacht or a freighter; discover the wonders of Iceland, France's wine country, the Greek Isles or a host of glittering cities on a Europe river or ocean cruise; explore Alaska or the Caribbean on an ocean liner; or visit all four Hawaiian islands on an award-winning itinerary.

What's more, we can help you get the most from your vacation with our pre- and post-cruise extensions.