Luxury Hotel · Hawaii
Four Seasons Resort Maui at Wailea
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
Four Seasons Resort Maui at Wailea is a five-star oceanfront resort on Wailea Beach, on the sunny southwest coast of Maui.
The resort spreads over 15 oceanfront acres above Wailea Beach and is the only resort on the island with both a Forbes Five-Star and AAA Five Diamond rating. Its 383 rooms and suites are among the largest on Maui, with furnished lanais and views of the ocean, gardens, or Mount Haleakala. It has recently been refreshed.
Dining runs across four restaurants, led by Wolfgang Puck’s Spago, oceanfront Ferraro’s, the steak-and-seafood DUO, and the new sushi room KOMO, plus a Lobby Lounge with a nightly hula show. There is a spa and wellness center, an adults-only infinity pool, and two more pools.
It suits couples, gay or straight, on a honeymoon as much as families, helped by kids’ and teens’ programs. Kahului Airport is about 40 minutes north, and Haleakala and the Road to Hana are easy day trips.

Highlights
- Five-star oceanfront resort on Maui’s golden Wailea Beach
- Maui’s only Forbes Five-Star, AAA Five Diamond resort
- Four restaurants, including Wolfgang Puck’s Spago, and an adults-only pool
Accommodation
Deluxe Ocean View Room
Deluxe Ocean View Room come with a king bed or two queen beds with Four Seasons mattresses. State-of-the-art air purification systems refresh the airspace every 30 minutes, as well as HEPA filter devices. You can also opt for a Garden Side Room and a Mountainside Room.
Ocean View Prime Suite
Ocean View Prime Suites come with one or two-bedrooms. They give you direct views of the ocean and have spacious living area. The living area opens onto a private lanais with daybeds and chairs.
Deluxe Club Ocean View Rooms
Ideal for romantic trips, the Deluxe Club Ocean View Rooms are the most popular of the Club Ocean View Rooms category. They offer contemporary interiors, high ceilings and sweeping views of the ocean.
Three Bedroom Presidential Suite
The grandest suite delivers an unbeatable Maui experience for families and groups. The suite offers 180-degree ocean views and an outdoor lanai fronting the entire north wing. This is as luxurious as it gets in Hawaii.
Further information
Dining

There are four restaurants. Spago is Wolfgang Puck’s Maui room, a Forbes Four-Star spot blending Hawaiian and Californian cooking, while Ferraro’s is the only oceanfront open-air restaurant in Wailea, serving coastal Italian on the sand. DUO handles steaks and local seafood, and the new KOMO is a sushi room with twice-weekly shipments from Japan. The Lobby Lounge runs cocktails, a nightly hula show, and sunset torch lighting.
Wellness

The spa and wellness center has been rebuilt as part of the resort’s recent refresh, with 13 treatment rooms and oceanfront hales in the gardens, and a signature Lomi Mohala massage drawing on Hawaiian technique. There are three pools, including an adults-only infinity pool with cabanas, a fitness center, and tennis. Wailea Beach is calm and swimmable, with snorkeling off the sand and the wider Wailea coast for walks.
Activities

Wailea is one of the best bases on Maui for getting out. Three championship golf courses are minutes away, with tennis and pickleball at the resort, and catamaran trips run from the beach to Molokini Crater for some of the island’s best snorkeling. Further afield, there is the sunrise drive up Haleakala and the long, winding Road to Hana. For families, the resort runs Kids for All Seasons and Teens for All Seasons programs.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of traveling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first inquiry to homecoming. No call center, and nothing is charged until you decide to book.