Multi-generation  ·  Our shortlist

One trip.
Three generations.

Room for everyone, and a little apart.

What mattersThe hotelsQuestionsPlan Your Stay
Montage Los Cabos
Montage Los Cabos
What to look for

Space first. Then something for every age.

Three generations need bedrooms under one roof, a kitchen or a living room to gather in, and doors that close.

The kids need a club and a pool. The grandparents need a quiet place and an easy arrival. These eight do both.

The hotels

Where we’d send you.

Fairmont Heritage Place Mayakoba
01Riviera Maya · residences with pools

Fairmont Heritage Place Mayakoba

Eighteen three- and four-bedroom residences set apart from the main hotel, each with a kitchen, terrace and private pool; the ground-floor villa runs to 4,603 square feet and sleeps eight. You still have the resort’s spa, restaurants, golf course and a kids’ club for ages five to eleven.

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Montage Los Cabos
02Los Cabos · the Casas

Montage Los Cabos

Casa Twin Dolphin has four bedrooms and Casa Cardon five, with daily breakfast included for every guest. The Paintbox children’s program, three pools and walk-in snorkeling from the beach keep every age busy.

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Grace Bay Club
03Turks & Caicos · Grace Bay

Grace Bay Club

The Estate wing has residences up to four bedrooms, some at beach level with pools, and the complimentary KidsTown programme. Eleven acres on Grace Bay, fifteen minutes from the airport.

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The Ritz-Carlton Maui, Kapalua
04Maui · Kapalua

The Ritz-Carlton Maui, Kapalua

107 Residential Suites in one and two bedrooms come with kitchens, and the three-tiered pool has a separate children’s pool. Jean-Michel Cousteau’s Ambassadors of the Environment program is on site, and the Club Lounge serves food through the day.

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Fairmont Kea Lani
05Maui · Wailea

Fairmont Kea Lani

Every suite is a one-bedroom with a separate living room and lanai, and there is an Ohana Family Suite. For a larger group, the two- and three-bedroom oceanfront villas add a full kitchen and a private pool.

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Grand Wailea, A Waldorf Astoria Resort
06Maui · Wailea Beach

Grand Wailea, A Waldorf Astoria Resort

The kids take the Wailea Canyon pools, with slides, a lazy river and a Tarzan swing. The grandparents take the adults-only Hibiscus Pool and Kilolani, Hawai’i’s largest spa.

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Rosewood Mayakoba
07Riviera Maya · villas to six bedrooms

Rosewood Mayakoba

Fifteen villas of two to six bedrooms, plus the six-bedroom beachfront Founders Villa, between jungle, lagoon and beach. Every suite has 24-hour butler service, and El Camaleón golf is on the property.

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Oil Nut Bay
08Virgin Gorda · private peninsula

Oil Nut Bay

Villas run up to six bedrooms on 400 acres; Casino Royale has six suites and a bunk room, with a private chef included for part of the stay. Kids help tag turtles and meet the horses at the rescue barn; just know it is reached only by boat or helicopter.

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Fairmont Heritage Place Mayakoba
Fairmont Heritage Place Mayakoba
Montage Los Cabos
Montage Los Cabos
Grace Bay Club
Grace Bay Club
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
Fairmont Kea Lani
Fairmont Kea Lani
Grand Wailea, A Waldorf Astoria Resort
Grand Wailea, A Waldorf Astoria Resort
Rosewood Mayakoba
Rosewood Mayakoba
Oil Nut Bay
Oil Nut Bay
Fairmont Heritage Place Mayakoba
Fairmont Heritage Place Mayakoba
Montage Los Cabos
Montage Los Cabos
Grace Bay Club
Grace Bay Club
The Ritz-Carlton Maui, Kapalua
The Ritz-Carlton Maui, Kapalua
Plan it with us

Tell us who’s coming.

Ages, bedrooms, who needs the quiet room. Send us your dates and we’ll tell you which residence fits.

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Questions, answered.

What makes a hotel good for three generations?

Bedrooms under one roof, a shared living space, and something for each age: a kids’ club for the young ones and a quiet pool or spa for the grandparents. Every hotel on this list has multi-bedroom residences, villas or suites.

Which is best if the grandparents want quiet?

Grand Wailea has the adults-only Hibiscus Pool next to its family pools. At Fairmont Heritage Place Mayakoba the residences sit apart from the 401-room hotel.

Which has the easiest arrival?

Grace Bay Club is about fifteen minutes from Providenciales airport. Oil Nut Bay is the opposite: it is reached only by boat or helicopter.

Is the rate the same as booking direct?

Yes. You pay the hotel’s own rate. Booked through us, these hotels add their Virtuoso extras, such as daily breakfast for two per bedroom, a resort credit and an upgrade when available, confirmed in writing.

Do I pay you or the hotel?

You pay the hotel directly. We confirm availability, attach the extras in writing and hold the residence.

Amanyara, Turks & Caicos

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