Hotel
9.5(55 Reviews)
Private Beach
Oceanfront
Breakfast
EV Charge Station
US $767/Night
Windward stays by Sonder
Windward, one city at a time.
Sonder Windward Places to Stay
Browse stays across Windward by city and neighborhood, from downtown blocks to quieter corners, and settle into the one that fits your trip.
Regions of Windward
Corners of Windward worth settling into.
Every region keeps its own pace. Browse the areas of Windward where Sonder has stays, then narrow down to the city you want to wake up in.
Windward by stay type
Find the right kind of stay.
From boutique hotels in the middle of everything to apartment-style stays built for settling in, browse Windward by the kind of place that fits your trip.
Windward stays
9.5
10.0
9.7
9.0
Rooms with a view of the Windward you came for.
A curated edit of apartment-style stays and boutique hotels across Windward, so you can see the range before you narrow down.
9.5
US $2,585/Night
US $994/Night
US $921/Night
Apartment
1 Bedroom
4 Guests
Parking
Balcony/Terrace
Air Conditioner
Internet
Unlock the Best Price
US $621/Night
Villa
10.0(1 Review)
4 Bedrooms
6 Guests
- Parking
Pool- Balcony/Terrace
- Air Conditioner
US $1,185/Night
US $2,350/Night
Hotel
9.7(22 Reviews)
- Private Beach
- Oceanfront
- Breakfast
- EV Charge Station
US $1,386/Night
US $2,291/Night
Aparthotels in Windward
Over 6+ Apartment-Style Stays with Hotel Comfort in Windward
US $1,301/Night
US $628/Night
Apartment
9.0(31 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
Ocean View- Balcony/Terrace
US $287/Night
US $1,065/Night
US $2,287/Night
Good to know
Windward travel questions, answered.
Quick answers to the questions travelers ask most.
01 / 01
How many Boutique Hotels, Aparthotels, and Urban Apartments are available in Windward?
Sonder™ regularly updates its listings to offer a diverse selection of accommodations, each with clear details on family amenities. Currently, there are over 65 active properties listed by Sonder in 2026 in the Windward area, with new additions daily. By aggregating listings from various websites and travel providers, Sonder delivers a vast array of top places to stay that are perfect for families visiting Windward.
Sonder™ regularly updates its listings to offer a diverse selection of accommodations, each with clear details on family amenities. Currently, there are over 65 active properties listed by Sonder in 2026 in the Windward area, with new additions daily. By aggregating listings from various websites and travel providers, Sonder delivers a vast array of top places to stay that are perfect for families visiting Windward.
