Chalets in Hawaii,

Search among 3236 available chalets in Hawaii from 50+ providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
1Filter & Sort
View map
2021-2040 out of 3236
❤Pih❤ Mauna Kea Magic ~ Private Pool Spa Detached Ohana SuiteHoliday home
FromC$ 1 717 /nightSelect
Maui Sunset A514Holiday home
7.0
Very good1 total review
our site & Booking.com
Select
Pacific Shores A304 - Pacsa304 Updated 2Bd Condo W Ac Near KamaoHoliday home
7.0
Very good1 total review
our site & Booking.com
Select
❤Pih❤ Hoku Lani House Heated Private Pool Spa Hapuna Park WaterslideHoliday home
FromC$ 1 717 /nightSelect
❤Pih❤ Big Island Oasis Family Fun Free 2026 Hilton Passes Ping Pong BikesHoliday home
Select
Keauhou Estates Hale Kuhinanui WayHoliday home
FromC$ 628 /nightSelect
Kuleana Club #715 Oceanfront - 1 Bedroom & 1 Bathroom - 2Nd FloorHoliday home
10.0
Perfect1 total review
our site & Booking.com
Select
Kuleana Club #611 Oceanfront - 1 Bedroom & 1 Bathroom - Gated 2Nd FlHoliday home
10.0
Perfect1 total review
our site & Booking.com
Select
Kuleana Club #511 - Ocean View -1 Bedroom 1 Bathroom - 2Nd FloorHoliday home
9.0
Perfect3 total reviews
our site & Booking.com
Select
Kuleana Club #319 - Ocean View -1 Bedroom & 1 Bathroom - 3Rd FloorHoliday home
7.0
Very good1 total review
our site & Booking.com
Select
Kuleana Club #721 Oceanfront - 1 Bedroom & 1 Bathroom - 3Rd FloorHoliday home
Select
Kuleana Club #710 Oceanfront -1 Bedroom & 1 Bathroom - 2Nd FloorHoliday home
FromC$ 391 /nightSelect
Kuleana Club #615 Oceanfront - 1 Bedroom & 1 Bathroom - Gated 2Nd FlHoliday home
Select
Kuleana Club #606 Oceanfront -1Bedroom & 1 Bathroom - GatedHoliday home
Select
Kuleana Club #410 Oceanfront 1 Bedroom 1 Bathroom - Gated 2Nd FlHoliday home
10.0
Perfect2 total reviews
our site & Booking.com
FromC$ 500 /nightSelect
Kuleana Club #315 - Ocean View - 1 Bedroom 1 Bathroom - 2Nd FloorHoliday home
Select
Kuleana Club #707 Oceanfront - 1 Bedroom & 1 Bathroom - Ground FloorHoliday home
Select
Kuleana Club #701 Oceanfront - 1 Bedroom 1 Bathroom - Ground FloorHoliday home
Select
Kuleana Club #619 Oceanfront - 1 Bedroom & 1 Bathroom - Gated 3Rd FlHoliday home
9.0
Perfect1 total review
our site & Booking.com
Select
Kuleana Club #608 Oceanfront - 1 Bedroom 1 Bathroom - GatedHoliday home
7.0
Very good1 total review
our site & Booking.com
Select
Show more

Themes