An aerial view of a coastal town with clear turquoise waters, two prominent islands, and lush green hills.

Search Chalets in Kailua from CA $233

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18
No exact matches found, but these alternatives could be just right

Recommended hotels in Kailua

Family Cottage, Ocean View | Street view

Gods Peace Of Maui

Gods Peace Of Maui
2.0 star property
Makawao
8.8 out of 10, Excellent, (123 reviews)
"Everything is exactly as described. Completely quiet and very peaceful"
United States
Brandi
The price is CA $236
CA $280 total
includes taxes & fees
Jul 7 - Jul 8
Gods Peace Of Maui
Comfort Studio (Central K)

Yonegan Central Maui Getaways

Yonegan Central Maui Getaways
2.0 star property
Wailuku
8.0 out of 10, Very good, (107 reviews)
"The staff was quick with communication about the check-in process and late check-out requests. I just hope they clean outside the rooms so it feels welcoming."
United States
ROWENA
The price is CA $108
CA $233 total
includes taxes & fees
Jun 24 - Jun 25
Yonegan Central Maui Getaways
2 outdoor pools

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
Hana Town Center
9.0 out of 10, Wonderful, (1,000 reviews)
"Would have loved to stay longer."
United States
Cameron
The price is CA $480
CA $645 total
includes taxes & fees
Jul 4 - Jul 5
Hana-Maui Resort, a Destination by Hyatt Residence
Property grounds

North shore Maui ocean view B and B room 3

North shore Maui ocean view B and B room 3
Haiku-Pauwela
10.0 out of 10, Exceptional, (198 reviews)
"This place is so charming and has beautiful ocean views. It is spotless and super well organized. Linens and towels were all very nice quality. And the included breakfast is convenient and would appeal to everyone. We were in Room 3 which is so pretty. Highly recommend this place."
United States
Lawrence A
The price is CA $255
CA $338 total
includes taxes & fees
Jun 25 - Jun 26
North shore Maui ocean view B and B room 3
Interior

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!

Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
Hana
10.0 out of 10, Exceptional, (515 reviews)
"Beautiful place. Excellent host. "
United States
Darryl S.
The price is CA $350
CA $627 total
includes taxes & fees
Jul 13 - Jul 14
Paradise: Ocean View Cottage Solar Power Tropical Flower Gardens - 10% off JULY!
1 bedroom, iron/ironing board, travel crib, free WiFi

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (455 reviews)
"Great place to stay while exploring Hana"
Canada
Igor G.
The price is CA $276
CA $549 total
includes taxes & fees
Jul 10 - Jul 11
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Outdoor dining

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (439 reviews)
"Great stay thanks! "
United States
Stephanie C.
The price is CA $276
CA $578 total
includes taxes & fees
Jul 10 - Jul 11
Fisher's Hana Bay Hale, Across from Hana Bay
Aerial view

Maui Seaside Hotel

Maui Seaside Hotel
3.0 star property
Kahului
8.8 out of 10, Excellent, (1,470 reviews)
"Great views, and proximity to airport. Shuttle service to airport was very helpful."
United States
Manoj
The price is CA $295
CA $393 total
includes taxes & fees
Jul 3 - Jul 4
Maui Seaside Hotel
Smart TV

JJs Hāna Hale - Farm House

JJs Hāna Hale - Farm House
Kaʻeleku
10.0 out of 10, Exceptional, (153 reviews)
"Seriously, this was such an amazing place to stay! The lodging itself was great with plenty of room, WiFi, refrigerator, oven, laundry, etc. But the real joy was the property itself and all the animals! There are chickens, geese, ducks, goats, dogs, horses, cows, a pig, a mule, etc. So unique and amazing."
United States
John
The price is CA $369
CA $589 total
includes taxes & fees
Jul 4 - Jul 5
JJs Hāna Hale - Farm House
Exterior detail

Yonegan Maui Getaways - Haiku - Unit 3

Yonegan Maui Getaways - Haiku - Unit 3
Haiku-Pauwela
9.0 out of 10, Wonderful, (21 reviews)
"Perfect getaway for an island vacation if your not planning on staying in just your room. Made breakfast every morning close to beaches, turtles and shops"
United States
Jeremiah J.
The price is CA $174
CA $444 total
includes taxes & fees
Jun 30 - Jul 1
Yonegan Maui Getaways - Haiku - Unit 3
Exterior

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (10 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $156
CA $488 total
includes taxes & fees
Jul 6 - Jul 7
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Exterior

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (212 reviews)
"Great location near Paia shops and short walk to Mama's Fish House, & beach. Enjoyed our stay at Kuau Plaza. The condo was just as described and pictured. Nicely furnished & decorated. Comfy bed, everything you could need in the kitchen, nice bathroom...all looked brand new! Although right next to the road, we barely heard the traffic. We would stay here again."
United States
Kimberly
The price is CA $262
CA $634 total
includes taxes & fees
Jul 16 - Jul 17
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
View from room

Paia Inn

Paia Inn
3.5 star property
Paia
9.0 out of 10, Wonderful, (395 reviews)
"Great location! Such a cute inn with so many outdoor opportunities. Fire pits, beach access, outside dining, and more!"
United States
Andrea
The price is CA $317
CA $421 total
includes taxes & fees
Jun 24 - Jun 25
Paia Inn
Outdoor dining

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is CA $296
CA $856 total
includes taxes & fees
Jun 25 - Jun 26
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
Outdoor dining

North shore Maui B and B room 1.

North shore Maui B and B room 1.
Haiku
10.0 out of 10, Exceptional, (125 reviews)
"Loved how the outdoors was so accessible from the room and the eating area lanai."
United States
Mary L.
The price is CA $323
CA $429 total
includes taxes & fees
Jul 8 - Jul 9
North shore Maui B and B room 1.
View from property

Kohea Kai Hotel Maui

Kohea Kai Hotel Maui
3.0 star property
North Kihei
8.6 out of 10, Excellent, (981 reviews)
"The place was great!! And Leno (not sure I'm spelling it right) at the front office was absolutely amazing!!!"
United States
Brian
The price is CA $205
CA $285 total
includes taxes & fees
Jul 7 - Jul 8
Kohea Kai Hotel Maui
Property grounds

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (29 reviews)
"Nice place"
Canada
PC SHOP
The price is CA $215
CA $664 total
includes taxes & fees
Jun 25 - Jun 26
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Outdoor dining

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana Town Center
9.4 out of 10, Exceptional, (158 reviews)
"The host communicated clearly and the accommodations were exactly what we were looking for. "
United States
Angie F.
The price is CA $325
CA $737 total
includes taxes & fees
Jul 1 - Jul 2
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Exterior

Yonegan Maui Getaways - Haiku - Unit 4

Yonegan Maui Getaways - Haiku - Unit 4
Haiku
9.0 out of 10, Wonderful, (21 reviews)
"Great location for driving the Road to Hana."
United States
Lisa
The price is CA $216
CA $491 total
includes taxes & fees
Jun 25 - Jun 26
Yonegan Maui Getaways - Haiku - Unit 4
Standard Cottage, 1 Bedroom, Ocean View | Terrace/patio

Nona Lani Cottages

Nona Lani Cottages
3.0 star property
North Kihei
9.4 out of 10, Exceptional, (192 reviews)
"Family oriented and extremely friendly"
United States
Leonard
The price is CA $285
CA $516 total
includes taxes & fees
Jun 25 - Jun 26
Nona Lani Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kailua Hotel Reviews

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Staff was lovely! Food amazing at the cafe and pool bar. Room was very clean. Have stayed here twice and both times were amazing!"
Leah 8-night trip
Posted 7 hours ago
Maui Coast Hotel

Find out more about Kailua

Kailua Chalets information

Number of reviews
10,353
Accommodation
0 Chalets
Lowest Price
CA $233
Highest Price
CA $850

Explore a world of travel with Expedia