Compare Kailua Cottage Rentals

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Featured Kailua Cottages

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Hana HI
$348 nightly
The price is $405 total per night
$405 total
Nov 25 - Nov 26
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Rustic yet modern Upcountry retreat with breathtaking views!

Rustic yet modern Upcountry retreat with breathtaking views!

Makawao HI
At this cottage, guests have access to an outdoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku

Haiku-Pauwela HI
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Secluded cottage on Tropical flower farm

Secluded cottage on Tropical flower farm

Hana HI
$477 nightly
The price is $555 total per night
$555 total
Nov 28 - Nov 29
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Outdoor Space
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town.

Hana HI
At this cottage, guests have access to laundry facilities, local meal delivery service, and barbecue grills.
Kitchen
Washer
Great location between Hana Town and Hamoa Beach, private, family-friendly

Great location between Hana Town and Hamoa Beach, private, family-friendly

Hana HI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL

★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL

Haiku HI
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Pool
Hot Tub
HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Haiku-Pauwela HI
Guests staying at this cottage enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Evergreen Cottage @ Maui Adventure Villa

Evergreen Cottage @ Maui Adventure Villa

Haiku-Pauwela HI
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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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.

Hotel Options in Kailua

    Maui Coast Hotel

    Maui Coast Hotel

    2259 S Kihei Rd Kihei HI
    $245 nightly
    The price is $289 total per night from Dec 9 to Dec 10
    $289 total
    Dec 9 - Dec 10
    Total with taxes and fees
    9.4/10 Exceptional! (2,277 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave Kahului HI
    $223 nightly
    The price is $263 total per night from Nov 30 to Dec 1
    $263 total
    Nov 30 - Dec 1
    Total with taxes and fees
    8.8/10 Excellent! (1,174 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue Kahului HI
    $206 nightly
    The price is $243 total per night from Nov 30 to Dec 1
    $243 total
    Nov 30 - Dec 1
    Total with taxes and fees
    7.2/10 Good! (1,103 reviews)

Cottages

Book a cottage in Kailua
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Kailua. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Kailua better.

Cottage apartments in Kailua range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Kailua
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Kailua and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Kailua cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Kailua. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Kailua Cottages essential information

Accommodation
46 Cottages
Lowest Price
$243
Highest Price
$555
Popular accommodation
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Rustic yet modern Upcountry retreat with breathtaking views!, HOOKIPA BAYVIEW COTTAGE Private, Romantic Maui Cottage, in Haiku, Secluded cottage on Tropical flower farm, AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAY. 5-minute walk to beaches and town., Great location between Hana Town and Hamoa Beach, private, family-friendly , ★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL, HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004, Evergreen Cottage @ Maui Adventure Villa