Compare Kailua Cottage Rentals

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Featured Kailua Cottages

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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
    $327 nightly
    The price is $388 total per night from Feb 10 to Feb 11
    $388 total
    Feb 10 - Feb 11
    Total with taxes and fees
    9.4/10 Exceptional! (2,420 reviews)
    Maui Seaside Hotel

    Maui Seaside Hotel

    100 W Kaahumanu Ave Kahului HI
    $262 nightly
    The price is $311 total per night from Feb 3 to Feb 4
    $311 total
    Feb 3 - Feb 4
    Total with taxes and fees
    8.8/10 Excellent! (1,235 reviews)
    Maui Beach Hotel

    Maui Beach Hotel

    170 W Kaahumanu Avenue Kahului HI
    $232 nightly
    The price is $275 total per night from Feb 2 to Feb 3
    $275 total
    Feb 2 - Feb 3
    Total with taxes and fees
    7.2/10 Good! (1,163 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
43 Cottages
Lowest Price
$275
Highest Price
$561
Popular accommodation
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath, Rustic yet modern Upcountry retreat with breathtaking views!, 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, Evergreen Cottage @ Maui Adventure Villa, Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui, Private Modern 1BR/1BA Tropical Kihei Maui Cottage by the Beach