Compare Kailua Cottage Rentals

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Featured Cottages in Kailua

An Absolute, Perfect Paradise and Affordable

An Absolute, Perfect Paradise and Affordable

Hauula HI
Guests of this cottage enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this beach cottage include a garden and barbecue grills.
Pool
Kitchen
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!

Kailua HI
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.
Kitchen
Washer
Breathtaking Ocean Views Beach Cottage

Breathtaking Ocean Views Beach Cottage

Hauula HI
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Pool
Kitchen
Seaside Paradise

Seaside Paradise

Hauula HI
Guests of this cottage enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this beach cottage include barbecue grills and a garden.
Pool
Kitchen
Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760

Kailua HI
Guests staying at this cottage enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this beach cottage include laundry facilities and barbecue grills.
Pool
Hot Tub
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach

Newly-upgraded home with Diamond Head views - walk to Waikiki Beach

Honolulu HI
Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and a garden.
Kitchen
Washer
Sunny Hawaii BeachFront Property

Sunny Hawaii BeachFront Property

Ewa Beach HI
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Charming Lanikai Cottage. Close to beach, A/C, parking.

Charming Lanikai Cottage. Close to beach, A/C, parking.

Kailua HI
This cottage features a water park and a garden.
Kitchen
Free WiFi
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

3 out of 5
Kailua 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

    Sheraton Waikiki Beach Resort

    Sheraton Waikiki Beach Resort

    2255 Kalakaua Ave Honolulu HI
    $601 nightly
    The price is $713 total per night from Jan 25 to Jan 26
    $713 total
    Jan 25 - Jan 26, 2026
    Total with taxes and fees
    9/10 Wonderful! (2,821 reviews)
    Waikiki Beach Marriott Resort & Spa

    Waikiki Beach Marriott Resort & Spa

    2552 Kalakaua Ave Honolulu HI
    $270 nightly
    The price is $320 total per night from Jan 4 to Jan 5
    $320 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,689 reviews)
    Waikiki Resort Hotel

    Waikiki Resort Hotel

    2460 Koa Avenue Honolulu HI
    $203 nightly
    The price is $241 total per night from Jan 26 to Jan 27
    $241 total
    Jan 26 - Jan 27, 2026
    Total with taxes and fees
    8.4/10 Very Good! (2,817 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
38 Cottages
Lowest Price
$241
Highest Price
$713
Popular accommodation
An Absolute, Perfect Paradise and Affordable, Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!, Breathtaking Ocean Views Beach Cottage, Seaside Paradise, Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760, Newly-upgraded home with Diamond Head views - walk to Waikiki Beach, Sunny Hawaii BeachFront Property, Charming Lanikai Cottage. Close to beach, A/C, parking., Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage

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