Welcome to Kailua, a gem in Hawaii that shines with possibilities. With a wide selection of cottages to choose from, your perfect vacation is just a click away.

Wanting a relaxing retreat? When you stay in a cottage you get the perfect blend of luxury and nature. Our selection of cottages offer a range of amenities, including hot tubs, open fireplaces, and private gardens, ensuring an idyllic escape amidst breathtaking surroundings.

Find your ideal cottage in Kailua without breaking the bank. With options ranging from $74 to $6,232, indulge in luxury or opt for affordability. Notable amenities include {popular_amenities:1}.

Top Amenities: Kitchen or Kitchenette, Internet / Wifi, TV, Air conditioner and Parking

Points of Interest: Polynesian Cultural Center, Kualoa Ranch, Arizona Memorial, Halona Blowhole Lookout and Nu‘uanu Pali Lookout

Unlock the secrets of Kailua by booking your cottage now. Experience the diverse culture and scenery of Hawaii.

Top cottages in Kailua

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Beach nearby, sun loungers, beach towels
5.0
Outstanding(131 Reviews)
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Pool · Kitchen or Kitchenette · Air conditioner

This Cottage in Kailua, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Beach nearby, sun loungers, beach towels
5.0
Outstanding(123 Reviews)
Awesome Beachside Cottage Located Just Steps Away from Kailua Beach
Cottage
 in Kailua
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Nestled in Kailua, this Cottage is perfect for your next vacation. Enjoy Awesome Beachside Cottage Located Just Steps Away from Kailua Beach's top-rated amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beach nearby, sun loungers, beach towels
5.0
Outstanding(97 Reviews)
Charming Lanikai Cottage. Contact Owner for Availability and Custom Dates!
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette

This Cottage for $335 in Kailua, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Beach nearby, sun loungers, beach towels
4.7
Outstanding(113 Reviews)
Less than 1 min walk to Kailua Beach- NUC#90/BB -0013
Cottage
 in Kailua
5 guests · 2 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner

Looking for a Cottage in Kailua, this Cottage for $599 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Beachfront
On the beach, sun loungers, beach towels
5.0
Outstanding(75 Reviews)
BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
Cottage
 in Kailua
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Cottage in Kailua, for $423 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Beach
4.9
Outstanding(75 Reviews)
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Indulge in a peaceful retreat at Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage, our elegant Cottage in Kailua. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beach nearby, sun loungers, beach towels
4.8
Outstanding(74 Reviews)
Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
Cottage
 in Kailua
4 guests · 3 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Internet / Wifi

Indulge in a peaceful retreat at Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands., our elegant Cottage in Kailua. Enjoy amenities including Internet / Wifi, Laundry and Balcony or Patio, and more.

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On the beach, sun loungers, beach towels
4.8
Outstanding(67 Reviews)
Ocean View Guest Cottage - 1990/NUC-1797
Cottage
 in Kailua
4 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Internet / Wifi · Parking

Soak up the beauty of Kailua in our Cottage, Ocean View Guest Cottage - 1990/NUC-1797. With a range of amenities such as Dishwasher, Internet / Wifi and Laundry, you'll feel right at home.

$$$$
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Beachfront
Outdoor dining
4.9
Outstanding(54 Reviews)
licensed NUC no 90/TVU-0326 Serenity Beachfront Cottage
Cottage
 in Kailua
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Kailua? This Cottage offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Sun loungers, beach towels
5.0
Outstanding(55 Reviews)
Footsteps to Hawaii's Best Beach
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This inviting Cottage in Kailua can fit your needs for many types of vacations, at $219 per night.

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Beach nearby, beach towels
4.7
Outstanding(56 Reviews)
Little Yellow Cottage: Steps to Lanikai Beach
Cottage
 in Kailua
4 guests · 2 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Kailua? Look no further than our Cottage, Little Yellow Cottage: Steps to Lanikai Beach. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Sun loungers, beach towels
4.8
Outstanding(51 Reviews)
Quaint Lanikai Cottage! Such a gem!
Cottage
 in Kailua
5 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Most favorited

Enjoy the best of Kailua in our Cottage, Quaint Lanikai Cottage! Such a gem!. A stunning property with amenities including Dishwasher, Internet / Wifi and Laundry, and more.

$$$$
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Cottages with a kitchen in Kailua

Sun loungers, beach towels
5.0
Outstanding(43 Reviews)
Footsteps to Hawaii's Best Beach
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a memorable stay in Kailua? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$
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Beachfront
On the beach, sun loungers, beach towels
4.3
Excellent(34 Reviews)
Beachfront Plantation Cottage - 3sqm / 2sqm House - Kailua Beach
Cottage
 in Kailua
7 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Internet / Wifi

This inviting Cottage in Kailua can fit your needs for many types of vacations, at $638 per night.

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Beach nearby
5.0
Outstanding(12 Reviews)
Beautiful Beachside Bungalow
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Pool · Kitchen or Kitchenette · Air conditioner

This attractive Cottage in Kailua, $600 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Sun loungers
4.8
Outstanding(13 Reviews)
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Cottage
 in Kailua
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette

Experience vacation in Kailua with our Cottage, Kailua Palms Guest House with Pool and Views! Parking and wi-fi included. Enjoy amenities such as Dishwasher, Internet / Wifi and Laundry, and more.

$$$$
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Beach nearby, sun loungers, beach towels
5.0
Outstanding(3 Reviews)
Cozy 2 Bedroom Cottage - Steps from the Beach
Cottage
 in Kailua
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for a memorable stay in Kailua? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$
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Beach nearby
5.0
Outstanding(3 Reviews)
Charming Hale Mokolea in Lanikai –2BR, 2BA, Full Kitchen
Cottage
 in Kailua
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Pets allowed

Cottage in Kailua, for $279 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Beach
Sunshine Cottage just steps to Kailua beach
Cottage
 in Kailua
2 guests · 2 bedrooms · 1 bath
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Kailua, at $293 per night for your next great vacation.

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TV, books
Cottage to relax & enjoy Hawaii
Cottage
 in Kailua
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen or Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Kailua at Cottage to relax & enjoy Hawaii for $316 for your next trip.

$$$$
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Interior
Charming Beach Cottage
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Kitchen or Kitchenette · Internet / Wifi · Parking

Looking for the perfect place to call home during your trip to Kailua? This Cottage offers a comfort and style with top-notch amenities, including Internet / Wifi, Laundry and Kitchen or Kitchenette, and more.

$$$$
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Smart TV
5.0
Outstanding(1 Review)
Kaikea Modern 1Ba Lanikai Cottage: Stylish & Private - 5 Min from Lanikai Beach
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Experience the best of Kailua with this Cottage available for $212. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beach nearby
5.0
Outstanding(1 Review)
World Famous Kailua Beach Charming Cottage
Cottage
 in Kailua
2 guests · 1 bedroom · 1 bath
Pool · Kitchen or Kitchenette · Air conditioner

Experience the best of Kailua with this Cottage available for $103. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beach nearby, beach towels
5.0
Outstanding(1 Review)
Kailua Beach Cottage with A/C
Cottage
 in Kailua
2 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

This Cottage in Kailua, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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