Vacation Rentals & Apartments in Kailua

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Match: Shared outdoor pool (heated) Freezer

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Price per night from

$2,381

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1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$142

Spacious 3-Bedroom, 2-Bath Apartment with Kitchen and AC

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$242

*Affordable Island Getaway with private yard *

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$161

Island Style Homebase * 2 bedroom * 1 bath * AC* full kitchen *Washer/Dryer

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$197

Unique Apartment in excellent location * close to Kailua beach & town

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$149

Suite By the Sea - a bright and sparkling Apartment

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$137

*Beautiful and Cheerful Hale Mokolea in Lanikai*

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$245

*A place of peace, where heaven meets the ocean*

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$594

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$186

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$171

Steps to the beach * upstairs Apartment with 3 bedrooms & 2 bath* AC

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$284

* SPRING SPECIAL * Delightful & Spacious * 2 bedroom * 2 bath Apartment *AC

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$233

Stylish 1-Bedroom Apartment with AC* Just Moments from Kailua Beach

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$149

Private Beachlane House with 2 bedrooms * AC

Kailua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$359

“You will be very happy you stayed here” We are very experienced travelers and also rent our vacation home so have a perspective on both sides of this equation. We are a family of four with two teenage daughters (ages 14 and 13 at time of the stay). If you rent from Patty you will be very happy you made the decision. 1) Hosts - Patty was so welcoming, friendly and helpful without ever being intrusive. She was a wealth of knowledge and was so willing to share her insights to ensure we hit the best spots at the right times to ensure a great experience. 2) Apartment - The pictures are very accurate so you really get what you see. The apartment has very "homey" feeling. The decor is local and tasteful, the kitchen fully equipped. The Lanai had really nice breezes and sunrises. It also had hooks which came in handy when drying things. While we didn't watch much TV there were plenty of options (cable, netflix, pandora) as well as a small stereo system. There were games to play, books to read (including several on Hawaii that we loved), and the all-important washer/dryer. 3) The Stuff - One of the things we loved about the apartment was the plethora recreational toys at our disposal. Beach chairs, umbrellas, boogie boards, snorkels, masks, coolers, sup's, Kayaks, bikes, etc. If you needed it, they had it which was huge for a family that spent everyday on the ridiculously nice beaches a short drive away. 4) The Location - Check it out on the map. It sits just above town in a neighborhood. It is not walking distance from the beach or town but a 5 minute drive (and free street parking) gets you there before you know it. It is walking distance to a great yoga co-op (Aloha Yoga Kula) which we went to several times and loved. Some may want to be closer to the action but we found the location close enough. All in all, this is a fantastic rental and we thought a great value. The personal touch offered by Patty puts it over the top. Do yourself a favor and book it before someone else does!

1 of 2 match: Shared outdoor pool (heated), Freezer

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Price per night from

$236

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$224

Nancy's Kailua Cottage Makai

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Freezer

1 of 2 filters match

Price per night from

$224

Great rentals within 20 miles that match your search

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$155

“Location, Location, Location!” The condo is just a short walk to the beach which we enjoyed daily. It's close to many great restaurants offering a variety of cuisines. We caught the bus right outside the door for travel to all of our sightseeing destinations. With a grocery store just a few blocks away we had easy access to the things we needed to prepare most of our meals in the kitchen. We loved having breakfast and coffee out on the lanai each morning looking out at the ocean view. The condo was clean and comfortable. The manager was quick to respond. We look forward to going back!

Responds fast! avg. 1 hour 47 minutes

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$184

“Beautiful Waikiki” Great location, central waikiki, close to everything, beaches, restaurants, grocery shopping, entertainmwnt. The most beautiful view from the large lanai, beach chairs, boogie boards. Very quiet unit on the 30th floor. LOVE the warm water pool. Definitely want to come back soon and stay longer.

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$195

Premium Studio Panoramic Views

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 19 minutes

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$167

Premium 3 bedroom OV at Royal Garden. Minimum rental 2 nights.

Honolulu apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 19 minutes

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$912

Responds fast! avg. 1 hour 55 minutes

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$205

ILIKAI 19th FL Fireworks OCEAN VIEW - GREAT VALUE!

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$217

Waikiki Beach Resort

Honolulu house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 1 hour 7 minutes

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$3,441

Ultimate High Rise Condo! Amazing Views!

Honolulu condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Fabulous location and accommodation” Our family of four - two adults, one 13y/o and one 17y/o - stayed here for 9 nights. We thought the location was perfect, it was a little quieter down that end of the beach, but still only a 10 minute walk to main restaurants and shopping. The apartment was immaculately clean and modern with plenty of space for us all - 17 y/o slept on the sofa bed and was more than happy. The kitchen is spacious with great facilities, it was also stocked with all the basic cooking supplies which was a nice touch! I miss waking up to the fabulous views... we will definitely be back!

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$454

2 Adjoining Suites -- POSH AND LAVISH -- Direct Ocean Views

Honolulu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$798

2 Adjoining Suites --- POSH AND LAVISH --- Direct Ocean Views

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$798

Sweeping View Waikiki 2BR w/Ocean and Mountain View!

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (heated) Freezer

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Price per night from

$287

Hilton Lagoon Tower

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$667

Hilton Lagoon Tower

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$903

Hilton Lagoon Tower

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$916

Waikiki Banyan Corner Unit - Beautiful Ocean View

Kahala condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Freezer

All filters match

Price per night from

$171

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