Vacation Rentals & Apartments in Kailua

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Nancy's Kailua Cottage Makai

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$224

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

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Price per night from

$224

“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!

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Price per night from

$236

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$2,382

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$171

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Price per night from

$186

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Cozy Beachtown Getaway

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Freezer, Linen provided

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Price per night from

$92

Perfect Beachtown Retreat

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$130

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

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$197

*Beautiful and Cheerful Hale Mokolea in Lanikai*

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$245

Suite By the Sea - a bright and sparkling Apartment

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$137

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

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$149

*Affordable Island Getaway with private yard *

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$161

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

Kailua house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$594

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$142

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

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$242

Responds fast! avg. 2 hours 7 minutes

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$350

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$5,430

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

Kailua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$233

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

Kailua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$149

Private Beachlane House with 2 bedrooms * AC

Kailua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$359

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

Kailua apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$284

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$321

“"Lovely"” We stayed at Suite Aloha in September for 11 days. The room was spacious, airy and very comfortable. There was a huge ceiling fan to cool the entire room throughout the day and night. We were awakened by the sweet fragrance of plumeria as it floated through the windows every morning. Lovely! Sabine thought of everything to make our stay comfortable. We were welcomed with fresh fruit and a Beautiful arrangement of fresh Hawaiian flowers. There were beach items available for us to use including a beach umbrella, chairs, mats and beach bag. The location was ideal. We could easily walk to Kailua Beach or to Kailua town. Kailua town has plenty of upscale shops and restaurants. There was even a brand new Target there. We would definitely stay there again. It was lovely!

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Price per night from

$108

Sheffield Studio Walk to Kailua Beach or Town

Kailua b&b

  • 1 bathroom
  • sleeps 2

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Price per night from

$275

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$5,700

Lanikai Beachfront - Sunrise over the Mokulua Islands - SPECTACULAR!

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$919

* Marbella Lane - Sunshine Seascape | Ocean View

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 10 minutes

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Price per night from

$172

Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.

Kailua house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Freezer, Linen provided

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Price per night from

$1,596

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Freezer, Linen provided

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Price per night from

$3,603

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Freezer, Linen provided

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Price per night from

$1,603

Makani Moana - Lanikai; w/spectacular views of the Mokulua Islands; AC

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$753

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Freezer, Linen provided

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Price per night from

$656

Kailua Beachfront~private~newly renovated home w/stunning views & spa

Kailua house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$1,056

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

Kailua house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Freezer, Linen provided

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Price per night from

$653

Great rentals within 20 miles that match your search

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$155

Ilikai Marina 780 Ocean Front Corner 2 X the View!

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect modern condo with breathtaking views!” Our stay at # 780 couldn't have been better. The condo is just beautiful with everything you need right there. The location is fabulous, and Janna is the perfect owner/hostess. She answered all of our questions straight away, and was available at any time if we needed her. The decor is beautiful and clean, and the condo is equipped with everything you need, although with so many wonderful restaurants close by we hardly used the fully equipped kitchen. The views are to die for, with magnificent sunsets every night and front row seats for the Friday nights fireworks. We used the Ilikai Hotel Tour desk for booking our tours and there were passes for the hotel pool which we used when we didn't swim in the ocean. I would most definitely stay there again and have recommended it to my friends.

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Price per night from

$261

Ocean Front New Modern 1 Bdr Ilikai Hotel

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great stay at the Ilikai” Perfect for a couple and nice and modern! Location was great with the Hilton right next door and the trolleys right out the front.

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Price per night from

$167

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