Vacation Rentals & Apartments in Kailua

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Match: Shared outdoor pool (heated) Fridge

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Price per night from

$2,387

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Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$5,430

Responds fast! avg. 2 hours 7 minutes

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

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Price per night from

$350

*Beautiful and Cheerful Hale Mokolea in Lanikai*

Kailua cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$245

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), Fridge

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Price per night from

$242

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

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Price per night from

$142

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), Fridge

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Price per night from

$197

* Private & Charming Studio * AC * strong WIFi *

Kailua studio

  • Studio
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$93

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), Fridge

1 of 2 filters match

Price per night from

$149

*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), Fridge

1 of 2 filters match

Price per night from

$593

*Affordable Island Getaway with private yard *

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$161

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), Fridge

1 of 2 filters match

Price per night from

$137

“"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!

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

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Price per night from

$108

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

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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), Fridge

1 of 2 filters match

Price per night from

$171

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

1 of 2 filters match

Price per night from

$320

Sheffield Studio Walk to Kailua Beach or Town

Kailua b&b

  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$274

Lanikai Beachfront - Sunrise over the Mokulua Islands - SPECTACULAR!

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$919

Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$5,700

Private Beachlane House with 2 bedrooms * AC

Kailua house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

1 of 2 filters match

Price per night from

$359

* 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), Fridge

1 of 2 filters match

Price per night from

$233

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), Fridge

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Price per night from

$284

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), Fridge

1 of 2 filters match

Price per night from

$149

* Marbella Lane - Sunshine Seascape | Ocean View

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 10 minutes

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

1 of 2 filters match

Price per night from

$172

“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), Fridge

1 of 2 filters match

Price per night from

$236

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

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

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), Fridge

1 of 2 filters match

Price per night from

$224

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: Shared outdoor pool (heated), Fridge

1 of 2 filters match

Price per night from

$653

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

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

1 of 2 filters match

Price per night from

$1,056

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

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

1 of 2 filters match

Price per night from

$753

Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$406

Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$3,603

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: Shared outdoor pool (heated), Fridge

1 of 2 filters match

Price per night from

$1,596

Responds fast! avg. 2 hours 7 minutes

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

1 of 2 filters match

Price per night from

$1,603

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) Fridge

All filters match

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 52 minutes

Match: Shared outdoor pool (heated) Fridge

All filters match

Price per night from

$184

Ilikai Collection # 2. Beachfront Condo with ocean views from every room!

Honolulu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful, clean, spacious condo with amazing views and location” My husband and I stayed in this condo with our 2 boys as well as his parents. We found that we had lots of room for all of us. The unobstructed views from the 2 lanais were absolutely beautiful. The pictures do not do it justice. The kitchen was well stocked and we had more than enough towels and linens. ( bring your own beach towel though or buy some for a souvenir) Our boys enjoyed using the snorkelling gear. The double beds were a touch hard for my tastes but comfortable enough. The location was perfect for us. The beach was within easy walking distance and we enjoyed swimming in the lagoon as well. I would absolutely recommend this condo, we would love to return! Thank you Dainora for a wonderful stay and ease of rental.

Responds fast! avg. 1 hour 52 minutes

Match: Shared outdoor pool (heated) Fridge

All filters match

Price per night from

$856

“Perfect Location” This really was Perfect! This place was clean and well stocked for your Honolulu get-a-way! Sunrise on the balcony, nice large vanity area, full kitchen, and all the beach toys too! Convenience stores right down the block and a 5 minute walk to the beach! A safe and secure place to relax during the day, on the pool deck, if you want...but I spent every day at the beach! Lots of shopping and restaurants all around, and bus stops right out front, so no car needed. Mahalo Gary, your place made it a perfect vacation!

Match: Shared outdoor pool (heated) Fridge

All filters match

Price per night from

$196

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