Vacation Rentals & Apartments in Kailua

/ Home
/ Vacation Rentals
/ United States
/ Hawaii
/ Oahu
Book with confidence.

Updating...

age 0-16
73 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

73 apartments

Why am I receiving these results?

Responds fast! avg. 2 hours 7 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$1,597

Responds fast! avg. 2 hours 7 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$654

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

Match: Iron Swimming pool

All filters match

Price per night from

$651

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

Match: Iron Swimming pool

All filters match

Price per night from

$1,591

Responds fast! avg. 2 hours 7 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$5,679

These homes match some but not all of your filters. Clear all filters

Kailua Home w/Spectacular Views, Newly Renovated

Kailua house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$651

1 of 2 match: Iron, Swimming pool

1 of 2 filters match

Price per night from

$2,373

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Iron, Swimming pool

1 of 2 filters match

Price per night from

$3,590

Sheffield Suite Walk to Kailua Beach or Town

Kailua b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$319

Sheffield Studio Walk to Kailua Beach or Town

Kailua b&b

  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$273

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$185

* Marbella Lane - Sunshine Seascape | Ocean View

Kailua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 10 minutes

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$172

Entire Guest Cottage for your Enchanted Getaway

Kailua house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$171

“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: Swimming pool, Iron

1 of 2 filters match

Price per night from

$234

Nancy's Kailua Cottage Mauka

Kailua cottage

  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$223

Nancy's Kailua Cottage Makai

Kailua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swimming pool, Iron

1 of 2 filters match

Price per night from

$223

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: Swimming pool, Iron

1 of 2 filters match

Price per night from

$751

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: Swimming pool, Iron

1 of 2 filters match

Price per night from

$1,052

Great rentals within 20 miles that match your search

Hawaiian King- Modern Elegance with Hawaiian Charm

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Iron Swimming pool

All filters match

Price per night from

$166

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Iron Swimming pool

All filters match

Price per night from

$154

Red Ginger, just steps from the beach!

Honolulu apartment

  • 1 bathroom
  • sleeps 2

Match: Iron Swimming pool

All filters match

Price per night from

$149

the Birdcage, Waikiki Hideaway

Honolulu apartment

  • 1 bathroom
  • sleeps 2

“17 great days” Firstly, dealing with Kevin is not just professional, but friendly and helpful. The whole communication, payment and access process was great. The main room is large by Waikiki standards. I did not cook but it was great to have knives and dishes when I cut up the pineapples. I could check-in early so that was an added advantage, and the condo was spotless. Would happily stay there again, yes sometimes its a bit noisy but Waikiki is not a quiet city, no matter where you stay. Mahalo Kevin

Match: Iron Swimming pool

All filters match

Price per night from

$170

“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: Iron Swimming pool

All filters match

Price per night from

$183

Match: Iron Swimming pool

All filters match

Price per night from

$113

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

Honolulu apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Iron Swimming pool

All filters match

Price per night from

$793

Waikiki Beach, Hawaii: One Bedroom, Two Bath Condo

Honolulu apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 28 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$257

Ala Moana Hotel rivaled Condo

Honolulu condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Great central location” Cozy condo, well provisioned with cooking supplies, linens and towels. The owner was very responsive to questions and called during my stay to be sure all was well. The room is small and I'm not sure how 4 people would fit as there was a queen size bed and a chair that converted to a single bed. The sliding glass doors make the room feel larger but there is no balcony. As it is located next to the Ala Moana center, food, shopping and transportation are readily available. The bus system is very easy to use.

Match: Iron Swimming pool

All filters match

Price per night from

$192

Match: Iron Swimming pool

All filters match

Price per night from

$456

Large Studio Courtyard at Bamboo w/full kitchen. Minimum 2 nights.

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 19 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$166

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: Iron Swimming pool

All filters match

Price per night from

$907

Match: Iron Swimming pool

All filters match

Price per night from

$262

Kaneohe Bay's Best BnB, Bayfront with views galore!❤️

Kaneohe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$628

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

Honolulu condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Iron Swimming pool

All filters match

Price per night from

$793

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.

Match: Iron Swimming pool

All filters match

Price per night from

$166

High end 3 bedroom/2 bathrooms Ocean View. Minimum 5 nights.

Honolulu apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 40 minutes

Match: Iron Swimming pool

All filters match

Price per night from

$793

NEW Luxury Rental! Kahala Oceanside-6bed/6bath - Sleeps 14

Honolulu house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Iron Swimming pool

All filters match

Price per night from

$3,993

Renovated Specious Studio with Great View

Honolulu apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Iron Swimming pool

All filters match

Price per night from

$141

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

Hawaii Kai house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Iron Swimming pool

All filters match

Price per night from

$907

Viewing 38 of 73
rentals in Kailua

×

Also consider