Kailua Beach Rentals, Condos & more


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Areas near Kailua

Travelers going to Kailua are booking December dates now. Secure your vacation rental today and have the perfect trip.

1 / 11

Relaxing Private Rooms- 5 Min Walk to Kailua Beach

  • 1
  • 2
  • 3 nights min

$80

Details

1 / 20

Shangri La By The Sea

  • 5
  • 10
  • 5 nights min

$901

Details

1 / 8

Serenity Beachfront Cottage

  • 2
  • 4
  • 5 nights min

$351

Details

1 / 6

Nice cozy studio3, Enchanted Lake Kailua

  • Studio
  • 2
  • 2 nights min

$70

Details

1 / 21

Kaapuni Kainani

  • 3
  • 8
  • 30 nights min

$600

Details

1 / 12

Ginger studio, private entry/bathroom, near beach

  • Studio
  • 2
  • 3 nights min

$91

Details

1 / 15

Hale Ohana steps to Kailua Beach

  • 1
  • 2
  • 3 nights min

$126

Details

1 / 13
1 / 19

Lanikai Ocean View Retreat

  • 1
  • 2
  • 4 nights min

$156

Details

1 / 29

BEACHFRONT 6BR/4.5BA Kailua family style with Pool

  • 6
  • 10
  • 7 nights min

$1351

Details

1 / 14

Beautiful Large Contemporary Island Home with pool, walk to the beach

  • 9
  • 20
  • 5 nights min

$1180

Details

1 / 13

Kaimalino Retreat

  • Studio
  • 2
  • 5 nights min

$130

Details

1 / 31

Your Island Home!

  • 3
  • 8
  • 7 nights min

$525

Details

1 / 23

Beachfront Plantation Cottage

  • 3
  • 6
  • Min stay varies

$451

Details

1 / 38

Lanikai Hillside Estate

  • 5
  • 10
  • 7 nights min

$6180

Details

1 / 10

Lanikai Ohana

  • 1
  • 2
  • Min stay varies

$200

Details

1 / 15

Martins Hale

  • 1
  • 3
  • 3 nights min

$195

Details

1 / 21

1 Bedroom/1 Bath Units-5 min walk to Kailua Beach

  • 1
  • 4
  • 3 nights min

$126

Details

1 / 24

Great Location - Very Clean - 1 Bedroom

  • 1
  • 3
  • 5 nights min

$151

Details

1 / 13

Lanikai Cottage

  • 2
  • 4
  • Min stay varies

$351

Details

1 / 24

Comfortable Kailua Home, new split A/C, very clean

  • 5
  • 10
  • Min stay varies

$607

Details

1 / 21

Tropical Beach Hale

  • 1
  • 2
  • Min stay varies

$221

Details

1 / 23

Kailua, Cozy, Spacious Duplex Home

  • 1
  • 3
  • Min stay varies

$140

Details

1 / 54

An Elegant Beach House

  • 6
  • 12
  • 7 nights min

$3000

Details

1 / 38

Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!

  • 7
  • 14
  • Min stay varies

$6250

Details

1 / 23

Lovely 2 Bedrooms Homeaway in Kailua Beach Town

  • 2
  • 6
  • Min stay varies

$149

Details

1 / 28

Just steps to the beach with private pool. *Monthly rental**

  • 6
  • 14
  • 7 nights min

$950

Details

1 / 24

Hale Nani Lanikai

  • 3
  • 6
  • Min stay varies

$695

Details

1 / 16

Kai Mele

  • 3
  • 6
  • Min stay varies

$551

Details

1 / 20

Ke'aloha

  • 4
  • 11
  • Min stay varies

$585

Details

1 / 34

Lanikai Beach House

  • 7
  • 16
  • 10 nights min

$3000

Details

1 / 23

Kailani Villa

  • 4
  • 10
  • Min stay varies

$901

Details

1 / 44

Castle Point Estate

  • 7
  • 15
  • 7 nights min

$8000

Details

1 / 24

NEW! Kailua Studio - Minutes from the Beach!

  • 2
  • Min stay varies

$96

Details

1 / 37

Grand Kailua Beachside Estate

  • 8
  • 16
  • 7 nights min

$7000

Details

Recent reviews for Kailua

"Great cottage in best part of Kailua"

Left on 06/22/2017 for a stay in June 2017
We live in Kauai and periodically come to Oahu to visit friends or to for medical appointments. For a recent 4-night trip, we decided to stay in a vacation rental rather than a hotel; we chose Kailua because the beach there is white sand-aquamarine water spectacular and is an easy drive to Honolulu mid-day. We were lucky to have stayed is this well laid out, very reasonably-priced guest cottage. It is in the back yard of a house on a cul de sac in the best part of Kailua. I am cynical enough to believe when a website says that the accommodations are within a circular shaded area that includes a main thoroughfare, that the house is on the busy road. But, after checking with Bob, the owner (who was highly responsive at all times), it turned out that the house was far enough from the main road that we never once heard any traffic noise. His property is both quiet and on the makai (ocean) side of the main road running along the Kailua shoreline. The house is a very short walk on the cul de sac leading to a private beach access path. Kailua Beach is the real deal, unspoiled (and uneroded) sand dunes. The water is warm and clear. The cottage was perfect in all respects. Comfortable bed. A no-fuss floor. A quiet refrigerator. Perfect sleep for 4 consecutive nights, and comfortable for hanging out during the day. The pool has no chlorine. Bob is a perfect example of a hard-working professional who has lived in Hawaii many years and enjoys what the Pacific brings to those fortunate enough to live in Hawaii. He is an avid canoe paddler. He works out of his home office such that he is available to answer any arising questions you have, yet he is never intrusive. Oh, and one more thing. We have two well-behaved Portuguese Water Dogs. We asked whether notwithstanding his stated no pet policy, we could bring our dogs. Bob said we could. The dogs loved their stay as much as we did, if not even more!

"Tropical Oasis steps from the most beautiful beach in the world"

Left on 07/04/2017 for a stay in June 2017
The Tropical Love Shack is the perfect tropical retreat with an amazing pool, fabulous owners and steps from the most beautiful beach in the world! Every attention to detail was taken care of in the cottage. All of the Hawaiian details were beautiful! The pool is breathtaking and the landscaping is gorgeous. When you enter the gates, you leave all your worries behind and the tranquil sound of the water fall and the nearby ocean provide complete relaxation. We loved our stay and look forward to coming back. Diana and Russ and wonderful! Aloha!

"Go when want be a householder of HAWAII!!"

Left on 02/05/2017 for a stay in January 2017
Parents & kids were enjoyed to stay and we felt we lives in Hawaii. Everything was perfect but one thing we didn't like is blunt knife!!!! Anyway, thanks for Brandyn and her collegues for supporting us to stay. There are small playground in 30 m from the house. Our kids went there every morning.

"Noisy"

Left on 07/22/2017 for a stay in July 2017
Renovations within the building made it not paradise for three days. The 20 or so roosters that live across the street didn't help either, unless you like getting up at 6 in the morning while on vacation. The rental itself was beautiful and the staff was nice.

"Very nice."

Left on 04/29/2017 for a stay in April 2017
Great place away from all the big resort hotels. Feels like we are living like the locals. Very comfortable accommodations. Fridge and microwave but no kitchen. Kailua and the windward have great beaches, great local eateries and wonderful people. Our host are available to us but invisible as well. They have done an excellent job of stocking everything you might need for your trip- beach towels and chairs, kayaks, snorkeling gear, coolers...! Overall, a great week! KB
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