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Kailua Rentals

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Kailua Rentals

About Kailua

134 apartments

Kailua Beach Hideaway, SPACIOUS 1b/1b, minutes to World Famous Kailua Beach

Kailua apartment

1 bedroom / 1 bathroom / Sleeps 4

$165

1 / 23

Hale Ohana steps to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

“Amazing holiday place to stay!!!” We have rented Tina's apartment twice now from sydney australia and plan on returning yearly. The location is right across the road from the most beautiful beach in Hawaii. Tina is an amazing host making sure the r

Responds fast! avg. 3 hours 44 minutes

$125

1 / 15

Open Air Loft, Steps from beach

Kailua apartment

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 3 hours 45 minutes

$190

1 / 16

Tropical Kailua Studio on the Water w/Private Pool

Kailua house

/ 1 bathroom / Sleeps 5

$149

1 / 12

Kailua Guesthouse with Pool and Views!

Kailua cottage

2 bedrooms / 2 bathrooms / Sleeps 5

Responds fast! avg. 1 hour 51 minutes

$425

1 / 24

Kailua Beach Cottage 2BD/2BA walk to the beach!

Kailua condo

2 bedrooms / 2 bathrooms / Sleeps 4

“Perfect Hawaiian Getaway” We had an absolutely wonderful Hawaiian vacation! This Kailua cottage was perfect for our family of four, with hosts who welcomed us with that incredibly warm Hawaiian hospitality! We were given great information on local r

$250

1 / 23

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 4

$125

1 / 13

Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

$80

1 / 32

Ginger studio, private entry/bathroom, near beach

Kailua studio

Studio / 1 bathroom / Sleeps 2

$90

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On Beautiful Kailua Beach

Kailua condo

3 bedrooms / 3 bathrooms / Sleeps 8

Responds fast! avg. 3 hours 20 minutes

$420

1 / 26

Tropical Garden Studio - Free Wifi

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 50 minutes

$97

1 / 17

Holiday Palms - Private -5 min from Kailua beach

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 5

Responds fast! avg. 3 hours 5 minutes

$130

1 / 12

Garden of Dreams - swimming pool on property -

Kailua studio

Studio / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 50 minutes

$87

1 / 21

Lanikai Cottage

Kailua house

2 bedrooms / 2 bathrooms / Sleeps 4

$350

1 / 13

Nancy's Kailua Cottage Mauka

Kailua cottage

/ 1 bathroom / Sleeps 4

“Nancy's is the perfect place to get away from the hustle of Honolulu!” My wife and I recently stayed at Nancy's while on Oahu. It's a short hop across the island in Kailua, about a 20-30 minute drive from Honolulu. The cottage has everything you need,

$81

1 / 15

Shangri La By The Sea

Kailua house

5 bedrooms / 3 bathrooms / Sleeps 10

$900

1 / 20

Large Spacious Studio - 5 Min Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / Sleeps 4

$115

1 / 7

Perfect Oasis, Steps to the Beach! 100% Solar!

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

“Great cottage in best part of Kailua” 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 b

Responds fast! avg. 3 hours 9 minutes

$180

1 / 14

Lovely 2 Bedrooms Homeaway in Kailua Beach Town

Kailua house

2 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 2 hours 56 minutes

$178

1 / 23

Martins Hale

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 3

$195

1 / 15

Kailua by the Sea Studio

Kailua room

1 bedroom / 1 bathroom / Sleeps 2

$172

1 / 25

Walk to America's best beach. Run around Kailua.

Kailua cottage

/ 1 bathroom / Sleeps 3

Responds fast! avg. 3 hours 41 minutes

$139

1 / 8

42 feet from Beautiful Kailua Beach Wonderful 4 Bedroom Home Lots of Extra's

Kailua house

4 bedrooms / 4 bathrooms / Sleeps 8

“Best Beach Front Home Yet” We've stayed at several beach front homes in Hawaii and California and this one was our favorite. The layout is perfect for families, the view was awesome, and Kailua Beach is one of our favorite beaches. We also loved the

Responds fast! avg. 54 minutes

$1,000

1 / 75

Sheffield Suite open: 4/21-26, 5/5-9, 5/19-23,5/30-6/8, 6/13-7/8, more

Kailua b and b

1 bedroom / 1 bathroom / Sleeps 3

$159

1 / 13

4 Bedroom/ 2 Bath Unit -5 Min Walk to Kailua Beach

Kailua house

4 bedrooms / 2 bathrooms / Sleeps 8

“Go when want be a householder of HAWAII!!” 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 sta

$325

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Orchid studio in home. Private entrance & bathroom

Kailua studio

Studio / 1 bathroom / Sleeps 2

$66

1 / 8

Best Location in Kailua! D&D's Cottage

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 2 hours 50 minutes

$112

1 / 15

Nice cozy studio3, Enchanted Lake Kailua

Kailua studio

Studio / 1 bathroom / Sleeps 2

$70

1 / 6

The quaint Kailua-Kalama "Cottage"

Kailua cottage

/ 1 bathroom / Sleeps 2

Responds fast! avg. 22 minutes

$105

1 / 10

Serenity Beachfront Cottage

Kailua house

2 bedrooms / 1 bathroom / Sleeps 4

$350

1 / 8

$134

1 / 7

Cute Beachwalk Bungalow

Kailua cottage

1 bedroom / 1 bathroom / Sleeps 4

Responds fast! avg. 2 hours 50 minutes

$136

1 / 20

Plantation Charm in Kailua

Kailua bungalow

4 bedrooms / 2 bathrooms / Sleeps 7

Responds fast! avg. 2 hours 41 minutes

$425

1 / 30

Hale Luana

Kailua cottage

1 bedroom / 2 bathrooms / Sleeps 2

$200

1 / 21

SUITE ALOHA – Remodeled, Romantic Island Retreat

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

“"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 a

Responds fast! avg. 2 hours 23 minutes

$126

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Affordable Place on the Best Beach in Hawaii

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 3 hours 20 minutes

$142

1 / 18

NEW! 4BR Kailua House w/ Lanai - Walk to Beach!

Kailua house

4 bedrooms / 2 bathrooms / Sleeps 8

Responds fast! avg. 19 minutes

$340

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ON BEAUTIFUL KAILUA BEACH

Kailua house

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 3 hours 20 minutes

$163

1 / 16
Viewing 38 of 134

About Kailua

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Just a quick drive from the capital of Honolulu and Waikiki Beach, the small coastal town of Kailua is one of Hawaii's most picturesque and accessible beach communities. Overlooking the expansive, sapphire blue Kailua Bay, the town is bordered by a gorgeous white sand beach, often ranked among the best in Hawaii. Bring your book, a beach towel, and a pair of flip flops; you don't need much more to enjoy life in Kailua.

With continuous trade winds rolling off the coast, the climate is always comfortable in sunny Kailua, Hawaii. Thanks to the steady breeze, it is also a great spot for windsurfing and other beach activities, like horseback riding, swimming, kayaking, and snorkeling. If you want to explore the tropical scenery around Kailua, there are also tons of hiking trails in the surrounding Koolau Ridge and the Ka Iwi Ridge.

Here are a few additional suggestions of things to do in Kailua:

  • Kailua Beach Park: An uninterrupted two-mile stretch of white sand and blue sea, Kailua Beach has been repeatedly named one of Hawaii's best beaches.
  • Lanikai: Just outside Kailua, the small community of Lanikai is home to another incredibly beautiful stretch of sand.
  • Honolulu and Waikiki: If you visit Kailua, don't overlook its famous neighbor, the fun capital city of Honolulu.
  • Ka'iwa Ridge Trail: Spend a few hours ascending the Ka'iwa Ridge for fabulous views of Kailua Bay below.
  • Kawainui Marsh: Just outside Kailua, Hawaii's largest wetland and freshwater lagoon is a wonderful place to observe unusual birds and vegetation.
  • Ulupo Heiau State Historic Site: This historic Hawaiian temple was built in the 18th century and is believed to be the former home of several Oahu chiefs.

If you are coming to stay on this piece of paradise, look for a comfortable vacation rental for the family or a luxury villa with ocean views for a romantic getaway. You can also find a condo or apartment for rent, often within walking distance of the waves.

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