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Vacation Rentals & Apartments in Kailua

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Vacation Rentals & Apartments in Kailua

About Kailua

1,516 apartments

Kailua Guesthouse with Pool and Views!

Kailua cottage

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 23 minutes

Price per night from

$425

1 / 24

Affordable Place on the Best Beach in Hawaii

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 49 minutes

Price per night from

$157

1 / 18

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

Kailua apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$165

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Tranquil Tropical Beach Retreat

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 47 minutes

Price per night from

$250

1 / 33

Tropical Kailua Studio on the Water w/Private Pool

Kailua house

/ 1 bathroom / sleeps 5

Price per night from

$149

1 / 12

Cozy Cottage 5 Minute Walk to Kailua Beach

Kailua house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$125

1 / 13

Shangri La By The Sea

Kailua house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$895

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KAILUA DREAMS-MAKAI: NEW, LUXURIOUS AND SPACIOUS

Kailua apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$245

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Best Location in Kailua! D&D's Cottage

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 5 minutes

Price per night from

$112

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Ginger studio, private entry/bathroom, near beach

Kailua studio

Studio / 1 bathroom / sleeps 2

Price per night from

$90

1 / 12

Kailua, Cozy, 2 bedroom, Duplex Home

Kailua house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 16 minutes

Price per night from

$165

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Nancy's Kailua Cottage Makai

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$80

1 / 32

Hale Luana

Kailua cottage

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$200

1 / 21

Open Air Loft, Steps from beach

Kailua apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 48 minutes

Price per night from

$190

1 / 16

Kailua, Cozy, Spacious Duplex Home

Kailua house

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 16 minutes

Price per night from

$150

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Luxurious 4 BR Kailua Home, Air-Conditioning, Short walk to Beach, Pool!

Kailua house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 27 minutes

Price per night from

$599

1 / 35

Cute Beachwalk Bungalow

Kailua cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 5 minutes

Price per night from

$136

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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

Price per night from

$125

1 / 15

1 House off Kailua Beach, Path 10 Steps from Front Door,Complete Remodel 2017

Kailua house

6 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$595

1 / 28

Holiday Palms - Private -5 min from Kailua beach

Kailua cottage

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 49 minutes

Price per night from

$130

1 / 12

Tropical Garden Studio - Free Wifi

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 5 minutes

Price per night from

$97

1 / 17

Lanikai Cottage

Kailua house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$350

1 / 13

Kailua by the Sea Studio

Kailua room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$172

1 / 25

Orchid studio in home. Private entrance & bathroom

Kailua studio

Studio / 1 bathroom / sleeps 2

Price per night from

$66

1 / 8

Kailua Beach Aloha Cottage

Kailua cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 44 minutes

Price per night from

$169

1 / 13

Lanikai Cottage

Kailua house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$455

1 / 30

Lanikai Ohana Hale

Kailua house

1 bedroom / 1 bathroom / sleeps 5

Price per night from

$225

1 / 17

PREMIER KAILUA BEACHFRONT GETAWAY

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,050

1 / 17

Sheffield Studio Walk to Kailua Beach or Town

Kailua b and b

/ 1 bathroom / sleeps 2

Price per night from

$134

1 / 7

Banyan Guest House - only steps to Kailua beach

Kailua cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 5 minutes

Price per night from

$136

1 / 17

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. 2 hours 27 minutes

Price per night from

$179

1 / 14

Lovely 2 Bedrooms Homeaway in Kailua Beach Town

Kailua house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 3 minutes

Price per night from

$178

1 / 23

Kaapuni Kainani

Kailua house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$600

1 / 21

Kailua Suite

Kailua studio

Studio / 1 bathroom / sleeps 2

Price per night from

$125

1 / 6

KAILUA DREAMS-PALI, the perfect mix of Beach/Town

Kailua apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$189

1 / 24

Luxury home(s) just steps away from Kailua Beach

Kailua house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 57 minutes

Price per night from

$1,000

1 / 33

Royal Kailua Estate

Kailua villa

8 bedrooms / 10 bathrooms / sleeps 16

Responds fast! avg. 37 minutes

Price per night from

$9,500

1 / 37

On Beautiful Kailua Beach

Kailua villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 49 minutes

Price per night from

$155

1 / 15
Viewing 38 of 1,516

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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