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Kailua beach vacation rentals

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Top-rated vacation rentals in Kailua

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Tropical Oasis in Paradise -- The Pikake

Aloha & Welcome to Manu Mele Bed and Breakfast Manu Mele literally means Bird Song in Hawaiian. Each morning, Manu Mele Bed & Breakfast is visited by many different types of birds. These birds come and share the comforts of Manu Mele. Share this experience with us and wake up to the songs of birds. We are located just a 5 minute walk from beautiful Kailua beach. Beach equipment available per request.

$175 per night
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Kailua Hawaiian Studio

Welcome to our simple, beautiful Hawaiian inspired home. We are a surfing, vegetarian, family. We would like you to feel welcomed at our home for your stay here in Hawaii. We hope you have a healthy, fun, and peaceful stay here. Make this place a one stop shop! We have a car rental available for you listed on Turo. Click the link to match up your dates! Check out my car on Turo! https://turo.com/us/en/car-rental/united-states/kailua-hi/mazda/3/938218

$100 per night
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Kailua Beach Park - 1 BR Cottage

Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

$260 per night

Vacation rentals for every style

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Kailua vacation rentals

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Charming island style Studio - D&D's B&B
$99 per night
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Holiday Palms-2 blks fr Kailua Bch/walk to town
$159 per night
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Beachy luxury you'll never want to leave!
$150 per night
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Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
$225 per night
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Kailua Palm Studio. Walk to Beach! PERMITTED
$288 per night
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Quiet, Pleasant Room in Kailua
$50 per night
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Tropical Hideaway Near the Beach
$70 per night
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Pillows in Paradise, Private studios
$170 per night
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Unique Apartment in excellent location * close to Kailua beach & town
$148 per night
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Kailua Beach Home
$135 per night
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Kailua Rental for Med/Long Term ($1,200/month)
$38 per night
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Kailua Cottage
$118 per night

Kailua house rentals

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MUST LOVE DOGS-the Lava Room
$80 per night
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Tradewind Bungalow
$132 per night
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The Red Ginger: Large 1 Bedroom
$199 per night
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Kailua Beach Park - 2 BR Cottage
$320 per night
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Kailua Home Away From Home
$160 per night
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Moku studio apartment
$130 per night
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Beautiful! 2 blocks to Kailua Beach
$350 per night
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____Cute Plantation House in Kailua with AC!!_____
$289 per night
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Ginger studio suite. Walk to beach.
$100 per night
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Beautiful Kailua Home, Near the Beach
$275 per night
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Blue Kailua
$117 per night
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Private Kaneohe Bay suite-separate entry
$143 per night

Beach house rentals in Kailua

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Luxury Waimanalo Beach Lot Cottage, Sleeps 4
$200 per night
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Serenity Beachfront Cottage- NUC No 90/TVU-0326
$400 per night
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Amazing Lanikai Beachfront Guest House!!
$900 per night
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Ocean Breeze Hale - Steps to White Sand Beach
$175 per night
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Perfect Family Paradise by the Beach, 30 day rent
$850 per night
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Separate studioOrchid.3 blks2 beach
$96 per night
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Beach Paradise 3bdrm w a/c, 2 bath,300 ft to Beach
$400 per night
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The Beach Haven
$275 per night
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Makai Hale 1 House off Waimanalo Beach + BBQ +AC
$270 per night
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Tranquility Beachfront
$925 per night
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Luxury Waimanalo Beach Lots Cottage
$200 per night
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STEPS TO QUIET PART OF KAILUA BEACH, 3 BED, 1 BATH
$300 per night

Your guide to Kailua

Welcome to Kailua

With stretches of powdery white sand beaches, two reef-protected lagoons, and temperatures kept on the comfortable side of cool by ever-present trade winds, it’s no surprise Kailua is no longer the secret destination guarded by seasoned island vacationers that it once was. Located on the windward side of Oahu on a peninsula overlooking the crescent-shaped Kailua Bay and the Koolau Mountain range, Kailua is beloved for its small beach town vibe — a mellow yin to Honolulu’s metropolitan yang, with only a 25-minute drive separating the destinations.

There’s also an increasing possibility of rubbing well-tanned shoulders with vacationing celebrities drawn to the same soft sand beaches and tranquil aquamarine waters delivering on the promise of paradise. In Kailua you can revel in a variety of water sports. Hikers have a range of challenging trails to choose from, some leading to breathtaking mountaintop views, others to such secluded mountain-fed pools as Maunawili Falls, along with a network of leisurely footpaths awaiting within the 830 acres of Kawainui Marsh.


How do I get around Kailua?

Kailua is less than 30 minutes’ drive from Daniel K. Inouye International Airport (HNL) in Honolulu, the primary airport on the island of Oahu. You’ll likely want to rent a car here, and car rental desks are located on the ground floor of the terminal across from baggage claim. Rideshare services are on the second level (departures) at the airport, with signs directing visitors to three pickup locations. A bus service departs from the Main Terminal Diamond Head every 30 minutes, and takes a little over an hour to drop visitors near the entry point of Kailua’s city center.


When is the best time to stay in a vacation rental in Kailua?

With an average temperature of 81 degrees Fahrenheit, there’s really no bad time to stay in one of Kailua’s vacation rentals. Months spanning from spring through fall generally offer the best balance between agreeable (dry) days, with sparser crowds that spike after Thanksgiving. Kailua’s windward location on the island means sweltering heat will rarely be a concern here, and the weather is almost always pleasant. Mornings can be a little muggy, though, before the trade winds flush out the humidity, perpetually moving clouds overhead to reveal the shockingly blue skies. If you plan to travel from November through early spring, come prepared for rainfall, including footwear outfitted for muddy conditions.


What are the top things to do in Kailua?

Lanikai Beach

Lanikai Beach is often described as one of the world’s greatest beaches, and it’s easy to see why, with its breathtaking stretches of sand and ocean overlooking two nearby islets, the Na Mokulua. The waters here are typically calm, with a protected coastline buffered from windpowered waves thanks to a sizable reef offshore, making it one of the more swimmable spots on Oahu. These placid coastal waters are hard to beat — especially for kayaking and paddleboarding — tempting the more adventurous to paddle around those two offshore islands colloquially referred to as the Mokes.

Kawainui Marsh

Binoculars and a camera are a must while visiting Kawainui Marsh, the state’s largest protected wetlands, a sanctuary where many of Oʻahu’s endemic, endangered, and migratory birds, fish, and other aquatic life can be observed in their natural habitat. Travel by foot or by bike along a paved three-mile round path in a watershed that fed ancient Hawaiians with its abundance.

BookEnds

If you identify as a bibliophile and/or a lover of Hawaiian history, you might lose yourself once entering the door of this small neighborhood bookstore. BookEnds is filled with an extensive collection of Hawaiiana reflecting the islands’ history through photography, arts and crafts, architecture, and music.