Kailua Rentals with Pools

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215 apartments in Kailua with pools

Steps to Lanikai Beach~3 living spaces w/pool. Up to 14 guests!

Kailua house

5 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$1,593

Mokulua Aina~Lanikai Steps to Lanikai Beach, pool, tropical gardens

Kailua house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$723

Tropical Pool Cottage close to Kailua Beach

Kailua cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$110

Pool Studio with private entrance & bath

Kailua house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 51 minutes

Match: Swimming pool

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Price per night from

$87

Aloha Tropical Hideaway

Kailua villa

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$229

Updated and Contemporary. Close to Kailua Beach w/heated pool and spa!

Kailua house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$1,053

Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of

Kailua house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 3 minutes

Match: Swimming pool

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Price per night from

$2,381

Hawaiian Dream Beachfront Oceanfront paradise

Kailua villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 3 minutes

Match: Swimming pool

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Price per night from

$2,380

Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.

Kailua house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$1,596

Kailua Beachfront w/Pool - Licensed Rental #90/TVU-0142

Kailua house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$5,700

Spectacular Beachfront Kailua home w/heated pool. Newly Renovated (2023)!

Kailua house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 55 minutes

Match: Swimming pool

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Price per night from

$3,096

Great rentals within 20 miles that match your search

Ala Moana Condo - 1 Bdrm Ocean View - 24th Fl. !

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$241

WAIKIKI,1BD CRN, NOT A STUDIO, FREE PKG, WIFI, & USE OF BEACH ITEMS, CITY VIEW

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 6

“Great” We arrived late after 3 weeks in usa mainland, where we did not stop. Getting our keys and into theunit was so easy. It was so close to get to everything from the unit. We had a family of five and with the sofa bed out it was quite tight. Maybe not so many little tables and trinkets. But that would be our only complaint. Everything was just as the photos showed and a great place for a family. We went and did food shopping at safeway, but then found Wallmart cheaper. Thanks heaps for having us

Match: Swimming pool

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Price per night from

$194

Ilikai Collection # 8. Gorgeous Beachfront Condo Great Value All Year !Sleeps 4.

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

“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 53 minutes

Match: Swimming pool

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Price per night from

$184

(Waikiki) Island Colony, Quality Studio w/ocean, city & mountain views!

Honolulu condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$114

Punaluu Beach 1bd/1ba Condo, #401

Punaluu apartment

1 bedroom / 1 bathroom / sleeps 3

“Relaxing stay in Punalu'u” Our family stayed in condo #401, it was perfect and exceeded our expectations. The condo has everything you need and more. We had an incredible vacation. The condo has a gorgeous view of the ocean and a big, comfy balcony to sit on and enjoy the view! It's just a short walk across the lawn to the water. The condo itself is lovely and clean with a complete kitchen, not lacking anything a cook would need. We had a lot of meals in the condo and that helps too if you're on a special diet or just want to save on meals. The beds are very comfortable too! It's the perfect place for a family with kids to stay, everything you need is there, even a washer and dryer! Punalu'u is serene and beautiful. We plan on returning soon!

Responds fast! avg. 2 hours 35 minutes

Match: Swimming pool

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Price per night from

$229

Exclusive Boutique Central Waikiki 1BR/1BA Resort

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 5

“Fun and cozy--great price for Waikiki!” I stayed at this property by myself as my husband had to go back to Singapore to work. My sister stayed a night with me and we had a great time here. Its small--I wouldn't probably put more than 2 adults in this unit. There's 2 twin beds and a sofa (can't remember if it turns into a bed or not). Would make a perfect girls getaway. The unit even has a dandy little vanity! The guy who oversees the property is very nice--he's separate from the owners. But he won't tolerate any funny business from the people downstairs at the bar, etc. This condo has a very quiet vibe, and its clear they don't want to be disturbed by partiers. Good security too. So I really appreciated that. Inna is a pleasure to deal with. We stayed in another of her properties in Waikiki and found both that one and this one to be well-cared for. Don't expect super glam--expect a bright and happy little place to stay. The unit has their own wifi so you don't have to sit in the hallway with everyone else who uses the building wifi. So that's a perk. Nice kitchenette. Great location. Don't worry too much about the people down at the bar. I don't recall ever being woken up or disturbed by them. This unit is a great value. I'd def stay here again.

Responds fast! avg. 3 hours 39 minutes

Match: Swimming pool

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Price per night from

$121

1 booking p/30 days-Awesome large Studio / Ocean view Parking!...

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 3

“Great value, friendly landlord, and minutes from Waikiki” I stayed here for approximately 10 months, from September 2009-June 2010 for a temporary work assignment. Janka was an excellent landlord, always friendly and helpful. This apartment is located conveniently near Waikiki, within easy walking distance to shopping and restaurants. It also has a nice view of the water! Bus stop is located right outside the building, ABC store right across the street and a grocery store about a 5 minute walk around the corner. This place is ideal for someone who doesn't want to rent a car, as everything is very close by.

Responds fast! avg. 1 hour 47 minutes

Match: Swimming pool

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Price per night from

$161

30 Days plus Rental Waikiki -NO OWNER OR RESORT FEE-NO CLEANING FEE-FREE-PARKING

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

“Beautiful Waikiki” Great location, central waikiki, close to everything, beaches, restaurants, grocery shopping, entertainmwnt. The most beautiful view from the large lanai, beach chairs, boogie boards. Very quiet unit on the 30th floor. LOVE the warm water pool. Definitely want to come back soon and stay longer.

Match: Swimming pool

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Price per night from

$132

Waikiki Beach, Hawaii: One Bedroom, Two Bath Condo

Honolulu apartment

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 13 minutes

Match: Swimming pool

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Price per night from

$258

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: Swimming pool

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Price per night from

$193

AlohaPalace com 3-story OceanView w/Cottage,Pool & Elevator. 30 Day Minimum Stay

Honolulu villa

5 bedrooms / 6 bathrooms / sleeps 25

Match: Swimming pool

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Price per night from

$457

Match: Swimming pool

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Price per night from

$263

Match: Swimming pool

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Price per night from

$263

Next to Waikiki Beach, $120/nt monthly rate, fully renovated, granite countertop

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 34 minutes

Match: Swimming pool

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Price per night from

$228

Affordable Luxury; Immaculate, 36th Floor Condo

Honolulu condo

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$235

Waikiki Beach Tower! Direct Oceanfront!

Honolulu hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$199

Jenny's Pineapple Cottage. Deluxe Ocean view ,central AC,parking bathtub

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$251

RENOVATED 1BR/1BA CONDO IN CENTRAL WAIKIKI RESORT

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

“EXCEPTIONNEL” HI Our stay was great on a beautiful island paradise, people of a free kindness and in regards to housing we didn't lack nothing all was at the location height, downtown with many nice shops I recommend it. Thanks again Nin

Responds fast! avg. 3 hours 39 minutes

Match: Swimming pool

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Price per night from

$121

Kaneohe Bay's Best B and B

Kaneohe house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 13 minutes

Match: Swimming pool

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Price per night from

$630

Manoa Valley Inn

Honolulu b&b

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$218

2br - 1270ft2 - Come to Waikiki and enjoy Paradise

Honolulu condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$229

Waikiki Wyndham Royal Garden, Classy & Spacious w/ Mini Kitchen

Honolulu studio

Studio / 1 bathroom / sleeps 3

“Happy” Room was great. Enjoy pool firework not the crowds of other hotels Nice place I would stay again. Room had everything your home would have . Very big great for 1-2 people

Match: Swimming pool

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Price per night from

$166

WAIKIKI - Private Beds in Female Shared Room

Honolulu hotel apartment

2 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$43

Laguna Surf

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$344

Living Aloha! Walk to Beach, Free Parking

Honolulu condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$155

Jenny’s 's Golden Dream Cottage SEA VIEW , Central AC , Parking available

Honolulu apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 10 minutes

Match: Swimming pool

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Price per night from

$285

Direct Oceanfront in the Heart of Waikiki! Spectacular New Custom Reno!!

Honolulu condo

2 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$299

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