
Condo vacation rentals in Kailua
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Top-rated condo rentals in Kailua
Guests agree: these condos are highly rated for location, cleanliness, and more.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! Read on for info about the renovations going on at the property. 1 bedroom w/ king bed & bed in the living room too! On a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped kitchen, washer/dryer & private lanai looking out at a spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & FREE parking!

Modern & Contemporary North Shore Oahu Condo
Welcome to our beautiful condo nestled in the dreamy North Shore of O‘ahu. Our home is located in the gated community of Kuilima Estates West, within the renowned Turtle Bay Resort. You'll be just a 5–10 minute walk from breathtaking shorelines, world-class surf spots, romantic dining experiences, and endless adventures by land and sea. Kuilima Estates is also the only area on the North Shore where vacation rentals are legally permitted—offering you a unique and worry-free island escape.

Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Modern Condo in the Heart of Waikiki Free Parking
Escape to paradise with this NEW, stylish condo in the heart of Waikiki! Recently renovated and located in the Marine Surf Waikiki building, you're just steps away from the best restaurants, shopping, and Waikiki Beach. Enjoy the ultimate island lifestyle with all the modern amenities you need for an unforgettable stay. Whether you're looking to catch some waves, soak up the sun, or simply relax and unwind, this condo has everything you need. Book now and experience the best of Waikiki!

Spacious 1BR Ocean/Sunset View w/Parking
Enjoy breathtaking views of sunset, ocean, mountain, city from this spacious 1BR condo at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and fully equipped kitchen. Walk to the best restaurants and bars, China town, and visit historic Iolani Palace. Building has great amenities including a lap pool and hot tub 7 days a week, 24-hour security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Beautiful Oceanfront Paradise Condo
This beautiful one bedroom unit at the Ilikai is a small oasis with magnificent views from over the balcony to the hand crafted ceilings that are lined with LED lights. You will have the atmosphere of living in a beach shack but with the comfort of a full seized kitchen, bathroom, queen sized bed, single bed, and one sleeper sofa. PLEASE NOTE THAT SOME LIGHT SWITCHES HAVE A DIMMER BAR NEXT TO IT, PLEASE RAISE THE DIMMER ALL THE WAY UP BEFORE CONFIRMING THAT LIGHTS ARE NOT WORKING

Amazing Waikiki Beach Views!!
Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

2BR High Floor Free Parking
Conveniently located in Downtown Honolulu; central AC, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $40 a night with secured free parking in the building plus free wifi and a fully equipped kitchen. Walk to the best restaurants and bars, Chinatown, and visit historic Iolani Palace. The building has great amenities including a lap pool and hot tub, 24/7 security. Starbucks/711/Paris Baguette/UPS on the ground floor for your daily needs.

Turtle Bay Condo. Amazing retreat!
* North Shore * Pristine beaches * Rocky shores * Beautiful mountains * 2 PGA golf courses * Horseback riding * Surfing/kayaking/paddle board * Hiking/biking trails * Activity rentals * Restaurants/bars * Entire condo * Comfortable living space * Outdoor amenities * Gated entry * Assigned parking * On-site security guard * Three swimming pools * 2 tennis courts * 4 Pickle ball courts Suitable for couples, adventurers, business travelers, and families.

Studio Suite @ Ko Olina Marriott Vacation Club : D
If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

Ocean View Beach Condo with private lanai
The only on-the-beach oceanfront condominium building in Waikiki! This spacious studio features a private lanai with stunning ocean and mountains view. Ocean breeze and breathtaking sunsets are guaranteed! King size bed, split AC, fully equipped kitchen, beach gear, and unbeatable walking distance to top Waikiki attractions, shops, and restaurants. Your perfect beachfront getaway awaits! STR#294

★Panoramic OCEAN VIEW Studio Suite + FREE Parking
Enjoy a wonderful stay at the iconic Ilikai Hotel & Suites property in a private vacation rental unit. This charming studio suite features 500 square ft (47 square meters) of tastefully upgraded interior space with a picturesque view of the Waikiki Marina and the Pacific Ocean. Included garage PARKING is a special feature of this listing that saves $45+ per night for valet.
Popular amenities for Kailua condo rentals
Condo rentals with a pool

Ocean Front Unit with Firework View- Free Parking

Last Min Special : Ocean View private end unit

The Seascape at Turtle Bay

Contemporary Waikiki Studio - Steps to the Beach!

SEArider TWO at Turtle Bay (1 bedroom / 1 bath)

Turtle Bay 1 bed with Lanai Renovated Corner Unit

Let's make a dream

Hawaii Koloa Kai at the Waikiki Banyan |Oceanview
Weekly condo rentals

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Your Island Paradise at Turtle Bay

Hale Kauka – Artist’s Retreat on the Fazio Golf

Stay Local at Bamboo Waikiki – Walk to everywhere

New Listing Waikiki Resort Ocean & Fireworks View

Oceanfront Dream Home (Car & Parking Available)

Ocean Front Retreat. Private Beach. Pool. HotTub

New Listing Penthouse 1 BR Suite @ Ala Moana Hotel
Pet-friendly condo rentals

@ Marbella Lane - Waikiki Studio | Beach 15 Steps

Waikiki Beach New Studio with 2 Full Size Beds

Newly Renovated * Waikiki Beachside Retreat

Private 2 Bed 2 Bath 2 Lanai

Ocean View Luxury w/ Free Parking + Washer & Dryer

Modern Magic is steps to Waikiki Beach Water

*RARE* Nami 1BR SUITE | Luxurious Ocean View

Waikiki studio•high rise views•free onsite parking
Quick stats about condo rentals in Kailua

Nightly prices starting at
Kailua vacation rentals start at G$41,819 GYD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Kailua rentals

4.8 Average rating
Kailua stays are highly rated by guests—averaging 4.8 out of 5!
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- Waikiki Beach
- Kailua Beach
- Lanikai Beach
- Waimea Bay Beach
- Kualoa Ranch
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Bishop Museum
- Kailua Beach Park
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Polynesian Cultural Center
- Sharks Cove
- Ko Olina Golf Club
- Dole Plantation
- Pyramid Rock Beach
- Turtle Bay Golf
- Iolani Palace
- Waikiki Aquarium
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