Vacation rentals with a pool in Kailua

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kailua

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Waianae

4.8 out of 5 average rating, 101 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront one-bedroom condo with over 740 square feet in Maile on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. *This is a LEGAL vacation rental, so no stress! 90/TVU-0073 Owner a licensed real estate agent. Hawaii tax ID TA-147-153-1008-01

Superhost

Condo in Kahuku

4.72 out of 5 average rating, 285 reviews

Hale He'e' Nalu (Surf House) in Turtle Bay!

Enjoy beautiful North Shore paradise at Hale He'e' Nalu (Surf House), our lovely Hawaii beach cottage with views and security. Island style living! Full kitchen, swimming pools, BBQ areas, beach gear/toys, pristine beaches, epic surfing, breathtaking hiking, PGA golf, beach horseback riding, tennis/pickle, famous restaurants! Ideally in the most desirable location at private Turtle Bay condos in Kuilima Estates West secure gated community. Fast private internet WiFi. FREE parking. No resort fee!

Guest favorite

Condo in Kahuku

4.91 out of 5 average rating, 140 reviews

Oceanfront - 2 min to beach - pool+hot tub - AC

Relax with the whole family at this peaceful place to stay. This villa has the perfect location for your getaway. Found on the beautiful Turtle Bay Resort on the North Shore of Oahu, you will be 50 yards from the ocean with it's swimming beach and snorkeling friendly reef. This second level villa gives you direct access to the heated pool, jacuzzi, and BBQs. 24 hour fitness center access. It has everything you need to create memorable family moments! Contact us for booking questions! (No fees!)

Superhost

Condo in Downtown Honolulu

4.81 out of 5 average rating, 107 reviews

Downtown 1BR Spacious Free Parking & Wifi

Completely newly renovated 1BR, conveniently located in Downtown Honolulu; central AC, peace & quiet, 650 sqft/61 sqm at high floor with floor to ceiling windows. Save $35 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/Ross/grocery on the ground floor for your daily needs.

Guest favorite

Condo in Kahuku

4.88 out of 5 average rating, 290 reviews

SEArider ONE at Turtle Bay (2 bedroom / 2 bath)

~ You just found your Base Camp to explore the North Shore of Oahu ~ Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the ocean. Enjoy the resort amenities of Turtle Bay coupled with the comfort of condo living. Health and comfort are top priority. We pride ourselves on a clean home and have implemented additional measures for sanitization.

Guest favorite

Condo in Kahuku

4.93 out of 5 average rating, 149 reviews

Tropical and Romantic Retreat with Inspired Design

Come enjoy this newly updated, designer inspired, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave this tropical paradise. Everything has been updated, including hand-picked pendants that can be dimmed to suit your mood. There is a nearby pool, beach and tropical walking trails. Restaurants and shops can be found at the newly renovated Turtle Bay hotel.

Superhost

Condo in Kahuku

4.8 out of 5 average rating, 186 reviews

Serenity at Turtle Bay

Experience Turtle Bay at Kuilima Estates West, located on the North Shore of Oahu! Nestled in between the world famous Palmer Golf Course, you will enjoy resort amenities with the comfort of condo living. The North Shore of Oahu is referred to as the 7 mile miracle, for its beautiful white sand beaches, world class waves and crystal blue waters. From Hale'iwa Beach Park to Sunset Beach, you will find the most beautiful shore line found anywhere on earth. It is truly a magical place.

Guest favorite

Condo in Waikiki

4.88 out of 5 average rating, 111 reviews

Oceanfront Condo in Paradise + Million Dollar View

Free Parking. Welcome to Paradise at the Famous Luxury Ilikai Hotel. Get ready to Relax with the Whole Family at this Peaceful, Beautiful , and Luxurious Beach Front Condo recently renovated, 500 sq. ft., Located in the Heart of Waikiki near shopping and restaurants. In the courtyard every Friday night there is dancing, and a fireworks display visible from the courtyard on your 120 sq. ft., Lanai. Enjoy your coffee and breakfast and watch the sunrise from your private large lanai.

Guest favorite

Condo in Waikiki

4.95 out of 5 average rating, 177 reviews

Waikiki Banyan - Deluxe Ocean View w/Free Parking

Highly desirable & beautifully renovated high floor luxury condo with amazing ocean and sunset views. Located 900 feet (275 meters) from famous Waikiki beach. Easy walking distance to Honolulu Zoo, Aquarium, parks, shopping, and dining. Free parking for 1 vehicle in attached parking ramp, Free Fiber Internet, WiFi, Large Smart TV w/175 Channels. Full Kitchen, 6th Floor recreation deck. Enjoy paradise with modern and upgraded comforts of home. 3 Queen Size Beds, Sleeps 4 Adults.

Superhost

Rental unit in Makaha

4.83 out of 5 average rating, 184 reviews

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

Guest favorite

Condo in Ewa

4.93 out of 5 average rating, 120 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

Guest favorite

Condo in Waikiki

4.89 out of 5 average rating, 151 reviews

Renovated Waikiki condo 2(Q)+1(F)bed +Free Parking

NEWLY REMODELED condo unit 3402 on the 34th floor with spectacular views in the heart of Waikiki in Honolulu, Hawaii. Affordable luxury condo with 1 bedroom (2 Queen beds and 1 full side bed), stylish living room, balcony with city and beach views, fully equipped stainless steel kitchen, and one free parking spot in indoor garage. Ideal for honeymooners, couples, business travelers, and families. Accommodates up to 6!