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Vacation rentals with a pool in Kailua Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kailua Beach

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

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Hotel room

4.81 out of 5 average rating, 644 reviews

Wake up in the Sky -Private Studio in Waikiki

Renovated, private studio in condohotel, minutes of walking to beaches, Convention Center, restaurants, shopping, entertainment. On a bus line. Full size bed. Breathtaking views - ocean, Diamond Head Crater, mountains. Great for short- and long-term stays. Kitchenette, A/C. Building has pool, BBQ, laundry, jacuzzi, shops. Fitness and parking available for additional fee. Perfect for travelers who want to experience entire Waikiki, in beautiful studio, for bellow average price. TA-029-819-2896-01

Condo

4.93 out of 5 average rating, 189 reviews

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

Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal feel with a mauka (mountain) inspired theme. Key features include locally made and dyed linens and waffle print towels. TWO sits directly below our other property, SEArider ONE (please search us on Air BnB for photos and reviews.)

Condo

5 out of 5 average rating, 165 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

Rental unit

4.99 out of 5 average rating, 228 reviews

N Shore Turtle Bay Kuilima Condo Getaway! Reviews!

North Shore Condo at Turtle Bay- this vacation home is just that! Enjoy resort amenities w/o the resort price! Quiet and tucked against the golf course, we have a beautiful pool & tennis court on site. Just a few minutes walk to Turtle Bay Resort which has great beaches to snorkel and swim, restaurants,bars, 2 golf courses, the Arnold Palmer &George Fazio, biking/walking trials. Sunset beach, Waimea Bay, Haleiwa, Banzai Pipeline, Polynesian Culture Center, world famous food trucks all near by.

Condo

4.98 out of 5 average rating, 112 reviews

Honu Suite - Ocean & Diamond Head Views 33rd Floor

The Honu Suite - the perennial "Guest Favorite" and luxury destination - trusted for milestone celebrations in Waikiki! In just the last two years, we have hosted many life milestones including 24 honeymoons, 17 birthdays, 15 anniversaries, and even welcomed 6 little ones on their very first trips to Hawaii. Perfect your stay in Hawaii by celebrating your next milestone at the Honu Suite! • Complimentary Early Check-in and Late Check-out* • Welcome Gift Basket * Based upon availability.

Condo

4.97 out of 5 average rating, 252 reviews

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.

Condo

4.89 out of 5 average rating, 282 reviews

Newly Renovated Cozy Home

Experience the charm of our newly renovated studio, legally permitted for your peace of mind. Revel in the modern ambiance featuring wood-like floors, luxurious marble countertops, and a stylishly tiled bathroom. Immaculately maintained for your comfort, the studio boasts SUPER CLEAN interiors and offers FANTASTIC CANAL VIEWS. Conveniently located within walking distance to the famous beaches, shopping malls, delectable dining options, and all your essentials. Your dream getaway begins here!

Condo

4.86 out of 5 average rating, 370 reviews

North Shore Oahu Getaway at Turtle Bay Resort

880 acres of Turtle Bay Resort while staying in our luxury condo. Our beach cottage is a perfect place to relax and unwind. Located at Kuilima Estates West in the Gold Coast "quiet corner" of the property, less car traffic. It's called the Gold Coast for a reason! Enjoy stunning views of the golf course and a peek a boo view of the ocean right from the windows of your living room. Our condo has 3 on site pools, charcoal BBQ pit, tennis courts, and basketball courts in this gated community

Condo

4.93 out of 5 average rating, 151 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.

Condo

4.94 out of 5 average rating, 186 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Vacation to Waikiki, Hawaii is about to begin! Wake up to breathtaking sweeping corner view, including ocean, canal, city, sunrise and partial Diamond Head from our 26th floor, Beautifully full remodeled studio with everything BRAND NEW! Then, after a day of adventuring in the world-famous island O'ahu, come back to a comfortable NEW KING BED, brand new FULL KITCHEN with range oven to relax and unwind. This is your vacation to enjoy, and we can't wait to host you.

Hotel room

4.81 out of 5 average rating, 919 reviews

Cute Private Studio in Waikiki

Fully renovated to modern-retro style, with breathtaking views of ocean, Diamondhead and mountains. Desirable location -in Waikiki - minutes walking distance to Convention Center, beach, shopping, dining, entertainment... Sleeps two in full size bed. With kitchenette, suitable for long- and short-stays. Condohotel with 24/7 security, pool, jacuzzi, BBQ, laundry, shops, bar, ATM.... Parking and fitness is available, but must be paid separately. TA-029-819-2896-01

Condo

4.93 out of 5 average rating, 169 reviews

♥ North Shore Paradise at Turtle Bay ♥

For the discerning traveler, a designer curated space with every luxury detail thought of. When you step inside, you can feel the love poured into this space, and the exquisite detailed craftsmanship throughout. Nestled on the 3rd green of the famous Georgia Fazio course at Turtle Bay Kuilima Estates West on the North Shore of Oahu. A perfect spot to vacation, honeymoon, or spend some quality relaxation time. This magical space welcomes you with aloha.

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Popular amenities for Kailua Beach rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home

4.99 out of 5 average rating, 78 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Home

5 out of 5 average rating, 72 reviews

Hawaii Hideout~Airbnb’s Highly Ranked Top 5% Home

Home

4.83 out of 5 average rating, 63 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Home

5 out of 5 average rating, 3 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Home

4.9 out of 5 average rating, 90 reviews

Slice of Paradise-3BDR-Sleeps 10-Max 8 Adults

Home

5 out of 5 average rating, 12 reviews

Support LOCAL - NEW! Mākaha Valley Home

Home

4.95 out of 5 average rating, 42 reviews

Private Hot Tub, 4 King Beds, On Golf Course, AC

Home

4.86 out of 5 average rating, 51 reviews

Hale Ohana, Hawaii Kai, Oahu, #90/TVU-0258

Condo rentals with a pool

Condo

4.82 out of 5 average rating, 134 reviews

🌈 🏖 Newly Studio, All brand new,Aqua Palms Hotel

Condo

4.88 out of 5 average rating, 131 reviews

Alamoana Hotel 34FL Studio Amazing CITY View

Condo

4.97 out of 5 average rating, 178 reviews

Cute studio-free parking-games-beach toys-location

Condo

4.89 out of 5 average rating, 122 reviews

Ocean view high floor studio

Condo

4.82 out of 5 average rating, 350 reviews

Luxe Loft at Turtle Bay

Condo

4.94 out of 5 average rating, 175 reviews

North Shore Oahu | Turtle Bay - Hale Kahakai

Condo

4.93 out of 5 average rating, 120 reviews

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

Condo

4.78 out of 5 average rating, 325 reviews

Large Corner Unit at Bamboo with Full Kitchen

Home rentals with a private pool

Condo

3.85 out of 5 average rating, 13 reviews

Waikiki Banyan Condo, Diamond Head & Beach View

Condo

4.38 out of 5 average rating, 8 reviews

Waikiki Banyan Condo One Block to Waikiki Beach!

Condo

4.13 out of 5 average rating, 8 reviews

Turtle Bay Hale Lilly

Condo

4.64 out of 5 average rating, 22 reviews

Turtle Bay Fazio First Tee 13

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