
Home rentals with a pool near Kailua Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Kailua Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

The Sunrise Hale at Turtle Bay - 1bedroom/2bath
Spacious, Comfortable, Clean... Look no further for your Base Camp to explore the North Shore of Oahu! This bright and airy sunrise condo is located in a gated community on the grounds of Turtle Bay Resort, allowing you to enjoy the grounds for a fraction of the price. You are within walking distance to secluded beaches, complex pools, running trails, horseback riding, surf, golf and more! The unit has been recently renovated (Flooring, bathrooms, kitchen)Come and enjoy the North Shore of Oahu

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.)

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.

NEWLY RENOVATED (2021) Turtle Bay Haven!
NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

[Rare] Signature Suite | Diamond Head & Ocean View
Enjoy an Aloha Summer with: • Complimentary Early Check-in and Late Check-out* • Complimentary Parking (a $50-75/day benefit) * Based on availability. The Honu Suite is a serene, design-forward retreat in the heart of Waikiki - just one block from the beach. Enjoy panoramic Diamond Head and ocean views from the 33rd floor, curated amenities, and five-star touches throughout. Rooted in Hawaiian heritage, it's perfect for discerning couples seeking comfort, style, and a sense of escape.

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.

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.

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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

32F-Penthouse Pacific Monarch Studio-Ocean View
Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

Ocean views at the Ilikai - Free Parking!
Dive into your dream beach vacation! Enjoy amazing sunsets and gorgeous unobstructed oceanview from your balcony and floor to celling windows. Completely redesigned Luxurious Unit with a gourmet kitchen. It is located in a Beachfront property on Waikiki beach. You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls and more. Enjoy your vacation in a happy place :-)

Modern 1 Bedroom Condo in Downtown Honolulu
Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

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.
Popular amenities for rentals with a pool near Kailua Beach
House rentals with a pool

Waikiki Gem, Stunning Ocean View, Parking Included

Le'ale'a by AvantStay | Ocean + Mountain Views!

Large family home 5 min from beach- with pool

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Makaha Hale - Serene 3 BR Home

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Slice of Paradise-3BR- Sleeps10-Same$ for 10 as 2

Hawaii Kai 7-Bedroom Pool Home with Views!
Apartment rentals with a pool

Amazing Ocean & Beach Views - Only Steps to Beach!

Ocean View Penthouse, 32nd FL, 3 min walk to Beach

1BR Downtown Partial Ocean View w/Free Parking

NEW*STUNNING Luxury 1BR Ocean View*Central Waikiki

♥ North Shore Paradise at Turtle Bay ♥

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Elegant, Spacious Downtown Hideaway w/Parking

North Shore Oahu Getaway at Turtle Bay Resort
Other holiday rentals with a pool

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Spacious 1BR Free Parking WiFi

Ocean Sounds by Turtle Bay

Villa 202, KING bed, Amazing Ocean Views, Turtle B

Sunset Hale

[NEW] Ocean View Guest Favorite 1BR in Waikiki

Luxury Waikiki Condo w/ Retro Charm & FREE Parking

Beachfront Home (Car & Parking Available)
Quick stats about rentals with a pool near Kailua Beach

Total holiday rentals
Explore 30 holiday rentals in Kailua Beach

Nightly prices starting at
Kailua Beach holiday rentals start at €147 per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Kailua Beach holiday rentals include wifi access

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

4.9 Average rating
Kailua Beach stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Beach apartment rentals Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with a washing machine and dryer Kailua Beach
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- House rentals Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with beach access Kailua Beach
- Rentals with pools Kailua
- Rentals with pools Honolulu County
- Rentals with pools Hawaii
- Rentals with pools United States
- Waikiki Beach
- Lanikai Beach
- Ko Olina Lagoon 4
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Honolulu Zoo
- Kapiolani Park Beach
- Banzai Pipeline
- Kailua Beach Park
- Bishop Museum
- Kepuhi Beach
- Polynesian Cultural Center
- Hanauma Bay Nature Preserve
- Wet 'n' Wild Hawaii
- Waimea Valley
- Ko Olina Golf Club
- Kalama Beach Park
- Dole Plantation
- Sharks Cove
- Hawaii Convention Center
- Waimea Bay Beach
- Ala Moana Center
- Iolani Palace





