
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.

Dreamy Beachfront Home (Car & Parking Available)
* Aloha! Welcome to our happy place - our beachfront home! * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. The location is right 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. Every time I come to Hawaii, I am happy. I hope our place can bring you happiness too. :-)

Luxury Waikiki Condo w/ Retro Charm & FREE Parking
Welcome to this renovated 20th-floor condo in the iconic Marine Surf, a former 1960s Waikiki hotel. Enjoy vintage charm with modern luxury, including a partial ocean view, FREE underground parking, ultra-fast 1-gigabit internet, AC and a 65" smart TV with Apple TV. Relax in the pool or explore nearby world-class shopping, dining & beaches. With a queen bed and sofa bed, it’s perfect for couples or families. Reserve your slice of paradise today and discover the essence of Waikiki’s island luxury.

Upscale TOP 43rd FL Amazing Ocean View 1BR*Waikiki
Aloha and welcome to our stunning newly renovated corner unit on the 43rd floor JUST below PENTHOUSE in the heart of Waikiki! The breathtaking views of vast Hawaiin Sea await for you as soon as you enter the unit. The balcony features gorgeous views of ocean, Diamond Head, city skyline and Ala Wai Canal. You can also enjoy beautiful sunset & Friday night firework from the lanai. This condo is fully furnished with modern designs, and perfect choice for family, couples or small group up to 6 ppl.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! 1 bed w/ king bed & queen bed in the living room too! Directly 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 in the condo & private lanai looking out at a spectacular beach with amazing ocean views! Enjoy incredible sunrises too! Pool, gym, BBQ area & WIFI. Close to may attractions like PCC, Kualoa Ranch & More!

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.

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen
Whether you are planning a perfect romantic getaway or a much deserved quality family time vacay for FOUR, this high floor apartment w/ocean views checks all the boxes. The 1 bedroom with the KING BED is ideal for the parents, while the kids share the QUEEN SLEEPER SOFA in the living room. The kitchen is fully stocked w/everything you will need to prepare meals, drinks and snacks. It's a 4 minute walk to the beach. There is 1 FREE PARKING spot and there's NO RESORT FEES. Close to shops & food.

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.

Best Kept Secret on Oahu! and WE ARE LICENSED!!!
Hawaii’s Best Kept Secret: The cottage is next to sandy coves, driftwood, shells, and forested pastures filled with polo ponies. The ocean is excellent for snorkeling and fishing; there are two surf breaks within one mile, windsurfers get wind most afternoons, and the mountains behind us offer good hiking trails. The Colony has a nice pool and a large grass chipping green, and a tennis court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021.

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.

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.

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

Hawaiian Pakele (escape)

Makaha Hale - Serene 3 BR Home

Condo near Turtle Bay w/pool, beach & BBQ

Waikiki Gem, Stunning Ocean View, Parking Included

Private SPA, Sleep 12, Beach 5 min

Large family home 5 min from beach- with pool

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

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!
Condo rentals with a pool

26-F Waikiki Banyan Ocean View Free Parking

Panoramic Ocean View/ Full Kitchen/2603A

Elegant, Spacious Downtown Hideaway w/Parking

High Floor Luxury Oceanfront @ Waikiki Beach Tower

2BR+Den Downtown w/ Ocean Views + Free Parking

Spectacular Views - Spacious 2BR Waikiki Penthouse

Million $ View on Gorgeous Secluded Beach!

38th FLR- Luxe King Boutique Studio 1000 Cranes
Other vacation rentals with a pool

39FL-Modern in Waikiki-Upgraded King Studio

Ocean & Marina Views + Free Parking | Ilikai

37 West 1 Bedroom + Murphy Bed TA-104-613-6320-01

Island Jewel, North Shore Bliss

(Golden Week) Nr beach! Imperial Resort

Wake Up to Ocean Views! 2queen Apt w/ Free Parking

Lux Panoramic Beach Views - Free Parking!

Aloha OceanView Haven @IlikaiResort w/Parking
Quick stats about rentals with a pool near Kailua Beach

Total vacation rentals
Explore 30 vacation rentals in Kailua Beach

Nightly prices starting at
Kailua Beach vacation rentals start at ﺩ.ﺇ 771 per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Kailua Beach vacation rentals include wi-fi 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
- Waikiki Beach
- Lanikai Beach
- Kualoa Ranch
- Waimea Bay Beach
- Ala Moana Beach Park
- Kapiolani Park Beach
- Honolulu Zoo
- Banzai Pipeline
- Kailua Beach Park
- Polynesian Cultural Center
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kepuhi Beach
- Bishop Museum
- Ko Olina Golf Club
- Kalama Beach Park
- Hanauma Bay Nature Preserve
- Sharks Cove
- Hawaii Convention Center
- Ala Moana Center
- Dole Plantation
- Waimea Bay Beach
- Turtle Bay Golf
- Iolani Palace





