
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.

Absolutely Oceanfront-60'Waterfall Pool-Legal
Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

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.

Amazing Central Waikiki Wonder
Welcome and Aloha- Recently renovated Gorgeous Mountain View A few minutes of a quick stroll Waikiki Beach,Shops and Restaurants. Find yourself situated on the 14floor, Whether you're traveling with family or a group of friends, you'll appreciate the spaciousness of the balcony, which includes a dining area, perfect for soaking in the stunning views. The building is situated in central Waikiki, with so much to see and do in the area, you'll be able to enjoy all that Waikiki has to offer.

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.

Luxe Loft at Turtle Bay
Our Luxe Loft is located at Turtle Bay Kuilima Estates East 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.

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!

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.

Slice of Paradise-Studio-Sleeps 4-Max 2 Adults
Enjoy this beautiful, private, brand new studio nestled in the mountains of Makaha Valley. This is located in a gated community with 24 hour security. Minutes from year round surfing and golfing. This is a LEGAL vacation rental. Private yard on a perimeter lot with unobstructed ocean and mountain views and just a few minutes drive to many clean, sand bottom beaches. Any combination of 4 guests is okay as long as there is a max of 2 adults.

Turtle Bay Bungalow- Parking, AC & Walk to Beach
🌺 North Shore Retreat | Turtle Bay Condo 🌺 Escape to Turtle Bay and wake up to birdsongs in a lush, tropical paradise. This spacious condo features a full kitchen, 2 baths, a cozy living room, a large bedroom, and a covered lanai—perfect for relaxing. Enjoy tennis courts, a pool, and nearby adventures like hiking, horseback riding, and world-famous Banzai Pipeline. Experience the best of O‘ahu’s North Shore in this peaceful retreat! 🌴✨

Studio- Ocean View Hideaway
Aloha and welcome to our home away from home in Makaha!! Newly built and luxuriously appointed, this beautiful studio with kitchen and patio area, is the ideal spot on the west side of Oahu. Located in the private gated community, with the amazing views of ocean and mountains. This is the most desirable location to escape, relax and enjoy a rejuvenating and memorable vacation! Kick back and relax in this calm, peaceful space.

Deluxe Waikiki Ocean View Suite
My place is close to Waikiki beach, shops and restaurants. If you're tired of the beach, it's a 10 minute walk to the Ala Moana Shopping Mall (the largest shopping mall in Hawaii). If you're on business, its a 15 minute walk to the convention center. You’ll love my place because of the unobstructed ocean views overlooking the Waikiki Marina. Hawaii Tax Numbers: TA-094-185-9840-01, GE-094-185-9840-01.
Popular amenities for rentals with a pool near Kailua Beach
House rentals with a pool

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

Waikiki Gem, Stunning Ocean View, Parking Included

@Marbella Lane - Elegant 3BR w/ Marvelous Views

Large family home 5 min from beach- with pool

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Family Ocean Oasis, Hot Tub, 5 min drive to beach

Sunny Heaven 1 Bd Plus Loft

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub
Condo rentals with a pool

38th FLR- Luxury King Boutique Studio 1000 Cranes

Spacious 1BR Ocean/Sunset View w/Parking

Turtle bay retreat

32nd Floor Penthouse. 3min walk to Waikiki Beach

Large Studio in Downtown Honolulu near Waikiki

2BR High Floor Free Parking

39F-High-FL Studio w/ Diamond Head & Ocean Views!

Cozy Ocean View Retreat Steps from Waikiki Beach
Other vacation rentals with a pool

NEW! Aloha OceanView Haven @IlikaiResort w/Parking

Beautiful OceanView&Sunset @IlikaiResort w/Parking

RENOVATED! Pool, FREE Parking/WiFi, AC, W&D! FP708

Waikiki Bungalow

Beachfront Wonderland (Car & Parking Available)

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

Sunset Hale

Cozy Condo at Kuilima Estates-Turtle Bay
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 G$35,553 GYD per night before taxes and fees

Verified guest reviews
Over 410 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
- Beach condo rentals Kailua Beach
- Rentals with beach access Kailua Beach
- House rentals Kailua Beach
- Rentals with a patio Kailua Beach
- Family-friendly rentals Kailua Beach
- Rentals with a washer and dryer Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Rentals with pools Kailua
- Rentals with pools Honolulu County
- Rentals with pools Hawaii
- Rentals with pools United States
- Waikiki 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
- Waimea Bay Beach
- Makapuʻu Beach




