
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.

"Endless Summer" Beachfront Condo w/ Full Kitchen!
Welcome to the beach! Your little piece of paradise! This 1 large bedroom has a new king bed, and there is a bed in the living room as well. Right on a beautiful white sandy beach that is great for swimming, snorkeling, fishing & kayaking! Sea turtles & tropical fish are right out front! Fully equipped remodeled kitchen, washer/dryer & private lanai looking out at this spectacular beach & amazing ocean views! Incredible sunrises too! Pool, gym & BBQ area, WIFI, cable & onsite FREE parking spot!

32nd Floor Penthouse. 3min walk to Waikiki Beach
Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

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.

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

Ocean View Sunset, Free Parking, Pool, 5m to Beach
Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

42FL-Beautiful High-FL Studio w/Ocean & City Views
A stunning island retreat that is sure to take your breath away! This newly renovated king studio is located on the 42nd floor in the heart of central Waikiki. Boasting partial ocean views and an unparalleled vista of the entire Waikiki skyline. This is truly a one-of-a-kind experience that is perfect for couples celebrating a special occasion or small groups looking to make unforgettable memories. With all the necessary amenities, you will feel right at home in this beautiful island paradise.

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.

38th FLR- Luxury King Boutique Studio 1000 Cranes
Welcome to our luxurious Hawaiian retreat on the stunning island of Oahu. This beautifully-appointed Airbnb offers an unforgettable vacation experience in one of the most sought-after destinations in the world. Located in a prime location on the island, our Airbnb boasts breathtaking ocean views, pristine beaches, and a wealth of local attractions and activities. The property features exquisite furnishings, upscale amenities, and elegant touches that create a serene and relaxing ambiance.

26 B FLR- High Flr. Studio w/ Ocean Views
Your dream Vacation to Waikiki, Hawaii is about to begin! Wake up to amazing ocean view from our 26th floor, completely remodeled beautiful studio. Everything is brand new in this cozy comfortable sweet home. Then, after a day of adventuring in the world-famous island O'ahu, come back to a comfortable brand new queen bed, modern kitchen with a big refrigerator and induction cook top, a coffee & tea station to relax and unwind. This is your vacation to enjoy, and we can't wait to host you.

Rated Top 5% Airbnb: Privacy & Luxury @ Turtle Bay
Relax in complete privacy at your newly renovated end-unit retreat, nestled among tropical greenery and filled with high-end touches. From the spa-style bathroom to the gourmet kitchen, every detail is designed for your comfort and care. Sip fresh espresso surrounded by original art from noted local artists, South Pacific antiques, and the cool air of a powerful split A/C. Modeled after 5-star Hawaiian resort bungalows, this peaceful hideaway invites you to unwind in quiet luxury.

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! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

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 :-)
Popular amenities for rentals with a pool near Kailua Beach
House rentals with a pool

Waikiki Gem, Stunning Ocean View, Parking Included

Large family home 5 min from beach- with pool

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

Makaha Hale - Serene 3 BR Home

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

Slice of Paradise-3BR- Sleeps10-Max 8 Adults

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Sunny Heaven 1 Bd Plus Loft
Apartment rentals with a pool

Waikiki Beachfront Home with Ocean and Beach View

10*Waikiki Ocean Park View Condo Parking Available

41F-Island Colony Studio-Ocean & City Skyline View

♥ North Shore Paradise at Turtle Bay ♥

Ocean ∘ City ∘ Mountain views in the ❤️ of Waikiki

Renovated Cozy Home in Waikiki

Exquisite Boutique Studio in Central Waikiki

Waikiki Modern Condo_Free Parking On-Site
Other holiday rentals with a pool

Modern Unit with Stunning Waikiki View w/ Lanai

25FL-Upscale Ultra Modern-Premium 1BR W/Parking

Kuilima Estates West at Turtle Bay with King Bed

Oceanfront Dream Home (Car & Parking Available)

32F-Penthouse Pacific Monarch Studio-Ocean View

1BR Ocean View Suite in Waikiki with parking

Sunset Hale

Elegant Luxury OceanView&Fireworks@IlikaiResort+Park
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 $216 SGD per night before taxes and fees

Verified guest reviews
Over 410 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
- Family-friendly rentals Kailua Beach
- Rentals with a patio Kailua Beach
- Rentals with beach access Kailua Beach
- House rentals Kailua Beach
- Rentals with a washing machine and dryer Kailua Beach
- Rentals with outdoor seating Kailua Beach
- Beach apartment rentals Kailua Beach
- Beachfront rentals Kailua Beach
- Rentals with pools Kailua
- Rentals with pools Honolulu County
- Rentals with pools Hawaii
- Rentals with pools United States
- Waikiki Beach
- Waimea Bay Beach
- Kualoa Ranch
- Lanikai Beach
- Ala Moana Beach Park
- Banzai Pipeline
- Honolulu Zoo
- Kepuhi Beach
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Kailua Beach Park
- Waimea Valley
- Bishop Museum
- Wet 'n' Wild Hawaii
- Kalama Beach Park
- Dole Plantation
- Pyramid Rock Beach
- Ko Olina Golf Club
- Polynesian Cultural Center
- Sharks Cove
- Iolani Palace
- Waikiki Aquarium
- Turtle Bay Golf
- Waimea Bay Beach




