Holiday rentals with a pool in Ko Olina

4.8 out of 5 average rating, 198 reviews

A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.

Guesthouse in Kailua

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

A scenic sunset view highlights the horizon over calm waters, with soft waves lapping against the sandy beach. In the foreground, a decorative dolphin sculpture adds a touch of charm to the balcony railing, while lush greenery frames the view.

4.97 out of 5 average rating, 320 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.

4.98 out of 5 average rating, 145 reviews

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

A private balcony features a small round table adorned with a colorful mosaic design and two wicker chairs. The view showcases the scenic Waikiki Beach, the shimmering ocean waves, and the lush lagoon bordered by palm trees.

4.9 out of 5 average rating, 209 reviews

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.

4.97 out of 5 average rating, 211 reviews

An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.

Villa in Ko Olina

Ko Olina Oceanfront | Disney | NextAvail 4/18

April 18th and April 25th, are our next available dates in our upscale, homeowner-managed 2-bedroom villa at Beach Villas at Ko Olina, steps from Disney’s Aulani (not affiliated). Enjoy boutique hotel luxury with unobstructed ocean views from our two ocean facing lanais, relaxed beachy style, and easy walks to the beach bar, restaurants, shops, golf, marina, and luau. High-end Wolf/Sub-Zero, Sonos, LG OLED, and new Miele appliances elevate your stay.

A private balcony is showcased with two light blue chairs positioned around a small table. The view highlights ocean waves and lush palm trees, creating a serene backdrop. The indoor-outdoor space invites relaxation with clear skies and gentle breezes.

4.81 out of 5 average rating, 123 reviews

*Serendipity on the Moana! - Legal & Beachfront!*

Gorgeous, Fully Furnished, Beachfront, legal one-bedroom condo with over 740 square feet in Maili on Oahu. Maili Cove is a hidden gem and has easy access to golf courses, amusement parks, restaurants, shopping centers, financial and medical facilities and other services located on the west side of the island. Just 15 minutes down the road is the Disney Resort & Ko Olina. Owner a licensed real estate agent. State #1990/NUC-2309. TMK870280170031.

An aerial view captures the resort buildings set against a pastel sunset, bordered by a calm lagoon. Palm trees and landscaped grounds are featured alongside the sandy beach, with rocky outcrops visible in the foreground, creating a serene coastal environment.

4.9 out of 5 average rating, 118 reviews

Studio Suite @ Ko Olina Marriott Vacation Club : D

If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

A comfortable living area is furnished with a light-colored sofa and armchair, with a glass coffee table at the center. Tropical decor is displayed on the walls, while a flat-screen TV is positioned on a dark wood cabinet. Sliding glass doors lead to a balcony with views of greenery.

4.93 out of 5 average rating, 109 reviews

5*Stars - Ko Olina Beach Villa Resort 3 bd / 3 ba

My place is close to the Aulani Hotel and new Four Seasons Hotel. The Beach Villas Resort offers unparalleled value, beauty and convenience. Newer resort built in 2007. Rent with confidence, owner direct since 2010! One of the most reviews for this property and on many other rental websites. Airbnb Superhost since 2018! Quality and experience Ko Olina resort and all it has to offer for less than 1/2 the price of Aulani and Four Seasons!

4.95 out of 5 average rating, 172 reviews

An aerial view captures the sandy beach stretching along the coastline, bordered by lush green hills. Crystal-clear turquoise waters gently lap the shore, with a few beachgoers enjoying the day. Colorful umbrellas are dotted along the beach, creating a vibrant contrast against the natural surroundings.

Guest suite in Waianae

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.

4.93 out of 5 average rating, 145 reviews

A cozy studio space features a spacious bed with white linens and decorative accents. A kitchenette with wood cabinetry, appliances, and a dining area is visible. An armchair sits nearby, and large windows offer views of the outdoors, contributing to a bright and open atmosphere.

Guesthouse in Waianae

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.

Superhost

A modern living area is illuminated by natural light from large glass doors leading to a balcony. The space features a curved gray sofa and a wall-mounted TV, with a backdrop of a serene ocean view visible through the doors.

Apartment in Waikiki

4.95 out of 5 average rating, 156 reviews

High FL-Upscale Ocean View w/ Easy Beach Access~

Situated in one of the most vibrant neighborhoods in all of Waikiki, you'll be within steps away from many local restaurants, and shopping plazas. Most importantly, a quick 2 min walk to Waikiki beach, surrounded by cultural activities such as surf lessons and rentals. This stunning apartment is truly one of a kind, and it's the perfect choice for couples & memorable occasions.

A spacious balcony is accessed from the suite, featuring a table and chairs with a view of the Waikiki Marina. The scene includes boats in the water and distant ocean views against a backdrop of blue skies and scattered clouds.

4.98 out of 5 average rating, 212 reviews

★Panoramic OCEAN VIEW Studio Suite + FREE Parking

Enjoy a wonderful stay at the iconic Ilikai Hotel & Suites property in a private vacation rental unit. This charming studio suite features 500 square ft (47 square meters) of tastefully upgraded interior space with a picturesque view of the Waikiki Marina and the Pacific Ocean. Included garage PARKING is a special feature of this listing that saves $45+ per night for valet.

Popular amenities for Ko Olina rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 132 reviews

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Waikiki

Waikiki Gem, Stunning Ocean View, Parking Included

A serene backyard is showcased with a hot tub beneath a retractable gazebo, surrounded by lush greenery and vibrant tropical plants. A waterfall cascades into a small pond, while a lounge chair rests on a well-manicured lawn, framed by scenic mountain views.

4.98 out of 5 average rating, 46 reviews

4 Bedroom Luxury Home in Makaha Valley

A modern living area is furnished with a sectional sofa, accent chairs, and a coffee table. A spacious dining table is surrounded by white chairs. A ceiling fan and artwork decorate the room, while natural light streams in through the windows.

4.94 out of 5 average rating, 140 reviews

Large family home 5 min from beach- with pool

Superhost

Home in Kailua

4.74 out of 5 average rating, 90 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

The living area is characterized by high ceilings and natural light streaming through large windows. A comfortable gray sofa is accompanied by wooden chairs and tables, creating a welcoming gathering space. A neutral rug adds warmth, while tropical plants contribute to the serene atmosphere.

4.97 out of 5 average rating, 96 reviews

Makaha Hale - Serene 3 BR Home

4.95 out of 5 average rating, 130 reviews

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

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

4.94 out of 5 average rating, 127 reviews

Oahu Perfect Vacation #1 Booked Home, Pool Hot Tub

Superhost

Home in Ko Olina

5 out of 5 average rating, 4 reviews

Beachfront Condo w/ Pool & Balcony | Hale Hoaloha

Condo rentals with a pool

A spacious dining area features a large wooden table surrounded by four chairs, complemented by a patterned rug. Large sliding glass doors invite natural light from the adjacent balcony, with an open view of the living area and modern kitchen in the background.

4.91 out of 5 average rating, 210 reviews

City & Palm View Oceanfront Bliss w/ Free Parking

A spacious bedroom is furnished with a king-size bed and modern decor, featuring artwork above the bed. The living area offers a comfortable seating arrangement with large windows showcasing outdoor views. The serene beachfront scene includes high-rise buildings in the background, while the pool area is surrounded by lounge chairs and palm trees.

4.86 out of 5 average rating, 169 reviews

Steps to Waikiki Beach, Swimming Pool Free Parking

An expansive balcony is visible, featuring a table and two chairs, overlooking a stunning ocean view. The azure waters and palm trees create a serene backdrop. Floor-to-ceiling glass doors provide natural light and seamless access to the outdoor space from the interior.

4.95 out of 5 average rating, 124 reviews

Waikiki Beachfront Home with Ocean and Beach View

Condo in Downtown Honolulu

A spacious bedroom offers floor-to-ceiling windows with city views. The neutral-toned bedding is paired with a decorative pillow that includes the word 'love.' A stylish red lamp provides subtle lighting, and a decorative bench sits at the foot of the bed.

4.91 out of 5 average rating, 104 reviews

2BR High Floor Free Parking

A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.

4.96 out of 5 average rating, 262 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

A panoramic view of the ocean is presented, showcasing varying shades of blue and green water. Palm trees line the coast, and two large buildings are seen in the foreground, surrounded by lush greenery and roads. The horizon features a clear sky with a few distant boats.

4.89 out of 5 average rating, 203 reviews

38th floor Waikiki condo for 3 - amazing views

Condo in Downtown Honolulu

A modern high-rise building features a sleek glass exterior reflecting the vibrant surroundings. The ground level is marked by a wide entrance and large windows. Pedestrians are seen on the street, highlighting the bustling atmosphere of the area.

4.87 out of 5 average rating, 308 reviews

Elegant, Spacious Downtown Hideaway w/Parking

A sweeping view of Turtle Beach is captured, showcasing soft golden sands meeting gentle waves. The ocean displays shades of blue under a cloudy sky, while a verdant mountain is visible in the background, adding a tranquil aspect to the coastal scenery.

4.92 out of 5 average rating, 259 reviews

Let's make a dream

Other holiday rentals with a pool

5 out of 5 average rating, 15 reviews

Pualei 1B + Fun Bunkbed Central /Washer /Parking!

A private lanai features a round glass table set with breakfast items, surrounded by four metal chairs. Expansive ocean views are visible, with a distant mountain providing a scenic backdrop. The serene atmosphere is enhanced by blue skies and fluffy clouds.

4.94 out of 5 average rating, 48 reviews

Beach Front HawaiianPrincessCorner Unit

A panoramic view captures the sun setting over the ocean, illuminating the sky with warm hues. The scene includes gentle waves lapping at the shore and palm trees lining the beach, framed by the resort's architecture on the left.

5 out of 5 average rating, 22 reviews

Marriott's Ko'Olina Beach Club- Studio-LAGOONS

An aerial view of the resort showcases multiple buildings set against a backdrop of clear blue skies and lush greenery. A sandy beach is framed by calm waters, with rows of lounge chairs arranged along the shore. Sun umbrellas complement the outdoor seating.

5 out of 5 average rating, 6 reviews

Premium Ocean View Studio Marriott Ko Olina Beach

4.95 out of 5 average rating, 42 reviews

The living area features a large sectional sofa with soft cushions, complemented by a round coffee table. Natural light floods in through expansive floor-to-ceiling windows, revealing stunning mountain views. A dining table for six can also be seen, providing an inviting space for meals.

Apartment in Waikiki

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

4.96 out of 5 average rating, 98 reviews

A spacious bedroom is illuminated by natural light, showcasing a beautifully designed king-size bed with crisp white linens and a soft headboard. A large flat-screen TV is mounted on a wooden accent wall. The room features a cozy seating area and direct access to the patio.

Apartment in Waikiki

32F-Penthouse Pacific Monarch Studio-Ocean View

The resort is showcased from an aerial view, featuring multiple buildings set against a pastel sky. A private beach and lagoon can be seen in the foreground, while rocky outcrops line the shoreline. Lush greenery surrounds the property, enhancing the natural landscape.

4.85 out of 5 average rating, 33 reviews

Marriott's Ko Olina-Two Bedroom

A private balcony lanai is showcased, featuring a table with two chairs overlooking an ocean view. The bedroom area is visible through large glass sliding doors, where a cozy bed is adorned with neutral-toned bedding. Lush palm trees can be seen framing the picturesque scenery.