Holiday rentals with a pool in Ko Olina

5 out of 5 average rating, 5 reviews

A tropical pool area is surrounded by lush palm trees and colorful flowers. Thatched-roof cabanas provide shaded seating next to the sparkling water. Sun loungers are arranged along the pool's edge, with a backdrop of the resort buildings reflecting a clear blue sky.

Holiday home in Kapolei

Marriott Ko'Olina Oceanfront Resort! (9/20 - 9/27)

Wow! Absolutely gorgeous 2 BR/2BA condo (sleeps 8) at fabulous oceanfront Marriott Ko'Olina Resort in Kapolei! Phenomenal beach and ocean views. The week we have available is 9/20-9/27. Impeccable landscaping, beach, rock waterslide pool, sand bottom pool, Zen pool, spa, yoga classes, fitness center, on-site restaurants & market.Walk to nearby Disney Aulani & The Four Seasons, plus other restaurants & shops. It's the very best place to stay in the peaceful part of Oahu! You will totally love it!

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, 109 reviews

Makaha Hale - Serene 3 BR Home

Escape to the beautiful Makaha Valley in Hawaii and experience a truly unforgettable stay at our 3-bed 2.5-bath house. This enchanting Airbnb, nestled within a secure gated community offers a getaway for those seeking tranquility amidst the breathtaking beauty of the island. Enjoy breathtaking views of the Makaha Valley mountainside, modern amenities, and a serene ambiance. Indulge in nearby pristine beaches and immerse yourself in the beauty of the island. Your dream Hawaiian getaway awaits!

4.97 out of 5 average rating, 338 reviews

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.

Condo in Makaha

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.

4.88 out of 5 average rating, 157 reviews

The image captures a sunset view over the ocean, framed by palm trees and a neighboring cottage's overhang. A grassy area leads to the water’s edge, where calm waves meet the shore. Light reflects off the water, creating a serene ambiance.

Cottage in North Shore

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.

4.97 out of 5 average rating, 116 reviews

The exterior of the cottage showcases a modern design with a welcoming front entrance and large windows. A two-car garage is visible on the right, while stunning mountain scenery frames the background. The sky is adorned with soft hues of pink and orange as the sun sets.

Cottage in Waianae

Cottage Nene - Luxury Home by Beaches & Mountains

Modern luxury meets valley tranquility. Built in 2022, this spacious 3-bed, 2.5-bath cottage hosts up to 8. Enjoy an airy living room with 14ft ceilings, premium furniture, and smart TVs. Step outside to a fully landscaped tropical yard with the best mountain views in the community, perfect for morning coffee or evening stargazing. Enjoy community pool, jacuzzi, and gym, all while being minutes away from world-class west-side beaches and hiking trails. Guaranteed cancellation in 48 hrs.

4.94 out of 5 average rating, 179 reviews

A private hot tub is positioned in the foreground, surrounded by lush tropical landscaping. The two-story home stands in the background, framed by picturesque mountain views. The outdoor space offers a well-maintained lawn and a patio area, inviting relaxation in a tranquil setting.

Home in Makaha Valley

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

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

4.96 out of 5 average rating, 123 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

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.

A spacious lanai is equipped with a comfortable seating arrangement, featuring a dark woven table and light-colored cushions. Sunlight casts a warm glow over the area, highlighting a distant view of the ocean and palm trees, with resort buildings visible in the background.

5 out of 5 average rating, 19 reviews

2BD/2BA - Ko Olina Beach Villas

Relax and unwind at this villa in paradise. You will never want to leave this luxurious resort-style living in our 2 bedroom apartment in the exclusive Ko Olina Beach Villas. Featuring a secluded lagoon offering the perfect relaxing beach atmosphere with calmer waters and more seculsion than almost any other resort on Oahu. This villa offers all of the benefits of resort-style accommodations, but the flexibility and privacy of a fully-equipped condominium

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, 130 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, 114 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!

4.93 out of 5 average rating, 165 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.

4.95 out of 5 average rating, 92 reviews

Beach Villas at KoOlina (oceanviews)

My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks.... KoOlina Resort is one of the most beautiful get-a-ways in Hawaii! Paradise Cove Luau is moments away too!. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the comfy bed... Exquisite accommodations, spectacular views and a rare find!.

Popular amenities for Ko Olina rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a modern two-story home is depicted, featuring a welcoming porch and a well-maintained driveway. Lush green landscaping complements the home, with a backdrop of majestic mountains partially shrouded in mist, adding to the serene environment.

5 out of 5 average rating, 45 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

4.97 out of 5 average rating, 32 reviews

Mystic Mermaid Island Retreat

4.97 out of 5 average rating, 143 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, 54 reviews

4 Bedroom Luxury Home in Makaha Valley

Superhost

The spacious living area features large windows that provide views of the surrounding hills and natural light. A gray sofa is accented with yellow and white pillows, while a coffee table with decorative items is centered on a plush area rug. A modern lamp and potted plant add warmth to the space.

4.94 out of 5 average rating, 77 reviews

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

4.91 out of 5 average rating, 35 reviews

Ocean Views Serene Vacation Escape Home Near Beach

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.

4.95 out of 5 average rating, 150 reviews

Large family home 5 min from beach- with pool

4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

Condo rentals with a pool

A lanai is presented with a scenic ocean view, featuring a pair of comfortable chairs. The landscape includes a stretch of beach and palm trees in the distance, under a bright blue sky dotted with clouds.

5 out of 5 average rating, 21 reviews

Luxurious Ocean View Suite - End Unit O-824

A breathtaking view of the ocean and nearby lagoon is displayed, framed by vibrant palm trees. The sunset casts warm hues across the sky, highlighting the resort's beachfront and the tranquil surroundings.

4.92 out of 5 average rating, 25 reviews

Marriott’s Ko’Olina beach club- 2 bedroom

Superhost

An open-concept living area features a modern kitchen with stainless steel appliances, accompanied by a hardwood dining table and woven chairs. Natural light floods the space through expansive sliding doors that open to a balcony with ocean views, framed by Hawaiian decor.

4.91 out of 5 average rating, 47 reviews

Hale Kai | Ko Olina | Villa with Ocean Views!

The image displays a serene outdoor space featuring a large swimming pool surrounded by landscaped gardens. Lounge chairs are positioned along the poolside, with tropical palm trees scattered throughout. In the background, ocean views can be seen alongside well-maintained buildings that complement the tranquil environment.

4.98 out of 5 average rating, 47 reviews

Alluring Elegant Ocean View Luxury Beach Villa

4.88 out of 5 average rating, 228 reviews

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.

Condo in Waikiki

Amazing Waikiki Beach Views!!

4.81 out of 5 average rating, 129 reviews

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.

Condo in Waianae

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

4.97 out of 5 average rating, 99 reviews

A panoramic view showcases the clear blue ocean meeting a sandy beach, framed by palm trees. The landscape includes manicured gardens and a visible outdoor pool area. Bright blue skies with fluffy clouds add to the serene coastal atmosphere.

Condo in Ko Olina

The Sunset Villa at Ko Olina, BeachTower, sleeps 5

4.92 out of 5 average rating, 280 reviews

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.

Condo in Makaha

Let's make a dream

Other holiday rentals with a pool

4.84 out of 5 average rating, 119 reviews

Ko Olina Beach Villa | Beach View | Resort Pool!

4.96 out of 5 average rating, 94 reviews

An open studio layout showcases a spacious bedroom area with a king-size bed and a cozy seating arrangement featuring a dark sofa. Large glass doors frame stunning ocean and harbor views, while a TV is positioned for easy viewing from the living area.

Condo in Waikiki

Beautiful OceanView&Sunset @IlikaiResort w/Parking

4.89 out of 5 average rating, 35 reviews

Apartment in Kapolei

Popular Ground Floor with Extra Grassy Area

4.94 out of 5 average rating, 49 reviews

A spacious lanai is furnished with comfortable seating, including a light-colored sofa and wicker chairs. Tropical palms sway in the background against a twilight sky, providing a serene atmosphere. A coffee table is placed at the center, inviting relaxation after a day of activities.

Apartment in Kapolei

Amazing 2BR Condo in Ko Olina Beach Villa OT 314

5 out of 5 average rating, 10 reviews

An aerial view of the resort showcases spacious beachfront villas overlooking a calm turquoise lagoon. Lounge chairs line the sandy beach, while palm trees complement the coastal landscape. The surrounding greenery and rocky shoreline enhance the serene environment of the resort.

Apartment in Kapolei

Marriott's Ko Olina Beach Club

4.93 out of 5 average rating, 27 reviews

A spacious lanai is highlighted by a table with four chairs and a chaise lounge, overlooking a vibrant tropical scene. Palm trees and a serene ocean view create a tranquil backdrop, accessible through large sliding glass doors that invite natural light into the villa.

Villa in Kapolei

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie