Holiday rentals with a pool in Ko Olina

4.94 out of 5 average rating, 161 reviews

A spacious balcony is featured, offering a direct view of the ocean and beach. A lounge chair and a round table are positioned for relaxation. A woman is seated, enjoying the scenery. The space is filled with natural light from the large sliding glass doors.

Condo in Waikiki

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. :-)

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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!

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4.94 out of 5 average rating, 17 reviews

Townhouse in Kapolei

Spacious 3Bed KoOlina Resort Villa~Golf-Beach&Dine

Settle into comfort and ease with this spacious 3-bedroom home. Located just 1 mile from the peaceful KoOlina lagoons and moments from world-class resorts. Unwind at the pool, recharge in the hot tub, and enjoy a thoughtfully stocked home designed for longer stays. Whether you're here to spend quality time with family, enjoy nearby golf and sunset walks, or simply relax in a quiet, resort-style setting—this home delivers the comfort and consistency you want for a true home-away-from-home.

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4.97 out of 5 average rating, 340 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.

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4.88 out of 5 average rating, 159 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.

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4.97 out of 5 average rating, 117 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.

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4.98 out of 5 average rating, 163 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.

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The image captures a serene beachfront scene framed by tall palm trees. Shades of blue from the ocean sky merge with the azure waters. A lush green lawn and vibrant vegetation are visible in the foreground, creating a peaceful coastal atmosphere.

4.94 out of 5 average rating, 146 reviews

Ko Olina Beach Villa Front Oceanview 2 bd/2 ba

Our Villa is close to Aulani Disney Resort and Four Seasons Resort. Many positive reviews on Airbnb & other rental websites for this resort!One of the most reviews for this property! Sharing our Villa with renters since 2010. Rent with confidence and deal with owner directly to ensure a great experience and stay. Airbnb Superhost since 2018! The Beach Villas are a newer resort built in 2007. Unbelievable value at prices less than half of Aulani and Four Seasons!

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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

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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.

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4.94 out of 5 average rating, 150 reviews

Private SPA, Sleep 12, Beach 5 min

Why do guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $100 per person per night. The less-touristed, more-local Hawaii. Perfect for multi-generational families and friend groups who want the whole house, not adjacent hotel rooms. Pets welcome. Top Airbnb 5% Guest Favorite homes.

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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.

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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

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Superhost

A spacious outdoor lanai features comfortable seating with soft cushions, complemented by a wooden coffee table. The structure provides a shaded area, while panoramic ocean views and greenery extend in the background, inviting relaxation and connection with nature.

4.83 out of 5 average rating, 12 reviews

Ocean View Home for Family Fun Getaway Near Beach

ValueFamilyHospitality

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

LocationValueWalkability

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, 57 reviews

4 Bedroom Luxury Home in Makaha Valley

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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

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4.9 out of 5 average rating, 154 reviews

An aerial view captures a sandy beach stretching along the coast, bordered by clear turquoise waters. Colorful umbrellas dot the beach, while small boats can be seen in the water. Lush green hills rise in the background, complementing the scenic landscape.

Home in Makaha Valley

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

LocationFamilyPool

4.95 out of 5 average rating, 144 reviews

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

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5 out of 5 average rating, 9 reviews

Home in Kapolei

Beachfront Condo w/ Pool & Balcony | Hale Hoaloha

LocationFamilyBeach

Condo rentals with a pool

A panoramic view showcases the turquoise ocean and sandy beach, framed by tropical palm trees. The lush green landscape extends to the edge of the water, creating a harmonious blend of nature and relaxation. Soft clouds drift across the vibrant blue sky.

4.93 out of 5 average rating, 30 reviews

Last Min Special: Spectacular Ocean View Suite

LocationFamilyLong stay

5 out of 5 average rating, 27 reviews

Sept. Special: Book 7 Nights & Get 1 Night Free

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4.92 out of 5 average rating, 150 reviews

The living area features a comfortable teal sofa with decorative pillows, a coffee table, and a television against a backdrop of large windows. A lanai with chairs provides an ocean view, while light wood accents and a blue rug enhance the calm ambiance.

Condo in Makaha

11D Hawaiian Princess - Mango Mele

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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

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Superhost

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

4.88 out of 5 average rating, 230 reviews

Amazing Waikiki Beach Views!!

FamilyValueLong stay

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!*

LocationFamilyIndoor spaces

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

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4.91 out of 5 average rating, 152 reviews

A spacious bedroom features a king-size bed with an elegant quilt and decorative pillows. Two nightstands with stylish lamps are positioned on either side. Floor-to-ceiling windows offer panoramic views of the ocean, filling the room with natural light.

Condo in Waikiki

#3103 2BR/2BA|Beachfront, Free Parking, Gym & Pool

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Other holiday rentals with a pool

4.89 out of 5 average rating, 35 reviews

Apartment in Kapolei

Popular Ground Floor with Extra Grassy Area

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4.94 out of 5 average rating, 51 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

LocationFamilyWi-Fi

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

LocationCleanlinessIndoor spaces

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

LocationFamilyIndoor spaces

4.93 out of 5 average rating, 28 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

ValueFamilyHospitality

4.96 out of 5 average rating, 26 reviews

Apartment in Waikiki

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

ValueFamilyWalkability

The image captures an aerial view of a vibrant resort pool area surrounded by lush tropical landscaping. The sparkling blue pool is framed by numerous lounge chairs and tables, inviting relaxation and leisure. Tall palm trees enhance the tranquil atmosphere of the resort.