Holiday rentals with a pool in Waianae

A bright living area features large sliding glass doors offering unobstructed views of the ocean. Comfortable seating is arranged around a coffee table, with a TV mounted nearby. Tropical decor and tile flooring create a relaxing atmosphere, inviting guests to enjoy the coastal scenery.

4.95 out of 5 average rating, 122 reviews

9K Hawaiian Princess - Alii Hale Aina

Beautiful remodeled Hawaiian Princess unit on one of the best beaches on Oahu. The view is nothing less than spectacular. The condo has been remodeled with the best of everything. You will not find a better place on the island if you are looking for a beach vacation away from the crowds of Waikiki. This unit has an NUC and is permitted rental Feel free to message me (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available

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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, 112 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!

ValueLocationAir conditioning

4.97 out of 5 average rating, 342 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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4.97 out of 5 average rating, 118 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.

LocationFamilyAccuracy

4.95 out of 5 average rating, 147 reviews

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

Why guests love our cozy Makaha Valley home: Our home is right next to the resort-style pool, spa, and fitness center. Free parking for up to 4 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views

ValueFamilyAmenities

The exterior of a two-story vacation home is framed by lush green lawn and surrounded by landscaped areas. Soft lighting highlights the property against a dramatic sunset backdrop, with colorful clouds above the nearby mountains, enhancing the tranquil setting.

4.99 out of 5 average rating, 121 reviews

Beach 6 Min|Community Pool+Gym|Gated|Mountain View

This four-bedroom retreat in the gated Mauna Olu Estates blends mountain views with local Hawaii design touches - a custom wood bar table and mural in the dining room. It sleeps up to 10 across four bedrooms - a king suite, two queens, and a flexible fourth room with a full bed, trundle, and sleeper sofa. Guests get community pool and gym access plus a private, fenced backyard for grilling. It's an easy fit for a family reunion or multiple families traveling together.

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4.9 out of 5 average rating, 156 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

Enjoy time w/family at this new 3 bdr 2.5 bath house in the mountains of Makaha Valley in a gated community. Minutes from year round surf&golf. This is a LEGAL vacation rental. Private yard on perimeter lot with unobstructed ocean&mountain views & just a few min. drive to clean, sand bottom beaches. Please note there is an attached studio on the property but everything is separate&private. Any combination of 10 guests is OK as long as no more than 8 adults.

LocationFamilyLayout

4.82 out of 5 average rating, 164 reviews

A view from the lanai showcases a parking area with several vehicles, including a red SUV and a white Jeep. In the background, two-story buildings are visible, surrounded by lush greenery and palm trees. The ocean can be seen in the distance under a clear blue sky.

Condo in Waianae

Paradise Found Makaha Valley Comfy Condo

MY CONDO IS NOT CLOSE TO Noisy/crowded downtown Honolulu!! , Roomy 2 bedroom Condo 1 min drive, 10 min walk from beautiful famous Waianae Surfing Beach. You can see the ocean from the lanai. Entire west side of condo has amazing views. The grounds are beautiful with lots great plants and animals to admire. There are 2 pools, 2 hot tubs, tennis courts, basketball court, and lots of walking/jogging trails. The unit has A/C and full size washer/dryer.

FamilyValueIndoor spaces

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!*

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.

LocationFamilyBathroom

An open dining area is highlighted by a large wooden table with seating for six, complemented by natural light from sliding glass doors. The adjacent kitchen features modern appliances and a spacious island with bar seating, creating a welcoming atmosphere for gatherings.

4.97 out of 5 average rating, 135 reviews

Hawaiian Pakele (escape)

Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min drive to the world famous Makaha beach. This is the most desirable location for families, friends and couples to escape, relax and enjoy a rejuvenating and memorable vacation!

ValueFamilyAir conditioning

4.94 out of 5 average rating, 151 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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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, 152 reviews

Large family home 5 min from beach- with pool

A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home, providing plenty of room for large families to come together and relax after days playing in the sun surfing, snorkeling, and swimming. Nestled in the Makaha Valley, experience the lush mountains out the backdoor and tropical beaches out the front.

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Popular amenities for Waianae rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 115 reviews

Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

LocationFamilyDecor

4.97 out of 5 average rating, 146 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

LocationValueQuiet

5.0 out of 5 average rating, 21 reviews

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

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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, 79 reviews

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

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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.

4.86 out of 5 average rating, 14 reviews

Ocean View Home for Family Fun Getaway Near Beach

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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.

5.0 out of 5 average rating, 46 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

LocationFamilyHot tub

An aerial view captures the spacious homes of the secure gated community, featuring individual yards and driveways. The ocean sparkles in the background, framed by lush green hills and the outline of distant buildings, showcasing the peaceful beauty of the Makaha Valley.

4.92 out of 5 average rating, 49 reviews

Ocean View Exquisite Home at Cottages at Mauna Olu

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A spacious gazebo accommodates a large outdoor dining set, surrounded by lush greenery. The structure is designed with an open roof and features a modern aesthetic. In the background, ocean views and distant mountains enhance the tranquil outdoor setting.

4.95 out of 5 average rating, 62 reviews

@ML Ocean view, Golf, Gazebo and BBQ, we have all!

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Condo rentals with a pool

Condo in Downtown Honolulu

4.98 out of 5 average rating, 281 reviews

Modern 1 Bedroom Condo in Downtown Honolulu

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A spacious bed is centered against a vibrant mural featuring tropical leaves and abstract shapes. Soft lighting is provided by two pendant lights on either side, accentuating the warm wooden nightstands. Neutral tones create a serene atmosphere in this inviting bedroom.

4.97 out of 5 average rating, 274 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

ValueFamilyKitchen

4.94 out of 5 average rating, 146 reviews

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.

Condo in Kapolei

Ko Olina Beach Villa Frontal Oceanview 2 bd/2 ba

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A modern kitchen is featured with light wood cabinetry and natural stone countertops. Three rattan bar stools are positioned at the breakfast bar. Pendant lights with woven shades hang above. Fresh greenery is placed on the counter, enhancing the spacious and airy feel of the room.

4.93 out of 5 average rating, 245 reviews

♥ North Shore Paradise at Turtle Bay ♥

LocationValueWalkability

A modern kitchen and living area are depicted in the image. The kitchen features sleek white cabinets and a spacious island. A stainless steel refrigerator and stove are visible. Natural light fills the area through large sliding glass doors, overlooking a green landscape.

4.99 out of 5 average rating, 348 reviews

Modern & Contemporary North Shore Oahu Condo

LocationFamilyGetting around

An open layout features a kitchen with modern appliances and a dining area, complemented by bar seating. The loft area with a visible sleeping space is showcased above, while natural light floods through large windows, enhancing the airy atmosphere of the living space.

4.89 out of 5 average rating, 260 reviews

Legal STR: Aloha at Turtle Bay w/ Loft

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Condo in Downtown Honolulu

A spacious room features a large window showcasing expansive views of the ocean and harbor. A work desk and chair are positioned near the glass, while a cozy bed is visible in the foreground. Natural light enhances the modern decor and serene atmosphere.

4.96 out of 5 average rating, 179 reviews

Luxury Condo with Ocean Views & FREE Parking!

ValueFamilyPool

4.93 out of 5 average rating, 104 reviews

An inviting balcony space is visible, featuring a round, cushioned chair beside a small, white table. The ocean stretches out in the background, framed by palm trees and gentle waves lapping against the shore, creating a serene coastal view.

Condo in Waikiki

Dreamy Beachfront Home (Car & Parking Available)

FamilyLocationAccuracy

Other holiday rentals with a pool

A sweeping view of the ocean is enhanced by a vibrant rainbow arching across the sky. Waves gently lap the shore, while a distant mountain creates a picturesque backdrop. The sandy beach is bordered by lush greenery, embodying a serene coastal landscape.

4.85 out of 5 average rating, 234 reviews

Beach Beauty and Comfort in remote Oahu Paradise

LocationValueAccuracy

4.9 out of 5 average rating, 117 reviews

Guesthouse in Waianae

Private Studio no shared spaces with own entry

LocationFamilyView

4.9 out of 5 average rating, 153 reviews

The resort complex is displayed with multiple modern buildings positioned along a sandy beach, framed by lush greenery. Calm waters reflect the pastel colors of the sky at sunset, creating a serene atmosphere. Rocky outcroppings are visible in the foreground, enhancing the coastal scenery.

Apartment in Kapolei

Studio at Marriott vacation club ko olina

ValueFamilyOutdoor spaces

4.95 out of 5 average rating, 19 reviews

Beachfront Condo at Makaha

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An outdoor balcony features a table and two chairs with a view of the horizon. The sun sets over the calm ocean waters, creating a gradient of colors in the sky, ranging from deep orange to soft pink, reflecting on the water's surface.

4.95 out of 5 average rating, 95 reviews

Make your next vacation, Paradise! Free Parking!

LocationFamilyPool

4.97 out of 5 average rating, 60 reviews

A modern two-story home is shown, featuring a welcoming front with a spacious driveway and a two-car garage. Lush green grass surrounds the entrance, complemented by vibrant pink plants that add a touch of color. The backdrop showcases a mountainous landscape under a twilight sky.

Cottage in Makaha Valley

Support Local Home Pool Spa Gym Ocean View

ValueFamilyWalkability

A serene bedroom is presented with a spacious bed adorned with light linens. Soft lighting from two lamps and large windows provide a view of the ocean. A decorative fish wall art adds character, complemented by vibrant curtains and a stylish chest at the foot of the bed.

5.0 out of 5 average rating, 10 reviews

Paradise Escape Stunning 2BR Oceanfront in Makaha

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