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Vacation rentals with a pool in Oahu

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Top-rated rentals with a pool in Oahu

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
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 Polo ponies in forested pastures. The ocean is excellent for snorkeling and fishing; there are 2 surf spots, & world-class windsurfing within 2 mile. Mountains behind us offer good hiking trails. The Colony has a nice pool, and a Pickle Ball court. We have TV and WiFi. LICENSE NO. 90/TVU-0108. GE-142-964-5312-01. TMK:1-6-8-009-001-0021. Note: We have NO Air Conditioner, 3 ceiling fans, 2 desk fans & ocean

4.88 out of 5 average rating, 165 reviews
Top guest favourite
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.
Home in Waianae

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, 114 reviews
Guest favourite
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.

4.97 out of 5 average rating, 344 reviews
Guest favourite
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.
Condo in Kawela Bay

Legal STR: Aloha at Turtle Bay w/ Loft

TMK #570010270107 STR license # 51 Quiet upstairs unit with loft. Cooling trade breezes drift from the lanai through to the master bedroom. Walk to golf, restaurants and the beaches at the Ritz Carlton Oahu at Turtle Bay. 2 swimming pools, tennis and pickleball on site. Has beach toys and gear, tennis and pickleball rackets. WiFi, cable and Smart TV’s. Drive to North Shore beaches and local shopping. Gated, 24 hour security. One parking spot included. 2nd parking spot with permit.

4.89 out of 5 average rating, 263 reviews
Top guest favourite
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.

4.98 out of 5 average rating, 126 reviews
Guest favourite
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

🌴 BRAND NEW LISTING. NO RESORT FEES. FREE PARKING! 🌴 ✨ This ocean front condo is located at the iconic Ilikai Hotel & Luxury Suites. Your perfect getaway on the 9th floor offering beautiful ocean, sunset, & harbor views everyday! 💎 Immerse yourself in the beauty of Hawaii with just steps away from the pristine beach & lagoon. 🏝️ This inviting studio condo provides an exceptional experience surrounded by a vibrant neighborhood filled with shops, eateries, & fun filled activities!

4.94 out of 5 average rating, 103 reviews
Top guest favourite
Home in Waianae

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

4.95 out of 5 average rating, 150 reviews
Guest favourite
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!!

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! There’s 2 Ilikai pool iavailable for our guests. Also accepting long term stays at special rates.

4.89 out of 5 average rating, 235 reviews
Top guest favourite
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.
Home in Waianae

Beach 5 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.

4.99 out of 5 average rating, 129 reviews
Top guest favourite
Condo in Downtown Honolulu

Modern 1 Bedroom Condo in Downtown Honolulu

Aloha and welcome! Newly remodeled, clean and cozy 1 bedroom, 1 bathroom condo is in the heart of downtown Honolulu. Enjoy the views of the harbor and the city. We are a quick 10 min drive to beautiful Waikiki. Come explore all Oahu has to offer - surfing, swimming, snorkeling, relaxing on the beach, hiking, shopping, fine dining and more! Then unwind and relax in the comfort of the condo. We welcome you and hope you enjoy paradise at an affordable price.

4.98 out of 5 average rating, 285 reviews
Guest favourite
Home in Kawela Bay

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

4.92 out of 5 average rating, 119 reviews
Guest favourite
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.
Home in Waianae

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!

4.96 out of 5 average rating, 138 reviews

Popular amenities for Oahu rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
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.
Home in Waianae

Large family home 5 min from beach- with pool

4.95 out of 5 average rating, 155 reviews
Top guest favourite
Home in Waianae

Private SPA, Sleep 12, Beach 5 min

4.94 out of 5 average rating, 156 reviews
Guest favourite
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

4.97 out of 5 average rating, 149 reviews
Superhost
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

4.9 out of 5 average rating, 158 reviews
Top guest favourite
Home in Waianae

Lani Kai Ocean View Villa Sleeps 12 Pool + Hot Tub

5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Kapolei

Luxury Ko Olina Home

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Kawela Bay

Newly Renovated Turtle Bay Villa | Beach + Pool

5.0 out of 5 average rating, 43 reviews
Superhost
Aerial view of a spacious villa nestled in a gated community, surrounded by lush greenery. The property features a well-maintained yard and a garage, with a scenic backdrop of mountains and the ocean visible in the distance.
Home in Waianae

Ocean-Sunset Views Home in Gated Makaha Community

5.0 out of 5 average rating, 10 reviews

Condo rentals with a pool

Guest favourite
A spacious bedroom is illuminated with natural light, featuring a large bed adorned with a patterned blanket. A wall decorated with palm leaf designs complements the beach view visible through expansive glass doors, which open onto a private balcony with an outdoor seating area.
Condo in Waikiki

Floor-to-Ceiling Oceanfront Home (Car Available)

4.93 out of 5 average rating, 130 reviews
Top guest favourite
Condo in Kawela Bay

North Shore Turtle Bay Renovated 2Bd/2Ba + Loft

4.93 out of 5 average rating, 159 reviews
Guest favourite
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

Makaha Dream

4.92 out of 5 average rating, 286 reviews
Guest favourite
A bright living space features large windows that offer views of the city skyline. A wooden dining table is set for four, while a comfortable sofa faces a television. Neutral tones and decorative wall art enhance the inviting ambiance of the room.
Condo in Downtown Honolulu

Spacious Hotel/Apartment in Downtown with Parking

4.82 out of 5 average rating, 348 reviews
Top guest favourite
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.
Condo in Kawela Bay

♥ North Shore Paradise at Turtle Bay ♥

4.94 out of 5 average rating, 251 reviews
Guest favourite
A modern living space is arranged with a comfortable sofa and a sleek coffee table. A large wall-mounted TV displays a marine scene. The kitchen area features white cabinetry and bar stools, while light wood flooring complements the decor. Natural light highlights the room's openness.
Condo in Kawela Bay

NEWLY RENOVATED (2021) Turtle Bay Haven!

4.91 out of 5 average rating, 357 reviews
Superhost
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.
Condo in Downtown Honolulu

2BR High Floor Free Parking

4.86 out of 5 average rating, 128 reviews
Top guest favourite
A serene lanai features two turquoise lounge chairs beside a small round table. A view of the marina and ocean is visible in the background, showcasing boats and a clear blue sky. A decorative pineapple sits atop the table, accompanied by two cups.
Condo in Waikiki

Waikiki Ocean & Sunset View Condo-free parking

4.96 out of 5 average rating, 330 reviews

Other vacation rentals with a pool

Guest favourite
A two-story building is framed by lush greenery and large windows. A white staircase leads to the upper level, while balconies are visible. The exterior showcases a light-colored facade that blends with the natural surroundings, creating a serene residential setting.
Apartment in Kawela Bay

Turtle Bay Corner Condo With A Fairway View!

4.88 out of 5 average rating, 275 reviews
Guest favourite
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

4.96 out of 5 average rating, 134 reviews
Top guest favourite
A balcony view features a small round table set for breakfast, with fresh fruit and pastries arranged on plates. The ocean can be seen in the distance, along with tall buildings of the Honolulu skyline. Natural light brightens the space.
Apartment in Waikiki

Oceanvw, walk 2 beach, $0 cleaning & park, kitchen

4.95 out of 5 average rating, 123 reviews
Guest favourite
A spacious living area features a king size bed with fresh linens, complemented by two boucle fabric chairs and a round coffee table. Natural light filters through a nearby window, highlighting the modern wood accent wall and a decorative wall clock.
Apartment in Waikiki

39FL-Chic Modern in Waikiki-Upgraded King Studio

4.95 out of 5 average rating, 139 reviews
Guest favourite
A serene pathway leads toward the cottage, bordered by lush greenery and a manicured lawn. The ocean glistens in the distance under a bright blue sky, with a palm tree gently swaying nearby. Large windows of the cottage offer views of the tranquil waters.
Cottage in North Shore

Island Jewel, North Shore Bliss

4.99 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Waikiki

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

4.97 out of 5 average rating, 38 reviews
Superhost
A modern bathroom is showcased with a deep soaking tub positioned next to large windows, providing panoramic views of the sunset over the ocean. Natural stone accents are featured throughout, while a decorative vase with flowers adds a touch of elegance.
Condo in Waikiki

(Golden Week) Nr beach! Imperial Resort

4.93 out of 5 average rating, 40 reviews
Guest favourite
A spacious living area features a comfortable gray sofa with decorative pillows, accompanied by a wooden coffee table. Two pieces of artwork hang on the wall above, and the kitchen is located in the background, showcasing modern cabinetry and appliances. Natural light fills the room, enhancing the hardwood flooring.
Apartment in Waikiki

Honu Hale Waikiki: 2BDR Spacious Panoramic View

4.83 out of 5 average rating, 46 reviews

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