Vacation rentals with a pool in Waianae

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.

4.98 out of 5 average rating, 229 reviews

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Come to escape to this newly renovated 1,150SF 2 bedrooms/2.5 bathroom townhouse for a soul comforting Northshore stay! Away from hustling downtown, Hale Lulu sits peacefully a few minutes away from iconic Turtle Bay Hotel and the most beautiful secluded beaches and trails! This unit is the biggest model in Kulima West. We offer 2 king size beds and 1 queen bed in three different bedrooms for your restful stay. The best cleaning crew was hired for your luxurious staying experience in Hawaii.

4.97 out of 5 average rating, 302 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 Waianae

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.

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.

4.91 out of 5 average rating, 311 reviews

NEWLY RENOVATED (2021) Turtle Bay Haven!

NEWLY RENOVATED condo (2021) at Turtle Bay on Oahu's world famous North Shore. Enjoy more than 5 miles of secluded beaches, 2 private swimming pools, 2 private tennis & pickle ball courts, 2 PGA golf courses, horseback riding & fine dining all less than a 5 minute walk from your front door! The condo was completely remodeled in 2021 (Kitchen, Bathrooms, Flooring, decor as well as AC throughout). This 1Bed, 2Bath unit is one of the few Legal and licensed vacation rentals on the North Shore!

4.92 out of 5 average rating, 134 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 Waianae

11D Hawaiian Princess - Mango Mele

This beautiful, one bedroom, one bath condo is located at the Hawaiian Princess in Makaha. It is absolutely beachfront and is on a higher floor with a breath-taking ocean-sunset view. One of the best on the planet. The unit is very well maintained. King bed in the bedroom, sofa sleeper in the living room, full kitchen, 2 TVs, beach equipment. Drop me a message (scroll to the bottom) if you cannot find availability on the calendar. I have other listings on island that may be available.

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.

4.96 out of 5 average rating, 114 reviews

Oahu Perfect Vacation •Pool, Near Beach, Sleeps 14

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous Mākaha Beach - you got it all. From the mountains of Yosemite to the beaches of Gulf Shores, my family and I will provide you with the best experience for any vacation and occasion! (Pool available May 7th, 2025)

4.84 out of 5 average rating, 208 reviews

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.

Apartment in Mākaha

Beach Beauty and Comfort in remote Oahu Paradise

This is among the nicest locations in all Hawaii. You are literally over a quiet, beautiful pristine beach. Beautiful valley views East. Sparsely populated beach below. Excellent sand and swimming. Beach amenities on hand. The condo is beautiful, comfortable, and nicely updated. Great local swimming, snorkeling, surfing, hiking, dolphins, turtles. Personally, I do not know a better place in Hawaii to visit if you do not need bars and shopping. Nice facility amenities below.

4.96 out of 5 average rating, 114 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Free parking for 5 cars (save $40–$100/car nightly) - Private SPA & BBQ, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom, 9 beds and 2 bathroom - Repeat guest favourite, peaceful spot near beaches & away from Waikiki crowds. - Gated community with Oceanview pool, gym & mountain views, - Filtered water (no bottled runs), - Washer/dryer to travel light

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, 197 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.

4.8 out of 5 average rating, 116 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.

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.

4.96 out of 5 average rating, 111 reviews

Waikiki Beachfront Home with Ocean and Beach View

* Aloha! Welcome to our happy place in the heart of Waikiki! * If you are looking for stunning ocean views directly from your bed, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!

Guest suite in Makaha Valley

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.

4.94 out of 5 average rating, 156 reviews

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

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.

Guesthouse in Makaha Valley

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.

4.93 out of 5 average rating, 127 reviews

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.

Popular amenities for Waianae 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, 32 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

4.98 out of 5 average rating, 120 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 private hot tub sits elegantly on a patio, illuminated with soft ambient lighting as the sunset casts a soothing palette across the sky. Lush greenery surrounds the area, and a well-maintained lawn is complemented by a pathway of decorative stones.

5 out of 5 average rating, 6 reviews

Kalo Homes - Elevated Escape

A community pool area features clear blue water reflecting the sky, surrounded by lounge chairs. Lush palm trees provide shade, and a striking mountain backdrop complements the tranquil setting. The pool is designed for relaxation, with steps leading into the water and a calming atmosphere.

4.82 out of 5 average rating, 57 reviews

@Marbella Lane - Blissful Studio in Makaha

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, 87 reviews

Makaha Hale - Serene 3 BR Home

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.

4.91 out of 5 average rating, 35 reviews

Ocean View Exquisite Home at Cottages at Mauna Olu

An outdoor seating area is shown, featuring comfortable lounge furniture with orange cushions arranged around a fire table. A large umbrella provides shade, and the backdrop includes lush greenery and a mountain view, creating a serene environment for relaxation.

4.9 out of 5 average rating, 50 reviews

Pakele Oahu by AvantStay | 5 Min to Makaha Beach

5 out of 5 average rating, 7 reviews

Home in Mililani

The Hau'oli House (house of joy), Unique, central

Condo rentals with a pool

4.85 out of 5 average rating, 105 reviews

A serene pool area is surrounded by lush tropical landscaping, featuring palm trees and colorful flowers. Lounge chairs are placed around the pool, which is framed by natural stone accents. A calm, inviting atmosphere is created by the clear blue water and sunny skies.

Condo in Kapolei

Ko Olina Beach Villas ★Ocean View★Free Parking★

Condo in Downtown Honolulu

A spacious living area contains a comfortable sofa, accent chairs, and a coffee table, all arranged on light-colored flooring. Two pieces of wall art adorn the walls, while large glass doors lead to a balcony offering views of the surrounding area.

4.95 out of 5 average rating, 155 reviews

Luxury Condo with Ocean Views & FREE Parking!

The living room features a dark leather sofa with decorative pillows, positioned beside a wooden coffee table on a plush area rug. Wall art includes wooden paddles and displayed artwork. The staircase leads to the upper level, with a washer and dryer conveniently located in a nearby nook.

4.94 out of 5 average rating, 212 reviews

Turtle Bay Condo. Cozy retreat for two.

A light-filled living area is presented with a cozy white sofa, accented by decorative pillows featuring ocean-themed designs. Two rattan chairs flank a small glass table, while natural light filters through flowing sheer curtains. A potted plant brings a touch of greenery to the space.

4.84 out of 5 average rating, 397 reviews

Luxe Loft at Turtle Bay

4.92 out of 5 average rating, 183 reviews

A private balcony offers a clear view of the skyline and coastline, showcasing the vibrant city below. The space includes a small round table with two chairs, providing a relaxing spot to enjoy the panoramic scenery and the bright blue sky.

Condo in Ala Moana

Alamoana Hotel 29FL Studio City&Partial Ocean View

A well-maintained octagonal pool is surrounded by a spacious patio, featuring a shaded seating area and lounge chairs. Lush greenery and palm trees enhance the tranquil environment. The pool's clear blue water is inviting under the sunlight, creating a refreshing space for relaxation.

4.96 out of 5 average rating, 126 reviews

Hale Soleil

4.9 out of 5 average rating, 282 reviews

The beachfront property is surrounded by lush greenery and palm trees, displaying multiple levels of residential units. The sandy beach extends to the clear blue waters, with mountain views in the background under a partly cloudy sky.

Condo in Hauula

Secluded White Sandy beach just 30 steps away

The spacious bathroom features a modern vanity with dual sinks and large mirrors above. A glass shower enclosure offers a view of classic white subway tiles. Decorative accents include a wooden tray with toiletries, a rolled towel, and a flowering plant, complemented by intricate patterned flooring.

4.95 out of 5 average rating, 201 reviews

Modern Condo_Free Private On-Site Parking

Other vacation rentals with a pool

4.98 out of 5 average rating, 51 reviews

The living room features a spacious sectional sofa and a large 75-inch 4K smart TV mounted on the wall. A stylish kitchen island with seating is visible in the foreground, while expansive windows showcase stunning views of the Hawaiian Mountains.

Apartment in Waikiki

17F-Beautiful & Upscale-Waikiki Beach 1BR/Parking~

An outdoor balcony space is displayed, featuring a light-colored table with two drinks positioned on it. A cozy sofa with neutral cushions sits against the railing, overlooking the vibrant ocean and palm trees under a clear blue sky.

5 out of 5 average rating, 49 reviews

White Sand Beach Home (Car & Parking Available)

5 out of 5 average rating, 16 reviews

The kitchen features a spacious island with seating for four, complemented by modern appliances. Large sliding glass doors open to a balcony, showcasing views of the surrounding area. Pendant lighting provides warm illumination over the counter, enhancing functionality and style.

Condo in Kapolei

Hale Healani B-705 Stunning Views of the ocean

4.97 out of 5 average rating, 31 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, 83 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

32FL-Upscale Luxury Penthouse Ocean View Studio~

4.97 out of 5 average rating, 29 reviews

A beach cottage is nestled among palm trees, with large windows reflecting the warm hues of a sunset. The grassy area leads toward the ocean, enhancing the serene coastal atmosphere. The horizon showcases the fading light over tranquil waters.

Townhouse in North Shore

Sunset Hale

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.

4.96 out of 5 average rating, 50 reviews

Elegant Luxury Ocean View & Fireworks @ Ilikai Resort + Park