Holiday rentals with a pool in Waianae

A bright and airy studio space is highlighted by large windows offering panoramic views of the city and ocean. A king bed with light bedding is paired with a bedside table and lamp. A small dining table with two chairs is positioned beside the window.

4.91 out of 5 average rating, 244 reviews

Panoramic Ocean View/ Full Kitchen/2603A

Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

4.94 out of 5 average rating, 106 reviews

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.

Flat in Waianae

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

4.97 out of 5 average rating, 307 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.

Apartment 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.

4.96 out of 5 average rating, 117 reviews

Family Oceanview Oasis, Hot Tub, 5min to beach

Why guests LOVE our home? Why guests find it such a great VALUE? - Relaxing single-story 3BR in a gated community with oceanview pool and mountain views - Private hot tub & BBQ backyard for slow mornings and starry-night hangouts - Ideal for group who want comfort and space for kids and grandparents. - Full kitchen, washer/dryer and filtered water help you save on dining and packing - Free parking for up to 5 cars - 5 min drive to uncrowded beaches and a quiet escape from Waikiki crowds

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.

4.95 out of 5 average rating, 152 reviews

Kalo Homes - Near Beach, Ocean views, Gym, & Pool

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!

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, 212 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.

Flat 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.

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, 198 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.

Apartment in Downtown Honolulu

4.97 out of 5 average rating, 233 reviews

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.

4.8 out of 5 average rating, 117 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.

Apartment 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.

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, 159 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.

Guest house 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, 131 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, 33 reviews

Westside Hawaiian Sanctuary-New Home w/ 24hr Gated

4.98 out of 5 average rating, 122 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

The exterior of a charming two-story home showcases a well-maintained lawn and vibrant landscaping. The house features a covered porch with welcoming entry, large windows, and a garage. Majestic mountains rise in the backdrop under a clear blue sky, enhancing the serene environment.

4.9 out of 5 average rating, 31 reviews

Ocean View Home in Gated Makaha Valley Near Beach

A spacious backyard is showcased, featuring two cornhole game boards set on vibrant green grass. A cooler is positioned nearby, with the lush backdrop of greenery and a mountain visible in the distance under a blue sky.

4.95 out of 5 average rating, 21 reviews

Ocean Views Serene Vacation Escape Home Near Beach

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, 89 reviews

Makaha Hale - Serene 3 BR Home

5 out of 5 average rating, 9 reviews

Home in Kapolei

"Piece of Paradise!" Luxurious 4-bed

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, 52 reviews

Pakele Oahu by AvantStay | 5 Min to Makaha Beach

Apartment rentals with a pool

Apartment 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.

4.96 out of 5 average rating, 156 reviews

Luxury Condo with Ocean Views & FREE Parking!

4.85 out of 5 average rating, 106 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.

Apartment in Kapolei

Ko Olina Beach Villas ★Ocean View★Free Parking★

A modern studio is featured with light wood flooring and a bright, airy atmosphere. The spacious king bed is positioned beside a comfortable twin-size sofa sleeper. A 65-inch smart TV is mounted on the wall, and a dedicated work area with a desk is visible.

4.96 out of 5 average rating, 124 reviews

43FL-Gorgeous High-FL Studio w/Ocean & City Views

4.9 out of 5 average rating, 283 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.

Apartment in Hauula

Secluded White Sandy beach just 30 steps away

4.99 out of 5 average rating, 172 reviews

The open-concept great room features a comfortable seating area with a sofa and accent chairs, complemented by a round dining table. The room is designed with large windows providing natural light and views of the surrounding tropical greenery, enhancing the indoor-outdoor flow.

Apartment in Kahuku

Rated Top 1% Airbnb: Privacy & Luxury @ Turtle Bay

A private lanai is shown, featuring a sleek outdoor dining table with two lanterns. The view captures the ocean with sailboats in the distance, alongside lush greenery and palm trees, creating a serene backdrop against the clear blue sky.

4.9 out of 5 average rating, 146 reviews

Ocean View w/ 2 private balconies; Steps to Beach

4.77 out of 5 average rating, 147 reviews

A private lanai is seen through sliding glass doors, featuring two chairs and a small table overlooking the ocean. Lush palm trees are visible, with water glistening under the clear sky. The space has green turf flooring, providing a vibrant touch.

Apartment in Hauula

"Endless Summer" Beachfront Condo w/ Full Kitchen!

4.98 out of 5 average rating, 231 reviews

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.

Apartment in Kahuku

HawaiianaLuxe_Townhouse at Turtle Bay_Hale LuLu

Other holiday rentals with a pool

A spacious studio is presented with light wood flooring and bright walls. A king-size bed is positioned centrally, accompanied by two comfortable chairs and a round table. A well-equipped kitchenette is visible, featuring cabinets, a wine cellar, and a microwave, enhancing the functionality of the space.

4.91 out of 5 average rating, 23 reviews

Modern Unit with Stunning Waikiki View w/ Lanai

5 out of 5 average rating, 8 reviews

17F-Chic & Modern Studio w/2 Queens-Waikiki Beach~

4.99 out of 5 average rating, 92 reviews

Ocean View Sunset, Free Parking, Pool, 5m to Beach

5 out of 5 average rating, 17 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.

Apartment in Kapolei

Hale Healani B-705 Stunning Views of the ocean

The studio features a queen bed with a textured white coverlet, positioned near a large window offering expansive views of the ocean and Diamond Head. A small dining table and chairs are present, along with a cozy pull-out sofa, enhancing the welcoming atmosphere.

4.98 out of 5 average rating, 43 reviews

Ocean & Mtn View Studio 33rd Fl

A lounge chair is positioned on a spacious balcony, overlooking a panoramic ocean view. A small side table is presented nearby, featuring two glasses and a decorative plant. The vibrant blue water and sandy beach are visible in the background, surrounded by palm trees.

5 out of 5 average rating, 59 reviews

Oceanfront Dream Home (Car & Parking Available)

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.

4.97 out of 5 average rating, 32 reviews

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

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.