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, 243 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, 306 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 game room is highlighted by a vibrant red pool table at its center, surrounded by artwork on the walls. Classic arcade games are positioned nearby, with a cozy seating area visible in the background. The space is designed for entertainment and relaxation.

4.95 out of 5 average rating, 150 reviews

Kalo Homes - Makaha's Hidden Gem

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.

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, 158 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, 130 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.

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.

4.94 out of 5 average rating, 132 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.

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

A modern living area features high ceilings and large windows allowing natural light. A comfortable, light gray sofa is positioned alongside a coffee table and a rug, with a television mounted on an adjacent wall. A dining area with chairs is visible in the background.

4.83 out of 5 average rating, 36 reviews

@Marbella Lane - Elegant 3BR w/ Marvelous Views

The home features a spacious layout with a large backyard, showcasing stunning mountain views. An outdoor seating area is visible, and the surrounding landscape includes well-maintained lawns and neighboring houses. Clear skies and lush greenery enhance the tranquil setting.

5 out of 5 average rating, 34 reviews

Makaha Hideaway by AvantStay | 10 Minutes to Beach

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, 88 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.

4.89 out of 5 average rating, 36 reviews

Ocean View Exquisite Home at Cottages at Mauna Olu

5 out of 5 average rating, 9 reviews

Home in Kapolei

"Piece of Paradise!" Luxurious 4-bed

An outdoor seating area features a spacious sectional sofa and a coffee table set with plates and a vase of flowers. A barbecue grill stands nearby, with the ocean visible in the distance along with lush mountains under a partly cloudy sky.

5 out of 5 average rating, 7 reviews

Ocean View Home Near the Beach and the Golf Course

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!

A welcoming living area features a gray sofa with decorative pillows, two round coffee tables, and a large flat-screen TV mounted on the wall. Natural light floods in through the expansive window, with mountain views visible in the background.

4.88 out of 5 average rating, 105 reviews

High Floor Suite - A block Away from Waikiki Beach

A well-lit room features a spacious bed adorned with light bedding and decorative pillows. A large window offers panoramic views of the city and ocean, while a small desk and chair provide a workspace. A piece of coastal art adds a serene touch.

4.8 out of 5 average rating, 160 reviews

Cozy Sky Studio B 35th floor Waikiki Ocean View!

4.84 out of 5 average rating, 398 reviews

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.

Apartment in Kahuku

Luxe Loft at Turtle Bay

4.87 out of 5 average rating, 149 reviews

A softly colored bedroom features a spacious bed adorned with a light blue and white quilt. Window shutters allow natural light to filter in, while two bedside tables hold lamps. A tropical-themed wall hanging adds a decorative touch, complementing the inviting atmosphere.

Apartment in Kahuku

The Coloradoan

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, 171 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, 145 reviews

Ocean View w/ 2 private balconies; Steps to Beach

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

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.

4.91 out of 5 average rating, 67 reviews

Dreamy Beachfront Home (Car & Parking Available)

4.86 out of 5 average rating, 73 reviews

A private lanai offers a table and several lounge chairs with ocean views. The tropical landscape includes a palm tree, and the vibrant blue ocean extends seamlessly to the horizon. Natural light illuminates the space, enhancing the outdoor atmosphere.

Apartment in Waianae

Legal BEACHfront Condo, free pkg, pool, hot tub! 2

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

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.

4.96 out of 5 average rating, 84 reviews

32FL-Upscale Luxury Penthouse Ocean View Studio~

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, 52 reviews

Elegant Luxe OceanView&Fireworks@IlikaiResort+Park