Holiday rentals with a pool in Oahu

4.8 out of 5 average rating, 198 reviews

A tranquil outdoor area features a 60-foot lap pool surrounded by lush greenery and natural rock elements. A wooden dining table with an umbrella is positioned nearby, offering a view of the ocean in the background and a waterfall cascading into the pool.

Guest house in Kailua

Absolutely Oceanfront-60'Waterfall Pool-Legal

Kailua Absolutely Oceanfront Deluxe Vacation Rental The closest house to the Ocean in Kailua Hear waves breaking just outside Located in a quiet uncongested upscale neighborhood 60ft salt-sanitized waterfall lap pool Attached Ocean-View Deck 16-foot vaulted ceilings Wall-mounted Fujitsu air conditioning Tide pooling steps away Dramatic Sunrises Refreshing Tradewinds No Bedbugs here/Bed Bug Protective Queen Mattress and pillow covers Ozone sanitized between rentals NUC: Certificate 90-BB-0060

4.93 out of 5 average rating, 120 reviews

The living area showcases large glass sliding doors opening to a stunning view of the mountains and sky. A spacious couch, accent chair, and modern television are present, along with a dining table. Natural light filters through, enhancing the inviting ambiance.

Flat in Honolulu

Panoramic Views - Large Modern Suite, Free Parking

Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 36 floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen sofa bed in the living room, and a Full kitchen. It is also family friendly, equipped with a crib, high chair and kids' dinnerware. The building has a FREE secured covered parking, sunny pool deck with two hot tubs and fast Wi-Fi.

4.97 out of 5 average rating, 320 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.

A panoramic view shows the ocean and Diamond Head from the sliding doors, framed by the open patio. The scene highlights lush greenery and the skyline of Waikiki against a bright blue sky with fluffy white clouds.

4.96 out of 5 average rating, 262 reviews

STUNNING PENTHOUSE - 100FT TO BEACH - LEGAL!!

Location, Location, Location! Stunning penthouse just a block from Waikiki Beach. Top-floor at Waikiki Grand Hotel—2 studios combined into 1 spacious, renovated retreat! Enjoy breathtaking ocean & Diamond Head views from your suite. Sunrise & sunset magic awaits just outside on the sundeck. Kitchenette + beach gear included. FREE PARKING, though a car isn’t needed—walk to beach, shops & nightlife! Ideal for families, business, or solo stays. LEGAL VACATION RENTAL All Fees INCLUDED in rate

4.98 out of 5 average rating, 145 reviews

Home in Waianae

3 BR, Near Beach, Free Prkng, 1 LVL, Pool/Spa, Gym

Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world's most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and pristine nature, this rental offers the perfect retreat from the hustle and bustle of everyday life. Take in the breathtaking ocean and mountain views and create unforgettable memories in this ultimate tropical getaway.

A spacious bedroom is furnished with a king-size bed and modern decor, featuring artwork above the bed. The living area offers a comfortable seating arrangement with large windows showcasing outdoor views. The serene beachfront scene includes high-rise buildings in the background, while the pool area is surrounded by lounge chairs and palm trees.

4.86 out of 5 average rating, 169 reviews

Steps to Waikiki Beach, Swimming Pool Free Parking

FREE PARKING ON SITE!, NO RESORT FEES! Experience resort amenities in this privately owned, modern, one-bedroom suite, steps from Waikiki Beach in the iconic, oceanfront Ilikai Hotel. Enjoy city views from your large lanai. A cold AC, a king bed and a queen sleeper sofa, the condo comfortably sleeps 4. The building has a direct access to the beach. Onsite swimming pools, restaurants, life music, hula, and fireworks on the Ilikai's courtyard overlooking the beach and the marina.

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, 209 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.

4.96 out of 5 average rating, 98 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.

Flat in Honolulu

32F-Penthouse Pacific Monarch Studio-Ocean View

Experience the epitome of luxury with this stunning, spacious ocean view studio situated on the 32nd Penthouse floor right in the heart of Waikiki. Boasting breathtaking views of the ocean and Diamond Head, this upscale studio goes above and beyond to exceed all expectations. Indulge in the ultimate comfort and elegance while enjoying the convenience of being in the center of Waikiki, surrounded by the vibrant energy and beauty of this renowned beach destination.

4.98 out of 5 average rating, 255 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.

4.96 out of 5 average rating, 215 reviews

A comfortable living area features a leather sofa adorned with decorative cushions. A coffee table holds various items, and light streams through large glass doors that open to a private lanai, showcasing views of the surrounding greenery.

Apartment in Kahuku

Turtle Bay Condo. Amazing retreat!

* North Shore * Pristine beaches * Rocky shores * Beautiful mountains * 2 PGA golf courses * Horseback riding * Surfing/kayaking/paddle board * Hiking/biking trails * Activity rentals * Restaurants/bars * Entire condo * Comfortable living space * Outdoor amenities * Gated entry * Assigned parking * On-site security guard * Three swimming pools * 2 tennis courts * 4 Pickle ball courts Suitable for couples, adventurers, business travelers, and families.

4.9 out of 5 average rating, 118 reviews

An aerial view captures the resort buildings set against a pastel sunset, bordered by a calm lagoon. Palm trees and landscaped grounds are featured alongside the sandy beach, with rocky outcrops visible in the foreground, creating a serene coastal environment.

Apartment in Kapolei

Studio Suite @ Ko Olina Marriott Vacation Club : D

If you don't see the dates you are looking for, please message me. The price shown is for the Mountain View Studio w/kitchenette that sleeps 4, 1 King and a Sofa Bed. Stay at a 4 Star hotel at a fraction of the cost than booking direct. I also include FREE parking ($45/day value). The most beautiful resort and Guest room in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.