Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Seaside Paradise
This beach cottage located at the second level, is one of a kind. Please contact vrbo or owner for dates you are interested in if you don’t see availability. This cottage is so calming to just sit there and watch the ocean which is only steps away. Turtles frequently...
Exclusive Golf Course Front Kuilima West by Beach w/Parking & Great Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Indulge in the ultimate luxury vacation experience at this exquisite rental nestled within the exclusive Kuilima Estates West community at...
Heart of Waikiki! Close to Beach! Free off-site parking!
Regency on Beachwalk #22 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 2nd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai
Welcome to Ko Olina Beach Villas O704 by Gather, an enchanting Hawaii retreat nestled in the heart of the prestigious Ko Olina Resort. Located in the Ocean Tower, this stunning villa offers a unique blend of luxury, comfort, and breathtaking ocean views. This two...
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Seeking an authentic Hawaiian experience? Retreat to our North Shore oasis, surrounded by lush preservation and agricultural land. Situated on the bottom half of a duplex home, enjoy stunning forest views and easy access to top beaches, premier snorkeling, and...
Ko Olina Coconut Plantation 3 Bedrooms Aulani and Four Season Great Location**
Our unit is just across the street from the Disney Aulani and is only about 20-30 mins to Honolulu Waikiki and Pearl Harbor. Our unit offers 3 bedroom 2 full baths and can sleep 8 people comfortably. The master bedroom has a King bed Master bath shower shower the guest...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free...
Hale 'oli'oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
WAIKIKI,1BD CRN, FREE PKNG WIFI, BEACH ITEMS, NETFLIX, YOUTUBE, NO RESORT FEES!
WAIKIKI 1BD CRN FREE PKNG, NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS!The building is a hi-rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one-bedroom unit, not a studio. Included are ONE FREE ASSIGNED PARKING, FREE WIFI,...
#04 Kawela Kai 503: Updated NORTH SHORE Beach Front-Relax & Unwind
LEGAL SHORT-TERM RENTAL! NONCONFORMING USE CERTIFICATE:1990/NUC-2058 LICENSE# 90/TVU-0005 TAX MAP KEY: 1-5-7-005:007Make sure when booking your vacation home the property that you are reserving has a TVU#LIVE YOUR DREAM IN PARADISE AS YOU WAKE TO THE SOUND OF THE...
Waikiki Condo - 18th FL
Charming studio is centrally located and has amazing views. Walking distance to Waikiki beaches,Ala Moana mall and convention center. It has been completely renovated with all the comforts you'll need to enjoy your stay.We offer a designated parking space upon request...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
Ilikai Hotel #940, Lagoon view, Free WIFI
Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Kuilima Estates East #164: Mountain View Condo w/Shared Pool, AC & Near Beach
Live the ultimate paradise experience on Oahu's renowned North Shore at Kuilima Estates East, unit 164. Experience this cozy one-bedroom, two-bathroom townhome that overlooks the stunning Turtle Bay Golf Course. Boasting an unobstructed view of the 18th hole on Fazio's...
the Birdcage - Waikiki Hideaway, Steps to the Beach
Location is everything!The Birdcage is a breezy and bright studio giving you clear views of the Koolau Mountains. With historic Waikiki Beach just outside the hotel lobby, the Birdcage is the perfect home base for exploring Honolulu and the rest of Oahu.Double paned...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!
1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...
Pulelehua Kuilima Estates West #142: Bright & Lively w/ Community Pool & A/C
A restful retreat on the North Shore of O’ahu, Pulelehua Kuilima Estates West #142 welcomes couples or small families to a ground-floor condo surrounded by lush gardens and fairway views. Located within the iconic Turtle Bay Resort community, this one-bedroom vacation...
Waikiki Beach center! Oceanview, Lanai, Free WIFI and Phone. Full Kitchen.
Our recently upgraded vacation rental with great beach and ocean views from your private lanai (balcony) is now available! It is literally a 1-minute walk to the beach!!!It is a nicely furnished studio with new cabinets and granite counters, a full kitchen, and a large...
Secure one-bedroom with full kitchen, one parking and partial ocean views!
Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at the Ritz-Carlton, as is...
Shaka Hale Combo – near beach, PCC, with AC
DescriptionThe Shaka Hale Combo is composed of a 2-bedroom unit called Shaka Hale and a studio apartment called Shaka Studio.🍍Shaka Hale🍍You will fall in love with Shaka Hale. Relax away from all of the chaos in this great local neighborhood. Sit in the hammock,...
Seascape Serenity Cottage - Beachfront, Large Yard
*30 day rental, please inquire.The North Shore takes you from the hustle of Honolulu to explore some of the most pristine beaches nearby including Sunset Beach, Waimea Bay and Ehukai Beach. This is your perfect getaway paradise for those seeking for a calm, private, and...
Beautifully corner unit on the Gold Coast
One of a kind unit was completely remodeled from its original design. Gourmet kitchen, marble floors throughout the unit, custom cabinets, whirlpool tub in the bathroom. Washer and dryer in the unit, fully furnished. Enjoy the sound of the waves, and panoramic views of...
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Experience a luxurious getaway at Ko Olina Beach Villas B403 by Gather, where elegance meets tranquility. This three-bedroom, three-bathroom retreat, located on the fourth floor, accommodates up to eight guests in comfort and style. Overlooking one of the resort’s...
Charming Studio In Waikiki - Minutes to the Beach!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late August to early October. The project is expected to be...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
Luxury Oceanfront Condo with Stunning Panoramic Views of Waikiki Beach
Located just across the street from the main stretch of Waikiki beach, with breathtaking ocean views from the 35th floor, you’ll be relaxing in no time at this 4-diamond AAA rated resort. This 2-bedroom, 2-bath condo has 1,025 square feet, marble floors, full-sized...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.. The Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos...
Hale Makai - AC, Beachfront
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYS30 day rental. Please inquire.Wake up on Oahu's fabled North Shore to views of lush, tropical foliage and the warm ocean breeze. Located close to Turtle Bay, Polynesian Cultural Center, Pipeline,...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
Beautiful Ocean View Studio in Waikiki, Free Parking, W&D, Special Rates
Newly remodeled 38th floor Studio in Waikiki with Panoramic diamond head and ocean view, new furniture and appliances. This condo has full kitchen, air conditioner, WiFi, cable TV, full size washer/dryer, and free parking. Walking distance to Waikiki, beaches,...
Shimmering Ocean Views! A/C, Wi-Fi, Pool, Parking, Close to beach!
Waikiki Sunset #2512 – 229 Paoakalani Ave.Enjoy mesmerizing ocean vistas and views of Diamond Head and Kapiolani Park by day and colorful sunsets and city lights at night from this 25th floor condo with central AC (534 sq.ft. plus balcony/lanai), FREE Wi-Fi! 4-person...
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. The home is also pet friendly (for a fee of $250 per pet, limit two), which is difficult to find. Unique Craftsman touches include custom stained glass...
DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg
Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes your breath away. Listen to the ocean waves while relaxing on the patio or step onto the sandy beach perfect for...
Million-dollar Ocean Views in the Heart of Waikiki! Steps to Beach!
Waikiki Shore #812 – 2161 Kalia Rd.Million-dollar panoramic ocean view. Steps to beach in the heart of Waikiki. You'll never want to leave this beautiful beachfront 1-bedroom/1-bath rental (706 sqft) with full kitchen, free Wi-Fi, and private 124-sqft lanai with...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
Spacious 1 Bedroom Condo w/full Kitchen & Parking
Located just 2 mins walk to the sands of Waikiki Beach and the Pacific Ocean, our condo offer 1 Queen bed in the bedroom and a futon in the living room to sleep a total of 4 guests.The full kitchen makes cooking at home a breeze should you want to watch the budget.We...
Heart of Waikiki! Lower Floor! Close to Beach!
Regency on Beachwalk #32 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Honu Cottage: Quiet, Oceanfront Comfort + EPIC VIEWS!
WE ARE LITERALLY ON THE WATER! E Komo Mai (Welcome) to Paradise!one rental per 30 day period as required by city & county law Honu Hale is a charming island-style cottage that sleeps 3 adults or 2 adults and 2 children. A cozy loft bedroom has a comfortable king size...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Beautiful Mountain View in Waikiki Sunset + Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Hale Kuapapa | Ko Olina | Desirable Walk-Out On Ground Floor!
Summary:Welcome to Hale Kuapapa in Ko Olina! Enter this stunning, open-air condo with a glass wall that slides to a private, marble patio exposed to manicured landscaping. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:As one of the...
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach
Waikiki Banyan 1909 Amazing Views and Just Steps to the Beach Beautiful Views of Ocean and Diamond Head, Relax on the Lanai with a tropical drink and enjoy this Beautiful view's 1 Block to Waikiki Beach. Full Kitchen equipped just like home Bedroom has a Queen and Twin...