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.
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...
11th Floor Waikiki Ocean, Lagoon & Marina Views! Walk to Beach! Washlet!
Ilikai Marina #1184 – 1765 Ala Moana Blvd.Stunning panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect some construction noise during weekday...
North Shore Barefoot Hideaway -- come relax with us!
NUC Registration # 1990/NUC-1967TMK # 1570010270146Welcome to our one bedroom, 2 bath condo at Kuilima Estates East. We are an easy 5 minute walk to the beaches by the Turtle Bay Resort. This clean and comfortable condo has a king bed in the master, pull out couch in...
Tradewind Bungalow, in Kailua on Oahu
Attractive, ground floor, 2 bedroom 1 bathroom unit with a separate living room and private entry. Located on the island of O’ahu, you'll find comfort and relaxation here while on vacation. A 6-8 minute walk to the world famous Kailua Beach. The exciting night life of...
Makaha on the Beach-Back in Time =Direct Oceanfront & Cove
Only 2 openings in 2026, August, September, available 30 night minimum2027- sold out2028- 2 openings July 15th- August 23rd & October 2029-Located on a Golden Sandy Beach Cove, we are direct Ocean & Cove front. A rare find, one of the few where sea turtles rest daily....
Beachfront Legal Princess Condo View Free PKG/WIFI, Pool,hot TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
Amazing ocean views from this 11th floor villa!
This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...
Refresh Your Soul: A Hawaiian Gem Between Mountain & OceanLift your eyes to the mountains and the sea! We invite you to find your peace in our private retreat—a modern studio attached to our main home, nestled within a secure, quiet gated community completed in 2023.A...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
Hilton Hawaiian Village Lagoon Tower, pristine beachfront resort, private lagoon
Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven night stay.Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435.Need a...
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along...
REMODELED Corner Unit with Ocean Views, 1 Free Parking, Wi-Fi, Washer/Dryer!
Four Paddle #2402 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy a partial ocean view from this 24th floor one-bedroom corner unit with central AC (553 sq.ft. plus lanai) (remodeled in 2017) at Four Paddle, one of...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
Welcome to Mahina Kai, a serene 5-bedroom, 3-bath retreat in Hawaii Kai offering panoramic views of Koko Crater, the marina, and the deep blue Pacific. This beautifully designed two-level home spans approximately 2,567 sq ft of bright indoor–outdoor living, featuring...
Oceanfront Beach House - Tropical Paradise!
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our...
2Bed/2Bath Penthouse Ocean/Diamond Head views, near Convention Center
You'll be sitting on top of the world at this spacious 2-bedroom, 2-bath Penthouse with an open living room and fully-equipped kitchen.The jaw-dropping 270-degree view includes Diamond Head, a sweeping ocean view, the Ala Wai Canal, the Ala Wai golf course, Ft DeRussy...
Gorgeously Renovated Suite 2 Blocks from Beach in Heart of Waikiki! Parking!
Niihau Apartments #903 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This recently remodeled condo is the perfect launching point to explore all that Waikiki and Oahu have to offer! FREE Wi-Fi and parking at nearby lot. Secured building/elevator....
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great sunsets from the lanai and large grass lawn. Nap to the sound of the waves. The property fronts coral reefs and is five...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
Resort Living Off the Beaten Path AC, WIFI, and Fully Remodeled Bathroom
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
A Cozy and Romantic Studio at Heart of Waikiki
A private cozy and comfortable studio at the heart of Waikiki. Welcome morning with rejuvenating breeze throughout the unit with a wonderful view of the beautiful Ala Wai Canal. New kitchen cabinets and laminate granite counter top, new stylish Livingroom light and...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Ocean and Sunset Marina Views at the Ilikai Hotel w/Great Building Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised:...
Hawaii's best waterfall retention in Honolulu
Your personal tropical paradise awaits at Hawaii's Only Waterfall Villa in Honolulu on the island of Oahu. Enjoy the Hawaiian Rainforest that surrounds you and relax to the sounds of waterfalls, streams and tropical birds. This is Modern Hawaii living at its finest in...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the lanai, you have the feeling of being on a cruise ship, looking down directly into the ocean. The constant sounds of the...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #602 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Stylish Studio w/ Great Ocean Views & Near Beach!
Summary:THIS CONDO IS ONLY A 3-MIN WALK TO THE WAIKIKI BEACHCozy and freshly renovated studio situated on the 22nd floor of Condominium Hotel Pacific Monarch, offering stunning Ocean and partial Diamond Head views. Recently upgraded, it features a queen-size bed, a...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
#03 Kawela Kai 501:Updated NorthShore Beach Front-Relax & Unwind
LEGAL LICENSED SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2059 LICENSE# 90/TVU-0004 TAX MAP KEY: 1-5-7-005:007 This home is NOT affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a...
Kailua Beachside Studio - Monet Room
This is a legally established property, please read more below....Enjoy our Hawaiian sunshine and one of the most beatuiful beaches in the world. Our studio has high ceiling with a Monet- designed decor. A Large queen size 4 poster bed, with a sitting area and dining...
Ilikai 604 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Drinks & Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Nice Remodel, Spectacular...
City & Mountain Views Condo at Luana Waikiki Hotel Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Luana at Waikiki is indeed located at 2045 Kalakaua Ave, making it a highly convenient location in Waikiki. Situated just steps away from...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Oceanfront Ilikai Condo — Free Covered Parking & Incredible Views!Experience one of the best views in Waikiki from this beautiful 15th-floor condo in the iconic Ilikai Hotel & Luxury Suites — with free covered parking (a $50/day value included!).Step onto your private...
Ko Olina Beach Villas B204: Serene Ocean Views from Lanai
Just steps from the calm lagoons of Ko Olina, Ko Olina Beach Villas B204 offers a peaceful second-floor retreat with three bedrooms, three bathrooms, and a spacious indoor-outdoor layout designed for comfort. Surrounded by tropical gardens and resort pathways, this...
Ocean Front-Ocean View Condo Free Parking & Beach Gear
Special low rate offered April 25 to May 4. One of the best ocean view apartments in Waikiki, ideally located and the best equipped, with everything you will need to have a wonderful vacation. It has been beautifully remodeled and decorated, with many wonderful...
1 Bdrm Ocean View walk to Turtle Beach, close to Kona Village&Magic Sands Beach
Cute one bedroom beach side apartment with ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. Turtle Beach access 2 blocks south at white and blue Public Access Sign, follow to shoreline. Be careful traversing the rocks, wear water shoes...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at home...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has stylish,...
Cozy & Peaceful Oahu North Shore Oasis - Kahuku
A lovely, peaceful oasis for your wonderful North Shore getaway — “Hale Blue Aloha”🏝This end/corner unit offers nice privacy, away from the foot traffic of other units, just steps from the Fazio golf course 'back nine'. Simple, clean, and cozy, the unit has an open...
Warm Aloha Vibes: Mountain Views + Free Parking!
Summary:This beautiful 1-bedroom unit is brought to you by Midway Vacations, suitable for a variety of guests, including couples, solo travelers, business professionals, and families with children. It accommodates up to 4 guests and is located within the Waikiki Banyan,...