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.
Turtle Bay Heliconia - Kuilima Estates East
Beautiful, updated one bedroom, two bath ground floor condo with tile floors throughout. Newly updated extended Livingroom. Updated well appointed kitchen with modern appliances blending in nicely with the open, tastefully decorated living room with large HD TV ....
Steps to beach, pool, garden. April/May Cancellation Special. CALL NOW!
Minimum 30 day rental, this 3 bedroom, 3 bath with a private pool is the perfect location to relax and unwind. The entire property is surrounded by lush landscaping, beautiful palm trees and tropical flowers. The spacious yard is perfect for sun bathing, barbecuing or...
RENOVATED! Ocean View, FREE PARKING, Central AC, Pool, Quick Walk to Beach!
Waikiki Park Heights #1707 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home and gorgeous ocean views from this beautifully renovated 1-bedroom condo (488 sq. ft.). FREE Parking on site for 1 vehicle,...
Maile Retreat ~ Peaceful Home - Kuilima Estates West
This spacious two-bedroom, two bathroom ground floor unit home is your home away from home. Large open living room/dining room is ready to come home to after a long day exploring the beaches or restaurants of the North Shore. Watch the sunrise from your screened in...
Mountain View with AC, WiFi, parking, short walk to beach!
Waikiki Banyan #2003-T2 – 201 Ohua Ave.You'll feel right at home in this fresh, contemporary air-conditioned one-bedroom suite (582 sqft plus lanai with table and chairs) with beautiful views of the Ko'olau Mountains! Sleeps max 4.The Waikiki Banyan is a favorite of...
Amazing private one bedroom studio with spectacular views of Sunset Beach
The Treehouse at Sunset Beach is a one bedroom guesthouse with the most spectacular 180 degree views of the North Shore of Oahu from Velzyland to Ka'ena Point. The guesthouse is situated on 0.5 acre property that is located at the end of a gated private driveway. It is...
Classy Waikiki Studio
Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...
OceanFront Bliss! Direct beach access to Pipeline/Eukai BeachPark
BeachFront BLISS! Direct beach access to Pipeline/Eukai BeachPark***BEACHFRONT***Welcome to the Miracle House! Capture the best of the North Shore in this beachfront sanctuary with views of the world famous Pipeline waves. Enjoy the luxury alone or with up to 10 guests...
Legal Short Term on Golf Course, Upper Floor - Have a relaxing vacation in Oahu
What news you have read or heard - There are Legal Short Term Rentals in Hawaii.We are on the short list on the North Shore at Turtle Bay.This a Family Owned and managed Home. It's is hard to get a more perfect view of the golf course from the lanai of this two bedroom...
Desirable 43 Stack Unit at the Ilikai Hotel! Best Views of the Ocean
Serene Oceanfront Escape: Stunning Views and Relaxation Await!This condo is just completed renovations to upgrade the kitchen, bathroom, and flooring throughout, ensuring a beautiful and comfortable space for your vacation stay!Located in the highly desirable "43" stack...
Royal Gardens Waikiki - Sleeps 3 Full Kitchen
Legally permitted Rental440 ʻOlohana St, #1905A Five Star property under Brand New ownership May 2022A beautiful condo at the Royal Garden resort in Waikiki, a private large studio with renaissance flair the suite offers a full kitchen to assist in saving money whilst...
Studio with Kitchen, AC, Washer/Dryer, POOL, Wi-Fi, FREE Parking!
Fairway Villa #1516 – 2345 Ala Wai Blvd.You'll enjoy a pleasant Ala Wai Canal view from the lanai of your air-conditioned studio (364 sq.ft. plus balcony/lanai)! Kick back as you enjoy the sunset or enjoy the easy walk to the beach, shops, and restaurants.The Fairway...
Mountain View, Close to Waikiki Beach w/ 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...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
33rd Floor 2 bdrm Penthouse with Majestic Ocean View! Book Now!
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
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. The project is expected to be completed by mid-December.Located within the Ilikai Marina, this unit on...
Beautiful Yacht View At The Ilikai Hotel! Renovated Unit Just for You! Convenient Location!
This unit is located on the 15th floor of the Ilikai Hotel. Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. Enjoy waking up with the calming ocean view and ending your day with unforgettable Hawaiian...
Beachfront Studio located on the 5th floor overlooking Makaha Beach
Beautifully remodeled studio unit that sleeps 2 people. Full kitchen with granite counter tops. Full bathroom with tub/shower. Queen size Murphy wall bed for convenience, Rattan couch, 40' screen TV, DVD, and FREE WIFI. All linens, towels, beach towels, dishes, pots and...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
This studio unit comes with 2 full-sized beds, full kitchen, full bathroom, and a free assigned parking which is available throughout your stay. The full kitchen is equipped with everything you need to cook up your favorite meal. There is also a lanai where you can...
Escape to Paradise: Gorgeous Ocean View Property! Wake up to Waves at the Ilikai Hotel!
2 Bedroom Standard Yacht Harbor View on the 17th Floor! Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala...
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Spectacular Oceanview Cottage
This stylish place to stay with spectacular ocean view is perfect for group and family trips.This house has a private drive way and unobstructed ocean view from the yard, living room, and side bedroom upstairs. This entire house has two floors. Kitchen, living, and...
Stargazing Mountainside Cottage by Pristine Beaches
This beautiful, breezy, and quiet cottage in the stunning Makaha Valley offers a wonderful opportunity for you to immerse in Hawaii's peaceful nature. Surrounded by gorgeous ridges and valley, you will enjoy amazing views all around. The backyard patio is perfect for...
Stunning! Diamond Head Oceanfront Lanai Condo - Sleeps 5
Legally permitted vacation rental - 2947 Kalakaua Ave #201A Spacious Condo with incredible Ocean views from our private oversized Lanai.Fitted with a new kitchen in March 2021 along with new living room furniture and 2 new comfortable Queen beds in the bedroom- We are...
Ilikai 1329 Amazing Ocean, Sunset & Marina Views, 2 Queen Beds
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Stunning Ocean Views at Waikiki Beach. Fully equipped and clean. AC, cable, WIFI,...
Ocean View Lanai W/Full-Kitchen – Waikīkī Shore #506
Castle Waikīkī Shore #506: Island living meets modern convenience in this recently upgraded one-bedroom and one-bathroom ocean-view suite.The full-size kitchen with modern furnishings and stainless-steel appliances makes this unit ideal for small families or a group...
Free Parking! 6 Minute Walk to Waikiki Beach!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
A Hidden Jewel, ideal for a family or Corporate Retreat
TAT License: TA-057-028-1984-01. Welcome to your hidden jewel in Aina Haina, Honolulu! This fully furnished midterm rental offers 3 bedrooms, 2 baths, a kitchen, a living room, & a balcony. This is a 3 bedroom 2 bath private condo within a 3 condo complex. This unit has...
Beachfront resort.
This is a one bedroom unit at Hilton Hawaiian Village Lagoon Tower. Located on Waikiki's widest stretch of beach, this impressive property is nestled on 22 oceanfront acres, offering the best Waikiki resort experience. Discover the unique environment and culture of...
Alohana Waikiki Sunset #802
Welcome and Aloha! One bedroom-Full Kitchen standard view of ocean "Self Catering" condominium unit. We are just 1 short block from "World Famous" Waikiki Beach and two blocks from the Honolulu Zoo. The Waikiki Sunset offers its guests a "Home Away From Home" during...
Lovely Hawaiian Monarch Studio | Pool + Gym
Gorgeously renovated Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured...
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
This condo is located on the 19th floor of the Ilikai Hotel. This rare, high floor, most sought after and in a spectacular location of Waikiki with views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon. As soon as you walk through the doors, you'll be...
***NEWLY RENOVATED***1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!
Clean 1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!Great location! Only 1 block from the world famous Waikiki Beach.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ etc.- Free Internet- Fully equipped kitchen- One block to world famous...
Waikiki Banyan Ocean View Close to Beach + 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...
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
Lanikai Paradise across the street from the beach with AC and Parking!
Welcome to your tropical escape in the heart of Lanikai, across the street from one of the most breathtaking beaches in all of world. This licensed short-term rental offers comfort, style, and space. Additional bedrooms are available to sleep up to 16 guests!- 4...
Waikiki ocean view studio, easy walk to beach, shopping, restaurants
Welcome to this charming studio apartment in Waikiki. This fantastic rental offers a soothing atmosphere for guests to unwind and relax. With amenities like WiFi and AC, guests can stay connected and comfortable throughout their stay. The kitchen has most everything you...
Hawaiian Dream - 8th floor Ocean View w/ Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #802** For your health and safety, we utilize additional Sterilization procedures between reservations.High Floor with Full Kitchen 'Residential' Suite - 1 Bedroom, Full KitchenHigh Floor with Full Kitchen...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Ocean and Diamond Head view suite w/balcony
Legally permitted rental - 134 Kapahulu Ave #408** For your health and safety, we utilize additional Sterilization procedures between reservations.Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and regular size...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Let the tranquil atmosphere of Maluhia by...
RENOVATED Studio By The Ocean!!!
Aloha Kakou! Thank you for checking out my new unit near the beach. I have a full kitchen to test out your cooking skills and a balcony overlooking the pool for your morning coffee and a glass of wine at night! Historic Kona town is steps away with open-air eateries,...
Fully Remodeled, Affordable Quality 3-4 mins walk to Waikiki Beach
Legally permitted short-term vacation rental.2425 Kuhio Ave #502, Honolulu HI 96815Our Brand New Fully updated Suite at The Bamboo in the heart of Waikiki is delightful & just 3-4 mins walk from Waikiki Beach.With all new floors, furniture & furnishings this fully...
🏖️Ocean View | Close to Pool & BBQ Area | vrKCV
vrKCV - Sea Village 2102, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Sea Village in Kailua-Kona, Hawaii!Escape to this delightful one-bedroom, one-bath condo, perfectly situated just a short distance from downtown Kailua-Kona on...
Hot Deal! Ilima West Kuilima Estates #18 by Gather Near to Golf Course
E Komo Mai… Welcome to the Ilima West Kuilima Estates #18 at Turtle Bay by Gather, your tropical oasis on the majestic North Shore of Oahu, Hawaii. As you arrive at this tranquil getaway, the warmth of aloha spirit greets you, inviting you into a realm of island bliss...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Ocean View/Beach Front Upgraded Condo At The Ilikai Hotel
Welcome to your island home away from home! 🌺 Our cozy and comfortable condo is perfectly located near stunning scenic views, the vibrant city center, the airport (just a quick drive away), and beautiful local parks where you can enjoy the natural beauty of...
Brand New Superb Modern Remodel. w/Pool - Sleeps 3
Taste, Style and ultra modern touches & conveniences greet you as you open the door on this central Waikiki studio. 55" HD Smart TVFully equipped cabinets make cooking at home a breeze.Our suite overlooks the pool - where you may relax within the lush tropical grounds,...