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.
Spacious North Shore cottage with lush mountain scenery in the country!
Enjoy this North Shore 1 bedroom, 1 bathroom apartment in the beautiful Hawaiian countryside with stunning mountain views. It's a perfect place to unwind for your North Shore get-away. There is a Queen bed in the bedroom, and the living room has 2 pull-out memory foam...
Renovated Specious Studio with Great View
Newly renovated, this fresh, clean beach studio offers all you need for a Waikiki getaway. A California size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, plug-in cooktop,toaster, and coffeepot. Fully stocked with beach...
Great for Families, Washlet, W/D, Free Parking, Wi-Fi! HUGE Lanai!
Waikiki Banyan #612-T1 – 201 Ohua Ave.You'll love the beachy/Hawaiian feel of this newly renovated 6th floor 1-bedroom suite, with its 533 square feet of interior living space, plus an extra large, partial ocean view lanai! The condo features a full kitchen, in-unit...
🌺 12 Guests 3 X ❤️awesome Studios❤️ Free Parking 🏝️ 5MIN to Ocean 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
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 floor-to-ceiling...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
21st Floor Ocean view unit at The Waikiki Banyan
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** A...
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
9th Floor Balcony, True InDoor/OutDoor Living w/ Sliding Doors
Legally permitted vacation rental —WAIKIKI GRAND HOTEL®134 Kapahulu Ave #908⚕⚕ For your health and safety ⚕⚕we utilize additional Sterilization procedures between reservations.My place has —≈1 Queen Bed≈Powerful AC≈Kitchen≈Great views≈Close to parks≈Exciting art &...
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
Highly desirable, Ilikai Hotel, Yacht Harbor & Ocean view, Reserve Today, Will not last Long!!
This condo is located on the 14th floor of the Ilikai Hotel. Enjoy stunning sunsets from your private lanai. This beautiful condo has fresh paint, new drapery, split AC & it desirable by many travelers as it has a full, direct and unobstructed ocean views, overlooking...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
North Shore Turtle Bay Condo - Kuilima Estates East
750 sq ft ground one bedroom condominium with a full kitchen and glass top stove. A full bathroom, screened in lanai looking out over Turtle Golf Course, open living area with a flat screen TV and couch. This peaceful and private space is located on the grounds of the...
NEW to Our Inventory! FULLY RENOVATED! Modern Condo in the Heart of Waikiki!
Niihau Apartments #203 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2023) 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...
Westside Hawaiian Sanctuary- New Home inside gated community.
The prospect of enjoying beautiful sunsets, ocean, and mountain views from both your bedroom and patio sounds idyllic. With hiking trails and beach access nearby, it offers a perfect blend of nature and comfort. Plus, the consistent 80-degree temperatures year-round add...
Beautiful 2-bedroom condo, sleeps 6, washer/dryer and one free parking!
Aloha Towers #6A-Ewa Tower – 430 Lewers St.You'll love this beautifully renovated 2-bedroom, 2-bath family-friendly condo (965 sq. ft. plus lanai) with central AC in a quiet, secure residential area of central Waikiki! Last updated in March 2020. It's just a short walk...
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...
Panoramic Ocean and Waikiki Views from 1267-sf Penthouse with 195-sf Lanai!
Lanikea Waikiki Penthouse #1 – 421 Olohana St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Welcome to Lanikea Waikiki Penthouse #1, a spacious luxury penthouse in the heart of Waikiki designed for extended stays. With over 1,260 sq ft of living...
Professionally cleaned 26th Fl PH w/Spectacular Views! Very Rare 3bed/2bath
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiThe Ilikai building has begun a major exterior improvement project, including spalling repairs and full exterior painting, carried out by a licensed contractor. This is a large-scale...
Washlets! A/C, Washer/Dryer, Dishwasher, Wi-Fi, Pool, and 1 FREE Parking!
Fairway Villa #1217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy Oahu's tropical beauty from this contemporary Hawaiian two-bedroom, two-bath condo (723 sq.ft. plus 151 sq.ft. lanai). Sleeps up to 6.The Fairway Villa is a...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
*********IMPORTANT********The Association of Apartment Owners (AOAO) of Marine Surf Waikiki has contracted Seal Masters of Hawaii to perform a major Exterior Concrete Repair and Painting Project. This important work will help preserve the safety, structure, and...
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...
Ilikai 1243 Best Views 2 Bed Room Best Ocean / Lagoon Views
FINEST OCEAN / LAGOON VIEWS AT Ilikai WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "43" column...
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Summer Special On 18th Hole closest to Hotel and Beach, Split Air Conditioners
This condo is called 'The 19th Hole' because it is located on the 18th hole of the Fazio Golf Course. It is as close as you can get to the Turtle Bay Hotel from Kuilima condos. There are split system air conditioners in the bedroom, loft bedroom and living room. The...
Oceanfront paradise dreamhomeOn the Ocean, Ocean Front Property"Tired of Waikiki???"NOTE: 179 day minimum stayFish & sea come to greet you "Aloha" in the morning as you wake up to a glassy blue green pristine bay.Located on the best part of Kaneohe Bay you will hear the...
Ilikai Marina 694 Ocean/Sunset/Fireworks View King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh.TEMPORARY LANAI WORK - Completing Mid April 2025 - No access to the...
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...
Suite 422 at the Waikiki Grand Hotel® Queen Bed & SofaBed
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Honolulu Zoo and Queen Kapiʻolani Regional Park, just a short walk away. After you return to this...
Mountain Views & Steps to Beach + Free 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...
Incredible Ocean views! Close to beach! A/C, Wi-Fi, one Parking!
Waikiki Sunset #3606 – 229 Paoakalani Ave.Enjoy simply breathtaking views of the Pacific Ocean, Kapiolani Park, Diamond Head and city lights from this recently refurbished 36th floor, one-bedroom condo (543 sq.ft. plus lanai with table and chairs)! 4-person max.Just a...
New 1 Bedroom with Great Views, Kitchen & Den
Beautifully Remodeled and updated October 2022 with great touches! This 8th floor suite at The Diamond Head Beach Hotel already offered great views and perfect location for a relaxing getaway. New owners added the rest to ensure the condo is the perfect place to call...
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Comfy Studio w/Lanai, Kitchenette, Washer/Dryer, Free WiFi–Waikīkī Shore #1415
"This beach-ready, newly remodeled, deluxe studio boasts a prime location and authentic Waikīkī aesthetic. The unit comes with a kitchenette with full-size refrigerator, oven and four burner stoves—perfect for preparing easy and convenient meals. The unit has...
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable 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. Newly Remodeled, Tastefully...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...
Cozy Studio at The Ilikai! Sleeps 4!
Ilikai #923 – 1777 Ala Moana Blvd.You'll enjoy this renovated 500-sqft studio at the world-famous Ilikai. With its full kitchen, free Wi-Fi and parking, and spacious open-air lanai, this is the perfect home base for exploring all that Waikiki and Honolulu have to offer...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...
Ilikai Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
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...
Beautiful Sunset/Ocean/Marina view
Unit 629 is fully equipped with a full kitchen and all the kitchen tools you need. Coin operated laundry on every floor. WiFi and cable TV is provided. The Ilikai Hotel is located in Waikiki perfect location with easy access to Ala Moana Center. Many shops and...
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...
Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512
Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
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...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
#05 - Hale Kai - BEACHFRONT Exclusive Area North Shore
LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067 This home will not be 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...
Waikiki mountain view, close to beach & restaurants! Parking, kitchen, pool!
Waikiki Banyan #1105-T2 – 201 Ohua Ave.Enjoy this newly refreshed (December 2022) 1-Bedroom/1-Bathroom condo with sweeping green views of the Ko'olau Mountains and Ala Wai Golf Course. With a full kitchen, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and...
DiamondHead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
Oceanfront w/Sunset Views Condo at the Colony Surf Full Kitchen and Parking
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 Colony Surf is located at 2895 Kalakaua Ave.This fully furnished Colony Surf studio accommodates 2 and is...