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.
OCEANFRONT CONDOnTOTAL REMODEL 2025n 2 POOLS KONA SUNSETS nPRIVATE LANAI A/C
TOTALLY REMODELED COMPLETED January 2025!!* New Italian ceramic tile floors & showers.* Solid Bamboo Cabinetry throughout. * Complete new bathrooms and kitchen. * Quartzite countertops & Bamboo cabinetry in kitchen. * Granite and Bamboo vanities in bathrooms. * Large...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Aloha & Welcome to Your Waikiki Getaway!2 Queen Beds – Sleeps 4 Adults ComfortablyLocated right on the Waikiki Strip at the Palms Hotel★ Steps from Waikiki Beach and Hilton Lagoon’s Friday night fireworks★ 12-minute walk to the Hawaii Convention Center and Ala...
Gorgeous 12th floor central Waikiki Ocean View Studio Suite
2425 Kuhio Ave., #1201 ** Newly remodeled and updated :) **** For your health and safety, we utilize additional Sterilization procedures between reservations.This ocean facing 12th floor studio Suite offers two lanais (one overlooks pool & has an ocean view), in-room...
Cool Hawaii Vibe+Decor! Chic Kitchenett, Lanai, and AC, WiFi–Waikīkī Grand #301
Castle at Waikīkī Grand #301 is a studio vacation rental just steps from the best Waikīkī have to offer. With Waikīkī Beach, Kapiolani Park, the Honolulu Zoo, and Waikīkī's outstanding dining, shopping, and activities right outside your door, there’s no better...
SUNSET BEACH OHAU HAWAII - BEST VIEW ON THE NORTH SHORE
Beach tree house feel , have sunset drinks over looking sunset beach or watch the world famous sunset surf break, totally separate 2nd story beach house with loft that the kids love, 2 minute walk to the beach one way or the sunrise shack the other way.
Ko Olina Beach Villas O1406: Luxe 14th-Floor Penthouse w/ Stunning Lagoon Views
Rising above your expectations, this stunning 14th-floor penthouse at Ko Olina Beach Villas by Gather offers unparalleled privacy and sweeping panoramic views. With two bedrooms, two bathrooms, and a spacious open floor plan, this luxury retreat comfortably accommodates...
Rolling surf, gentle trade winds, and unparalleled ocean views await you!
Seabreeze #7 – 3065 Kalakaua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy 180-degree unobstructed panoramic views of the Pacific from this oceanfront property on Diamond Head's coveted Gold Coast.You'll have the entire 7th floor to...
Rare 3 Bedroom heart of Downtown!
Prior to booking please read our "Host Disclosure"(Based on availability & length of stay, Parking Fee may be waived - pls inquire)This spacious unit is located in the same building as the Aston Hotel at Executive Center downtown Honolulu. You will treat yourself and...
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...
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...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Lovely 1BR Ocean View Condo, Near 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...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
***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...
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...
Moani Kaiolohia – Country Beach House with Private Sport Court
PLEASE INQUIRE FIRST.Escape to your own private, country beach house paradise! The house is a 6-bedroom, 4-bath, two-story home on an acre beach lot with an outdoor Jacuzzi overlooking the ocean and an all sport court (pickleball, basketball, and badminton) in a fenced...
Beautiful Ko'olau Mountain Views! AC, one FREE Parking and Wi-Fi!
Waikiki Sunset #1211 – 229 Paoakalani Ave.Enjoy majestic Ko'olau Mountain views by day and sparkling city lights at night from this 12th floor, one-bedroom condo (546 sq.ft. plus 55 sq. ft. balcony/lanai with table and chairs) with central A/C, and it’s just 2...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable 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.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
Fully modernized 11th floor studio at The Palms
Situated just below the penthouse, this fully furnished, newly renovated studio features a preferred layout with 2 queen sized beds and open lanai.Fully modernized 10th floor studio at The Palms Hotel on the West side of Waikiki - Close to Fort DeRussey, Ala Moana...
Spacious 1-Bedroom in Downtown Honolulu - Perfect for Families and Travelers!
Experience the best of urban living in this large, 850 sq. ft. condo, fully furnished and equipped with modern appliances. This condo is ideal for families, business travelers, or anyone seeking a comfortable and affordable stay in the heart of...
Turtle Bay Deep Blue by RedAwning
Nice, partially upgraded upstairs condo with air conditioning in the bedroom only. WiFi. Golf course view.Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf...
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking
This Unique and private beachfront condo with turtles everywhere and its a perfect swimming beach. Come enjoy the newly remodeled oceanview unit that has a wonderful ocean crossbreeze from the trade winds and air conditioning also now we are happy we have a brand new...
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Cozy 1-Bedroom at Ilikai Hotel With Ocean Views!
Full kitchen and bathroom renovation completed in December 2023! Enjoy new stainless-steel appliances in the kitchen and a luxury shower experience in the bathroom! This condo is located within the iconic Ilikai Hotel on the 9th floor. You will feel right at home in...
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!
Waikiki Beach Tower #2003 – 2470 Kalakaua Ave.NEW TO OUR INVENTORY! This fully remodeled (October 2024) full ocean view condo is the perfect home base for your dream Hawaiian vacation. Take in the stunning panoramic views of Waikiki Beach and the sparkling blue waters...
Ilikai 542 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks from 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.Beautiful remodel....
Waikiki Luxury 2 bedroom Condo (30 Nights Minimum Stay)
Conveniently located in Waikiki with luxury amenities, conveniently located close to all of your favorite restaurants and activities. The beautiful Allure building offers resort style living with a fitness center, pool & spa, and BBQ deck, also has a 24/7 security staff...
Beachfront Beauty $5900 PER MONTH
This is the ultimate getaway for Hawaii visitors seeking a quiet oceanfront setting to relax and forget the hassles of life. Newly remodeled Eat at home and save money with a full kitchen and barbecue grill. Relax in the master bath Jacuzzi tub. Walk for miles on sandy...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
Remodeled Studio in Waikiki Amazing Location !! No resort fee<br><br><br>
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath.Walk to Waikiki beach, Waikiki strip, convention center, restaurants, shops and many other Waikiki...
1 Block from World Famous Waikiki Beach!
Ni'ihau Apartments #802 – 247 Beach WalkNEW TO OUR INVENTORY! Unpack, 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...
Turtle Bay Sea Shells
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cuteunit with Hawaiian décor and tasteful artwork. Window Air Conditioning in bothbedroom and living room keeps the unit cool and comfortable. ComfortableCalifornia king bed. 42" flat-screen TV....
GREAT location! Marina view! Washer/Dryer, AC, FREE Wi-Fi and Parking!
Discovery Bay #1509-Endeavor Tower – 1778 Ala Moana Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This spacious, 724 sq.ft. one-bedroom corner unit at Discovery Bay (Endeavor Tower) has central A/C, an open 128 sq.ft. balcony/lanai...
Turtle Bay Wicked Wahine by RedAwning
Perfectly located on the 1st tee of the Fazio Course with the Turtle Bay ClubHouse out your back door and beautiful sunset views. The lovely 2 bedroom witha loft and 2 bathroom unit has tile flooring throughout. Walk-in showerupstairs and tub/shower downstairs....
Breathtaking Diamond Head and Sunrise Views!
Ohua #7E – 250 Ohua Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll create wonderful vacation memories in this beautiful vacation rental with breathtaking Diamond Head views! 6-person max.Small pool on property. Close to world-class...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
Studio w/Partial Ocean View & Free Wifi!
Remodeled 7th floor studio at the Aqua Palms Waikiki with a partial ocean view! This studio can accommodate up to 4 guests with 1 king size bed and one queen size sleeper sofa. In-room conveniences include a Mini-fridge, Microwave, Coffee Maker, Flat Screen TV/Cable,...
Upgraded 1BR Condo Ocean View - Sleeps 6
Hello and thank you for taking the time to visit our listing. We tried to create a home away from home for you in lovely Waikiki.This unit is on the south east corner of the 14th floor (Tower I). Corner units are larger (10%) than middle units in the Banyan. The kitchen...
Waikiki Moana Inn
Location, Location, Location. Relax to the gorgeous views of flowing canal waters, or walk to the beach. It's at your fingertips. Built for your comfort, and located for your convenience. Experience windows wrapped around the new corner unit on the 18th floor. 2...
Clean studio in the heart of Waikiki!!
Sweeping views at this 34th floor condo over looking Ala wai canal, city and mountain view.Convenient location on the edge of Waikiki close to Ala Moana Beach Park, Ala Moana Shopping Center, Waikiki restaurants/bars/nightlife, and much more! Unit 3406 is Separated into...
Upgraded Studio 6 minutes from Waikiki Beach :)
Professionally managed high floor studio, with queen bed and desk area - Located in central Waikiki you are 3 blocks walking distance to the world famous Waikiki Beach - check out the new International Market Place - or hang out by the on-site swimming pool - enjoy your...
Tropical Family Pick w/Kitchen Ease, Free WiFi, Washer/Dryer–Waikīkī Shore 318
This ultra spacious deluxe two-bedroom one-bathroom suite offers expansive views of Fort Derussy Park from your furnished lanai. From the view to the island-style furnishings, you’ll feel like you’re in Hawaii from the moment you step into this suite! Enjoy a full...
Diamond Head Ocean Views! Parking/Wifi included
Panoramic views of Diamond Head Crater and the ocean is the WOW factor to this unit on the 31st floor in the Royal Kuhio!Newly upgraded bathroom to a “luxury 5 star spa”. Also the unit has “washer/dryer combination”.The spaceOpen floor plan featuring a "pocket...
New Listing Freshly Updated Studio with New Flooring & Pool
Legally permitted rental 134 Kapahulu Ave #805** For your health and safety**We utilize additional Sterilization procedures between reservations.8th Floor Suite - StudioPerfect location 2 mins to Waikiki Beach and Honolulu ZooWelcome to this 8th floor Waikiki Grand...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
Bright Ocean View! A/C, Kitchenette, WiFi, Flat Screen+More! Waikīkī Shore #1004
This uniquely appointed deluxe studio unit with Waikīkī beach views of the Pacific Ocean is bright and airy. Enjoy a larger kitchenette with everything you need to cook your own meals, a furnished lanai perfect for enjoying your morning coffee or evening glass of...
Ocean & Lagoon Views! Full Kitchen, Free Wi-Fi, Close to Beach!
Ilikai #624 – 1777 Ala Moana Blvd.You'll never want to leave this cozy studio at the Ilikai! The Duke Kahanamoku Lagoon and ocean views are a sweet reminder that you're vacationing in one of the most beautiful places on earth! 500 interior sqft plus 120 sqft of...
Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views
The Master Suite in this house will take your breath away and is on a third story all to its own with peak a boo Ocean views and amazing Mountain Views. The suite has AC but you won't need it as you will be lulled to sleep by the quiet lapping of the waves on the beach...
Condo Located in Waikiki, 2 Bedrooms with doors, Beach, Restaurants, Night Life
Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents that kill bacteria and...