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.
Ilikai 1236 Ocean / Lagoon / King Bed, Futon Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...
16 Guests, 4 X ❤️awesome Studios❤️, Free Parking, 5MIN to Ocean
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
Stylish Oasis w/ Great Ocean and Diamond Head Views + 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...
🏖️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...
The Drifter - North Shore Loft - Relaxed Luxury
Welcome to The Drifter!! Part of the Kuilima Estates East community, the unit was designed with the goal of offering a “Relaxed Luxury” experience. Meaning, to provide guests with an elevated design aesthetic with a feel-good comfortability. The unit is a loft-style...
Kalo Homes ~ Makaha Valley Oasis!
Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world`s most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Stylish Waikiki Condo! Kitchen, City/Mountain Views, Close to Everything!
Ilikai Marina #1587 – 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 lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Waikiki Studio with 2 comfortable Queen beds, Pool & Free Parking
Apartment at the Marine Surf in the heart of Waikiki it's the perfect place to call home for your Honolulu vacation!Our condo offers 2 comfortable Queen beds, Full Kitchen, Large HD Smart TV and a full bathroom with shower/tub combo.Facing east our balcony is a great...
Free Parking! 6 Minute Walk to Waikiki Beach!
This is a legal conforming vacation rental. Please see our listing details for our license number.1990/NUC-1393TMK: 260280110114TA-111-582-2592-01This 1-bedroom vacation rental lies in the heart of Waikiki and is walking distance to the world-famous Waikiki Beach and...
Beachfront | Sunsets & Sea Turtles - Fall 2022 rate $8700/mt
Ultra High Speed Internet - Desk/Work Space - * Monthly Special Rate. - Tax/fees extra. New VRBO Listing! Reviews can be found on our direct website and other platforms. Please contact us with any questions. Hale KipukaExquisite Beachfront Gem sitting on stunning...
Waikiki Ocean & Yacht Harbor Views! Short Walk to Beach, Shops & restaurants!
Ilikai Marina #988 – 1765 Ala Moana Blvd.You'll love this condo's tropical décor and the sweeping panoramic views of the ocean, yacht harbor and Magic Island, not to mention the beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs,...
Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach
This comfortable Waimanalo Beach home just steps to beach has two large bedrooms. Each with a hi-end pillow top mattress, air-conditioner and ceiling fan. Wall closet, dresser, end table with lamp.Spacious full kitchen with side by side refrigerator, wall oven, wall...
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
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...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #802 – 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...
Beautiful townhome with 2 pools— 5 min from the beach!
The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The community features...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525âš•âš•For your health and safetyâš•âš• We utilize additional Sterilization procedures between reservations.ðŸEscape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat & heart of...
Sea Shore 75 Steps from Waikiki Beach and Sleeps 1 - 3!
Escape to Paradise: Sea Shore 75 Steps from Waikiki BeachEscape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 75, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with...
Turtle Bay resort, Prime location, 18th hole
You won't find a better location at Kuilima. Our lovely ground floor unit is on the desirable 'East Side', right at the 18th hole. Out of the 330 condos here at Turtle Bay Kuilima, our condo is set closest to the beach, so we know you will find the location to be ideal....
Hale Kauka ~ House of the Artist - Kuilima Estates East
Welcome to Hale Kauka, an exquisite Artist's Retreat nestled on the prestigious Fazio Golf Course at The Ritz-Carlton, Turtle Bay. This enchanting one-bedroom, two-bathroom haven offers a serene escape for up to four guests. The master bedroom features a plush king bed,...
North Shore 2-Story Rustic Yurt Glamping Lodge Tropical Nature Rental Near Beach
Tropical North Shore Island Nature Retreat! 2.5 blocks to the beach & famous surf breaks. Close to historic Haleiwa town & many other gorgeous North Shore beaches & world-class surfing!Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan....
Surf and Golf Condo - Beach, Golf Course Views!
Best Value at Turtle Bay – Stunning Golf & Ocean ViewsWelcome to your tropical home away from home at Kuilima Estates, located on Oahu’s legendary North Shore at Turtle Bay Resort. This privately-owned, two-level condo offers the perfect blend of comfort, convenience,...
WG 220 - Charming studio in wonderful Honolulu with WiFi and AC - Sleeps 3
Legal STR RentalWaikiki Grand Hotel® 220♥Escape to this charming studio in picturesque Honolulu and less than 2 mins walk to Waikiki Beach. This delightful space features a cozy living area with 1 Queen bed and 1 sofa-bed, perfect for a small group of guestsEnjoy the...
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 size...
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...
Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Escape the crowed city, and come enjoy some time in the country. Relax in our updated island style condo in the iconic Pat's at Punaluu beachfront residence. This tastefully decorated unit has been fully outfitted with most everything you could possibly need, including...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIO unit
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
@ Marbella Lane - Ocean Marina View | Ilikai Hotel
Summary:Wake up to stunning ocean and marina views from this Ilikai Hotel studio, just steps from the beach! Unwind on your private lanai, soak in breathtaking sunsets, and enjoy free Friday night live music & Hula (6–8 PM) before dazzling fireworks at 7:45 PM. The...
Hawaiian Aloha spirit, Relax, play in beautiful Ko Olina. Paradise awaiting.
Aloha, Welcome to your home away from home. There is so much do to and see in beautiful Ko Olina. It's a place where you can Unwind, Explore, Dine, swim, snorkel feel right at home and relax. A place where you can celebrate a special occasion or milestone in your life's...
Ko Olina Kai 1065E: Elegant 3BR with Luxury Lanai, Near Lagoons & Golf
Welcome to Ko Olina Kai 1065E — Your Relaxed Island Retreat in Kapolei, HI Tucked within Ko Olina’s prestigious gated resort community, Ko Olina Kai 1065E offers 1,427 sq ft of light-filled, coastal-inspired living. With 3 bedrooms, 2 baths, and seamless indoor–outdoor...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...
High Floor Waikiki Studio with 2 Beds & 1 Free Parking!!
Spectacular studio High Floor (392 Sqft) located in the heart of Waikiki at the Marine Surf Waikiki. Bright unit with a window AC (upgraded Feb 2022), 2 Full size beds & 1 Sofa. This studio unit also has a kitchen. Laundry room is on each floor. One Free assigned...
Waikiki 1 Bedroom Queen Suite 27th Floor Sleeps 4
A modern one bedroom condo on the 27th floor in the heart of Waikiki. The Pacific Ocean, Waikiki and Mountain views are enough to delight during the day but just wait until sunset for spectacular! Plus the rooftop pool & sundeck are ready and waiting for you as our...
Coconut Plantation 1078-3: Spacious 4BR Haven, Quick Walk to Ko Olina Amenities
Welcome to Coconut Plantation 1078-3 by Gather, a luxurious two-story resort townhome located within the exclusive Coconut Plantation at Ko Olina. This 1,715 sq. ft. retreat offers spacious living, island-inspired design, and the perfect blend of comfort and convenience...
Studio just minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
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...
Directly Beachfront | Country Cottage
The Sand Dollar Cottage - NUC #: 90/TVU-0632Ultra High Speed Internet - Desk/Work SpaceOf the 26 charming duplex cottages in the gated Mokuleia Beach Colony, only five actually face the ocean; and this is one of them! You’ll wake to the sound of waves, sit on your open...
Iconic Diamond Head! Great for Family!
Waikiki Sunset #1414 – 229 Paoakalani Ave.Enjoy a fabulous view of majestic Diamond Head from this 14th floor, two-bedroom, one-bath condo with central AC (604sf plus lanai with table and chairs). 6-person max!Just 10-minute walk to the best swimming and surfing beach...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy beach where you can swim with turtles or just sunbathe, kayak or...
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...
King Bed Suite at The Waikiki Grand - Just steps away from Waikiki Beach
Positioned on the quiet side of the property with city skyline views, Studio suite 604 is spacious bright and offers a comfortable King size bed with fresh white cotton linens, great A/C and free WiFi.The studio has a fully equipped kitchenette with apartment size...
Breathtaking Diamond Head and Sunrise Views! FREE Parking & Wi-Fi, Central AC
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...
PRICE Drop!!!True Oceanview Waikiki Studio B
Enjoy paradise views on the 30th floor (3002-B, E Komo Mai) in beautiful Waikiki beach. This studio condo is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. out over the magnificent Ocean and Fort DeRussy...
1BMV1 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
*Please be advised that the Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom...
Studio with views of Diamond Head, private lanai, pool & hot tub
Island Colony 3715Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The views of the mountains, ocean shores, and iconic skyline of Honolulu at this comfortable Island Colony studio...
Ilikai Hotel - Gorgeous Sunset Views! Free WIFI!
This spacious condo is located on the 11th floor of the Ilikai Hotel. With a gorgeous view of the yacht harbor, you'll always want to relax with a cocktail and enjoy the beautiful Hawaiian sunsets. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware,...