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.
Island Colony (IC14)
View: Partial Ocean, Mountain, City, Canal, and Rainbow Maximum Number of Guests: 4 Minimum Length of Stay: 2 Nights Parking: No (There is condominium parking, but guests must check the availability and pay the condo directly. There is also public parking nearby.) Room...
Elegant Laie Home- Walk to the beach! 30 day rentals
Experience True Island Living in this Spacious Laie RetreatWelcome to your perfect Hawaiian getaway! This beautiful home, in a friendly neighborhood offers everything your group needs for a relaxing and memorable stay. Cook up family meals in the fully equipped kitchen,...
King Bed - Private Lanai, Pacific Ocean view Studio w/ Full Kitchen
Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor...
AMAZING Ocean Front Condo!!
Welcome to The Makaha Beach Cabanas located on the northwest shores of Oahu! Just 45 minutes from Honolulu International Airport. You will soon see this is one of the best kept vacation destination secrets. It really doesn’t get any better than this!Makaha Beach...
Ala Moana #1132 Summa
Summary:Are you ready for white-sand beaches and turquoise waters? Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Join us on island time at the Ala Moana Hotel, Honolulu’s landmark hotel within walking distance to the Pacific. With...
Heart of Waikiki With Partial Ocean View! Washlet! Off-site Parking!
Regency on Beachwalk #86 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath end unit (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk! Partial ocean...
Great Ocean View, One Bedroom at the Ilikai Hotel
1 Bedroom Deluxe Lagoon View on the 13th Floor!Look no further, you've found PARADISE! This 1-bedroom is over 500 sq ft of space, making is spacious for a single traveler, family, or friends traveling together. Situated in the 40 stack of the Ilikai Hotel, this location...
Absolutely Oceanfront - Free Parking - Full Kitchen- full disability access.
Direct ocean-facing view not out the side of a building or looking over another balcony. On a high floor above the street noises and restaurants below.Great Location at the beginning of Waikiki and away from congested areas.Walking distance to beaches, restaurants, and...
Upscale 2BR/2BA Ocean View in Waikiki + 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...
Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo
This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
Perfect Ocean View! Ilikai 1 Bedroom Harbor View, Minutes to the Beach!
1 Bedroom Yacht Harbor View on the 18th Floor! NEWS FLASH! This condo was completely gutted & renovated with brand new stainless steel appliances and furniture! Nothing was spared when completing this upgrade, it checks off all the marks for everything you'll need to...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.⬆Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head...
Stellar Mountain, River & City Views Luxe Condo - Shared Pool, Hot Tub & Sauna
Four Paddle Condominium 2210 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the best views in the city when you stay at this luxe condo, conveniently...
Huge Panoramic Ocean View. Walk to the Beach.nLow rate of 3,900 per month.
This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more convenient side of Waikiki. Spacious Unit. For a monthly discounted rate, contact me at, starkmdx@yahoo.... Imagine yourself...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on 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...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
Surfer Hale - Kuilima Estates East # 1
TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...
Million-dollar Ocean Views in the Heart of Waikiki! Steps to Beach!
Waikiki Shore #812 – 2161 Kalia Rd.Million-dollar panoramic ocean view. Steps to beach in the heart of Waikiki. You'll never want to leave this beautiful beachfront 1-bedroom/1-bath rental (706 sqft) with full kitchen, free Wi-Fi, and private 124-sqft lanai with...
1610 🌸 free parking 🚙🅿️, fast WIFI💻
Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...
Hale Pua ~ The House of Flowers - Kuilima West
This deluxe 2-bedroom 2-bathroom ground floor unit is a lovely space that your family will love to come home to after a long day exploring the beaches or restaurants of the North Shore. This updated unit has a California king bed downstairs with a full bathroom with...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI
This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest.The unit is in great condition with brand new Pergo, travertine...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Oceanside Bungalow on beautiful Makaha Beach. Great surfing and snorkeling
Working from home? Why??? when you can work from Paradise.Now accepting 30-day reservations You will find it's less crowded, a little unexpected, and truly delightful. The vibe here is RETRO and CHILL, so let the good times roll. Please message us for details as we do...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
Hale 'oli'oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
Honolulu 2 bedroom Cottage
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking
Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...
Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking
STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.
This large, fully furnished, one-bedroom/one-bath condo is on the 34th floor at the Waikiki Banyan. This corner unit features beautiful ocean views. Free parking and Wifi use. The kitchen was recently redecorated. Brand new air upgraded conditioner. Newly upgraded Queen...
Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!
Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - 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 "10"...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views 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 high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Luxurious Ocean View Panoramic PH at The Watermark w/Spectacular Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Great Location In Wakiki! Amazing Ocean Views from your private lanai!
Completely gutted & renovations just completed in December 2023! This beautiful and spacious condo is the home away from home you have been dreaming of! Located on the 4th floor of the Ilikai Hotel, you'll love unwinding on your private lanai while watching surfers in...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Block to Beach! Koko Resorts at the Waikiki Banyan 23rd Floor Pool View
Waikiki Banyan Tower 1 Suite 2305Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head ViewsThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
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...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...