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.
25th Fl Waikiki Banyan | King | AC | Parking
The SpaceCreate unforgettable memories in this 25th-floor corner/end unit—bright, spacious, and perfectly set up for families. With panoramic city and mountain views, a full kitchen for easy meals, and the convenience of laundry right next door, you’ll have everything...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Charming studio for 3 at Waikiki Grand Hotel® in Waikiki with AC & Pool
Legally permitted vacation rental—〽Waikiki Grand Hotel® 900〽Quiet 9th-floor studio above street noise. ☮WG 900 is just a short walk toWaikiki Beach, Kapiolani park, & Diamond Head CraterThis studio-suite includes:✺(1) Queen bed✺AC✺Sofa-Bed ✺Tub/shower ComboSimple...
Aqua Aloha Surf Waikiki 218 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #218 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 253 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Kahala Hills Estate by Gather: Luxury Oceanview Villa w/ Pool & Gym
Kahala Hills Estate rises above Honolulu on the ridge of Waialae Iki, offering a private three-story retreat surrounded by palms, sculpted gardens, and wide ocean horizons. The 4,007-square-foot luxury residence sits on an 18,000-plus-square-foot lot, blending bold...
Ocean Point Hoakalei Country Club Beauty
This spacious unit won't last long. Located on the 11th hole of the prestigious Hoakalei Country, this particular unit's back yard showcases the golf course signature island style hole and has stunning evening sunset views. It is 1550sqft with spacious 3 Bedrooms, 3...
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
Aqua Aloha Surf Waikiki 811 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 811 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed + (1) Queen Sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
BMB 1204 Ideal Hawaiian 1-bedroom apartment steps to beach in Honolulu with Pool
Our Hawaiian getaway awaits! Experience the best of Waikiki in our centrally located 1 bedroom vacation rental! Bamboo 1204 is nestled on Kuhio Ave just block to Waikiki Beach! Embrace the comfort of a 2 Queen Beds (in bedroom) & a sofa in living area, full kitchen,...
Ka Hale Hau’oli by Gather: Gated North Shore Home w/ Pool+Hot Tub, Lanai & Views
Set above the North Shore coastline in Pupukea, Ka Hale Hau’oli is a private, gated four-bedroom retreat designed for effortless island living. With sweeping ocean views, generous lanais, and a lush forested setting, this escape feels worlds away yet it’s close to...
Bright Island-View Retreat 8 guests - COMBO 15th
2 bright and breezy, tropical-inspired studio units with warm island décors. Floor-to-ceiling windows open to a private balcony with city views, filling the space with natural light.PLEASE NOTE: This listing is for TWO SEPARATE STUDIO APARTMENTS in the same building and...
Luxury Sky Ala Moana Condo with Ocean & City Views
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 Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
Welcome to The Kahala Mansion by Gather, an extraordinary luxury estate along prestigious Kahala Avenue on Oʻahu’s south shore. Just steps from the tranquil beachfront, this grand 9,154-square-foot residence offers refined island living, architectural sophistication,...
Wyndham at Waikiki Beach Walk - 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. All units feature a fully equipped kitchen, separate dining area, separate...
Spring Break Sale! Turtle Bay's Kuilima Estates West #104
Located at the entrance of the magnificent Ritz Carlton at Turtle Bay, this property is just steps away from the spectacular coastline of Oahu’s tranquil North Shore. About an hour from downtown Honolulu, enjoy the peace and quiet of this unit on your next dream...
Island Colony 29th Floor Waikiki Studio with Views
Welcome to your Waikiki escape! This exceptionally clean and stylishly remodeled 29th-floor Island Colony studio condo offers stunning ocean and mountain views, resort-style amenities, and a prime location just steps from dining, shopping, and world-famous Waikiki...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
Kaimana Beach Penthouse by Gather: Luxury Ocean & Diamond Head Views
Welcome to Kaimana Beach Penthouse by Gather, an elegant two-bedroom, two-bathroom oceanfront escape perched above Waikiki. This luxurious top-floor condo accommodates up to five guests and blends modern sophistication with island tranquility, featuring uninterrupted...
Waikiki Penthouse 2bd/1ba, Diamond Head Views, 5 mins from Beach and Dining
Chic, spacious 2BR/1BA penthouse condo in Waikiki with gorgeous Diamond Head views. Short 5 min. walk to Waikiki Beach, Honolulu Zoo, numerous restaurants and shops. Over 1,000 sq. ft. with free covered assigned parking, central A/C, in-unit washer/dryer, and dedicated...
2 Spacious Room Perfect For Family Stay with Balcony | Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Haleaha Road - Steps to the Beach in Hau'ula
Aloha and welcome to The Haleaha Road Home in Hau’ula on Oahu’s northeast shore. This spacious, renovated home features mountain views, sleeps 8, and is perfect for extended family stays. Just steps from an uncrowded beach, enjoy lush scenery, local farms, hiking,...
Luxury 1BR Penthouse with Mountain Views – Ko Olina Beach Club
Experience island luxury from above in this 1-Bedroom Mountain View Penthouse Villa at Marriott’s Ko Olina Beach Club. Perfectly positioned on the upper floors, this villa offers sweeping views of Oʻahu’s lush mountains, combining modern comfort with the laid-back...
Fantastic View, Waikiki DiamondHead
A beautifully remodeled home in the hills of Maunalani Heights, Honolulu. Enjoy amazing views of the iconic Diamond Head, the Pacific Ocean, Kahala and Waikiki.Come enjoy the real Hawaii.. Awaken to the sounds of singing birds, not cars and buses.
spacious bathtub, large dining table, or a comfy coucha large, inviting living room, or a porch with a viewspacious bathtub, large dining table, or a comfy couchspacious bathtub, large dining table, or a comfy couch
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views, private...
Tropical Boho 1-Bedroom Apartment in Waikiki Ocean View with free parking
Honolulu is waiting for you at this 1-bedroom apartment. The space features a king bed, a twin bed, and a cozy sofa bed in the living room, perfect for relaxing after a day of exploring. Guests enjoy a fabulous bathroom with a bathtub and bidet, adding a touch of...
IA21 Ocean Breeze Retreat: Luxe High-Rise 21F
Experience the Ultimate Waikiki Friday Night Delight!Welcome to your front-row seat to one of Honolulu’s most beloved traditions—the dazzling weekly fireworks lighting up the tropical sky. From your private lanai, sip a handcrafted cocktail, feel the gentle trade winds,...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
Aqua Aloha Surf Waikiki 313 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #313 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
Luxury 1BR Penthouse with Mountain Views – Ko Olina Beach Club
Experience island luxury from above in this 1-Bedroom Mountain View Penthouse Villa at Marriott’s Ko Olina Beach Club. Perfectly positioned on the upper floors, this villa offers sweeping views of Oʻahu’s lush mountains, combining modern comfort with the laid-back...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
Set in the prestigious Kahala Beach area of Honolulu, Kahala Beachfront Villa offers the perfect balance of luxury, comfort, and tranquility. This elegant two-bedroom, two-bathroom residence invites guests to unwind in a serene tropical setting, surrounded by lush...
Paradise resort home in Ko Olina Coconut Plantation
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
Dreamy Waikiki Condo, Steps to Beach, Free Parking
Aloha! Welcome to our stunning boutique corner unit condo steps away from Waikiki beach! The location is truly best in class. Dine, swim, surf and shop all within walking distance. This unit is a 100% legal VRBO rental. You will be staying at a beautifully renovated...
Hilton Hawaiian Village Lagoon Tower 2BR 2BA sleeps 6--Ocean View
Consider this condo your home away from home while you visit Honolulu. Lagoon Tower offers 2 bedrooms and 2 bathrooms, ensuring a comfortable stay for guests. With amenities like a hair dryer, heating, WiFi, a washing machine, an iron, a fitness room, and AC, your needs...
37Fl Renovated Gem Near Waikiki Beach w/ Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Discover your perfect Waikiki escape high above the city on the 37th floor of the Waikiki Banyan. This...
Hilton Garden Retreat: 5-minute Walk to the Beach, Stunning City Views!
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 280 sq. ft, equipped with...
Ocean Views in Downtown Honolulu Studio with full kitchen, separate living room
Enjoy sweeping ocean vistas from our Ocean View Suite, where luxury meets panoramic scenery in the heart of Downtown Honolulu. Our newly renovated Ocean View Suite comes with views of the ocean, harbor, and downtown Honolulu. This suite 450 sq ft in size and features a...
Waikiki great view on 34th floor 1BR corner unit & Large terrace! New flooring!
Located in Honolulu, this welcoming condo lets you experience it all. Royal Hawaiian Center is within an easy 8-minute walk and Waikiki Beach Walk is also a quick 8-minute walk away, so leave your car at the property, which offers onsite parking. After you return, you...
Ocean View Sky Ala Moana Condo w/Amazing Amenities Near Restaurants & Shops
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to The Sky Ala Moana, the newest pinnacle of luxury in Honolulu. This exquisite property, consisting...
Experience Honolulu like a local in this hotel studio. The space features a king bed, sofa bed, AC, washing machine, WiFi, and more. Our beautiful property is perfect for guests looking for a wonderful stay in the heart of Honolulu. Our place is equipped for both long...
Ala Moana Hotel Sleeps 4 near beach
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk. The daily parking rate is $41.00. Tax(18.712%)...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Beach Front Condo-Everything you can dream of for a Hawaiian getaway is here!
Enjoy a pleasant stay at this 1-bedroom condo in the quiet country of Hauula. Perfect for relaxing after a day of exploring Oahu. This quaint property offers a cozy living room with a sofa bed. In your temporary home you can take advantage of all the amenities your used...
City View w/A/C & FREE Parking - Palms at Waikiki
Nestled in the perfect location in Waikiki, just steps away from Waikiki Beach and a short stroll to Ala Moana Center, Fort DeRussy Park and more. This recently upgraded, beautiful 1 bedroom, city-view condo has all the amenities you need. Prep meals in a full-sized...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities, including...
Grand Waikikian 1BR – Luxury Kitchen Suite with Balcony & Waikiki Beach Access
Enjoy a luxurious Hawaiian escape in this spacious one-bedroom suite at the Grand Waikikian, a Hilton Grand Vacations Club, located inside the iconic Hilton Hawaiian Village Waikiki Beach Resort. This beautifully designed villa blends modern comfort with island...
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an induction...