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.
Partial Ocean-City Vacation Condo at Sky Ala Moana with Amazing 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.The Sky Ala Moana stands as Honolulu’s latest epitome of opulence, featuring two distinctive towers: The...
1 bedroom condo with great Waikiki view
Perfect 1 bedroom in 38th floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped kitchen just remolded. In the bedroom, there is queen size bed for your full recharge. Through the bedroom, you can go to...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
1BR Mountain View w/ Balcony, Pool & 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...
3-bedroom Diamond Head Floor-Through Apartment On Ocean - Minimum 3 months
The ultimate diamond head apartment. 2000 square feet on ocean. Newly renovated. Surf in front @ Tonggs. Walk/Run around Diamond Head. Right off Kapiolani Park. The ultimate super chill; elegant; breezy and easy place to hang/enjoy/live.
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.• Waikiki Shore address is: 2161 Kalia Road,...
Island Paradise home 5 min from the beach
Your family will be close to everything when you stay at this centrally-located place. Our Island Paradise home is just a short 5-minute walk to the beach, offering the perfect blend of convenience and relaxation. This fully furnished midterm rental offers 4 bedrooms, 2...
Waikiki Shore 902 Ocean View 2 Bedroom
Wake up to sweeping ocean views in this beautifully appointed two bedroom, two bath condo, nestled on iconic Waikiki Beach. With room for the whole family and all the comforts of home, it’s an ideal base for your island getaway.• Waikiki Shore address is: 2161 Kalia...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Kailua Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach...
Newly Renovated Studio w/ Rooftop Pool & Near Waikiki Beach!
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...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Embark on an exquisite Hawaii getaway at Ko...
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft from the airport.CAMPING GEAR INCLUDED:► 8" Memory Foam Mattress with CLEAN FRESH sheets ► Solar Powered Rechargeable...
Ocean & Beachfront Studio - Sans Souci 203
Monthly Rental:Take it easy at this unique and tranquil Monthly getaway Studio. A Full kitchen with Stove, oven, dishwasher and apartment sized fridge freezer.The bedroom area makes the perfect spot to relax during the day also whilst enjoying that stunning view!The...
Ocean View One block to Beach Spacious Secure
Petite white water ocean view and city views. Walk 1 block to beach, Spacious, oversize studio apt. on hi-floor, New King bed, air conditioning, full equip separate kitchen room, speedy wi-fi, cable TV, security entries, util included. Elevator. Beautiful beaches....
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,...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
Experience island living with comfort and style in this 39th-floor city-view condo! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended stay.Enjoy the convenience...
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
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,...
Brand New Upgraded- Ocean View Romantic Studio
This beautiful Island Colony studio on the 27th floor has stunning views of Diamond Head and ocean views! "Brand New Upgrades!"New floors, elegant cabinetry, new kitchen, new bath!Brand New mattresses!.The spacious lanai and it's views is the WOW factor!Enjoy this...
CW Waikiki Beach Walk|1BR/1BA King Balcony Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hillside Villas 1534-2, a tranquil...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Perfect Event Location! 3 Great Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband...
New Luxury Penthouse! Sky Ala Moana 2bd/2ba
Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...
Stunning 2BR 2BTH OV, WiFi and Cable - Waikīkī Shore PH11
Paradise found in this two-bedroom two-bath space! Enjoy the Pacific blues from this captivating unit located in the heart of Waikīkī. Guests can begin the day with Hawaiian coffee on their private lanai, living room, or dining space.After a day of exploring Oahu,...
Very Beautiful! High Floor! Waikiki Banyan One Bedroom with Parking Included
A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...
2-Bedroom Ocean View, Perfect Location in Waikiki!
Modern Luxury with Stunning Views - Flexible 2-Bedroom Layout!Renovated in June 2024, this upgraded condo seamlessly blends modern luxury with practicality, creating a stylish and comfortable retreat. Featuring new kitchen cabinets with quartz countertops, luxury vinyl...
Perfect Island Getaway! Ocean View, Walk to Waikiki Beach, Royal Hawaiian Center
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Tranquil Ocean View Condo!
A beautiful place in a great location! World-famous Queens and Waikiki Beach is just a 1-minute walk from our building. Dozens of restaurants, shops, and activities are within walking distance. Food options range from food trucks to fine dining. The world-class shopping...
Beach escape NorthShore 1BR Unit OceanView
NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...
Family Tides at Turtle Bay
Welcome to our bright and breezy Kuilima West condo, ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu's North Shore.With 3 bedrooms and AC in...
Beachfront Studio in North Shore - Lower Unit
Discover a surfer's paradise at this beachfront studio located in Haleiwa, Oahu. With private access to the beach, this idyllic location is in front of a popular surf spot. Lounge comfortably on the porch and have lunch at the outdoor dining area right outside the...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
15% Off Summer Special! Luxury Oceanfront Estate: Banyan House 4BD
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Banyan House is Oahu’s most luxurious...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bedroom Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Perfect Hawai’i ocean view condo with AC, WiFi, Sleeps 4, in heart of Waikiki
Welcome to our beautifully renovated studio condo at The Palms Waikiki, located in the heart of vibrant Waikiki. This tastefully furnished space offers a perfect blend of comfort and style, ensuring a memorable stay for our guests. Enjoy ocean and Diamond Head views...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Waikiki panoramic views, beach, amenities , free parking
Panoramic views by day and night , queen size bed, sitting area, dinette, kitchenette and full bathroom. Traditional Hawaiian decor. WiFi and cable TV. Pool, jacuzzi, sauna, gym, barbecue area plus ..Restaurants galore inc red lobster, outback, Cinnabon. 24 hrs...
Niu Beach Estate – Private Luxury Meets Island Sophistication
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Aloha and welcome to your own private slice of...
Soothing Oceanfront Stay Ideal for Serene Sunsets
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...