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.
Hilton Grand Islander Waikiki - 1 BR Suite Weekly Booking Only
Located within the Hilton Hawaiian Village Waikiki Beach Resort and offers guests access to all of the resort's amenities, the Hilton Grand Vacation Club The Grand Islander Waikiki Honolulu is located on 22 acres of beach front of Waikiki Beach. Six pools and Waikiki's...
Coconut Plantation 1192-2 by Gather w/ Pools, Lanai & Walk to Beach
Welcome to Coconut Plantation 1192-2 by Gather, a charming two-bedroom, two-bath villa in the gated Coconut Plantation community at Ko Olina Resort. This tranquil retreat blends classic island architecture with modern comfort—perfect for a month of relaxed Hawaiian...
Newly Renovated 4BR Family Home - Minutes from Dole Plantation
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins drive to Sunset Beach- 25...
Aqua Aloha Surf Waikiki 209 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 209 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 16th Floor! Wake up to a gorgeous view of paradise from your very own private lanai. Unit was recently renovated and features an updated kitchen, bathroom, and flooring! Enjoy the beautiful sunset overlooking the yacht harbor...
Charming Loft in peaceful Kailua with WiFi, AC, and Mountain views.
This memorable Loft in Kailua is the perfect home base for your trip. With a cozy living room featuring 2 queen beds, 2 couches, dedicated workspace with desk and chair, full bath with tub, and full kitchen, this gorgeous property offers a peaceful retreat for guests....
Konishiki Beachhouse: Luxury 4BR Oceanfront Home w/ Private Pool, 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 Konishiki Beachhouse 4BD by Gather,...
Brand New Home. Amazing ocean, mountain and coastline views
New Listing Special 5000 mo. Paradise Found Escape to a beautiful 3-bedroom house in Makaha. This phenomenal property was just built and features 1 king bed and 2 queen beds, perfect for a group getaway, retirees or working professionals. One house back from beach....
Hau'ula Haven- Walk to Beach & Mountain View Lanai
Tucked away at the end of a quiet cul-de-sac in Hau‘ula, this newly renovated, modern beach home is perfect for a relaxing getaway. Enjoy bright, spacious interiors, a private upstairs studio with full kitchen, and an oversized lanai—perfect for morning coffee, mountain...
Executive Honolulu Home with Spectacular View- Monthly Rental Only
This is a minimum 30 day rental of the upstairs portion of this property which is street level. This private and separate 3 bedroom home has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi getaway.🡠The...
Pool House with 2Queen Beds – Poolside Comfort
Enjoy a relaxing poolside retreat in this 484 sq. ft. studio featuring two queen beds and a wet bar. With air conditioning, free Wi-Fi, and modern comforts, this studio provides a perfect blend of convenience and luxury for your stay.Key Features: • Design-Centric Hotel...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.“Enjoy cool breezes, lush greenery, and effortless access to resort amenities.”Discover the best of Honolulu...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Mountain-City Views Condo at Allure w/Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Feel free to contact us if you have questions before booking online. If this particular property isn't...
Panoramic Views | Balcony w/ Full Building Access
This bright studio is like a 1-bedroom, 1-bath vacation unit located in the heart of Honolulu. Enjoy ocean and city views from your private balcony, with easy access to a community pool, resort shops, and cafés—plus all the perks of a modern, open-concept layout filled...
NEW! Kuilima Estates | KBM Resorts | 2 Units, 4 Bedrooms | ML-2750
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Cozy Apartment In Sought After Neighborhood of Olomana!
NEW PHOTOS! One bedroom, one bath apartment in the quite neighborhood of Olomana. This cute apartment comes complete with a split system Split System AC unit, full bath and kitchenette. Rent is $2,000.00 and an additional $400.00 for All utilities including Cable,...
Surfers Paradise w/ Oceanview 29+ nights
Lovely Hawaiian Pole House w/ oceanview on 1.1 Aces w/ fruit trees and ample parking on the property. Up on the hill of Pupukea -- one of the most thought after locations in Hawaii. Away from the traffic noise and fumes on Kam-Hwy, but close enought to get to all the...
Waikiki Gem-Mins to Beach, Lanai w/City View, King Bed&Surf Lessons in Building!
Wake up steps from Waikiki Beach in this bright city-view studio at Kuhio Village Tower 2 — perfectly located just 2 minutes from the Duke Kahanamoku Statue and Kuhio Beach.Sip your morning coffee on the lanai and watch Waikiki come alive, then head downstairs for surf...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
3rd Fl Ilikai | King | AC | Pool
The Space:Enjoy the perfect blend of harbor and ocean views from this beautiful suite, complete with a large lanai ideal for relaxing or watching the sunset. A sliding partition separates the bedroom from the living space for added privacy.Bedroom: King bed with sliding...
NEW Listing Oceanfront Home + Boards + Beach Gear
Directly across from Pokai Bay Beach, this stilted back unit duplex offers epic sunsets, ocean breezes, & sea/mountain views from two private lanais. The raised design allows for ample parking + ADDITIONAL bonus livingroom area. Enjoy snorkeling, paddling, surfing, &...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
Marriott's Ko Olina Beach Club | One-Bedroom Villa
Summary:Discover serenity at Marriott's Ko Olina Beach Club, a distinguished resort gracing Oahu's western shores. This exquisite resort has breathtaking oceanfront vistas and seamless beach access. Surrender to the embrace of air-conditioned serenity, avail yourself of...
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Community Laundry Room with Washer and Dryer are on the same floor.A rare...
Waikiki Getaway! Pool, Near Honolulu Museum of Art, Parking!
Sandy beaches or exciting adventures--look no further than this Oahu property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition 40-inch TV, available with Premium cable.✦ Cleaning services...
Chic Hawaiian Remodel• Rooftop Pool & Spa • 5 Min Walk to Waikiki Beach
Welcome to your Hawaiian-style retreat in the heart of Waikīkī!Freshly remodeled, this beautifully designed 1-bedroom condo blends modern comfort with island charm — just a short walk to Waikīkī Beach, Duke’s Statue, shopping, and dining.Located in the Pacific Monarch,...
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...
Standard One King, Romer House Waikiki, Outdoor Pool, Near Waikiki Beach
This listing is for a room within a hotel.✦ Your room is 202 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Honolulu Beachfront Retreat: Lux Beachfront with Ocean Views
Welcome to Honolulu Beachfront Retreat, a stunning 4-bedroom, 3.5-bath coastal sanctuary set along a “secret” sandy stretch of East Honolulu. Spanning approximately 1,840 sq ft of refined living space and fronting 65 linear feet of pristine shoreline, this newly...
Koa Kai: Waikiki studio getaway
Welcome to your elevated island retreat! This bright and breezy studio features a king-size bed, double sofa bed, and a spacious private lanai where you can soak in panoramic views from lush green mountains to the sparkling Pacific.Whether you’re sipping coffee at...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
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.Ranch Beach Estate is a hidden Hawaiian gem,...
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...
21Fl Near Waikiki Beach w/ Mountain Views, 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.Wake up to gentle island breezes and scenic mountain views in this 600 sq ft 21st-floor 1-bedroom condo at...
Luxurious KoOlina 2-bedroom, 2 bath beach villa located just outside of Honolulu
Discover comfort at our Oahu vacation resort. Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Our Oahu vacation resort is nestled within a beautifully landscaped, gated...
6th Fl Waikiki Shore Condo | Ocean-front | AC | Wifi
Stay right on Waikiki Beach in this bright and spacious 1-bedroom, 1-bath condo with spectacular ocean views. Perfectly located in the heart of Waikiki, you’ll enjoy direct beach access, modern comforts, and the vibrant lifestyle just outside your door.The SpaceStep...
Penthouse Ocean Views 2bed 2bath 1 pking 5 min Walk to Beach Spacious 1000 sqft
Located in Honolulu, enjoy what this 2-bedroom condo has to offer. With a king bed, a full bed, and a spacious living room with a sofa bed, guests will feel right at home. This marvelous property also features AC, a fitness room, and 2 bathrooms with a hair dryer....
Heart of Honolulu Hideaway + Free Parking
Welcome to our charming one-bedroom suite in a popular hotel condo in the heart of downtown Honolulu! Experience comfort and convenience with 24-hour security and complimentary parking. Walk to Walmart, Ross, 7-Eleven, and trendy restaurants. Stay connected with free...
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 216 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 228 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Great location in Waikiki. Newly renovated 2 bedroom unit on the Penthouse floor
Best unit in the building. Fully renovated unit with brand new appliances, cabinets, counter tops, flooring and bathroom. Views of the fireworks from the enclosed balcony every Friday night. Swimming pool, barbecue area and 24 hour security. Grocery store across the...
Beautiful 3 Bedroom Villa
Summary:This Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort Beautiful 2-story 3-bedroom 2 5-bath townhome is fully furnished and ready to move in sleeps 8 comfortably Two parking with a 1-car garage and driveway parking New...
37FL-Upgrade 1BR-Ocean View Full Kitchen w/Parking
A perfect ocean view from the 37th floor! This beautifully renovated, bright, and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park — the perfect getaway for couples or small families. Enjoy from the large windows, you’ll be treated...