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.
☀ Take a Look! Ocean View with cute Kitchenette ☀ WAIKIKI GRAND HOTEL® 715
Legally permitted vacation rental ⛱WAIKIKI GRAND HOTEL®134 Kapahulu Ave #715⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.This unit features breathtaking views of Diamond Head, Kapiolani Park and Kuhio Beach. ☀Enjoy...
Ocean & Lagoon Views
Luxury Oceanfront Condo in Waikiki – Stunning Views & Prime LocationExperience the beauty of Waikiki Beach from this exceptional oceanfront two-bedroom, two-bath condominium at the renowned Ilikai, famously featured in the original Hawaii Five-O series. Wake up to...
Kuhio Village 804A Prime WAIKIKI Private Apartment
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging...
Lovely apartment with ocean views - near beach
The Banyan 3804Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all that Waikiki has to offer! This colorful unit is perfect for small groups with a king bed, sofa bed, and full...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Ko Olina Kai 1033C: 3BR Tropical Haven, Vaulted Ceilings, Steps from Lagoons
Welcome to Ko Olina Kai 1033C, a tranquil 3-bedroom, 3-bath retreat set within the gated resort community of Ko Olina in Kapolei, HI. Offering 1,625 sq ft of airy indoor–outdoor living, this two-story villa is designed for comfort, connection, and effortless relaxation....
Classy Renovated Studio in Marine Surf Waikiki with Free Parking!
The cheapest vacation rental rooms in Marine Surf Waikiki!!The room rate can be less than a half of other Marin Surf rooms. And less than a third of other hotels in Central Waikiki!!This room is not like hotels, we have the full kitchen and also parking!!This recently...
Tropical Splendor! Ocean View w/Wraparound Lanai and Kitchen–Waikīkī Shore #600
With chic décor and touches, this luxe 1,190sf corner suite defines tropical splendor! Friends and families embrace the space and amazing Pacific/Diamond Head panorama flowing from the wrap-around lanai into the open-style living area and gourmet kitchen for “at home”...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
1 BR w/ Great City Views, 3 mins to 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...
Remodeled city view condo 500sf interior + 120sf lanai w/ great city lights
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
Renovated Ocean Front 1 Bedroom! Ilikai Marina (IM92)
Firework! Great Ocean View! Ilikai Marina (IM92)In the sunFeel the sunWalk barefoot on the sandFeel the OceanRelaxEveryday sunny daySoak up Nature While In Hawaii!!This modern studio is bright thanks to the top to bottom windows. The studio offers a fully equipped...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
Great Waikiki Studio, Just Steps to Waikiki Beach, Zoo WAIKIKI GRAND HOTEL® 801
Legally permitted rental - 134 Kapahulu Ave #801Allow us to welcome you to our Hawaiian home with the warmth of our “aloha” hospitality. We are just half a block from the beach in one of Waikiki's best locations. We actually have two charming studios, adjacent to one...
Ko Olina Kai 1051A: Relaxing 2BR Retreat, Ideal for Family, Close to Amenities
Tucked inside the gated community of Ko Olina Kai, Ko Olina Kai 1051A by Gather is a welcoming two-bedroom, two-bath condo perfectly suited for extended stays. With 1,144 square feet of living space, tropical landscaping views, and resort amenities just steps away, this...
Communal Pool & Deck, Just 1.5 mins from Beach Plus WiFi Included!
Legally permitted rental ☼WAIKIKI GRAND HOTEL®☼ 134 Kapahulu Ave #600** For your health and safety**we utilize additional Sterilization procedures between reservations.Located on the cooler and quieter side of the Waikiki Grand Hotel. The unit is located in one of the...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
Cozy condo with pool, hot tub, & sauna - private lanai, ocean views
Island Colony 4108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This cozy, efficient condo in the heart of Waikiki offers guests a large shared pool with sundeck, hot tub, and...
1BST-2 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: 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: Standard...
Haliewa Surf Pad Blocks From the Beach
This newly remodeled suite is blocks from Haliewa Alii beach and less than a mile from coffee shops, grocery stores, and countless restaurants and bars. The suite is situated in a classic Haliewa beach house, has its own private entrance, and complete access to shared...
Ocean and City View 2 Bedroom 2 Bath Condo w/Free Parking and Free WIFI!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Hip and Modern Design at the Waikiki Grand Hotel® - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave #322** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleek and modern, remodeled from top to bottom & with one of largest floor plans at the Waikiki Grand Hotel®- privately...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
House of the Rising Sun
Per Oahu law, all bookings must be for a minimum of 29 nights. If you plan to stay less than 30 days, that's OK but your booking will still be for 30 days per Oahu Law and the monthly rental fee will NOT be pro-rated based on the actual number of days you plan to occupy...
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your comfortable place to return to after the day’s adventures.The Makai Suite is a 2 bedroom, 1 bath suite located on the 2nd...
Ilikai Hotel, Amazing Ocean views! Most desirable location in Ilikai!
Look no further, you've found PARADISE!! Located in the most DESIRABLE spot within the Ilikai Hotel, this corner 2-bedroom condo has the best views of the Pacific Ocean overlooking the Duke Kahanamoku Lagoon & Ala Wai Yacht Harbor. This spacious condo has 1000 sq ft of...
3-bedroom estate in peaceful Haleiwa Hawaii
Haleiwa is waiting for you at this serene 3-bedroom home plus mother-in-law-suite. With 3 queen beds and 1 king bed, this brilliant property offers a cozy retreat for guests. Enjoy the bathtub, hair dryer, and WiFi during your stay. We're happy to assist with any...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
Modern Ilikai 16th floor Harbor Studio - Surfing, Sunset & & Yacht Views!
Feel Hawaiian Breeze! Ilikai Hotel (IA04). Modern 16th floor spacious studio with full kitchen, nearly panoramic windows and a balcony with the views of the Pacific Ocean located close to the Convention Center and shopping area!!The sunlight in the unit is beaming...
1 Bedroom Diamond Head retreat with stunning ocean views & full kitchen.
LEGALLY PERMITTED STR- 🌬2947 Kalakaua Ave #1202🌬⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.🌬Let the ocean breezes surround you in our beautiful 12th floor ✔1 BEDROOM condo here on Honolulu's Gold Coast at the...
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Legally permitted short term rentalâ›°134 Kapahulu Ave 811â›°âš•For your health and safetyâš• we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
Reminiscent of old school Hawaii. Bright, fully renovated, condo.
Reminiscent of old school Hawaii. Bright, FULLY RENOVATED (2018) and beautifully furnished! Hawaiian King offers all the conveniences of Waikiki with the International Market Place just across the street, you're a quick stroll next to a number of restaurants and...
Free Parking, Wi-Fi, AC, Comfy Beds, and Great Mountain View - Waikiki Banyan
Short-term rental is available for an entire apartment in Waikiki Banyan which was newly opened in early 2021 after a total renovation. The maximum occupancy is 4 adultsOur condo on the 18th floor comes with a water view of the peaceful Ala Wai canal, green golf...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
Delightful Studio on Lemon Road side at The Waikiki Grand
Legally permitted rental: 134 Kapahulu Ave #218Located on the Lemon Road side of the Waikiki Grand this comfortable and modern 2nd floor Studio is the perfect place to retire to after a day at the beach or hiking up Diamond Head crater. The building is just two mins...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Legally permitted rental - 2425 Kuhio Ave. #403** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double beds and a fully...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located ground floor unit on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout the unit. Walk-in shower upstairs and...
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the spacious living this unit offers with a full kitchen , washer/dryer in unit and 2 full bathrooms!. My place is good for...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-FiThe 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 project. Enjoy paradise with an...
2 Double, Hilton Waikiki, 2 Blocks away from Waikiki Beach, Pool - 2 Units
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.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Ocean Views in the Heart of Waikiki Beach
STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with...
Beach Bliss w/Awesome View, Hawaii Decor, WiFi, Full Kitchen–Waikīkī Shore #802
This two-bedroom two-bathroom suite, furnished with island-style décor, a full-size kitchen, breakfast bar with seating for six, furnished lanai, and washer/dryer, is the perfect home away from home in Waikīkī. You and your family will love the spacious accommodations,...
Oceanfront Sandy Beach 6 Bedrooms 4 Baths Jacuzzi
(Registered GET/TAT: 115-985-2032-01 ) Private gated beachfront property, one half acre tropical garden oasis. Escape to the quiet west side of the island and enjoy the beautiful exquisite soft sandy beaches, crystal clear blue ocean and the Waianae mountain views. Stay...
Ilikai Hotel 909 2-Bedroom Suite in Lovely Waikiki
Scenic 2-Bedroom Ilikai Hotel Suite in the Heart of WaikikiWelcome to the Ilikai Hotel 909 2-Bedroom Suite, a spacious and inviting accommodation in the heart of lovely Waikiki. This well-appointed suite features two good-sized bedrooms with en-suite bathrooms at...
Two comfy Queen beds at The palms Waikiki - Pool & Lanai
Legally permitted rental - 1850 Ala Moana Blvd #321** For your health and safety, we utilize additional Sterilization procedures between reservations.A super comfortable remodeled unit, this 2x Queen bed Studio suite at The Palms is the perfect place to call home for up...
〰Waikiki〰Studio w/Spectacular Views & Balcony-WAIKIKI GRAND HOTEL® 712
You'll find bicycles, golfing, and more on site at this beach condo. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Honolulu Zoo and Queen Kapiʻolani Regional Park, just a short walk away. After you return to this...