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.
Spacious Apartment with Majestic Diamond Head View
Enjoy breathtaking Diamond Head and ocean views from this stunning 10th-floor unit. Wake up to sparkling water views and unwind on the private lanai balcony, perfectly positioned to catch cool island breezes and unforgettable sunrises. The space is bright, airy, and...
Superb 2-bedroom apartment in Honolulu near vibrant city life
Stay comfortably in Honolulu at this 2-bedroom apartment. The space features one queen bed and one king bed, perfect for a restful night. Guests will find a lovely bathroom with a refreshing shower to start their day. This adorable apartment offers a cozy atmosphere...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
Experience relaxed coastal living at Seahorse Beach House by Gather, a serene monthly rental perched just steps from the soft white sands of Kailua Beach. Nestled along one of Kailua’s most sought-after beachside loops, this elevated 2-bedroom, 2-bath retreat blends...
Elegant Suite w/ Balcony | Free Breakfast | Onsite Pool | Near Waikiki Beach
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,...
2 bedroom Waikiki Apt sleeps 6 PARKING included with stay
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Diamond Head Grandeur: Kahala Luxury Villa with Ocean View
Welcome to Diamond Head Grandeur, a breathtaking 5 bedroom, 5.5 bathroom luxury villa located in the prestigious Kahala neighborhood on Oahu’s south shore. Just minutes from the iconic Diamond Head State Monument, Kaalawai Beach, and the vibrant energy of Waikiki and...
Luxury 3BR Villa with Ocean Views – Marriott's Ko' Olina Beach Club
Step into paradise in this ocean-view three-bedroom villa at Marriott’s Ko Olina Beach Club, where comfort, space, and resort-style amenities come together for an unforgettable Hawaiian escape. Ideal for families or groups seeking relaxation and adventure, this villa...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
A water park, a fitness center, and a hot tub are available at this smoke-free resort. Other amenities include laundry facilities. Limited housekeeping is available. Air-conditioned accommodations at this resort offer coffee/tea makers and hair dryers. Kitchens offer...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
WB25 Panoramic Ocean & Diamond Head View W/ Free Parking
Welcome to your 25th-floor retreat at the Waikiki Banyan! This newly renovated condo boasts breath-taking panoramic views of Diamond Head and the Pacific Ocean. Perfect for a romantic escape, family vacation, or work-from-paradise stay, it features a fully equipped...
Waikiki 1BR at Grand Islander – Full Kitchen, Beach & Resort Fun at Hilton Villa
Indulge in island elegance at this spacious one-bedroom suite at The Grand Islander, a Hilton Grand Vacations Club, located in the heart of Waikiki at the gateway of the expansive Hilton Hawaiian Village Waikiki Beach Resort. The suite features a full kitchen with...
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.Unit 902 Ocean View 2 Bedroom 2 Bathroom•...
Quiet oasis with fabulous ocean, bay and mountain views, nestled in lush nature
3-4 bedrooms, 2.5 bathroom home in fabulous central Kaneohe location, with magnificent views of ocean, Kaneohe Bay and Ko'olau Mountains. Renovated kitchen, living and dining are open-plan and open up to the lanai (deck) and super views. 3 bedrooms, 1.5 bathrooms on...
Diamond Head Sea Pool House: Oceanfront Estate w/ Private Sea Pool
Black Point Ocean Villa rests above the Pacific in Diamond Head’s coveted Black Point enclave, offering rare oceanfront privacy, architectural character, and seamless access to Black Point Pool, a private gated community sea pool carved into the coastline. Elevated over...
Beautiful Condos in the Heart of Waikiki Beach
Waikiki Beach 4 U Condominiums are located a short walk to the International Market Place and approximately a 5 minute walk to the famous Waikiki Beach.Our condominiums have a full kitchen, complete with pots, pans, dishes and utensils. Bedroom is furnished with a queen...
Better Choice for your Vacation! Kitchenette, Outdoor Pool, Short Walk to Beach
Budget-friendly property with a pool, just minutes walking to the beachThis listing is for a room within a hotel.✦ Your room is 186 sq. ft, equipped with complimentary toiletries, high definition TV.✦ Cleaning services included in the nightly price.There are a few...
FREE Parking! Penthouse Unit at The Palms Waikiki
Amazing 12th floor Penthouse Unit. This popular unit at Aqua Palms Hotel comes with high ceiling, a spacious lanai with ocean view and larger interior living space than most condotel studio units in Waikiki. 2 queen beds can accommodate 4 guests. This is one of the most...
Hilton Hawaiian Village Breathtaking two bedroom! Incredible Beach and Lagoon!
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
Tropical Luxury Living: Stunning 4-Bedroom Home
This modern four‑bedroom, four‑bathroom home in lush Honolulu welcomes you with aloha. Surrounded by greenery, it feels peaceful yet sits just five minutes from shopping and city life. The open living space is smooth and balanced, like a gentle pinot. Each bedroom...
Spring Break Week Special 3/29-4/3! CityView Suite at the Hilton Grand Waikikian
Your home away from home! Help yourself to a healthy dose of vacation tranquility at the Grand Waikikian, a Hilton Grand Vacations Club. Presiding over the expansive Hilton Hawaiian Village® Waikiki Beach Resort, the Grand Waikikian takes vacation accommodations to a...
3 Units, Standard One Queen at Romer House Waikiki, Outdoor Pool
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Beautiful charming Waikiki condo with ocean view
Beautiful upgraded condo offering the BEST value for your budget with ocean view, kitchen, close to beach! Conveniently located in heart of vibrant Waikiki. Enjoy your unique 2 private balconies! Tropical pool, jacuzzi (hot tub), Hawaiian garden waterfall. Walk to...
Studio HGVC Lagoon Tower Beachfront Resort and Spa
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand...
3BR House Walk to the Beach&Malls FREE Parking!
Aloha and welcome to your private Hawaiian hideaway!Think swaying palms, Diamond Head breezes, and vintage island charm—waking up in paradise never felt so good.3 Bedrooms, 1.5 Bathrooms, 2 Parking SpacesUnbeatable Location20-minute drive from Honolulu (HNL)...
Summary:Welcome to our exquisite vacation rental located in a prestigious resort nestled on the stunning western coast of Oahu Hawaii This luxurious retreat offers an unparalleled experience of relaxation beauty and endless opportunities for recreation The open-concept...
Your Waikiki Studio Near Beach. *no resort fees!*
Enjoy a charming studio hotel room in Waikiki near beach, fine dining and shopping. Featuring a queen bed and a cozy seating area with pull-out bed, the space blends rustic charm with practicality. Large windows bring in natural light and invite the views of a park and...
Aqua Aloha Surf Waikiki 809 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 809 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen Sofa sleeper, Sleeps 4, 386 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Comfortable, Spacious with Great Location in Waikiki!
1 Bedroom Ocean View on the 9th Floor of Discovery Bay! Fully equipped and furnished condo with complete kitchen including dishwasher and built-in microwave. Unit has been recently updated with new furnishings and artwork and new refrigerator and range. The remodeled...
Aqua Aloha Surf Waikiki 1211 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1211 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...
Monthly Discovery Bay 2515 Studio City / Waikiki / Mountain Views Queen Bed
Nice City and Mountain Views, 5 Minute Walk to Beach, High Floor, Newly Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Views from High Rise,...
12th Floor Beachfront Studio at Sans Souci, Sleeps 4, Smart TV & WiFi access
Sans Souci Vacation Rentals12th Floor Ocean Front Beach Studio in Honolulu, HI!Monthly Vacation Rental on the Gold Coast of Oahu!1 Queen bed & a sofa bed studio will sleep up to 4 people.The unit boasts a complete kitchen and offers Wi-Fi & cable for your...
Old Hawaii Waikiki 1 Bd Free Parking
Step into old Hawai'i, and plan your ideal island escape and book a minimum month stay at this 1-bedroom, 2-bathroom vacation rental in the heart of Honolulu! Centrally located just a half-mile from the island’s pristine Waikiki Beach, this 2nd-floor condo invites you...
Welcome to magnificent views of Diamond Head, Ala Moana Beach!
Located in Honolulu, this 2-bedroom, 2-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 13 minutes by foot from Ala Moana Beach Park and 12 minutes from Magic Island. Ala Moana Center is an easy 9-minute walk away and Hawaii...
3 Suites Close to Waikiki Beach | Enjoy Morning Breakfast at Your Balcony
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,...
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...
Step outside your front door to enjoy spectacular views of Diamond Head and Kapiolani Park, and relax on your lanai with panoramic vistas of the Waikiki coastline. Experience the best Oahu living in this 450 sqft oceanfront studio, which features a twin bed, perfect for...
Cozy Ocean-view studio in the heart of Waikiki
Wake up to beautiful ocean views in this cozy Waikiki studio, just steps from the beach, shops, and restaurants. Located in a hotel building, it offers 2 queen beds, air conditioning, fast Wi-Fi, and a kitchenette for light meals. Enjoy your morning coffee with a view...
@ Marbella Lane | Hale Laʻi Serene Luxury 3BR Home
Summary:Welcome to a serene luxury retreat designed for comfort, beauty, and relaxation. This beautifully appointed Hawaiian home features refined interiors, modern amenities, and a peaceful private setting ideal for families, couples, or extended stays. Thoughtfully...
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...
Aqua Aloha Surf Waikiki 307 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #307 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 224 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Ocean-MT Views From the Luxury Sky Ala Moana Condo 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 is the newest addition to the luxurious building scene in Honolulu. Consisting of two...
Ultimate Waikiki Getaway Starts Here | Free Continental 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,...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Beach Ready! 3 Relaxing Units with Kitchen! Outdoor Swimming Pool Available!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 291 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Near Waikiki Beach! 3 Spacious Units with Kitchenettes! Outdoor Swimming Pool!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV,...
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1009 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
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...
Everything You Need For The Perfect Vacation! Outdoor Swimming Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 665 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...