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.
Waikiki Ocean&Sunrise View Studio
This 259 sq ft studio is the largest in the building, offers: 1 queen bed, 1 twin futon&air mattress; bath; kitchenette; 50 inch Samsung TV; computer desk/monitor; 100Mbps 5G Wifi/ethernet cables; dining counter and beach gears. At 20th floor, strong cellular signal and...
Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking
STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Chic 9th-floor studio, fully renovated in December 2022. Enjoy this exquisitely furnished taste of vintage Hawaiiana. Features a full kitchen, free Wi-Fi, free designated on-site parking, and a shared outdoor pool. With a comfy new...
9th floor Studio, Sleeps 2, Just 2 mins Walk to Waikiki Beach
Legal Vacation Rental is located at theWaikiki Grand Hotel®134 Kapahulu 922Absolutely awesome unit located just a block from the beach. in fact, you can see the ocean and the beach from the front door! Large Studio apartment with full kitchen and bathroom.Within our...
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
A 'Spa feel' at the Diamond Head Beach Hotel🕉
Legally permitted vacation rentalDiamond Head Beach Hotel🕉2947 Kalakaua Ave 303⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Whether for business or pleasure the delightful attention to detail Wins!⛰Located at the foot...
5 Bedroom, 6 Bath Home with Private Pool - Ocean & Mountain Views
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time regardless of actual occupancy. GUESTS ARE NOT REQUIRED TO STAY THE FULL 30 DAYS. The 30 day price is $10,000, plus cleaning fee and refundable...
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Cooled by trade winds, this beautifully upgraded 900 sq.ft. one-bedroom suite in the oceanfront Colony Surf on the quiet...
Ko Olina Coconut Plantation 3 Bedrooms Aulani and Four Season Great Location**
Our unit is just across the street from the Disney Aulani and is only about 20-30 mins to Honolulu Waikiki and Pearl Harbor. Our unit offers 3 bedroom 2 full baths and can sleep 8 people comfortably. The master bedroom has a King bed Master bath shower shower the guest...
Stylish Ocean View Condo Near Waikiki Beach with 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...
Luxury Beach Vacation House in Kailua Beach
Additional guest fee of $98 per person per day applies to parties over 10 people. Additional service fee and tax will apply.A private home with eight bedrooms on Kailua Beach (Voted Number One Beach in America). (Adjacent 2-bedroom Guest Cottage also available to...
Ko Olina Kai 1047B: Spacious 3BR, Stylish Comfort, Walk to Beach & Dining
Welcome to Ko Olina Kai 1047B, a peaceful island retreat in the heart of Kapolei, HI. This beautifully appointed three-bedroom, two-bath condo spans 1,427 square feet and blends modern comfort with relaxed island charm—perfect for families, long-term travelers, or...
Turtle Bay Perfect Family Destination, Kuilima West
Welcome to Your Dream Vacation at Turtle Bay!Our Kuilima West condo, is 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.Discover...
Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI
This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest. Unit features Pergo, travertine floors throughout the unit, and...
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....
Waikiki Sunset Mountain View Near Beach + 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...
BEAUTIFUL Ocean Views! A/C, Wi-Fi, Washlet, Pool, one Parking!
Waikiki Sunset #2904 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 29th floor, one-bedroom condo (564 sqft plus lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best swimming...
Ilikai 1038 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.Remodeled.The iconic Ilikai Suites are located at the...
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious one-bedroom condo located in a tropical oasis in the heart of...
Spacious 1 Bedroom Condo w/full Kitchen & Parking
Located just 2 mins walk to the sands of Waikiki Beach and the Pacific Ocean, our condo offer 1 Queen bed in the bedroom and a futon in the living room to sleep a total of 4 guests.The full kitchen makes cooking at home a breeze should you want to watch the budget.We...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
Aqua Palms Waikiki with Sea Views and WiFi, Parking Available
TMK 2-6-012-003 2022/ELOG-1168(LM)Welcome to your Deluxe (renovated 2020) Aqua Palms Waikiki studio with sea views, along with views over Fort De Russy Park and across to Diamond Head.Your Deluxe studio includes:* Comfortable King size bed* 42 inch flatscreen LCD tv...
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
Family Friendly, Fully Furnished Villa In Ko Olina Resort near the Golf Course
Welcome to paradise! This beautiful Villa is nestled in the quiet neighborhood of Hillside Villa. You will love having breakfast ein your private lanai surrounded by palm trees and blue skies. This Villa has 3 bedrooms and can sleep up to six guests. This villa has 3...
Professionally Cleaned Ilikai14th Fl 1BR Beautiful Sunset and Great Location!
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiThe Ilikai building has begun a major exterior improvement project, including spalling repairs and full exterior painting, carried out by a licensed contractor. This is a large-scale...
Beachfront Penthouse w/ 3 Lanais on O’ahu!
Pats at Punalu'u | Spectacular Ocean & Mountain Views | Community Pool | 4 Mi to Polynesian Cultural CenterLive like a local at this 3-bedroom, 2-bath Hauula vacation rental condo where sand and surf are just outside your door! Fall asleep to the sound of waves and wake...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
North Shore Tropical Studio with breathtaking mountain views!
This beautiful studio apartment with stunning mountain views is a perfect place to unwind for your North Shore get-away. The studio features a queen bed with additional twin bed, and it sleeps up to 3 people. There is air conditioning which you are welcome to use to...
Deluxe Oceanview Waikiki Condo...steps to the Sand!
Welcome to our Deluxe Oceanview1-BR Waikiki Condo... ideally located at the start of Waikiki, next door to the the famous Hilton Hawaiian. Enjoy Stunning Oceanviews... from the Privacy of your own Spacious Lanai while sipping your favorite tropical drink! Appointed in...
@ Marbella Lane - Breezy Studio@Diamond Head Beach Hotel
Summary:Located in the Gold Coast, a highly desired area between Waikiki and Diamond HeadStudio is spacious with lots of natural light and cool ocean breezesSelf-check-in with easy to find lockbox at the entry gateAdhere to strict CDC guidelines on cleaning and...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** When it...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkFULLY RENOVATED! Welcome to your home away from home! This newly remodeled (2022) condo is the perfect launching point to explore all that Waikiki and Oahu have to offer. FREE Wi-Fi and parking at nearby lot. Secured...
Fantastic Views, Prime Location, No resort fees, Wifi included
Modern Waikiki Studio – Steps from the Beach with Rooftop Pool & Stunning ViewsExperience the best of Waikiki in this newly remodeled studio apartment, perfectly located just 1.5 blocks from world-famous Waikiki Beach. Walk to the sandy beach in under 2 minutes and...
Ko Olina Beach Villas O904 by Gather: Luxe Ocean View Abode w/ Resort Amenities
Ko Olina Beach Villas O904 by Gather offers a serene ocean-view escape on the 9th floor of the Ocean Tower in Ko Olina, where luxurious comfort meets effortless indoor–outdoor living. This beautifully appointed 2-bedroom, 2-bath villa spans 1,187 square feet and...
CORNER Unit with 11th Floor Waikiki Ocean, Lagoon & Marina Views! Washlet!
Ilikai Marina #1180 – 1765 Ala Moana Blvd.CORNER UNIT! Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning sunsets! Bring your binoculars!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect...
We will block the property for 30 days but you can leave whenever you likeOne of three cottages/City and ocean views, newly renovated large 1200 Square feet bungalow. Five minutes to downtown, 10 minutes to Ala Moana and Beach. Air conditioned, 2 bedrooms with king...
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this vacation...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Magnificent Waikiki Mountain Views! Free Parking, Wi-Fi, Pool & More!
Waikiki Sunset #2503 – 229 Paoakalani Ave.Enjoy the lush greenery of the Ko'olau Mountains and exquisite Hawaiian trade winds from your private lanai! This cozy rental features central A/C, a full kitchen, and free Wi-Fi—perfect for couples and small families!The...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Ko'olau Mountains & Ala Wai Canal Views - City Lights Sparkle at Night!
Waikiki Banyan #3205-T2 – 201 Ohua Ave.Enjoy beautiful views of the Ko'olau Mountains by day and city lights by night from this contemporary 32nd floor, air-conditioned one-bedroom suite (557 sq.ft. plus lanai with table and chairs). 4-person max.The Waikiki Banyan is a...
Family Vacation Home w/Ocean View at Makaha Valley in Secure Gated Community
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!This locally owned, green, garden home with breathtaking Ocean and ; Mountain...
Hale `Ohana ~ Family Home - Kuilima Estates East
Welcome to Hale 'Ohana ~ The Family Home, your idyllic retreat nestled in the heart of Kahuku on Oahu's East Side. This cozy, thoughtfully designed 1-bedroom, 1-bathroom vacation rental offers a perfect blend of comfort and convenience, ideal for families or small...
Aloha Vibes w/ Ocean Views, Near Beach + 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.Relax in this beautifully renovated 18th-floor condo at Waikiki Banyan (Tower 1), just steps from...
Gorgeous Over the Ocean Lanai - 1 Bedroom, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #801** For your health and safety, we utilize additional Sterilization procedures between reservations.8th Floor, Direct Ocean View - 1 Bedroom Suite With Full KitchenOceanfront condo, Remodeled kitchen, stainless...
14th FL centrally located Waikiki condo views of both the ocean and mountains
This Waikiki 14th floor condo is the perfect location for your trip to Honolulu. With a cozy bedroom with a queen size bed tv and dresser . Dining area for two with small refrigerator. Bathroom with both bathtub and shower. kitchenette includes microwave, coffee pot,...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront Location•...
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!
Waikiki Beach Tower #2003 – 2470 Kalakaua Ave.This fully remodeled (October 2024) full ocean view condo is the perfect home base for your dream Hawaiian vacation. Take in the stunning panoramic views of Waikiki Beach and the sparkling blue waters of the Pacific Ocean...