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.
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
Beautifully corner unit on the Gold Coast
One of a kind unit was completely remodeled from its original design. Gourmet kitchen, marble floors throughout the unit, custom cabinets, whirlpool tub in the bathroom. Washer and dryer in the unit, fully furnished. Enjoy the sound of the waves, and panoramic views of...
2Bed/2Bath Penthouse Ocean/Diamond Head views, near Convention Center
You'll be sitting on top of the world at this spacious 2-bedroom, 2-bath Penthouse with an open living room and fully-equipped kitchen.The jaw-dropping 270-degree view includes Diamond Head, a sweeping ocean view, the Ala Wai Canal, the Ala Wai golf course, Ft DeRussy...
Direct Ocean Front One-Bedroom Condo at the Iconic Ilikai Hotel
This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline.Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on the spacious lanai. The...
Diamond Head View Rare Condo at the Waikiki Banyan by the Beach with Parking
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.03/24/25: BUILDING NOTICE: The entire recreation deck, including the pool, hot tubs, and BBQ area, will be closed for extensive renovations...
#02 Kawela Kai 495:North Shore Beach Front---Relax & Unwind
LEGAL SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2056 LICENSE# 90/TVU-0003 TAX MAP KEY: 1-5-7-005:006This home is not affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a Short-Term...
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...
Panoramic Cityscape Condo at the Waikiki Landmark w/Great Building 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 Waikiki Landmark high rise is located on the main Waikiki strip at 1888 Kalakaua Ave. in one of the...
SURFERS DREAM STUDIO
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This Studio is walking distance to one of Oahu's Most Beautiful Beaches on West Side and is located in a Private quiet...
Newly Remodeled Condo in the Heart of Waikiki! 1 Block to Beach! FREE Parking
Ni'ihau Apartments #304 – 247 Beach WalkNEW TO OUR INVENTORY and FULLY 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...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
ALOHA-WAIKIKI OCEAN VIEW LIVING 11
Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious lanai.This is unit is one of our most popular and once you see the ocean views for yourself, you'll know why!!! This unit...
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...
Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo
This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
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...
Beach Villas Poolside Resort at the Ko Olina Beach w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Beach Villas are located at 92-104 Waialii Place. (3rd Floor)This Beach Villas at Ko Olina unit...
Seascape Serenity Cottage - Beachfront, Large Yard
*30 day rental, please inquire.The North Shore takes you from the hustle of Honolulu to explore some of the most pristine beaches nearby including Sunset Beach, Waimea Bay and Ehukai Beach. This is your perfect getaway paradise for those seeking for a calm, private, and...
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...
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...
Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!
Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.Gourmet marketplace Dean & DeLuca is...
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...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
Hale Kauwela | Ko Olina | Resort Villa w/ Views
Summary:Welcome to Hale Kauwela in Ko Olina. Kick your feet up at this gorgeous villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates...
🏖️Excellent Ocean View | AC | Concierge Included | vrKCV
vrKCV - Kona Makai 6204, Professionally Managed by Kona Coast Vacations.Experience Oceanfront Living at Kona MakaiNestled along the lava rock shores of Kailua-Kona, Kona Makai offers the perfect blend of island charm and modern comfort. This second-floor, one-bedroom...
New! Tiki Terrace Studio@Turtle Bay - Kuilima East
**2 adults + 1 child only. Tiki Terrace Studio is located at the center of Turtle Bay Resort. Nearby restaurants offer up delicious, locally sourced gourmet foods. You can visit some of the most breathtaking beaches in Hawaii in minutes. Being less than 20 minutes away...
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...
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...
ALOHA-WAIKIKI OCEAN VIEWS, POOL, FREE PARKING, SLEEP 4 and MORE!!! WB28
Large one bedroom Apartment has nice peeks of the Ocean & Diamond Head from balcony, bedroom & living room. FREE PARKING for one vehicle with this unit, Pool, BBQ and other perks on site makes this a great singles, couples and family destination within Waikiki AND only...
Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!
Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...
Hale Kuapapa | Ko Olina | Desirable Walk-Out On Ground Floor!
Summary:Welcome to Hale Kuapapa in Ko Olina! Enter this stunning, open-air condo with a glass wall that slides to a private, marble patio exposed to manicured landscaping. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:As one of the...
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...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
Heart of Waikiki studio with kitchenette, AC, FREE parking & Wi-Fi!
Marine Surf #1204 – 364 Seaside Ave.This cute studio (392 sqft plus lanai) with AC and kitchenette, will comfortably accommodate the needs of vacationers or a corporate traveler. It's just a short walk to the best swimming and surfing beaches! Shopping, restaurants,...
Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512
Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...
Ilikai Marina 1792 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
Stylish Condo w/ Mountain Views in Waikiki Banyan!
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...
A Repeat Guest Favorite! Great location!
Four Paddle #702 – 2140 Kuhio Ave.Enjoy this spacious (577 sq.ft. plus lanai), air-conditioned one-bedroom condo centrally located in one of Waikiki's premier residential condominiums! 4-person max.Gourmet marketplace Dean & DeLuca is located just across the street at...
33rd Floor 2 bdrm Penthouse with Majestic Ocean View! Book Now!
***************IMPORTANT NOTICE**********On February 7, 2022, the exterior work project of the Ala Moana Hotel Condo had begun.The work hours for the project are 8:30 am to 5:00 pm., Monday through Friday, excluding recognized holidays.The contractor has begun the work...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large...
Sensational Seaside Condo, remodeled in 2023 parking available, 1 block to beach
Our unit is located on the 9th floor and is a corner unit with a large furnished lanai's which provide you with amazing city, mountain and partial ocean views.Available to our guest we provide you with a soft queen size pillow top Serta mattress for a comfortable nights...
GREAT HOME LARGE FAMILIES
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
Aloha Condos, Ilikai Marina, Condo 786, Oceanfront, AC
Ilikai Marina Condo 786 is a fantastic accommodation in a superb location, offering a stunning view of the marina. Guests praise the cleanliness, well-equipped kitchen, and convenient access to beaches, restaurants, and shopping. The condo comes with thoughtful...
Waikikis Best Kept Secret, Best Sunset & Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/23 - 4/17/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Newly-upgraded home with Diamond Head views - walk to Waikiki Beach
Garden Cottage Unit B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Vintage Hawaiian décor -- including lovely teak furniture and vibrant pops of color --...
21st Floor Ocean view unit at The Waikiki Banyan
** 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 ** A...
Classy Waikiki Studio
Classy, Clean & City CenterJust a short 2 blocks walk to the beach! Conveniently situated at the entrance to Waikiki, across from Ft. DeRussy Park and Hilton Hawaiian Village. Walk to the biggest shopping center (Ala Moana Center) and get easy access to main buses to go...
Studio with Kitchen, AC, Washer/Dryer, POOL, Wi-Fi, FREE Parking!
Fairway Villa #1516 – 2345 Ala Wai Blvd.You'll enjoy a pleasant Ala Wai Canal view from the lanai of your air-conditioned studio (364 sq.ft. plus balcony/lanai)! Kick back as you enjoy the sunset or enjoy the easy walk to the beach, shops, and restaurants.The Fairway...