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.
Stylish Unit 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...
Pacific Monarch Top Floor Condo with Ocean, City and Mountain Views!
Soaring above Waikiki on the 32nd floor of Pacific Monarch, this stylish one-bedroom retreat offers the perfect blend of island charm and resort-style luxury. The elevated location provides sweeping views of the Pacific Ocean and Honolulu skyline, creating a...
Lovely Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking! Sleeps 2
Marine Surf #1102 – 364 Seaside Ave.Check out this beautifully furnished contemporary 11th floor studio in the heart of Waikiki, complete with resort-style kitchenette, comfortable King size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking space. Building...
Luxury Ko Olina - Spacious 3BR - BT304 Beach Paradise Ocean Views
Luxurious 3-Bedroom Beach Tower Villa | Sleeps 6-8 | Steps from the Lagoon Ko Olina Beach Villas | Kapolei, HawaiiNewly Upgraded (Oct 2024): Washer, dryer, and dishwasher!Villa Features:Spacious 3-bedroom, 2.5-bath villa (1 King, 1 Queen, 2 Twin beds, + 1 sofa...
Studio - Ocean & Mtn Views top floor of Closest condo to Beach in Waikiki
This cute studio is the closest condo building to the Beach in Waikiki, on the top floor of famous Foster Tower has amazing view of ocean, mountain, Diamond Head and city. It's a corner unit with sunrise and sunset view between the months of April and September. This...
The Most Amazing Haleiwa Beach Front Condominium
The Best of the Best! Relaxation - Romance - Recreation.Aloha! We love our slice of paradise and take great care to provide our guests with a relaxing experience. We are especially proud that it is always neat and clean so that our guests can begin their vacation the...
City & Mountain Views Condo at Luana Waikiki Hotel Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Luana at Waikiki is indeed located at 2045 Kalakaua Ave, making it a highly convenient location in Waikiki. Situated just steps away from...
@ Marbella Lane - Stylish House + Impressive Views
Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your family to unwind and create lasting memories after exciting days of snorkeling, hiking, and sightseeing. Nestled within...
Magic North Shore Beach House 30 day rental PCC BYU
Summary:This cozy beach house is backed directly up to your own private beach walking trails beautiful palm trees surround you. Located within a short distance of the Polynesian Culture Center and BYU-Hawaii and downtown and great food and within a short drive of the...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has...
Beautiful 1BR, Steps to Waikiki 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...
Stylish Waikiki Gem with Ocean View and 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...
Oceanfront Waikiki/Ilikai Condo with stunning ocean views and free parking
Oceanfront Ilikai Condo — Free Covered Parking & Incredible Views!Experience one of the best views in Waikiki from this beautiful 15th-floor condo in the iconic Ilikai Hotel & Luxury Suites — with free covered parking (a $50/day value included!).Step onto your...
Turtle Bay East 1 Bedroom with Loft SLEEPS 4-6
Turtle Bay Retreat with Loft | Sleeps 4–6 | Golf Course ViewsNewly refreshed and now under new management! Enjoy laid-back island living in this spacious and clean 1-bedroom + loft unit, ideally located on the stunning North Shore of Oʻahu. Nestled beside the Arnold...
Turtle Bay 1 bed with Lanai Renovated Corner Unit 101 - Kuilima Estates East
Kuilima Collection | 101 EastPanoramic Golf Course Views | Renovated 1-Bedroom Corner UnitEscape to the lush North Shore of Oʻahu and experience the best of Turtle Bay living at Kuilima Collection | 101 East. Nestled along the 17th hole of the famed Arnold Palmer Golf...
Ilikai 1 Bedroom Deluxe Lagoon View, Minutes to the Beach!
Perched on the 13th floor of the Ilikai Hotel, this spacious and newly renovated condo features modern furnishings and a brand-new king mattress for the perfect night's rest after a day of island adventures. Look no further—you've found your slice of paradise!...
WaikikiLux 509 Waikiki
Our side by side units are located right in the heart of Waikiki where almost everything you desire is within walking distance, great for families or business associates traveling together. Clean updated fully equipped units. Full kitchens, linens, bath/beach towels,...
Beautiful Condo in Ko Olina next to beach
Furnished two bedroom, two bath condo on the ground floor. Located in Coconut Plantation in Ko Olina Resort. It's across the street from the famed Aulani hotel. Access to four lagoons, first class shopping and dining and world class golf. Condo situated behind gated...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
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.Exciting Updates Coming Soon: This property...
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Beachfront Property w/Sand Access at Waikiki Shore Condo with Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Shore located on 2161 Kalia Road, 6th Floor. (NO PARKING and NO POOL)*This property is new to our inventory, but we assure you...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Turtle Bay Villa 108: Ground Level 3BR Condo w/ Shared Pool
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
Luxurious Getaway
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Summer special! Tradewinds Habiscus; Free Internet and Assigned Parking, AC
CLOSE TO ZOO. FREE ASSIGNED PARKING!I AM FLEXIBLE WITH CHECK IN AND CHECK OUT TIMES IF I DONT HAVE BACK TO BACK BOOKINGS. I use this Condo when I want to spend time in Waikiki so I want it nice! Great location away from the hustle and bustle of people, cars and buses....
Waikiki Landmark Resort and Condos - Breathtaking 2 Bed/2 Bath, Free Parking
Treat yourself to a Honolulu getaway you won’t forget! Book a stay at this 1-bedroom, 1-bath vacation rental and enjoy resort amenities like rooftop pools, a hot tub, a worldclass fitness center, and more! The condo boasts floor-to-ceiling windows in both bedrooms...
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful and comfortable house. With convenient access to tropical beaches, surf spots, and hiking trails, your Hawaiian...
Elegant Laie Home- Walk to the beach! 30 day rentals
Experience True Island Living in this Spacious Laie RetreatWelcome to your perfect Hawaiian getaway! This beautiful home, in a friendly neighborhood offers everything your group needs for a relaxing and memorable stay. Cook up family meals in the fully equipped kitchen,...
Exquisitely Beautiful High Floor Rental At The Colony Surf -30 Nights Minimum
Beautifully studio on the waterfront of the spectacular Gold Coast. Short, convenient location to Waikiki yet quiet and private-like location. The exclusive, 20-story, (the unit is on the 18th, unit 1806.) Colony Surf is near the base of Diamond Head and across the...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Breathtaking Ocean and Yacht Harbor Views! #1482
**Important Notice: Limited Lanai (Balcony)Access**Due to scheduled lanai sealant application, painting, and waterproofing work, the lanai sliding door will be locked and cannot be opened from 10/29-12/12/2025Access to the lanai will be unavailable during this...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Welcome to Ko Olina Beach Villas O521 by Gather, an exquisite luxury home nestled in the renowned Ko Olina Resort, offering an idyllic Hawaii escape. This beachfront villa with its stunning views is the epitome of island living. This three bedroom, three bathroom villa...
High Floor with GREAT Ocean Views! A/C, Washer/Dryer, FREE Parking and Wi-Fi!
Waikiki Skytower #2804 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy magnificent Pacific Ocean views from this contemporary, updated high-floor, one-bedroom condo (585sf plus 90sf lanai with table & chairs)! With only 4...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
DESIRABLE WAIKIKI BANYAN OCEANVIEW CORNER UNIT - FREE SECURED PARKING, WIFI
The Ultimate Waikiki Beach Unit! *Please note that the recreation deck, pool and Jacuzzis are under renovations from April 7, 2025 to February of 2026 and are closed,*Ideal ocean view Waikiki beach unit #1514 in the desirable Ocean Side Tower #1 is located just one...
Kailuana Beachfront Estate: 5 BR Kailua Oceanfront Home
This property is professionally-managed by Private Homes Hawaii, LLC and is a licensed short-term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1774 for the main house and 1990/NUC-1775 for the guest cottage. It is compliant with Hawaii State Legislation...
Ilikai Apartment - Great Location and perfect for Vacation
Unit 1428 could easily be "lived" in. Lots of cabinet space, storage, shelving, and bedroom closet by California Closets. A full kitchen featuring Espresso kitchen cabinets and granite counter-tops, travertine kitchen floor, new floor throughout living and bedroom area,...
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse yourself in a spacious single-level residence adorned with upgraded features that redefine tropical living. The best part?...
Beautiful Waikiki Ocean/Sunset View! Pool, Kitchen
Ilikai #1629 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 16th floor studio at The Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
~Waikiki~ LOWEST RATES IN AREA ~ 3 Bedroom ~ Fully Furn ~ Blocks to Beach ~
We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 3 Bedroom apts. have a private lanai for your...
Modern Ocean View Studio - Waikiki Paradise!
Thoughtfully appointed studio with modern decor. Fully renovated in February 2022! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before 11am....
Welcome to Nalani, which means the “The Heavens” License # 840291500050
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every single room. Perfect to unwind, relax, and enjoy nature at its best. 6 minutes away to Oahu’s hidden treasure where you...
Ilikai Hotel - Perfect Waikiki Getaway! Overlooking The Mountains & City Lights!
If you're looking for an AMAZING deal in the most sought after location, look no further! This comfortable unit is located on the 12th floor of the Ilikai Hotel. Enjoy the tropical island breeze from your spacious lanai while taking in the city lights!KITCHEN-...
Holiday Sale! Turtle Bay Villas 205 by Gather: Beachfront w/ Pool/Spa/Lanai
Welcome to Turtle Bay Villa 205 by Gather, a serene second-floor studio retreat located on Oahu’s world-famous North Shore. Nestled within the 850-acre Turtle Bay Resort community, this elegant villa accommodates up to four guests and provides the perfect balance of...
Zen Oasis Waikiki - Oceanfront Penthouse
Wake up to endless ocean horizons! This Zen-inspired penthouse marries sleek design with soothing décor for a truly restorative stay.Private lanai overlooking Waikiki BeachKing-size bed & fast Wi-Fi for work-cationsSteps to surf, dining and nightlifeAs Superhosts we...
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Luxury Ilikai Ocean View Studio! *NO RESORT FEES! FREE WIFI*
Luxury unit with amazing lagoon/ocean/beach views. Open kitchen, granite countertops, granite bathrooms, and so much more!This unit has a comfortable king bed and queen sized sofa bed, a free wireless work desk, and a 120 s.f of lanai to enjoy the ocean breeze and relax...
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...