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.
Mea Kanu Paradise, Beach Access, A/C, Sleeps 6
Escape to paradise with this beautiful 2 bedroom, 2 bath unit on Oahu's stunning Windward North Shore. Located on a quiet street near beach access to a gorgeous sandy beach, this newly renovated unit offers the ultimate Hawaiian experience! Within walking distance of...
Hale `A`ohe ~ The House of Ease
Welcome to your serene oasis at Ku'ilima Estates East, a short distance from the renowned Ritz-Carltin at Turtle Bay. This charming ground-floor studio is perfect for a tranquil getaway, offering a blend of comfort and convenience. Step inside to discover a thoughtfully...
TMK 570010290064nNeighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, The location, views and overall ambiance gives you a true island feel but you also have the benefit of Honolulu's city life too! Our unit is on the West side of the island and our guests have full access to the Condo's onsite swimming...
Ilikai Hotel Partial Ocean View 2 BR Corner unit 18th Floor
(City View with City Flair) This first class accommodations in the world famous Ilikai Hotel is located at the gateway to Waikiki. This location is complete with a fully remodeled, spacious 2 bedroom, 2 bathroom and a beautiful views of the Pacific Ocean & City View of...
Partial Ocean King Studio with Kitchenette, AC, and Free WIFI!
The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or Hawaii Convention center is in walking distance. Feel at home with split AC, cable TV, and FREE...
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Stay in comfort as long as you wish. 30 day minimum lease, shorter stud are of longer stays are welcome. Contact Us for Details and RatesHawaii Tax ID # available upon requestHale Pulelehua “The Butterfly House” has an open spacious Kailua feeling inside and out....
Luxury 2-Bed/2-Bath Corner Waikiki Shore Condo w/ Ocean Views! FREE Parking!
Waikiki Shore #918 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sand of Waikiki Beach! This beautiful Balinese-inspired beachfront condo (renovated 2014) is sure to be your new favorite vacation...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
Newly Renovated 1BR w/ King Bed & Great Ocean View
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...
Ilikai 739 Ocean / Sunset / Marina Views - K Bed / Q Sofabed - New Remodel
Panoramic OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. 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. Newly Remodeled,...
Location, location! Split AC System throughout ENTIRE condo! Legal Rental!
Location, location, location!!! Split AC System throughout ENTIRE condo! Legal Rental!Our condo boasts 3 split AC systems - one in the master bedroom, another for the living area and a third system for the loft bedroom. If you are sensitive to slightly hot or humid...
Newly Renovated Waikiki Condo 2 blocks to the Beach! Free parking.
Beautiful 1 bedroom sparkling just renovated condo unit in the Waikiki Sunset Hotel overlooking the swimming pool! The location is perfectly located just 2 short blocks to the main area of Waikiki beach, International Marketplace, the best shopping and dining! The Zoo,...
Ocean & Sunset Views, FREE Parking & Washlet!
Waikiki Shore #1304 – 2161 Kalia Rd.How does it get better than being able to enjoy endless ocean and sunset views from your own private lanai? Come and stay in this high floor air-conditioned, ocean-view studio (360-sqft interior plus 61-sqft lanai with table/chairs)...
Vacation In Paradise At Makaha Area in a Legal NUC
Come to Paradise on Earth at the Hawaiian Princess located in the dry, sunny Makaha Area in West Oahu. The condo is on a secluded 1/3 mile pristine white sand beach overlooking the gorgeous Turtle Cove. Celebrate a special occasion, romantic getaway or just come to...
BIG ALOHA & AWESOME VIEW AT THIS HAWAIIAN HOME!
~Breezy Spacious and Welcoming Vacation Home~This Hawaiian home sits up on the mountain with unbelievable, panoramic views of the Pacific Ocean, Diamond Head, Waikiki, and downtown. Watch sunsets, fireworks, whales, and rainbows from the lanai. Situated only 2 miles...
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Aloha from Waikiki! We are a short-term vacation rental company, we are not part of the hotel. The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or...
Ko Olina Beach Villas O1111: 3-Bed Penthouse, Ocean & Mountain Views
**Ko Olina Beach Villas O1111** is a beautifully appointed vacation rental located in the serene Kapolei area of Oahu. Offering 1,532 square feet of interior space, this inviting villa is designed for families or couples seeking a tranquil escape, accommodating up to...
Impeccable Penthouse - Ocean & Diamondhead Views
PANORAMIC OCEAN, DIAMOND HEAD & KAPOLANI PARK VIEWS. It's a première residential lifestyle ON THE GOLD COAST! A brief 15 minute breathtakingly beautiful walk to Waikiki’s famous beaches, shopping, dining and nightlife.This is not a tired old Waikiki hotel room with a...
Kaaawa Home With Mountain View’s - 30 Day Min
This Hawaiian home gives you the best of both worlds, nestled up close to the Koolau mountains with an ocean view. The house will accommodate 6 guests. Incl 3 bd/1ba, a kitchen & plenty of living space. We aim to make this space feel like your home away from home. If...
16th Floor PH in Ocean Twr w/Panoramic Ocean View Ko Olina
*Brand New furniture just delivered to the unit! New couch, new chairs, new coffee table, new dinning table and chairs and twin mattresses (As of April, 2025)Enjoy privacy and luxury in this one of a kind penthouse. This penthouse has exclusive elevator access and only...
Location, Location, Location
I comply with all Hawaii tax regulations. Hawaii Tax ID#: TA-158-127-3088-01Serenity......This peaceful retreat offers meticulous attention to detail and modern amenities on one acre of oceanfront property facing Mokoli'i Island (familiarly known as Chinaman's Hat) in...
Beautiful Oceanview Villa at Beach Villas at Ko Olina
This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...
Family sized condo minutes walk from beach and golf course in Ko Olina Kai.
HOA rules (for ALL residential condos in Ko Olina, not just ours!) restrict rentals to 1x/30 days and Hawaii State Laws requires stays of 30 days or longer.This comfortable and spacious villa can accommodate 6 guests in a gated community with its own private pool. it is...
Turtle Bay Villa 310: Beachfront with Shared Pool, Spa & AC
Set within the 850-acre oceanfront community of Turtle Bay, Turtle Bay Villas 310 offers an elevated third-floor retreat where lush tropical views and resort-style comfort meet. This 1,538-square-foot villa accommodates up to eight guests across three beautifully...
36TH FLOOR SPECTACULAR OCEAN VIEW! LARGE CORNER UNIT
Located only 1 block from world famous Waikiki Beach, this ocean facing, large corner unit with lanai and extra windows on the 36th floor, has panoramic views of the ocean, beach, pool, and Diamond Head, not to mention the sunrise and sunset views. Breathtaking! Our...
North Shore Barefoot Hideaway -- come relax with us!
NUC Registration # 1990/NUC-1967TMK # 1570010270146Welcome to our one bedroom, 2 bath condo at Kuilima Estates East. We are an easy 5 minute walk to the beaches by the Turtle Bay Resort. This clean and comfortable condo has a king bed in the master, pull out couch in...
Modern remodeled 2bdrm/1bath Condo/Free Parking on Property/Sleeps 6/Great Views
The best things about this condo: Stunning views from the 14th floor lanai (Mountain and Valley/Ala Wai Canal/Manoa Rainbows), convenient free parking on premises, save money by eating in, clean with modern decor, and within walking distance to all that Waikiki has to...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
Family friendly home in Hauula; steps from beach
30 day rentals. Contact host for details.Escape to our serene retreat just steps away from the beautiful Kaipapa‘u Beach. Nestled within a resort-like community, our spacious 5-bedroom, 3-bathroom haven offers tranquility and comfort. With a king bed, 3 queen beds, a...
Two bedroom: Steps away from Turtle Bay Resort, AC - Kuilima Estates West
Enjoy the North Shore by staying close to everything when you stay at this centrally-located place. The townhouse is right next to the famous Turtle Bay Resort. Legal Short Rental: STR 2755.Our two-level, one-bedroom plus loft, end unit condo is located on the second...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
Oceanfront Paradise on Oahu’s North Shore!Escape the city and experience the legendary North Shore of Oahu at its finest—where sunsets, surf, and the spirit of “Real Hawaii” come alive. Perfectly situated on the iconic stretch between Sunset Beach and Pipeline,...
Turtle Bay Penthouse 164 - Kuilima Estates West
Relax in North Shore Luxury | Kuilima Collection | 146 West1 Bedroom | 1 Bathroom | Sleeps 2 | Golf Course Views + Mountain SerenityWelcome to Kuilima Collection | 146 West, your private North Shore escape nestled within the world-renowned Turtle Bay Resort. This...
Zen Home with AC, Pool, Near Kailua Beach
Inquire about short stays, we accommodate them where possible. Spend your vacation in our Hawaiian style 4 bedroom, 4 bathroom home a 3 minute walk from Kailua Beach. Our home features a balance of indoor and outdoor living. There is a Zen like courtyard and inviting...
Stunning Kawela Bay Beachfront Home - 3 bedrooms - sleeps 9
***In accordance with local laws, we may accept one booking for every thirty day period. Pricing may vary depending on length of stay and time of year. For questions or assistance with booking, please contact us.This lovely beach house is casual, stylish, and chic with...
Waikiki Banyan OCEAN VIEW REMODELED - "Ohana Suite" , free parking, lots of amenities!
Elevate your Hawaiian experience to cloud nine (or rather, the 10th floor) in our Tower 1 property, fitted with two exceptionally comfortable queen beds. Every comfort imaginable, whether it's cooking a meal, BBQing on the 6th floor or enjoying a movie in, we have...
Holiday Sale! Turtle Bay Villas 308 by Gather: Beachfront w/ Shared Pool/Spa/AC
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...
Ko’Olina Kai 1041Fn30 day minimum rental in beautiful 2 BR ground floor villa.
This professionally decorated first floor end unit is located in a gated community just a five minute walk to the golf club or the shops at Ko'Olina Station. Each bedroom features a King Bed with lots of pillows, and ample closet space. There are two big screen TVs...
Spacious 2 Bedroom Unit at Lanikea at Waikiki! Free Wi-fi and FREE Parking!
This unit at Lanikea at Waikiki is located on the 25th floor, with city and partial ocean views from the living room, and a mountain view from the main bedroom. Relax and enjoy your stay in this luxurious unit UNIT INFORMATION:- (1) King-sized bed- (1) Queen-sized bed-...
A View to Die for! 3 bedroom 3 bath on the sand at Waikiki Beach
Discover the little known secret of one of the most prized stretches of Waikiki Beach. The only privately owned condominium in Waikiki where you can step right from the building onto the sand of world famous Waikiki beach. If you're seeking Hawaii sunshine with the view...
Seaside Oasis-Near Beach w/ AC, BBQ & more!
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYSThe Seaside Oasis has it all! Relax and soak in the views of the ocean that is just across the street. The Seaside Oasis is a gem on Northeast Oahu that sits just feet away from the warm, blue,...
Luxury 3-Bedroom Villa with Expansive Ocean and Lagoon Views
Your vacation starts once you arrive at the Ko Olina Resorts with a big smile and friendly wave entering the 2-mile community of premium coastal views, four crystal-clear lagoons with white-sand beaches, a championship golf course, and a full-service marina for...
Hale Kai Lily - Waterfront Hawaiian Getaway
This single-level waterfront, home is thoughtfully curated & designed. New AC in every room. Featuring a full kitchen, living room, and lanai as well as 4 bedrooms and 3 bathrooms. The property is fully furnished and boasts captivating marina views from all common areas...
Hale Healani B-705 Stunning Views of the ocean Free Parking
Oceanview Luxury Villa at Ko OlinaWelcome to your oceanview beach villa at the exclusive Beach Villas at Ko Olina. Surrounded by lush koi ponds, waterfalls, a lagoon pool with a sand beach, an infinity lap pool, and multiple hot tubs, this resort offers privacy and...
Diamond Head Beach - Large Studio - Queen Bed, Balcony, Ocean View, Ocean Access
Privately owned Studio on 8th Floor with large Private Balcony, comfy Queen bed, Ocean and Mountain Views, Kitchenette, Fast Wifi, Elevator, Oceanside Shower, Non-smoking.Aloha!This charming, newly remodelled studio condo in the "Diamond Head Beach Hotel" is perfectly...
North Shore Renovated 2 Bedroom + Loft & Pool - Kuilima Estates West
Aloha and welcome to our spacious and beautifully renovated North Shore Turtle Bay Resort 2 Bedroom condo that includes an additional 3rd loft room + 2 bathrooms. Directly outside the living room is a large manicured grassy lawn and the Fazio Golf Course. This gated...
Location, Location, Parking, Kitchen, Remodeled
W Hotel-inspired design in this newly remodeled and fully upgraded designer condo at a value price. Everything is new. Traverine floors throughout. The kitchen includes granite countertops tops Italian glass tile backsplash, and a dishwasher. The bath includes a vessel...
Absolutely Oceanfront/ SimpleRuralHome/ AC rooms/ 30 day rental
**This home is offered as a monthly rental, however full month occupancy is not required. Please "Contact Host" to see if your dates are available.For the traveller seeking a more authentic experience of Hawai`i is Hale Makani Kai, "home of the gentle ocean breeze."...
Turtle Bay Villas 206
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...
NUC 90/BB-0069, GE-014-134-8864-01, TA-014-134-8864-01
Start your day with a stroll on one of the most beautiful beaches in the world. Enjoy the sunrise in Kailua where your Hawaiian holiday truly begins. Kailua Beach is a perfect place to go to 'get-away-from-it-all.' Swim, boogie board, surf, kayak, sail, or windsurf in...
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
This property is professionally managed by Private Homes Hawaii, LLC, a licensed brokerage in the State of Hawaii (RB-21170). It is licensed as a short term vacation rental, Non-Conforming Use Permit Numbers 1990/NUC-1777/1778 and is compliant with Hawaii State...