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.
Ko Olina Beach Villas B202: 2BR w/ Gourmet Kitchen, Steps from Pool & Beach
Welcome to Ko Olina Beach Villas B202, a beautifully designed retreat nestled in Kapolei, HI. This vacation condo offers an inviting blend of comfort and elegance, boasting 1,171 square feet of thoughtfully curated living space along with the allure of ocean views.What...
DESIGNER REMODELED CONDO AT ILIKAI MARINA
ON THE RENTAL MARKET AFTER A COMPLETE DESIGNER RENOVATION! BY FAR THE BEST LOOKING UNIT IN THE ENTIRE BUILDING!We're accepting reservations on an on-going basis. Superb Location next to the water! Completely remodeled with no expense spared condo boasts one of a kind...
Renovated w/ City View at Aqua Palms Waikiki
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...
BEACHFRONT LEGAL PRINCESS CONDO-FREE PKG/WIFI-POOL, HOT TUB,TENNIS/PICKLE BALL 2
LEGAL VACATION RENTAL! AWESOME 180º UNOBSTRUCTED BEACH, OCEAN & SUNSET VIEWS! FREE PARKING IN GATED LOT and FREE INTERNET/HI-SPEED WiFi. NO RESORT FEE. POOL-HOT TUB-TENNIS-PICKLE BALL-PING PONG-BBQ**NO CENTRAL AC--HAS PORTABLE AC IN BEDROOM, BUT IT WILL NOT COOL OTHER...
Townhome at Kuilima Estates at Turtle Bay
Welcome to this spacious second story townhome at Kuilima Estates at Turtle Bay. This condo is located on the eastern side of Kuilima Estates, making this condo one of the closest units to the Turtle Bay beach. .With a completely updated interior, guests enter into the...
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus lanai with table and chairs) at the repeat-guest favorite Waikiki Banyan! Gorgeous Diamond Head, Kapi?olani Park, and...
Aloha Suite Near the Sea II, 3 Block Walk to Beach
TA 028 872 2944 01, STR Permit # 2211-CCH-0281 expires 11/22/25, TMK 260230500087Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!This studio...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
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...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach!
Regency on Beachwalk #56 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (fully renovated in 2024, 693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency...
Ocean View from Lanais - Walk to Waikiki Beach
Your home away from home in paradise, featuring views of Waikiki Beach from the 2 lanais! 925 sf, perfect for families and groups - sleeps up to 6 people. 2 bedrooms, 2 full baths. Located just two blocks from Waikiki Beach, with endless dining, shopping, and activities...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Hale Makai at Diamond Head – Oceanfront Estate
Ideally positioned along Honolulu’s prestigious Gold Coast with Diamond Head Crater as its backdrop, Hale Makai at Diamond Head is a licensed nightly oceanfront rental (NUC 90/TVU-0390) offering luxury, privacy, and the rhythm of true island life—just three miles...
Cozy Beach front condo in Makaha
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand beach on the sunny side of the island. You have a gorgeous 180 degree ocean view with turtle, dolphin and whale watching from...
Direct Ocean View Luxury 2 beds/2 baths - Waikiki NO RESORT FEES! FREE WIFI
Beautiful unit overlooking the ocean and lagoon that you can enjoy from either of the two large lanais. This unit features new furniture (April 2019) including an Eastern King bed in the master bedroom, one queen bed and one twin bed in the second bedroom and a queen...
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 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...
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 10/17-11/7/2025Access to the lanai will be unavailable during this...
Lovely, spacious private estate, 300 ft to Sunset Beach TA#083767910401
30 DAY RENTAL*****A beautiful, peaceful, private north shore estate, 300 ft from sunset beach. The main house has 4 bedrooms and 4 bathrooms and sleeps 8 in beds. You may rent the cottage for an additional 2 people-check availability-it's called the plantation cottage;...
Ko Olina Beach Villas O822: Elegant Retreat, Lagoon Views, Spacious Lanai
Welcome to Ko Olina Beach Villas O822 by Gather where luxury meets the serene beauty of Hawaii. Situated in the Ocean Tower at Ko Olina Resort, this villa is a stone's throw away from a well-groomed lagoon, offering guests an intimate connection with nature's wonders,...
Oceanfront on Oahu's Gold Coast!
Colony Surf #604 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)The best of Hawaii awaits you in this large (1519 sf) oceanfront double-sized corner condo at renowned Colony Surf on...
Remodeled oasis in the heart of Waikiki! Min. from beach, shops, & restaurants!
Whether you seek relaxation, remote work vibes, ocean waves, or stunning sunsets, my cozy 1 bedroom space awaits. Experience the charm of my recently renovated dwelling, featuring one complimentary parking space. Revel in ample light, air, and full amenities. The living...
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...
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...
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...
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
The condo has been fully gutted and will be modernized and styled for your comfort. New appliances, open kitchen, brand new furniture!Enjoy the Hawaiian breeze from the mountains and watch the city from the condo. Added bonus, this unit comes with a washer +...
Enjoy Beachside Living! Relax at the Popular Colony Surf #307
*Check-in Assistance Fee for Colony SurfFor check-in assistance outside of Aska Gateway's operating hours (9 am - 5 pm HST Monday through Friday) and on federal and state holidays, the check-in assistance fee is $200 (plus tax).**There is a water shut-off scheduled in...
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...
Ilikai Marina 1580 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.The small standing balcony area is possibly closed due to...
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...
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...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
Stunning 15th Floor Luana King bed Condo Sleeps 4 guests
Superb property with 180 degree Stunning Views!!This fully furnished 1 King bedroom, 1 bathroom suite comes fully equipped with a spacious kitchen featuring granite countertops, two private lanai's, in-unit washer and separate dryer, travertine stone/carpet flooring,...
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...
Ilikai 1102 Ocean / Sunset / Marina Views King Bed, Sofa Bed
STUNNING 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,...
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...
Luxury 3BDRM w/4beds + 2Bath + Partial Ocean View + Parking, 2min from the Beach
Legal vacation rental at a fabulous location!2 bedroom 2 bath home located across from ‘Alohilani Resort, one block from the Waikiki Strip (Kalakaua Ave) and the beach! Located in the heart of Waikiki, yet tucked away on a quiet and quaint street. There are endless...
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...
Waikiki Studio with Stunning Views!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
4 bedroom, 2.5 bath, Sleeps 9 in beds
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer. We have been waiting to remodel this home, but first the pandemic made it difficult with not being able to travel, and now the 90 day rule, so not...
Waikiki Oceanfront/Beachfront Condo. Breathtaking views. Walk to everything!
E Komo Mai! Looking to live right by the beach during your Hawaiian island escape? Then this stylish and spacious one-bedroom condo is the perfect choice for you. SUPER FAST W-Fi and cold AC. Offering a rare, exquisite view of Honolulu’s yacht harbor, this newly...
Kuilima Estates West #120: North Shore Golf View
End every day with a stunning Hawaiian sunset on the North Shore of O’ahu when you stay at Kuilima Estates West, unit 120. This newly remodeled 2-bedroom, 2-bathroom with loft townhome is located adjacent to the Turtle Bay Golf course, home of the Fazio and Palmer...
Kawela Kai 493: North Shore Beach Front---Relax & Unwind
LEGAL, LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:0006This home is not affected by the new Honolulu County ban on Short Term Rentals. Make sure when booking your vacation home the property that you are reserving has...
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...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
***WE ARE ON OAHU, AND CONTINUE TO WELCOME VISITORS***Fully remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use....
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3 Pools. BBQ Grills. Fun Sports Court includes pickle ball,...
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
North Shore Escape at Turtle Bay | Kuilima Collection Loft StudioDiscover the authentic North Shore Oʻahu lifestyle at this cozy Kuilima Collection studio loft, located in the heart of the iconic Turtle Bay Resort area. Nestled alongside the lush fairways of the Fazio...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Legal Rental - Green Turtle Hideaway-Sleeps 4
Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...