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.
Ilikai-**New Listing*- Beautiful Ocean and Lagoon Views on high floor
The condo is a 1Bedroom 1bath newly renovated; made up of all stainless appliances, tile floors, California king bed, pull out sofa sleeper, 60" HDTV/DVD player, and air conditioning. There is a full kitchen equipped with a microwave, coffee maker, range/oven, double...
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...
#05 - Hale Kai - BEACHFRONT Exclusive Area North Shore
LICENSED VACATION HOME CERTIFICATE:1990/NUC-2109 - LICENSE# 90/TVU-0169 - TAX MAP KEY: 1-6-1-004:067 This home will not be 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...
Ko Olina Beach Villas O904 by Gather: 2BR w/ Ocean View, Resort Amenities & Golf
Welcome to Ko Olina Beach Villas O904 by Gather, where stunning ocean views and luxurious living come together to create an unforgettable Hawaii vacation experience. Located in the Ocean Tower of the renowned Ko Olina Resort, this exquisite beachfront villa offers...
Diamond Head View Renovated Corner Unit, AC, W/D, Wi-Fi, Parking!
Canal House #701 - 2611 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful corner unit refreshed in late 2021 with spectacular uninterrupted views of Diamond Head, the Ala Wai Canal and Golf Course, and the lush, green Ko'olau...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
Extended Stay Panoramic Ocean & Diamond Head Views
Our unique quality listing features panoramic ocean and Diamond Head views overlooking Fort DeRussey park. Great location. Furnished as high end luxury recluse. Parking, wifi, cable, etc. You'll love it! We're looking for guest who would like to stay for 4-6 weeks or...
Cozy Studio with FREE Parking in Heart of Waikiki!
Clean studio with 2 full beds in the heart of Waikiki! Free Parking! Free Internet! Available from 3 nights!Studio in Marine Surf. The decor is modern tropical with white rattan furniture. Also equipped with handy shower, bathtub and washlet (Bidet).Very convenient...
Block to Beach! Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Ocean View, Free parking & Wifi
Panoramic 37th Floor Ocean Views, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy panoramic views of the ocean and...
🌺 12 GUESTS 3 X ❤️AWESOME STUDIOS❤️ FREE PARKING 🏝️ 5MIN TO OCEAN 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
Panoramic Diamond Head Ocean View Spacious Home
Charming Comfortable, Affordable dwelling boasts 3 Bedrooms with 2 1/2 bathrooms and front loading high energy smart stack washer/dryer laundry facility in the 1/2 bath. Two of the bedrooms have California king size beds and 1 has a Queen size bed. Each bedroom has a...
Just Another Amazing Day in Paradise! Ocean View, AC, 5-min. walk to beach!
Waikiki Park Heights #1508 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You deserve many wonderful days in paradise and what better place than this beautifully renovated condo with great ocean views and central AC! (488 sq.ft....
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...
Panoramic Ocean Views Penthouse 601
Summary:A rare 3 bedroom 3 bathroom accommodation in Waikiki....Split level floor plan offering more privacy for the group/family. Upper floor has a full bath and a table setting with a Full Size Bed. This upper floor is adjacent to the rooftop lanai.The Space:The upper...
Panoramic Ocean and Waikiki Views from 1267-sf Penthouse with 195-sf Lanai!
Lanikea Waikiki #PH1 – 421 Olohana St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Welcome to Lanikea PH1, a spacious luxury penthouse in the heart of Waikiki designed for extended stays. With over 1,260 sq ft of living space, soaring vaulted...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
Kailua Beach Estate: Historic Property with Large Yard & Ocean View
October 2024 updates: Newly constructed upstairs deck, Brand new window ac unit in master bedroom, new patio furniture, new sectional couch in living room. Our beach estate is located on over an acre of land, just one house back (a quick 30 second walk down a sandy...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
Breezy Beachfront Getaway w180 degree Oceanview
This RARE CORNER Breezy OCEAN/SAND BEACHFRONT studio promises an unforgettable Hawaiian retreat - the perfect way to immerse yourself in tropical bliss.Luxuriate on a white sand beach or simply sit back and relax with the amazing blue vistas beyond two wall-size crystal...
Ilikai 1820 Ocean / Lagoon Views 2 Double Beds, 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.Beautiful high end recent remodel. Fully equipped and very clean. AC, cable,...
Ilikai 1243 Best Views 2 Bed Room Best Ocean / Lagoon Views
FINEST OCEAN / LAGOON ! AT Ilikai WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "43" column which...
Ilikai Hotel - Two-Bedroom Suite that overlooks the Waikiki City Lights! No Resort Fees!
This condo is located on the 19th floor of the Ilikai Hotel. No need to look any further, you've found your perfect condo in Waikiki. Don't delay, as there are others looking to book this condo and they might take your dates! The condo has been fully renovated and...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
*********IMPORTANT********The Association of Apartment Owners (AOAO) of Marine Surf Waikiki has contracted Seal Masters of Hawaii to perform a major Exterior Concrete Repair and Painting Project. This important work will help preserve the safety, structure, and...
Mountain View, Close to Waikiki Beach w/ 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...
Northshore Hawaiian Experience 1 Bedroom at Kuilima East
Aloha, Enjoy an Old Hawaiian Experience at Kuilima at the Turtle Bay Resort, an hour away from Waikiki but a century away in time. New Air Conditioner installed August 3, 2021. 2 TV’s, 50 “ new Smart in LR, 32” in bedroom.Your Master Suite with queen bed and...
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...
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
Partial Ocean View! Toto Washlet, FREE Parking, Washer/Dryer, Wi-Fi! Sleeps 4
Four Paddle #1703 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 17th floor studio (460 sf plus lanai) with central A/C and ocean view makes this condo a favorite with our guests! 4-person max.Gourmet marketplace Dean &...
Turtle Bay Heliconia - Kuilima Estates East
Beautiful, updated one bedroom, two bath ground floor condo with tile floors throughout. Newly updated extended living room. Updated well appointed kitchen with modern appliances blending in nicely with the open, tastefully decorated living room with large HD TV ....
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,...
1 Mile from Pipeline Surf Break!
Studio with a small balcony and spacious bathroom. Kitchenette has a microwave, fridge and hotplate and all the dinning equipment you need. This studio is located across from Keiki Beach. It is just a 2 minute walk to the beach. The studio is part of the second floor of...
Washlets! A/C, Washer/Dryer, Dishwasher, Wi-Fi, Pool, and 1 FREE Parking!
Fairway Villa #1217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy Oahu's tropical beauty from this contemporary Hawaiian two-bedroom, two-bath condo (723 sq.ft. plus 151 sq.ft. lanai). Sleeps up to 6.The Fairway Villa is...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 UP TO 20% OFF STAYS IN SEPTEMBER. ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY...
WaikikiLux 507 Waikiki
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
@ Marbella Lane - Executive Suite | Steps to Beach
Summary:• 500 SQFT, 120 SQFT large balcony, has ocean, lagoon and beach view, located on 5th floor. • CDC standard Sanitized, easy self-check in• Located in the " quieter" side of Waikiki. • Spacious, bigger than most studios• Everything is walking distance -...
Great for Families, Washlet, W/D, Free Parking, Wi-Fi! HUGE Lanai!
Waikiki Banyan #612-T1 – 201 Ohua Ave.You'll love the beachy/Hawaiian feel of this newly renovated 6th floor 1-bedroom suite, with its 533 square feet of interior living space, plus an extra large, partial ocean view lanai! The condo features a full kitchen, in-unit...
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...
Ocean View Oasis with Free Parking: A Waikiki Gem!
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 Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
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...
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...
Oh the views! Oceanfront condo: Dolphins, Turtles & Sunsets oh my!
Welcome to Pineapple Place at Makaha Surfside—our little slice of paradise on Oahu’s beautiful Waianae coast! This beautiful, well-appointed and tastefully decorated one-bedroom top-floor condo has spectacular views that overlook the sheltered lagoon & beach....
Gorgeous Waikiki Beachfront 1Bdrm - Waikiki Shore 610, steps from the sand!
Alohana at Waikiki Shore #610. Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This luxurious 1BD/1BA at...
Mountain View with AC, WiFi, parking, short walk to beach!
Waikiki Banyan #2003-T2 – 201 Ohua Ave.You'll feel right at home in this fresh, contemporary air-conditioned one-bedroom suite (582 sqft plus lanai with table and chairs) with beautiful views of the Ko'olau Mountains! Sleeps max 4.The Waikiki Banyan is a favorite of...
Diamond Head View at Waikiki Sunset w/ 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...
Hale `Ohana ~ Family Home - Kuilima Estates East
Relax in Paradise – Ground-Floor Corner Condo at The Ritz-Carlton Residences, Turtle BayEscape to the North Shore of O‘ahu in this serene, one-bedroom, one-bathroom condo tucked within the gated community at The Ritz-Carlton, Turtle Bay. This charming ground-floor...
@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This comfy home is graciously appointed at the foot of the Wai‘anae Mountain Range feasting you with the marvelous ocean and...
1 BR + Den ~ Ocean View ~ Pool, Internet, Cable
Property is located on West side of Oahu, at Makaha Valley Apartments where you will find an untouched part of the paradise corner, of Oahu Island.Makaha Beach has fine gold sand and always not crowded, quiet and peaceful. We believe that you will fall in love with...
Park Lane Ala Moana Located on the ocean side of Ala Moana Shopping Center
Park Lane Ala Moana is a luxurious condominium with various entertainments for you. Park Lane presents the opportunity to experience the beauty of nature and cosmopolitan city life at its finest and most vibrant. Representing a first-of-its-kind resort experience within...