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.
16 Guests, 4 X ❤️awesome Studios❤️, Free Parking, 5MIN to Ocean
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
Hidden Gemstone for One Dreamy Escape!
Congratulations and thanks will go to the decision makers taking the time to note the difference before selecting this hidden gemstone for accomodations while on Oahu. Once your travel companions catch their breath after initial first peek, don't be surprised at the...
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...
Brand New Turtle Bay - Modern Condo
**Just renovated in October 2022! Enjoy an unmatched location at Turtle Bay West with this one-bedroom North Shore Oahu vacation rental. The apartment has golf course views and is walking distance to the beach. A perfect corner unit great for privacy! The condo looks...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Discover Ko Olina Beach Villas O402 by Gather, a stunning 3-bedroom, 2.5-bath oceanfront retreat offering 1,507 square feet of luxurious living space on the fourth floor of Ko Olina’s Ocean Tower. With panoramic views of the resort’s 2nd Beach Lagoon, this villa invites...
Great Location! Ilikai Hotel, Hawaii 5-0 Building!
Look no further, you've found your perfect condo in Waikiki. This condo is located on the 18th floor of the iconic Ilikai Hotel. This spacious 1-bedroom condo has 500 sq ft of living space & a huge lanai of 120 sq ft. Relax on the cooler side of the building and enjoy...
Ocean View Lanai W/Full-Kitchen – Waikīkī Shore #506
Castle Waikīkī Shore #506: Island living meets modern convenience in this recently upgraded one-bedroom and one-bathroom ocean-view suite.The full-size kitchen with modern furnishings and stainless-steel appliances makes this unit ideal for small families or a group of...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
Ilikai Marina @6FL Ocean View and Marina, Renovated
Special Promotion: Free Parking for March Stays! Offer valid only for reservations made in January 2026 for check-ins during March 2026. Refund requests must be made within 3 days after check-out, with a copy of the Overnight Guest Pass receipt ($35/day) required.NOTE:...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
FREE NIGHT, when you book 5! Inquire before booking.Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, splite level, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3...
Newly renovated Studio Sleeps 3 Guests, w/Pool & just 1 block to Beach
Legally permitted vacation rental - 2425 Kuhio Ave 708Swanky Studio just ½Block to Waikiki Beach - Bamboo Waikiki 708 Located Kuhio Avenue in the Heart of Waikiki This Bamboo Apartment offers the perfect place to call home whilst exploring the many exciting elements of...
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
Let the serene energy of Maluhia draw you into effortless island living. Nestled in the heart of Kailua, Oahu, this two-level private villa blends contemporary comfort with tropical tranquility. Nearly 5,000 square feet of refined indoor-outdoor living open to lush...
Spacious 1-Bedroom in Downtown Honolulu - Perfect for Families and Travelers!
Experience the best of urban living in this large, 850 sq. ft. condo, fully furnished and equipped with modern appliances. This condo is ideal for families, business travelers, or anyone seeking a comfortable and affordable stay in the heart of...
Ilikai Apt 1822 - 2BR/2BA Modern Unit with Ocean & Harbor Views No resort fees!
Oceanfront 2BR/2BA at Ilikai | Sleeps 6 | Prime Waikiki LocationProperty Overview:Welcome to your spacious ocean-view retreat in the iconic Ilikai Hotel, just steps from the Hilton Lagoon and Waikiki Beach. This fully equipped 2-bedroom, 2-bathroom condo offers...
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
Relaxing Turtle Bay townhome, near the beach, free parking
Experience Mountain Views and Serenity at Turtle BayNestled between pristine beaches and stunning mountains, this desirable 1-bedroom loft offers the perfect blend of comfort and location. Situated near the Fazio Golf Course at the Turtle Bay Resort, our condo is just a...
Ilikai 1417 Remodel City / Mountain Views 2 Double Beds, Sofa Bed
NICE MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. 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. Remodeled, Tastefully Furnished & Appointed....
Beautiful & Spacious Condo Duke Kahanamoku Lagoon View At The Ilikai Hotel!
Renovations Complete!Step into a freshly updated oasis featuring a brand-new kitchen, new flooring throughout, a fully refreshed bathroom, updated paint, and new furniture pieces. Everything has been thoughtfully upgraded to enhance comfort and style for your Waikiki...
Tropical Gem 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...
Spacious Downtown Executive Retreat | Free Parking
Chic Downtown 1-Bedroom with Free Parking at Aston Executive CentreExperience the best of downtown Honolulu in this updated 1-bedroom unit, located on the 12th floor of the Aston Executive Centre. Enjoy stunning city views through floor-to-ceiling windows while taking...
Perfect Waikiki Location, Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
🌺 Immaculate 3-BEDROOM 2-BATH Unit in KO Olina KAI! 🏖️
IMMACULATE CONDO IN KO OLINA KAI! 🌺 🏡 This beautiful property features 3 bedrooms and 2 bathrooms, a full kitchen, Spacious living and dining areas and, of course, a nice lanai (balcony) so you can enjoy your morning coffee or watch a beautiful Hawaiian Sunset! 🌅...
King Bed 15th floor comfortable Studio w/ Pool & Ocean Views
+++ Brand New Listing for 2021 +++Legal short term vacation Rental in Waikiki444 Kanekapolei Street Our 15th floor private suite with ocean and mountain views at The Aloha Surf, offers a comfortable King size Bed within a well situated corner suite. Our breakfast nook...
Ilikai 1804 Ocean / Sunset / Marina Views King Bed, Sofa Bed
Unforgettable 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.**Recent Guest Reviews**ChrisMarch 2020Had a great stay. The room was as...
Your perfect Home Away from Home Stays - The Getaway Suite #701
Legally permitted rental - 134 Kapahulu Ave 701âš•âš•For your health and safetyâš•âš•We utilize additional Sterilization procedures between reservationsâš•This is one place you can relax in comfort.... and it's one of the best locations in town!Aloha and thank-you for taking a...
Luxury Ocean Front 2 Bedroom Corner Suite, 1,000 SQ FT
LUXURY OCEAN FRONT SUITE, 1,000 SQ FT, 2 MASTER BEDROOMS, FULL KITCHENPERFECT LOCATION WITH ELEGANT STYLE AND BRETHTAKING VIEWSStunning ocean and marina views in the world-famous Ilikai building! 2-bedrooms and 2-bathrooms with 2 lanais in the corner unit! Sweeping...
Great Partial Ocean View! Full Kitchen, Free Parking, Pool! Heart of Waikiki!
Royal Kuhio #2408 – 2240 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Partial ocean view unit on the 24th floor of Royal Kuhio, right in the heart of Waikiki! This 1-bedroom, 1-bath condo features 538 sqft of living space, plus a...
Bright Waikiki 1BR with Stunning Ocean Views
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...
Central studio with balcony and gorgeous ocean views.
Wake up to sweeping ocean views from your private lanai, just steps from Ala Moana Beach Park and Hilton Lagoon. This recently completely remodeled studio hotel unit fits 4 with two full beds, a small kitchenette for simple meals, and an unbeatable central location near...
Ilikai 1636 Ocean / Lagoon /King Bed, Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 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. Parking available. No smoking room.The iconic Ilikai...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Stunning Golf Course front, near the beach free parking.
Stunning Golf Course front, near the beach free parking. Welcome to this Stunning Kuilima Estates West.Bring the whole family to this great home with lots of room for fun.This well-maintained true 2 bedrooms, 2 bath overlooks the quiet Fazio Golf Course and comes with a...
Largest Private Patio on the Ocean and Air-Conditioning
Newly remodeled unit just made available for rentals. This was our home in the 70's and now our vacation home. We want you to enjoy old Hawaii the way we did when we were first married. This is a quiet get away from the hustle of Waikiki but can be reached in under an...
Ilikai 542 Ocean / Lagoon / King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals and fireworks 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.Beautiful remodel....
Cozy 1-bedroom condo with WiFi, AC in serene Kahuku - Kuilima Estates East
Discover the beauty of Kahuku from this marvelous 1-bedroom condo. This adorable property features a cozy living room with a sofa bed, perfect for extra guests. Enjoy the peaceful atmosphere and unwind in the king bed after a day of exploring. With amenities like WiFi,...
Aqua Aloha Surf Waikiki #901 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #901 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Full/double Futon, Sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Ilikai 1725 2 Bed Room Mountain / City / Ocean Views | Corner Unit - Wraparound Lanai
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, two 120 sq. ft lanais, 1,000 interior sq. ft. Queen bed, 2 single beds, Queen sofa bed. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.***Recent Guest...
Marvelous Marine Surf Studio | Lanai + 1 Parking
Fantastically located studio on Seaside Ave boasts a private lanai overlooking the cityscape, tastefully remodeled kitchenette and living space and secured garage parking. Nestled between the famous Kalakaua and Kuhio Avenues, the Marine Surf is steps away from...
Deluxe Garden View Waikiki Banyan, Free Parking by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 708 Deluxe City and Ocean View Condo at the Waikiki Banyan, Free Parking/Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Panoramic ViewHouse Only 2-Min Drive To Beach!
Don't miss this chance to witness some breathtaking views at the Panoramic ViewHouse. Imagine waking up on a mountaintop surrounded by nothing but beautiful ocean and mountain views. Come and experience some of the best beaches, hikes, and sunsets/sunrises Oahu has to...
"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West
NO HOST FEES!!!! BOTTOM LINE PRICING!!! Plus Oceanfront Outer Island "Book Ends Tour" PROMO $ 75 PER NIGHT !!! Contact Tom for details. Located amongst a Superior Turtle Bay Resort and centrally located along t he World-Famous North Shore of Oahu, the possibilities and...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
Modern, New King Bed, Luxury, Spacious Waikiki Condo with Great View 100% Legal!
Relax in paradise in your luxury suite on the 29th floor of the Hawaiian Monarch Hotel in fabulous Waikiki Beach! This apartment is designed for the discriminating traveler who wants to stay in a clean, spacious, and modern studio with a full kitchen (sorry but the oven...
Waikiki 1 Bedroom Condo w/ Pool - Sleeps 4
A great place to relax with the whole family at this peaceful place to stay in the heart of Waikiki. The suite has two lanai balconies, both approx. 40sq ft eachSuperb pool and whirlpool spa for the kids surrounded by lush tropical pool deck with cafe/bar (a great place...
Aloha Oasis: Ocean View Studio Near Waikiki Beach!
Welcome to your new home away from home!Step into this beautiful west-facing 22nd-floor studio with mesmerizing ocean views in the heart of Waikiki. This inviting studio, perfect for up to three guests, awaits you at the Pacific Monarch. Here, you'll discover a warm,...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
Tropical Retreat Near Waikiki Beach with 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...
Aloha Royal Garden Studio | Pool + Great Amenities
Enjoy the refreshing Hawaii breeze and overlook the palm tree dotted Ala Wai Canal from the private Juliet lanai of this beautifully updated, hotel-style studio. As part of the luxurious Club Wyndham Royal Garden at Waikiki building, our guests enjoy the lovely gardens,...