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.
Gorgeous Ocean & Park Views! Full Kitchen! Steps to Beach!
Waikiki Shore #605 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This 6th-floor beachfront studio is a favorite with return guests! You'll feel right at home in this cozy rental...
Experience the best in Waikiki, while staying in our "Halona" Suite.
This centrally located studio at the Marine Surf, comes with free, assigned parking and features all the essentials for a comfortable stay, including a fully equipped kitchen, private lanai, and convenient amenities.Just steps from world-class beaches, shopping, dining,...
Ko Olina Beach Villas 0401: 3BD Corner Luxe Villa w/ Pool & Garden Views
Welcome to Ko Olina Beach Villas O401, a corner retreat on the upper floor of the Ocean Tower at Ko Olina Resort. This elegant three-bedroom, two-and-a-half-bath villa offers a seamless blend of sophistication and island ease, surrounded by panoramic views of the...
Newly renovated guest house with lush landscaping & gazebo
Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...
Watermark - Luxury 2BD/2BA/1PA on 22nd floor with an Ocean View!
This unit has 1 queen size bed, 2 twin size beds, and 1 sofa bed, and can accommodate maximum of 5 people. This picture-perfect luxurious unit has 2 bedroom/2 bathroom/1 parking. From the bedroom, you are able to see the brilliant view of Ala Moana Beach from a window...
Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi
Experience the relaxed elegance of oceanfront living at Moana Lani by Gather, a captivating six-bedroom, six-and-a-half-bath architectural masterpiece designed by renowned architect Philip “Pip” White. Nestled along the tranquil shores of Maunalua Bay between Kahala and...
Ko Olina Beach Villas O425: Oceanfront Getaway
Ko Olina Beach Villas O425 welcomes you to upscale island living on Oahu’s sunny west coast. Perched on the fourth floor of the Ocean Tower in Ko Olina Resort, this two-bedroom retreat blends sweeping Pacific views with breezy, open interiors and resort-style...
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space includes...
Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...
Best and Newest Beachfront Listing in Honolulu
LAST BLOCK of time for the year just discounted! December is heavily discounted, spend the holidays in paradise! Inquire for details. This is a completely modern, sandy beachfront villa in a private and secluded location in Honolulu that is the perfect home and location...
🏝 North Shore Island Bungalow, Steps to Beach
Aloha, please send an inquiry first to check dates and availability. Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and...
Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity
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.Welcome to Wailupe Seaside 4 Bedroom by...
Holiday Sale! Turtle Bay Villas 311 by Gather: Beachfront w/ Shared Pool/Spa/AC
Please Note: Access to Turtle Bay Resort amenities is not included; however, the Ocean Villas community offers its own oceanfront pool, jacuzzi, BBQs, and direct beach access.Step into island life at the beautifully appointed Turtle Bay Villas 311, a third-floor...
Luxury 3 Bed, 3 Bath Beach Tower B-503 Great Ocean And Pool Views
Ko Olina Beach Villas.This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you will too.#503 in the Beach Tower has excellent...
Tropical Oasis Studio in Ko Olina Beach Resort - 30 Day Rental
**Note: This property cannot be rented for less than 30 consecutive days. Rental prices will not be adjusted based on the number of days the rental is actually used or occupied.**Prime Location!** Nestled within the prestigious Coconut Plantation community of Ko Olina...
2 bedroom 1 bathroom, walk to world famous Waikiki beach only 0.3mi
Cozy 2 bedroom condo 805 sq.ft in Waikiki with great mountain and golf cruise view. North-facing floor plan, cool in summer time. Big balcony/lanai 125sq.ft one parking lot included in garage. Access to rooftop with great view. Shared gym and laundry in the building.
2 Bedroom Condo On Hawaiian Beach - Family Friendly - 7 nights
Treat your family to the tropical vacation of a lifetime at this luxurious Marriott beachfront resort on the island of Oahu. Nestled along the sparkling Pacific Ocean and surrounded by palm-lined lagoons, this premium retreat offers the perfect mix of adventure,...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
The Makai Manor - Beautiful Newly Built Spacious Home
This newly constructed home made it's grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will...
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the heart of Honolulu’s most iconic district. With sweeping ocean views from your private lanai and modern resort amenities at...
Available and legal for stays less than 30 days.
Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.The Hawaii Sheffield House...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Waikiki Tropical Getaway with Pool and Free Parking!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Welcome to your cozy home away from home at the family-friendly Waikiki Banyan (Tower 2)! This 600 sq ft...
Private1BR @Waikiki Max 6! near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in 5-10min...
Waikiki Banyan Condo With Panoramic 37th Floor Ocean Views by Koko Resort Vacation Rentals
Panoramic 37th Floor Ocean Views, 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 renovation project. Enjoy panoramic views of the ocean and...
2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi
High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...
Ko Olina Beach Villas 410: 4th Floor Ocean Front, Gourmet Kitchen, Private Lanai
Step into oceanfront luxury at Ko Olina Beach Villas B410, a fourth-floor sanctuary overlooking the Pacific in the heart of Ko Olina Resort. This 2-bedroom, 2-bath villa offers 1,315 square feet of thoughtfully designed indoor-outdoor living, complete with a private...
Luana Waikiki Premium Studio- Gym & Pool
Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...
2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable
- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...
Beach Glam @ Turtle Bay - Kuilima Estates West
We are all looking for a quiet, restful, safe place to de-stress and forget the troubles of the world. As a Hawaii born and raised local, there are few places that can rival this task than the North Shore on Oahu. With 24 hr security, free parking, and the Turtle Bay...
Steps to beach! Gorgeous renovated partial ocean view condo at Waikiki Shore!
Waikiki Shore #515 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This exquisitely remodeled (2023) 5th-floor beachfront studio is a favorite with return guests! You'll feel right...
Newly renovated, Free Parking, One block to Waikiki Beach
See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...
Beachfront Paradise North Shore, 4BD, King Beds, AC, Parking.
Escape to paradise in this newly remodeled modern Beach House with panoramic ocean views. Step from the back lanai directly onto the sand. Enjoy a private stretch of sand right out front, or take a few steps to the right to a larger, semi-private beach. The home...
Probably The Most Peaceful & Beautiful of North Shore Estate
Greetings! Welcome to the - HaleAlohaEstate - on Oahu's North Shore. Come experience a truly authentic Hawaiian experience in our beautiful Estate home with 6+ bedrooms, and 4.5 bathrooms on the quiet – best part of Oahu’s famous North Shore. Enjoy the 5-acre landscaped...
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
Ko Olina Kai #17: Spacious, Stylish Retreat with Golf Course Views
Tucked along the prestigious 18th Fairway of the Ko Olina Golf Course, Ko Olina Kai Estate #17 is a private retreat where resort living meets the comforts of home. This executive four-bedroom estate within the gated Ko Olina Kai Resort Community offers expansive fairway...
Modern, Romantic Vibes in the Tropics
The SpaceCome enjoy this newly updated, spacious end-unit condo in beautiful Turtle Bay. It is as comfortable as it is beautiful. Whether it's breakfast in bed or a drink on the lanai swing, you may not want to leave. Everything has been updated, including hand-picked...
Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.
Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...
Charming 1-bedroom apartment in Waikiki. 1 block from the beach
Welcome to your perfect Waikiki home base. This bright, comfortable 1-bedroom condo on the 4th floor is just a short walk to Waikiki Beach, shopping, dining, and all the best of Honolulu.The unit features a comfortable king bed, air conditioning, a fully equipped...
Heart of Waikiki, 2 blocks to beach, kitchenette, lanai, free parking nearby!
Regency on Beachwalk #55 – 255 Beach WalkThis cozy 1-bedroom suite with full kitchen, lanai, AC, free Wi-Fi, and free nearby parking is the perfect home base for your Hawaiian vacation. Lounge on your 145-sqft private lanai with unobstructed views of park and Honolulu...
Turtle Bay Fairway Condo - Kuilima Estates East
Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...
Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach
A Truly Luxury Beachfront House Located on World Famous Sunset Beach on Oahu's North Shore. Named 'Paradise on the Beach' at Sunset Beach by many guests this premier Direct Beachfront two-story, two large bedrooms, three full baths, executive style house affords the...
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
House close to beach, North Shore, Oahu
Located on the countryside of Oahu between the ocean & the mountains, you will be in the perfect spot to experience what Oahu has to offer.Close to world famous North Shore, Turtle Bay Resort, popular surf breaks, snorkeling spots, sea turtles, & much more!Only 2 min....
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
Ko Olina - Tropical Luxury Renowned Resort
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
You're Resort Home! Walk to Disney, Beach & Pool!
It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons...
Fresh 1 Bedroom with Parking at Waikiki Banyan!!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Marriott Ko Olina Beach Club Studio -Read Description!
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...