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.
KBM Resorts | FREE CAR | Kuilima Estates | 1-Bedroom Condo with Golf Course view, Inside Turtle Bay! KUL-E117
Chic 1-bedroom villa in Kulima Estates on Oahu's North Shore, pool access, a private lanai & steps to Turtle Bay Resort and beaches-perfect for a serene island escape.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between...
Waikiki Penthouse with Incredible Views & Pool (Sleeps 6)
Legally Permitted Vacation Rental,444 Niu St, Penthouse 303,Honolulu, HI 96815Nestled in the Heart of Waikiki this dream condo will have you returning year after year, whether is be for a short rejuvination in the aloha sun or a month long escape from the Winter rains...
Ideal Location: Walk to Waikiki and Ala Moana from Your Stylish Stay!
*********IMPORTANT NOTICE**********Fan Coil Unit Replacement ProjectOn Monday, April 07, 2025, contractors will begin our Fan Coil Unit Replacement project.This work includes the removal & disposal of old fan coils and installation of new fan coils in each unit. It will...
Studio just minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, 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 paradise with an...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout. Walk-in shower upstairs and tub/shower downstairs....
Cozy Condo At Waikiki Beach 2 Beds & 2 Baths, with 1 free parking space
This is newly listing of remodeled 1000 sf property , fully furniture and kitchenette plus 150 sf patio . Located on 4th floor . Just 2 minute walk to the famous Waikiki beach . Step away to many restaurants and shopping . Every thing in house is new , 2 smart TV...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
Rare Unique Corner Unit 180 degree Ocean Canal View-34th Floor with Full Kitchen
Your Best Vacation Stay Here! The 180 degree view is incredible from this spacious studio condo on the 34th Floor of the Hawaiian Monarch Hotel, just a short walk from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in...
1 BR w/ Great City Views, 3 mins to Waikiki Beach!
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...
2bed/2bath Penthouse Ocean View...upgraded
Summary:My place is close to restaurants, shops and transportation. The Hawaiian Monarch Hotel is conveniently located near the main strip of Kalakaua Ave and the Hilton Hawaiian Village is 15 minutes away with the Waikiki Beach fronting the Hilton.Nearby popular places...
Recently Updated, Diamond Head Studio w/ Gr8 Ocean Views
Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005** For your health and safety, we utilize additional Sterilization procedures between reservations.2 Double Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head ViewsPeace and tranquility...
Ocean & Diamond Head Views! Full Kitchen, Lanai, 1 Free Parking! Sleeps 6
Waikiki Sunset #2514 – 229 Paoakalani Ave.Popular 2-bedroom, 1-bath condo (604 sf plus 56-sf lanai, sleeps 6) positioned on the 25th floor in the preferred corner end suite stack with central A/C and spectacular views of Diamond Head, Kapiolani Park, and the Pacific...
Condo at Waikiki Banyan- free parking and near beach
Waikiki fully furnished one bedroom condo located on the 128h floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
Turtle Bay Paradise Family Beach Getaway - Kuilima Estates West
TA-045-144-4736-01 Legal Rental #1791 TMK#570010290133 ALOHA!!Enjoy Your Tropical Hawaiian Getaway in our Family Friendly Beach Home, Paradise in Turtle Bay! Clean and comfortable, our air conditioned Wi-Fi enabled condo is a Perfect Rejuvenation Beach Escape for...
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
Steps from the Sand! Modern Suite w/Free WiFi, Full Kitchen – Waikīkī Shore 210
Welcome home in Waikīkī! You’ll love apartment-style living with all the modern amenities you’ll need to have an ultra-comfortable and convenient vacation. Beautiful contemporary designs adorn this one-bedroom one-bathroom suite. Enjoy upgraded full-size...
Sweeping Ocean Views from Prime High-Floor Corner Unit at the Waikiki Banyan
Alohana Waikiki Banyan 2514. This 25th floor, one bedroom corner unit condo at the Waikiki Banyan Tower 2 has 2 full size beds and a queen size sleeper sofa. It will accommodate up to 4 people. Enjoy the LCD flat screen TV or cook a gourmet meal in the fully equipped...
Makai Suite - 2 bdrm, 1 bath on Hawaii's Gold Coast
Listen to the ocean and feel the sea breezes sweep over you as you relax beneath the shadows of swaying coconut trees. Let the Makai Suite be your comfortable place to return to after the day’s adventures.The Makai Suite is a 2 bedroom, 1 bath suite located on the 2nd...
Reminiscent of old school Hawaii. Bright, fully renovated, condo.
Reminiscent of old school Hawaii. Bright, FULLY RENOVATED (2018) and beautifully furnished! Hawaiian King offers all the conveniences of Waikiki with the International Market Place just across the street, you're a quick stroll next to a number of restaurants and...
Contemporary Waikiki Beach Condo with Rooftop Pool
The space- Bedroom – ONE queen size bed, playpen and high chair for baby- Living room – ONE queen size bed - Living room - ONE queen pull out sofa- One bathroom- A small balcony with a pick-a-boo ocean and city views- A roof top swimming pool and jet spa in the...
World Famous Waikiki Beach, Includes parking.
Aloha ! Hopefully you will use this word often and feel the Aloha spirit. Our unit is newly remodeled 2 bedroom with1 full bathroom on the 6th floor overlooking the pool. Our unit is high enough to avoid normal traffic noise but low enough to call down to the kids at...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
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...
Chic Deluxe City View Studio - Waikīkī Grand #519
Castle at Waikīkī Grand #519 - Style and playful modern décor make this 363 square-foot Deluxe City View Studio w/Kitchenette the perfect couple's retreat! After check-in, prepare your kitchenette meals in a kitchen that has a refrigerator for all your local finds...
Delightful Studio on Lemon Road side at The Waikiki Grand
Legally permitted rental: 134 Kapahulu Ave #218Located on the Lemon Road side of the Waikiki Grand this comfortable and modern 2nd floor Studio is the perfect place to retire to after a day at the beach or hiking up Diamond Head crater. The building is just two mins...
Free Parking, Wi-Fi, AC, Comfy Beds, and Great Mountain View - Waikiki Banyan
Short-term rental is available for an entire apartment in Waikiki Banyan which was newly opened in early 2021 after a total renovation. The maximum occupancy is 4 adultsOur condo on the 18th floor comes with a water view of the peaceful Ala Wai canal, green golf...
Beautiful Mountain View Corner/End Unit 1Bed/1Bath at Waikiki Banyan #2513-T2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Ko'olau mountains and Ala Wai golf course.This 25th floor unit of the Waikiki Banyan is fully furnished with one king size bed, one sofa bed in the living room, dining table with...
Beach condo on ground floor. contact for 30 day or more rental discounts
workcations/staycations welcomed. message for special rates- fees normally 125 a night. special promotion $95.00 a night. Enjoy the island from your private secured condo unit on the west side of the island. Enjoy each day traveling the island experiencing what the...
Lush Condo w/ Community Pool, 1 Mi to Beach!
Treat yourself to that idyllic Hawaiian holiday you’ve always dreamed about at this serene 1-bedroom, 1-bathroom Waianae vacation rental. With a spacious balcony with impressive views, high-tech accessories, and a well-equipped kitchen, this breezy condo will make you...
[Upgraded June.2023]- Modern Penthouse Great View!
Summary:My place is close to restaurants and dining, parks, and great views. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the light, and the comfy bed. My place is good for couples, solo adventurers, business travelers, families...
Large Studio w/ Pool sleeps six in comfort PLUS FREE PARKING INCLUDED!
++We are Including a Free Parking Spot with our Vacation Rental.++When it comes to relaxing with the whole family the whole family this oversized suite at the Palms is the perfect place to call home while visiting WaikikiFully remodeled with 2 new Queen beds and a...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
Modern corner studio in Waikiki. No resort fee
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath and amazing ocean, canal, diamond head and mountain range views.Walk to Waikiki beach, Waikiki...
Ocean Views in the Heart of Waikiki Beach
STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with...
Spacious 1-bedroom vacation home with free parking
New Listing November 2022Spacious & Bright Apartment just 2 minutes walk to Waikiki Beach and only 5 minutes from the heart of Waikiki's shopping, dining and entertainment.Our 1 bedroom apartment has a Queen bed that also has a trundle bed underneath to sleep 3 guests...
Hip and Modern Design at The Waikiki Grand Hotel - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave #322** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleek and modern, remodeled from top to bottom & with one of largest floor plans at the Waikiki Grand Hotel®- privately...
Brilliant 1 Bedroom at Waikiki Banyan #603 T-2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 6th floor unit of the Waikiki Banyan is fully furnished with two full size beds, one fold down flat sofa in the living room, AC, island...
Corner Unit Studio@Waikiki Hotel Building 1 day min
Waikiki Studio, furnished with beautiful mountain and city view. Location: Hawaiian Monarch Building, address: 444 Niu Street. Furnished with one queen size bed, refrigerator, microwave, desk, chair, AC, kitchenette, hot plate. Next to a 7-11 grocery store, walking...
Ilikai Hotel One-Bedroom Suite with Ocean View In a Great Location In Waikiki!
1 Bedroom Lagoon View on the 6th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring two twin beds, is the perfect home away from home for two people!KITCHEN-...
Centrally Located Unit with Canal, Mountain, and City 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...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
Turtle Bay Primrose - Kuilima Estates East
Cozy 1 bedroom 2 bathroom ground floor unit. WIFI. A/C in bedroom, 2 TV's, DVD, screened-in lanai, tropically decorated. Blu-Ray player. Fully equipped kitchen and laundry center. Free parking just outside your door. Wheelchair accessible. Carpet in bedroom and title...
Carefree Hawaiian Monarch Studio | Pool + Gym
Take in city and partial ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai...
Greate Ocean Veiw And Location! Waikiki Studio
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
Ilikai Hotel 909 2-Bedroom Suite in Lovely Waikiki
Scenic 2-Bedroom Ilikai Hotel Suite in the Heart of WaikikiWelcome to the Ilikai Hotel 909 2-Bedroom Suite, a spacious and inviting accommodation in the heart of lovely Waikiki. This well-appointed suite features two good-sized bedrooms with en-suite bathrooms at...
The Watermark (WM1102) Luxury 11th-floor 2 BDR, balcony, AC, remote work
This luxury 11th-floor two-bedroom apartment with balcony, parking will surely become your sweet home away from home allowing you to conveniently work from Hawaii. You will be in close proximity to Waikiki Beach and Ala Moana Center.Upon arrival, you will step into a...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe 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...
1 Bedroom Condo, 2 Queen Beds, Full kitchen & Free Parking
** As of April 2025 for approximately 10 - 14 months the pool deck at the Waikiki Banyan will be closed for renovations **The Waikiki Banyan is the perfect family friendly central location in Waikiki. A large swimming pool and several safe outdoor areas to relax and...
Ocean-Marina Front Couples Bliss at Ilikai Marina Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Kahala Beachfront Unique Bohemian Home
($99- Clean Fee special for Spring bookings, please inquiry. Car/ Suv Available at discounted rate- pls inquire)A relaxing escape in this abode situated in the coveted Kahala, tucked away for your enjoyment . ENTIRE High end condo-home for rent (2bedroom 2bath) with a...