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.
A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Tropical apartment with amazing water views & rooftop pool - prime location
Marina Views Studio - Ilikai, 941Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha is abundant at this immaculate Honolulu studio! Centrally located, you can shop, dine, and sit...
Kuilima Estates West - 3 Bedroom Vacation Home
NEW LISTING! This newly renovated 2-story 3 bedroom condo is located at Turtle Bay in the gated community. This is the ONLY condo with split AC downstairs and central AC upstairs. This beautiful island condo sleeps 8 guests.This condo is just steps away to two...
Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!
Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...
Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe Amenities
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.Imagine yourself living the life of luxury in...
Remodeled High Floor Waikiki Studio
This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...
Ilikai 824
Top-of-the-line modern, high-end designer remodel. The direct ocean view will greet you as soon as you open the door! This studio unit boasts a unique feature of separation doors that create a one bedroom atmosphere. The open floor plan sweeps from the full size...
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...
'Olu'olu by AvantStay | Single-Story Home by Ocean
Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...
Bishop Suites at Executive Centre, 1-Bedroom Mountain View Suite + Full Kitchen
Unwind in Honolulu at this terrific condo. This cozy 1-bedroom retreat offers a living room with a comfy sofa bed, perfect for extra guests. Enjoy the convenience of amenities like a hair dryer, WiFi, washing machine, and AC. Relax in the gorgeous bathroom after a day...
Sugar Mill Shore, 2 Kitchens, A/C, Modern Finishes
This charming North Shore property offers a versatile layout perfect for multi-family vacations or groups of friends. The main house, private mother-in-law unit, and a separate bunkhouse with four twin beds offers the perfect balance for multi-family or group stays. The...
Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View
Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503
Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite...
Dlx Oceanview Waikiki1Br Condo...Stunning Ocean/Marina Views!
Welcome to your own 1br Oceanview Condo in Waikiki...ideally located on the Marina side of Waikiki...near the famous Hilton Hawaiian Village.. Enjoy great ocean & marina views from the privacy of your own lanai from your Waikiki beach vacation condo rental ...just...
Waikiki Shore 1404: The Full Beachfront Experience w/ Incredible Ocean Views!
Waikiki Shore #1404 – 2161 Kalia Rd.Bask in cool trade wind breezes as you enjoy your morning coffee on the lanai or as you walk along beautiful Waikiki Beach! With its incredible ocean and sunset views, this 14th-floor condo (1 floor below Penthouse level) is unique...
Hidden Jewel 30-day min stay
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North Shore. This charming one-bedroom, two-bath condo offers the perfect blend of comfort and island charm, with breathtaking...
LUXURY GOLF COURSE FRONTAGE HOME "D", MODERN CLEAN, GATED, Nr. JBPHH, CAMP SMITH
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visting construction teams...
"Hale Opaka" | Beach Access, 6 BR, 2 Kitchens, A/C
Vrbo Premiere Host new rental: Experience the ultimate Hawaiian getaway in this spacious oceanfront estate just steps from the beach. This unique property combines upper and lower units connected by external stairs for maximum space, privacy, and breathtaking ocean...
Ocean View Cottage with Separate Suite
Incredible COTTAGE! with a new Separate Suite! How can you vacation in Hawaii and not have an ocean view!! Authentic Hawaii vacation retreat in Hawaii Kai-East Side of Oahu! Get away from the hustle and bustle of everyday day life, rejuvenate, and revitalize yourself at...
Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking!
Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...
Foster Tower Waikiki Beach Condo
Foster Tower is located steps away from beautiful Waikiki Beach. This is a one-bedroom unit in a highly desirable building and location. Enjoy beautiful ocean views and immediate access to the beach for surfing, swimming, and snorkeling, hundreds of restaurants, the...
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...
🌺New🌺 Moku Paradise B - Steps to beach | PCC
***30-day rental. Please inquire.Welcome to Moku Paradise B! This 1-bedroom, 1-bath island-style oceanfront cottage has breathtaking ocean views and a semi-private beach. This is a perfect getaway paradise for those seeking a calm, private, and relaxing island...
Coconut Villa Entire home in KoolinanWalking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking
Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...
Waimanalo Beach Cottages – Tranquil Island Retreat Steps from the Shore
Uncover the allure of Waimanalo and lose yourself in the tropical paradise of Waimanalo Beach, where our exquisite cottages and breathtaking surroundings await. Embark on a journey of discovery by indulging in the myriad of exciting activities we have to offer....
New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!
TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...
LUXURY LIVING NEAR PEARL HARBOR/CAMP SMITH, HOME "G", GOLF COURSE VIEWS, AC/EVSE
Welcome to Quiet Hillside Perfection overlooking the Greens at Golf Ridge Homes!Discover your ideal, fully furnished, quiet 5 bedroom, 4.5 bath, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers or corporate construction...
Makaha Ocean View - 2 bedroom, 1 bath - family friendly
Hawaii License # 031-420-0064-01This property may not be rented for fewer than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.ABOUT THIS CONDO: Meticulously clean! This is a...
Executive Luxury Luxury Home in the Safe Gated Community
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...
Fully Renovated Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking!
Marine Surf #2207 – 364 Seaside Ave.Beautifully furnished contemporary 22nd-floor studio in the heart of Waikiki, fully renovated in January 2025, complete with resort-style kitchenette, comfortable Queen size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking...
Dream Vacation at Ko Olina Hillside Villa (1498-8)
Escape to paradise and immerse yourself in our amazing 3-bedroom, 2.5-bath vacation rental nestled within the prestigious Hillside Villas of the Ko Olina Resort. This beautifully furnished retreat offers a perfect blend of comfort, and convenience, ensuring an...
Modern Waikiki Beach Oasis w/ free parking
Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure Waikiki #804 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! Max Stay 3 Months. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
Ilikai 30-Day Rental in Waikiki
This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...
Kaneohe Bay View 2br/1.5ba
***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 19-18, Bill 89), our property is available for month to month occupancy with a minimum 30 day stay. This means that our...
Tropical Acreage + Fruit Trees + Beach ~5m drive!
Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located...
Stunning oceanfront cottage
This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
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...
New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)
ALOHA! Fully Renovated in June of 2025 / 1 free parking(There is a top-quality water purifier inside the unit, so there is no need to buy bottled water.)Perfect for couples, families, solo travelers, or business stayWe offer the ultimate Waikiki experience, combining...
Walk to Ocean from house- close to BYU-H & Polynesian Cultural Cntr 3 bed 2 bath
Enjoy a slower pace in our family-friendly home, conveniently located only eight houses from the ocean in a local neighborhood close to Laie. We invite you to relax in our comfortable beds and huge cozy couch, or recline on the lanai chaise while reading a classic. When...
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy...
Hilton Lagoon Tower, 2 Bedroom Premier
2 Bedroom Premier (2BX)Size 1,025 sqft Accommodates 6 guestsRoom DescriptionThis spacious two-bedroom, two-bathroom ocean front view suite with lanai located on the 3rd - 23rd floors, features a primary bedroom with king-size bed, 55-inch flat panel HDTV, and bathroom...
Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool
Ohana Kai offers the rare chance to stay directly along the tranquil waters of Hawaii Kai’s marina, blending the ease of island living with the comforts of a contemporary home. Set within a private gated community on Oahu’s south shore, this two-story corner condo...
Luxury Ko'Olina Coconut Plantation Oahu, 2-Story, 5 min to beach
Dream-like comfort awaits you and your family in this beautifully appointed 2-story, 1,700-square foot, 3 bedrooms, 2.5 bath townhouse vacation rental condominium in an award-winning residential resort community that offers privacy, relaxation, entertainment, and...
Charming 2-bedroom near the beach with AC, WiFi, Yoga, Surf, Golf
Consider this unique stay your home away from home while you visit Ewa Beach. Our unit is located upstairs with a private entrance. This cool property features 2 bedrooms with a queen bed and a full bed, along with a cozy living room with a sofa bed for extra guests....
Oceanfront Beach Condo-Amazing views
Upscale Remodelled higher floor unit: High end appliances -Large side x side Stainless steel fridge (with ice maker) Stove / Large HE Front load washer and dryer. Good Quality Serta Queen Mattress / Patio furniture (high patio chairs and table to enjoy the view) New...