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.
Beautiful Mountain View in Waikiki Sunset + 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...
Turtle Bay Aloha Nui Loa by RedAwning
This newly renovated second story unit with high ceilings and loft is locatedon the Fazio Golf Course adjacent to the Kuilima West tennis court, pool andBBQ area at Turtle Bay. This is resort living at its best! The unit has Koalaminate floors throughout except for...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. Roomy Guest House on beachfront lot100Mbps...
Hale Maluhia Villa O-603 the perfect getaway
Welcome to Hale Maluhia, O-603, your serene retreat in the heart of paradise. Located on the 6th floor of the Beach Villas at Ko Olina, this exquisite two-bedroom, two-bath villa offers unparalleled comfort and luxury for up to four guests. Upon entering, you'll find a...
Breathtaking Ocean Views Beach Cottage
This cozy cottage sits on a private white sand, reef-protected beach. Great for snorkeling and safe for kids! You'll enjoy swimming with turtles an a variate of colorful fish! Just sit on the serene sandy beach, enjoy the lush mountains, and captivating sunrises. You...
Aloha Condos, Ilikai Marina, Condo 1294, Oceanfront, AC
180 Ocean Degree Views from this Beautiful End UnitSmall Oceanview Lanai with Sliding DoorBeautiful New Travertine Floors ThroughoutBeautiful Koa Furniture, Window Coverings, & LinensFoldout Queen Sofa with Koa FrameGenerous Storage Space• Waikiki Oceanfront...
Waikiki Studio with Stunning 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...
Heart of Waikiki With Partial Ocean View! Washlet! Off-site Parking!
Regency on Beachwalk #86 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath end unit (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk! Partial ocean...
Kuilima Estates West #120: North Shore Golf View
End every day with a stunning Hawaiian sunset on the North Shore of O’ahu when you stay at Kuilima Estates West, unit 120. This newly remodeled 2-bedroom, 2-bathroom with loft townhome is located adjacent to the Turtle Bay Golf course, home of the Fazio and Palmer...
North Shore Oahu getaway condo for rent with pool
The beautiful beachfront North shore condo with AC is the perfect place for a tropical family getaway. With the beach seconds away and the tropical beauty of the mountains/greenery, it is a pictorious view. Laie, the Polynesian Cultural Center, BYU-H, restaurants, and...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Great Location In Wakiki! Amazing Ocean Views from your private lanai!
Completely gutted & renovations just completed in December 2023! This beautiful and spacious condo is the home away from home you have been dreaming of! Located on the 4th floor of the Ilikai Hotel, you'll love unwinding on your private lanai while watching surfers in...
Great Ocean View, One Bedroom at the Ilikai Hotel
1 Bedroom Deluxe Lagoon View on the 13th Floor!Look no further, you've found PARADISE! This 1-bedroom is over 500 sq ft of space, making is spacious for a single traveler, family, or friends traveling together. Situated in the 40 stack of the Ilikai Hotel, this location...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Ilikai Hotel - No Resort Fees! City-views, condo on the 14th Floor, Prime Waikiki location!
This condo is located on the 14th floor of the Ilikai Hotel. With over 500 sq ft of living space, the condo is extremely spacious and comfortable for couples, friends, or family traveling together. Bye, bye carpets; the condo recently installed new vinyl flooring! Stay...
Modern Studio Style! OV Lanai, Kitchenette, WiFi, and AC – Waikīkī Grand #614
Castle at Waikīkī Grand #614 - Immerse into Waikīkī's energy in this upgraded 384sf corner unit with elegant hi-style decor. Couples love the kitchenette for cooking light meals to savor on the private lanai with Pacific/Diamond Head/park views. Air conditioning,...
Ocean view PH Studio at the Luana Waikiki Hotel
Beautiful high floor ocean view studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2...
Luxury Ilikai 2-bedroom 2-bathroom Unit NO RESORT FEES! FREE WIFI
Best 2-bedroom, 2-bathroom city view Ilikai unit!Great deal for a world-famous Ilikai unit over 1000 s.f. with two lanais to enjoy some cool ocean breeze.It is tastefully furnished with all you need for a comfortable stay in paradise.The Master bedroom has a king bed,...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
If you're looking for your get-away spot, look no further.
***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller shades, painting, the works!! This condo is located on the 6th floor of the Ilikai Hotel. Live in luxury with this spacious 500...
Stunning 1 Bedroom remodel in Waikiki Banyan Tower One
** 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 ** When it...
Secure 1-bedroom with full kitchen, Washlet, parking & ocean/sunset views!
Four Paddle #1704 – 2140 Kuhio Ave.Enjoy partial ocean views and a great location from this newly remodeled, contemporary one-bedroom condo (553 sqft plus lanai) with central A/C and beautiful new ceramic flooring! 2-person max.POOL CLOSURE NOTICE: The upper...
Idyllic island gem with pool, beach access, high-speed WiFi & central AC
Ilikai Hotel 838Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away from the mundane and let all of life's worries slip away here on the beautiful island of Honolulu. Whether...
Luxury Ilikai Ocean and Fireworks View Condo
Excellent lagoon/ocean/beach views as well as perfect location to view fireworks on Friday evenings.This unit has two comfortable double beds, a 2019 full size sleeper sofa with memory foam mattress, free wireless work desk and a comfortable large 120sf lanai to watch...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
Modern Waikiki Studio, 2 Beds, AC, WiFi, Pool & Fitness room
Escape to this fabulous studio in Waikiki, Honolulu. This welcoming retreat offers a peaceful atmosphere for up to 4 guests to unwind. With a cozy living area with 2 beds (1 Queen & 1 Full), a relaxing bathtub, and convenient amenities like WiFi and AC, this studio is...
Secure one-bedroom with full kitchen, one parking and partial ocean views!
Four Paddle #1606 – 2140 Kuhio Ave.You'll have peek-a-boo ocean views and a great location from this beautiful condo with central A/C (553 sq.ft. plus lanai)! 4-person max.POOL CLOSURE NOTICE: The upper recreation deck, including the pool and jacuzzi, will be closed...
Beautifully corner unit on the Gold Coast
One of a kind unit was completely remodeled from its original design. Gourmet kitchen, marble floors throughout the unit, custom cabinets, whirlpool tub in the bathroom. Washer and dryer in the unit, fully furnished. Enjoy the sound of the waves, and panoramic views of...
Modern Waianae Home w/ Mountain & Valley View
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best beaches. By day, get your dose of sun and sand at Makaha Beach Park, and come evening, enjoy the view and a cool breeze in the...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Kawela Kai 493: North Shore Beach Front---Relax & Unwind
LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:006This home will not be affected by the new Honolulu County ban on vacation rentals. Make sure when booking your vacation home the property that you are reserving has a...
Hauula Hawaiian Home - AC, Close to beaches,PCC
*30 day rental. Please inquire.You will discover the true Hawaii as you stay in this 3-bedroom, 1-bath Hawaiian home in Hauula. This newly-renovated bottom floor unit (the caretaker lives upstairs) getaway that sleeps 8-9 guests and is located about 5 minutes away from...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
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....
Great Four Paddle location! Full kitchen, AC, washer/dryer, parking, Wi-Fi.
Four Paddle #2405 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll love the partial ocean views from this spacious, central air-conditioned 24th floor, beautifully remodeled 1 bedroom (553 sq.ft. plus balcony) condo at Four...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
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...
Professionally cleaned 26th Fl PH w/Spectacular Views! Very Rare 3bed/2bath
Luana Hawaii at the Ilikai Hotel is located at 1777 Ala Moana Blvd, the far western end of Waikiki, with a great variety of places nearly at its doorsteps. Just within a leisurely walk away from the building is the Waikiki harbor, the Hilton Hawaiian Village, and Fort...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
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...
Studio 605 at the Waikiki Grand Hotel Hawaii
Legally permitted rental ☀Waikiki Grand Hotel®☀134 Kapahulu Ave #605⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. 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 &...
New 1 Bedroom with Great Views, Kitchen & Den
Beautifully Remodeled and updated October 2022 with great touches! This 8th floor suite at The Diamond Head Beach Hotel already offered great views and perfect location for a relaxing getaway. New owners added the rest to ensure the condo is the perfect place to call...
Beachfront Condo
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step off our Lanai directly on the Beach! It really doesn't get better than this! Far from the hustle and bustle, we're in the...
Little Paradise in Waikiki with Lovely Ocean -15th FL
Your convenient cute little place with a beautiful ocean view! Our unit overlooks Fort DeRussy Beach Park, right across from Hilton Hawaiian Village. There are so many restaurants, and beaches around. 1 block from Waikiki Beach and also close to Ala Moana beach. Walk...
Hauula Beach Retreat-OceanViews, AC, work remotely
*30 day rental. Please inquire. You'll love being minutes away from world class entertainment, incredible beaches, delicious food, and so much more! Many of these opportunities for adventure can be found right outside the front door!When you stay in the Hauula Beach...
Extraordinary Ocean/Harbor View Ilikai Suite #1906
Property Management provided by Alohana Realty LLC. If the property you selected to book is unavailable or if you have further questions please feel free to contact us before booking online.**THIS IS A LEGAL VACATION RENTAL** This 19th floor unit is fully furnished with...
Budget-Friendly and Air-Conditioned with Washlet and Washer/Dryer!
Waikiki Banyan #611-T2 – 201 Ohua Ave.Budget-friendly air-conditioned one-bedroom vacation rental (533 sq.ft. plus lanai with table and 2 chairs)!The Waikiki Banyan is a favorite of repeat visitors with its host of amenities including a pool, hot tubs, BBQ area, and...