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.

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Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai

Reviews (9)

Welcome to Ko Olina Beach Villas O704 — A Seventh-Floor Ocean View Retreat. Experience sweeping lagoon and ocean vistas from Ko Olina Beach Villas O704, a beautifully designed 2-bedroom, 2-bath villa in the coveted Ocean Tower. With 1,187 sq ft of stylish indoor-outdoor...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Hale Halai beautify large home perfect for families & small company retreats

Reviews (70)

This 5000 square foot spacious home with an open floor plan is excellent for families, friends, and co-workers to gather and enjoy each others company. It has 7 bedrooms, 5 bathrooms, A/C, and a private pool. Tropically landscaped grounds with a BBQ and a spacious yard....

🛏 7 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 25
📍 Hauula, Hawaii

1610 🌸 free parking 🚙🅿️, fast WIFI💻

Reviews (3)

Island-inspired, tastefully furnished & decorated apartment with all the amenities you would expect to find during your perfect vacation.Much larger than a standard hotel room with large lanai ( balcony ) overlooking vibrant Waikiki.Continuously maintained and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!

Reviews (13)

Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Surfer Hale - Kuilima Estates East # 1

Reviews (185)

TA/155037900801-01Short Term License STR#2034Kuilima Estates East57-120 Lalo Kuilima #1Beautiful downstairs end unit condo. Step into old Hawaii. Hawaiian decor with natural wood and rattan furniture and tropical colors. 2021 brought new floors, quartz countertops in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kahuku, Hawaii

Huge Panoramic Ocean View. Walk to the Beach. Low rate of 3,900 per month.

Reviews (22)

This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more convenient side of Waikiki. Spacious Unit. For a monthly discounted rate, contact me at, starkmdx@yahoo.... Imagine yourself...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Island Colony (IC14)

Reviews (60)

View: Partial Ocean, Mountain, City, Canal, and Rainbow Maximum Number of Guests: 4 Minimum Length of Stay: 2 Nights Parking: No (There is condominium parking, but guests must check the availability and pay the condo directly. There is also public parking nearby.) Room...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

True Top Floor Penthouse Residence with 360 Degree Views & A/C

Reviews (25)

Legally permitted vacation rental - 2947 Kalakaua Ave #1402** For your health and safety, we utilize additional Sterilization procedures between reservations.Hovering over the ocean, and surrounded by windows, this condo has direct ocean views out of every window....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Beautiful condo with amazing view, huge wrap around balcony and designer decor!

Reviews (8)

Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view of the ocean and mountains. This unit is very spacious and has a decorators touch! The unit is fully equipped with...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waianae, Hawaii

Turtle Bay Townhouse Steps to the Beach - Kuilima Estates West

Reviews (27)

Relax in this beautiful townhouse near Turtle Bay in the exclusive Kuilima Estates West, just a quick walk to several iconic beaches on Oahu’s North Shore. The unit boasts an open kitchen and living area perfect for entertaining family & friends while living the laid...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Renovated Adjoining Waikiki Studios w/2 Full Baths, Kitchen and Ocean View

Reviews (40)

The condo is centrally located within walking distance to the beach, shopping and restaurants. Walk to the beach, convention center, mall, shops, restaurants, and other Waikiki attractions from this spacious and newly renovated condo. The condo consists of two adjoining...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Ocean view studio - 1/2 block to World Famous Waikiki Beach <br>

Reviews (140)

===================================Come to Hawaii and share in our wonderful condo in paradise. Our fully licensed and legal studio condo is only half of a block from World Famous Waikiki Beach. You can have it all in this fabulous studio condo. The location and view...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

WAIKIKI,1BD CRN, Free Pkng Wifi, Beach Items, Netflix, Youtube, NO Resort Fees!

Reviews (294)

HEART OF WAIKIKI 1BD CRN FREE PKNG, NOT A STUDIO ,NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS! 2 QUEEN BEDS AND 1 QUEEN SOFA BED.The building is a hi-rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one-bedroom unit, not a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Royal Garden at Waikiki... Suite Excellence and Warm Aloha

Reviews (72)

NOTE: THIS IS A LEGAL VACATION RENTAL Warmest Aloha and thank you for taking the time to visit our listing. Welcome to this privately owned Royal Garden at Waikiki suite on the 18th floor of the European-style Wyndham Resort with a Hawaiian vibe. Here you can make our...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Breathtaking ocean views Waikiki

Reviews (38)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!

Reviews (47)

This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Charming Studio In Waikiki - Minutes to the Beach!

Reviews (9)

Construction Notice 10/20/25: Exterior spall working is currently scheduled for 9/8 - 11/7/25 and painting work is currently scheduled from 6/15 - 7/10/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!

Reviews (50)

Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free Wi-Fi,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Steps to Waikiki Beach! Newly Renovated w/ 75" TV

Reviews (25)

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...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Ilikai 606 Ocean / Sunset / Marina Views King Bed, Sofa Bed

Reviews (31)

STUNNING 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.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly Remodeled,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikiki, Hawaii

Mauna Lani Getaway

Reviews (8)

Nestled away In the beautiful mountains of Makakilo, sits our beloved “Mauna Lani.” Located in west Oahu, Just 10 quick minutes from Hawaiis renown Koolina where you’ll find some of the safest, cleanest beach’s. Also conveniently located near two major malls, 5 mins...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kapolei, Hawaii

Lucious Green Golf Course-MT Views at Canal House w/Washer-Dryer & Parking

Reviews (15)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Canal House Located at 2611 Ala Wai Blvd on the 20th FloorLiving Room (598 Sqft):- Full Size Sofa Bed- Dining...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Heart of Waikiki! Lower Floor! Close to Beach! FREE Parking & Wi-Fi, Kitchen!

Reviews (55)

Regency on Beachwalk #32 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Gorgeous Diamond Head Views from 34FL with Free Parking

Reviews (32)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Luxury Ilikai Ocean and Fireworks View Condo

Reviews (74)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row seat, FAB!

Reviews (194)

Experience luxurious designer decor in this one-bedroom CORNER condo with stunning views of the ocean and yacht harbor. Located at the entrance to Waikiki the safest area. This is the perfect location to explore the area on foot. The windows offer two times the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Legal Rental - Green Turtle Hideaway-Sleeps 4

Reviews (89)

Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Waikiki Studio with Stunning Views!

Reviews (4)

This is a legal conforming vacation rental. Please see our listing details for our license number.Enjoy easy access to the beach, shops, and restaurants from this charming Waikiki studio. The studio is located on the 36th floor with 2 full size beds and can accommodate...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!

Reviews (200)

Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Waikiki Banyan Bliss: Ocean View & Walk to Beach!

Reviews (30)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)

Reviews (54)

Remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use. We also have tennis and pickleball courts, miles of walking...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Beautiful Ocean View Studio in Waikiki, Free Parking, W&D, Special Rates

Reviews (99)

Newly remodeled 38th floor Studio in Waikiki with Panoramic diamond head and ocean view, new furniture and appliances. This condo has full kitchen, air conditioner, WiFi, cable TV, full size washer/dryer, and free parking. Walking distance to Waikiki, beaches,...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!

Reviews (13)

Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)A contemporary tropical theme lends tranquility to this recently remodeled 540 sq.ft. studio in the beachfront Colony...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Palms 7th floor studio Sleeps 4 Guests above Pool

Reviews (8)

Delightful & thoughtfully decorated Studio at The Palms in Waikiki. Have fun with the whole family at this stylish place.HD TV, Free WiFi, Dining Space and two comfortable Queen beds await you at this very popular location at the Fort DeRussy end of Waikiki.An easy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean View from Lanais - Walk to Waikiki Beach

Reviews (27)

Discover easy island living at this airy 2BR/2BA getaway just steps from Waikiki’s shoreline. With soft ocean glimpses from your private lanai and a breezy, open layout, this 910 sq. ft. condo offers an inviting home base for relaxation between beach days. Optional...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Beachfront Cottage at Log Cabins

Reviews (43)

Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

Hale Kauwela | Ko Olina | Resort Villa w/ Views

Reviews (27)

Summary:Welcome to Hale Kauwela in Ko Olina. Kick your feet up at this gorgeous villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Aloha Getaway: Ocean View Condo Near Waikiki Beach with Free Parking

Reviews (25)

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.Enjoy island living in this newly renovated 17th-floor condo at the Waikiki Banyan! This west-facing unit...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki Beachfront Rental (30 day min)

Reviews (14)

Fall asleep to lapping waves on a quiet corner of Waikiki in this beautiful modern haven. Located on the sought after 3rd floor of the famed Colony Surf on the Gold Coast end of Waikiki. Clean and modern remodel in 2018: all new cabinets, appliances, furniture and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Ocean View Guest Cottage - 1990/NUC-1797

Reviews (94)

Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua, Hawaii

Kuilima Estates West #120: North Shore Golf View

Reviews (25)

Nestled along the fairways of Turtle Bay’s celebrated golf courses, Kuilima Estates West #120 is a newly remodeled, two-bedroom townhome with a loft that blends coastal calm with the natural beauty of Oahu’s North Shore. With peaceful golf course and mountain views,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

1 bdrm peakaboo ocean view walk to Turtle Beach, Alii Garden Mkt,Kona Village-1D

Reviews (10)

Cute one bedroom beach side apartment with peak-a-boo ocean view in perfect location, on Ali'i Drive across the street from Turtle Beach. We are located 2 miles south of Kona Village which has cute shops and restaurants on the water and only 1 mile north of White Sands...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua, Hawaii

#02 Kawela Kai 495:North Shore Beach Front---Relax & Unwind

Reviews (180)

LEGAL SHORT-TERM RENTAL! CERTIFICATE:1990/NUC-2056 LICENSE# 90/TVU-0003 TAX MAP KEY: 1-5-7-005:006This home is not affected by the new Honolulu County ban on vacation homes. Make sure when booking your vacation home the property that you are reserving has a Short-Term...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kahuku, Hawaii

Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!

Reviews (32)

Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Mountain view deluxe vacation rental, AC, close to beach, WiFi, pool, parking

Reviews (97)

Waikiki Banyan #2609-T2 – 201 Ohua Ave.Great Ko'olau Mountain views from this deluxe air-conditioned one-bedroom vacation rental suite (533 sq.ft. plus lanai with table and 2 chairs)! 4-person max.The Waikiki Banyan is a favorite of repeat visitors with its host of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Oceanview Central AC. 2min walk to Waikiki beach, on site parking is available

Reviews (44)

This quote is for the unit Cottage Waikiki Welcome to our boutique Waikiki retreat, just a 2-minute walk to the world-famous Waikiki Beach!Our home is thoughtfully designed for a comfortable and relaxing stay in the heart of Honolulu. Inside, you’ll enjoy central air...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Ilikai Hotel #940, Lagoon view, Free WIFI

Reviews (19)

Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! ​​​​​​​This condo is located on the 9th floor of the Ilikai Hotel. You'll love the renovated bathroom, completed in September 2024! The condo also recently updated...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Kawela Kai 493: North Shore Beach Front---Relax & Unwind

Reviews (216)

LEGAL, LICENSED SHORT-TERM RENTAL. CERTIFICATE:1990/NUC-2057 LICENSE# 90/TVU-0002 TAX MAP KEY: 1-5-7-005:0006This home is not affected by the new Honolulu County ban on Short Term Rentals. Make sure when booking your vacation home the property that you are reserving has...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kahuku, Hawaii

Private Townhouse on the North Shore - Kuilima Estates West #131

Reviews (52)

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Perfect North Shore, Oahu Vacation House.

Reviews (62)

This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

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