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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Sky Ala Moana 2908: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4

Reviews (2)

This stunning 2BR/2BA condo is located in the brand-new Sky Ala Moana building, offering breathtaking ocean views and luxurious amenities. The unit features a spacious living room, a fully equipped kitchen with modern appliances, and two elegant bedrooms with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Iconic Diamond Head and Ocean View in Waikiki!

Reviews (1)

Summary:Stunning 1-bedroom condo located on the 32nd floor of Waikiki Banyan brought to you by Midway Vacations! It accommodates up to 4 guests and treats you to mesmerizing ocean views and Diamond Head. Just a block away from the famous Waikiki Beach, shopping centers,...

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

Modern 2BR Condo | Pool & Sauna | Ala Moana

Reviews (1)

Stay in style at this brand-new 2BR/2BA condo in upscale SKY Ala Moana. Perfectly situated in Honolulu, this modern unit accommodates six guests with two queen beds and a pull-out sofa. Enjoy luxury amenities, including a year-round outdoor pool, sauna, and free garage...

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

Tranquil Ground Floor Unit Central Honolulu & AC

Reviews (1)

Summary:Enjoy a stylish experience at this centrally-located place. Conveniently located near Waikiki, Diamond Head, and Ala Moana Shopping Center. Close to local attractions and popular restaurants.The Space:Newly remodeled ground floor unit. Updated kitchen and...

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

Celebrate America's 250th Birthday & Kailua Fireworks from Beachfront Lanai

Reviews (47)

Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.

Reviews (20)

This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Makaha Ocean View - 2 bedroom, 1 bath - family friendly

Reviews (10)

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...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Waianae, Hawaii

Hilton Lagoon Tower, 2 Bedroom Premier

Reviews (2)

This 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 with a standard shower/tub combination and TOTO washlet. The second bedroom...

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

Kahala Seaside: Beautiful Nautical-Themed Home with Pool, Spa, Yard & AC

Reviews (1)

Kahala Seaside invites you to indulge in the bright, breezy charm of Honolulu, HI—just moments from the shoreline. With 2,355 square feet of beautifully designed indoor–outdoor living, this serene retreat comfortably accommodates up to seven guests. Blending island...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Kalo Homes ~ Sunset Retreat

Reviews (16)

Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More!

Reviews (208)

Aloha! Welcome to your North Shore Paradise where we cater to guests looking for an extended stay.Please message us through the Vrbo reservation system if you have any questions about the dates you are interested in. Our home features one of the top locations and most...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Haleiwa, Hawaii

Gorgeous Beach Front Home with Amazing Sunsets

Reviews (93)

30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...

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

Lanikai Breeze – Contemporary Comfort Steps from the Shore

Reviews (6)

Just steps from world-famous Lanikai Beach, Lanikai Breeze by Gather offers the ultimate blend of modern luxury and relaxed coastal charm. Built in 2017 and beautifully furnished by local designer Lotus Home Staging, this 5-bedroom, 4.5-bath home was crafted for...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Oceanfront Penthouse Villa - walk to the beach and gorgeous sunset views!

Reviews (153)

Aloha! E Komo Mai (Welcome) to our beautiful luxury Beach Villa in Ko Olina on the island of Oahu and conveniently located just 25 minutes from Honolulu! We would love to have you come stay with us!!Our fully equipped luxury 15th-floor penthouse is located in the Ocean...

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

Marriott's Ko Olina Beach Club 2 BR Oceanview Villa

Reviews (2)

Just half an hour from Honolulu, Ko Olina Beach Club is nestled among the lush grounds of Ko Olina Resort & Marina, a picturesque 640-acre community built along a pristine stretch of the Oahu coastline. Situated in the stunning southwest region of Kapolei with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Ilikai Hotel & Luxury Suites JRCV-2: Luxury Studio w/City Views

Reviews (2)

Ilikai Hotel and Luxury Suites: Luxury studio with City Views and Kitchen, adjacent to Waikiki Beach and Yacht Harbor, and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture...

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

2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen

Reviews (5)

Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...

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

Breathtaking Golf Course Views, Home "B", Modern-Clean-New, Unwind in Paradise!

Reviews (5)

Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, 2 car enclosed garage, air conditioned executive home located in central Honolulu. Perfect for savvy business travelers and visiting construction...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

40th Floor One Bedroom Condo

Reviews (2)

Newly developed and completed in Fall 2021, Azure Ala Moana makes the perfect home away from home. Perfect for long term stays- you'll have a spacious full kitchen with dishwasher, full size oven, and a washer and dryer in the condo, and a beautiful view of Sunset....

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

Renovated 1 Bedroom W/ Stunning Views, Parking, & Central Air

Reviews (10)

If you've been imagining the perfect place to enjoy your upcoming Waikiki getaway, look no further! Expansive Ocean and Park views, private lanai, central air conditioning, covered parking and rooftop pool and saunas check all the boxes and make this newly renovated,...

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

Simply Beautiful Waikīkī Apartment

Reviews (4)

*MONTHLY RENTAL* Stay close to Waikīkī Beach, 5 minutes walk to the sand. Our stylish 2-bedroom space is in a secure building with free parking, pool, jacuzzi, sauna and rooftop BBQ area. Highlights include a big balcony, full kitchen, 3 air-conditioners, double shower,...

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

Ocean & Diamond Head View Condo at Waikiki+Parking

Reviews (1)

Summary:Experience our newly renovated 1-bedroom condo at Waikiki Banyan! Brought to you by Midway Vacations, this beautifully updated 1-bedroom condo is perfect for families of up to 4. Enjoy breathtaking views of the ocean and Diamond Head, all just a short stroll...

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

Exceptional 5-stars Beach Villas at Ko Olina - 3 Bedrooms & 3 Full Bathrooms

Reviews (118)

2nd most reviews on VRBO!!! See other unit we have available: VRBO #950616The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Ko Olina, Hawaii

Cozy 2-bedroom apartment in Honolulu

Reviews (1)

Consider this apartment your home away from home while you visit Honolulu. With 2 bedrooms featuring a queen and king bed, this cool space is perfect for guests looking for a comfortable stay. Fall in love with Honolulu and enjoy the magic it has to offer.

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

3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!

Reviews (3)

Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Exclusive Beachfront Home in Private Gated Community

Reviews (1)

Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the Hawaiian Islands. Nestled within an exclusive gated community with access to a private bay, this beachfront retreat offers 5...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Haleiwa, Hawaii

Aloha Suite Near the Sea IV, 3 Block Walk to Beach

Reviews (9)

TMK260230500082, TA-166-694-5024, STR# 2667 Convenience & Location! Just 3 SHORT BLOCKS TO WAIKIKI BEACH! Enjoy the ocean with gorgeous sunsets day after day. Fun shopping, great restaurants & entertainment all around you!3 Additional studio suites available same...

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

Kuilima 1 bedroom + Loft, 2.5 bathrooms

Reviews (271)

***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....

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

Kuilima Condo on the 18th Hole - 5 Minutes to Beach

Reviews (13)

Aloha! Come enjoy your Tropical Hawaiian Vacation in our beautiful, clean, and relaxing one bedroom and two bath condo with all the conveniences of home. Our spacious condo is the perfect blend of tropical seclusion amidst all the amenities offered by a world-class...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kahuku, Hawaii

High Floor Luxury Oceanfront @ Waikiki Beach Tower

Reviews (19)

Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...

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

Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.

Reviews (9)

Aloha, thanks for checking in our listing. A Newly remodeled penthouse 2 bedrooms and 2 full baths. There are 4 queen beds and 1 single beds, full kitchen with kitchenette. It's spacious 1,000 sq. ft. with 2 patio and 3 Air-Con. It’s on 17 top floor with beautiful view,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views

Reviews (22)

Ko Olina Beach Villas B901 by Gather is a luxurious ninth-floor penthouse overlooking the calm blue waters of Ko Olina Lagoon. With 1,491 square feet of indoor living space and a generous lanai framing panoramic ocean and pool views, this three-bedroom, three-bathroom...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire

Reviews (46)

30 Night Minimum Contract Required: Please InquireWant to share the magic and beauty of the North Shore with your family?Swing open the gate to our Sandy Beach, sink your toes into the warm, soft white sand, and greet the turtles that come in the afternoon. You might...

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

The Sunset Villa - Beach Tower 6th floor, Ko Olina Resort Beach Villa- sleeps 5

Reviews (97)

Family friendly 6th Floor Beach Tower, 2 Bedroom 2 Bath Ko Olina Resort Beach Villa, with Gorgeous Sunset Ocean Views. 2 Units from Ocean-Front! Breath-taking Panoramic Views!*5 person maximum (including kids).Enjoy spectacular ocean views from this luxurious Villa....

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

Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning Views

Reviews (1)

Welcome to your island paradise! Soak in floor-to-ceiling mountain views with your morning cup of coffee; at night, savor the vista of twinkling city lights. You’ll love whipping up homecooked meals with the full kitchen, working comfortably with the remote work setup,...

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

Spacious Home Near a Quiet Beach

Reviews (14)

Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Waimanalo, Hawaii

Fairways Ko Olina 27H: Your Ultimate 3BR Retreat in Hawaii with Resort Access

Reviews (2)

Welcome to Fairways at Ko Olina 27H, a spacious three-bedroom, two-and-a-half-bath townhouse offered exclusively as a monthly vacation rental within the gated Fairways community on Oahu’s sunny west coast. This comfortable home blends open living spaces with serene...

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

Beautiful "Beachfront" House on the Beach at Sunset Beach Paradise on the Beach

Reviews (106)

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...

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

Mokulua Sunrise Ocean Villa Lanikai

Reviews (1)

Experience the ultimate Hawaiian escape at Mokulua Sunrise, a stunning 4-bedroom, 3.5-bath oceanfront villa nestled in the world-famous Lanikai neighborhood of Kailua, Oahu. With sweeping, unobstructed views of the turquoise Pacific and the Mokulua Islands, this...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Renovated Waikiki Studio, Full Kitchen, Free Parking, 4 Blocks to Beach!

Reviews (5)

Fairway Villa #1109 – 2345 Ala Wai Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll enjoy this remodeled (August 2023) 11th-floor studio in the quieter east end of Waikiki. With a full kitchen, free Wi-Fi, and free parking, this cozy...

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

Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Reviews (7)

Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...

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

Ala Moana Hotel 13th FL R0 Studio - 2Double Beds 4Person

Reviews (2)

NEWLY RENOVATED 13th floor with Partial Ocean ViewCozy Hotel Studio | 2 Beds | 1 Bath | Sleeps 4 Stay in the heart of paradise! This bright and comfy studio is perfect for friends or family, with 2 beds, 1 bath, and space for up to 4 guests. Just steps from Ala Moana...

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

Happy House on Exquisite Kailua Beachside Property!

Reviews (42)

Kailua Beachside: Charming beach house steps from the white sands of beautiful Kailua Beach. Nestled in a large, private garden property, enclosed by stone walls with palms, banana trees and beautiful tropical gardens. Very safe and fun for kids, great for families,...

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

Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!

Reviews (3)

Ilikai Marina #1195 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus 28-sqft lanai) is centrally air-conditioned, fully-furnished, and has stylish,...

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

Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba

Reviews (1)

WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Excellent Views from Breezy Lanai, Tasteful and Clean. Monthly / contact...

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

Ilikai on Waikiki Beach Oceanview Hotel Condo

Reviews (1)

Deluxe Oceanfront Ilikai 1-BR Condo on Waikiki Beach 17th Floor - Upgraded Complimentary Amenities NO Resort Fees! Next to Hilton Hawaiian VillageLarge California King Bed Free WIFI, full kitchen with stove, oven, microwave, etc for every cooking needExtra Large...

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

Malaekahana Beachfront Oasis Steps from Excellent Sandy-Bottom Swimming

Reviews (63)

Completely restored in 2024, this light-filled, 2,800-sq-ft, open concept home features breathtaking views of Malaekahana Bay. Enjoy the fully equipped modern kitchen, living/dining room for easy entertaining and a recreation room that has a ping-pong table, a game...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi

Reviews (167)

Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...

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

New Aloha Ilikai 1Free Parking<br>(1777 Ala Moana BLVD)

Reviews (43)

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...

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

Modern Luxury 2bed 2bath with Ocean Views and Easy Parking

Reviews (3)

Great care was taken in creating this comfortable, practical, and modern luxury home with ocean views from every room. Materials, colors and features uncommon in a rental were thoughtfully combined to create a unique, calm environment for relaxing. This is living well...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

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