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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4-bedroom condo- Tropical luxury Villa in Ko Olina- Sleeps 10

Reviews (1)

Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kapolei, Hawaii

Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room

Reviews (1)

Discover the welcoming vibe of Ko Olina Beach Villas B1101, a beautifully appointed vacation condo that offers mesmerizing ocean views in the enchanting area of Kapolei, HI. With 1,500 square feet of living space, including a generous outdoor lanai, this home is...

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

Executive Luxury Luxury Home in the Safe Gated Community

Reviews (9)

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...

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

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Reviews (3)

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...

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

Idylliic beachfront private guest suite on the beautiful North Shore of Oahu

Reviews (37)

Beachfront property just walk onto the beach any time, located on a quiet cul-de-sac. The minimum length of stay is 14 days and I will block a 30 day period as the law regarding this property state that it may not be rented for fewer than 30 consecutive days; however...

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

Waikiki Tropical Getaway with Pool and Free Parking!

Reviews (1)

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.Welcome to your cozy home away from home at the family-friendly Waikiki Banyan (Tower 2)! This 600 sq ft...

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

PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay

Reviews (108)

This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...

🛏 6 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Honolulu, 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

Contemporary Ocean View Suite - In the Heart of Waikiki

Reviews (2)

Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...

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

Coastal Chic Condo with Ocean View & Full Kitchen

Reviews (10)

Step into a bright and airy beautiful condo, where modern elegance meets coastal charm. Expansive windows invite natural light to flood the open living space, offering breathtaking views of the marina and the sparkling Pacific Ocean. From your private balcony, enjoy the...

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

Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath

Reviews (1)

Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...

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

Fully Renovated Corner Unit a Block to Waikiki Beach! Parking, AC, Wi-Fi

Reviews (1)

Ni'ihau Apartments #305 – 247 Beach WalkLocation, location, location! Ni'ihau is a hidden gem found within the hustle and bustle of Waikiki just a block away from world-famous Waikiki Beach where surfers and paddlers spend their days! This beautiful corner unit (673...

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

Location! 2br/1ba Condo 2 blocks to Waikiki main beach, on-site parking

Reviews (5)

Beautifully decorated Waikiki 2br/1ba 8th floor condo in secured building, pool, assigned parking, steps to public transportation, a/c, in unit washer/dryer, new mattresses (Master bedroom king mattress, second bedroom queen mattress), new paint and new flooring, 2...

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

Waikīkī Beach Loft Near Restaurants

Reviews (28)

Stay close to Waikīkī Beach, minutes to Fort DeRussy Beach Park. Our 2-bedroom designer loft is in a secure building with a free offsite parking pass. Highlights include a full kitchen, unique wet room, beach gear, kids accessories and onsite laundry room. Find an ABC...

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

Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo

Reviews (1)

Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...

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

Ocean + Skyline Views: Honolulu Retreat

Reviews (2)

1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...

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

Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach

Reviews (1)

Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional living spaces with sofa beds, this place is perfect for large groups or families. A fully stocked kitchen, fresh linens and...

🛏 6 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Haleiwa, Hawaii

Pili Pono: Elegant Honolulu Retreat with Pool & Private Oasis

Reviews (1)

Welcome to Pili Pono, a show-stopping 5-bedroom, 6.5-bath luxury estate set within Honolulu’s prestigious Black Point enclave. Spanning 7,470 sq ft of indoor–outdoor living space on a fully enclosed, gated 0.33-acre lot, this custom-designed retreat blends architectural...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 12
📍 Honolulu, Hawaii

Ocean & Diamond Head View Condo at Waikiki+Parking

Reviews (1)

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

Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach

Reviews (2)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...

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

4 BR Kahala Vacation Home with Pool & Spa, Near Kahala Beach

Reviews (5)

This Property is professionally managed by Private Homes Hawaii, and is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. It is compliant with Hawaii State Legislation (HB2078). Lic#TA-008-741-5296-01....

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

2BOF1 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen

Reviews (10)

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

Ocean Views And Beautiful Hawaiian Sunsets

Reviews (19)

Unwind in the comfort and elegance of this beautifully designed two-bedroom retreat, where breathtaking ocean views and upscale finishes create the perfect island sanctuary. Perched on the 14th floor of Foster Tower, this expansive residence offers large windows that...

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

20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free

Reviews (211)

This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...

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

Lovely 1-bedroom condo w/beach view, mountain views, WiFi, AC & FREE Parking

Reviews (2)

Waikiki is waiting for you at this amazing 1-bedroom condo. The lovely 1 bedroom features two queen beds and full kitchen. Enjoy the excellent amenities like AC, WiFi, TV, and full kitchen. The living room offers an additional space with a twin daybed with two twin size...

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

Island Oceanfront Getaway

Reviews (1)

Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...

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

3 Bedroom / 3 Bath Family Friendly Groundfloor Beach Villa!

Reviews (143)

Your Paradise Awaits . . . Aloha and Welcome to Oahu's newest beachfront condominium community! The Beach Villas at Ko Olina offers exceptional resort living at its finest with its earthly warmth and sophisticated island inspired architecture. This family friendly...

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

OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC

Reviews (197)

Summary:Be sure to watch our video from the link below:https://www.youtube.com/watch?v=JqTc_KOQqFwThis is when QUALITY meets LOCATION!!! Implacably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on...

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

Sunny Kailua Home w/ Covered Lanai 1 Mi to Beach!

Reviews (4)

Say aloha to this beautiful vacation rental in east Oahu! This Kailua home features 3 bedrooms, 2 bathrooms, a well-equipped kitchen, and a peaceful yard, making it the perfect home base to explore the island. Whether you're hoping to hike, swim, or learn to hula dance,...

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

Part Ocean View, Beach Theme 23rd Fl, Free Parking with WiFi, AC

Reviews (1)

*We prioritize cleanliness! We inspect and re-clean the unit, and personally launder linens without harsh chemicals.*Welcome to our 1BR condo in the heart of Waikiki, just steps away from famous Waikiki Beach!Features fully equipped kitchen, pull-out sofa bed, private...

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

Stunning KoOlina Kai 2BR/2BA Condo sleeps 4

Reviews (6)

This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. This property has a mandatory 30 day minimum. This property may not be rented for less than 30 consecutive days. Rental prices will...

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

Unique, Top of the Line Ocean View in Makaha

Reviews (3)

Locally owned and operated. Newly renovated with upcycled local accents and eco friendly products. All new premium wood cabinets combine with one of a kind solid cement coulter tops, stainless steel appliances, and mango wood shelving in the kitchen. A premium sofa...

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

Waikiki Shore 1114

Reviews (4)

"This tastefully decorated island suite is fully equipped with everything you need to have a fantastic Waikīkī vacation. With a stellar location, you’ll enjoy gorgeous views of the Pacific Ocean and Waikīkī beach from your furnished, screened-in lanai. You’ll also love...

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

1-Bedroom unit on the 21st Floor overlooking the surrounding Waikiki area!

Reviews (1)

Perched on the 21st floor, this spacious one-bedroom condo offers beautiful city views of Waikīkī's vibrant skyline. Relax on the large lanai and watch the city come alive from dawn to dusk. Inside, you'll find a deep soaking tub for unwinding after a day of exploring,...

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

Luxury 1BD in ONE ALA MOANA with Beautiful View and Room with Free Parking!!

Reviews (4)

One of the most luxury condominium in Hawaii. You can experience the best vacation ever in One Ala Moana!!The minute you go inside, you will be astonished the amount of light coming through huge ceiling to floor windows overviewing the city and the mountains. The fully...

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

Romantic Waikiki Beachfront Condo w/ Spectacular Ocean View

Reviews (7)

💖 A Romantic Retreat for TwoWelcome to your dream couples’ getaway in the heart of Waikiki! Perched high inside the iconic Foster Tower, directly across from Waikiki Beach, our ocean‑front condo delivers sweeping Pacific views, modern comforts, and the perfect...

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

2 Bedroom Condo On Hawaiian Beach - Family Friendly - 7 nights

Reviews (4)

Treat your family to the tropical vacation of a lifetime at this luxurious Marriott beachfront resort on the island of Oahu. Nestled along the sparkling Pacific Ocean and surrounded by palm-lined lagoons, this premium retreat offers the perfect mix of adventure,...

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

Our Place of Joy: An Ocean Retreat

Reviews (44)

Length of stay: MINIMUM 30 NIGHTS. Monthly rental. Property damage insurance required.Kai Lani is a quiet gated community located in Ko Olina, a 640 acre oceanfront resort on West Oahu, the dry leeward side of the island. Ko Olina means 'Place of Joy,’ where the aloha...

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

AlohaCation - Oceanfront Work and Family Time

Reviews (12)

Work from Paradise or Enjoy Family Time by the BeachImagine waking up to breathtaking ocean views, working remotely with the sound of waves in the background, or spending quality time with your little ones on a peaceful, safe beach. Our oceanfront apartment blends...

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

Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool

Reviews (2)

Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue Pacific. This two-bedroom, two-bathroom retreat at Coral Strand blends tropical elegance, modern convenience, and an...

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

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

Reviews (39)

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

Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

Reviews (37)

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...

🛏 9 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 20
📍 Waimanalo, Hawaii

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.

Reviews (84)

Perfect Kailua Home on 18,000 square feet of land all your own!! Lots of room to spread out!! We have a gorgeous newly tiled Swimming Pool and spa! You are invited to rest and relax in “Ka Hale Lai” , Kailua’s House of Serenity, 5 minutes to the beach, and a short drive...

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

Beautifully Remodeled studio Makaha Valley Towers

Reviews (1)

Beautifully remodeled studio apartment with breathtaking views of the mountains and ocean. The Makaha Valley Towers is located in the scenic Makaha Valley and is minutes away from Makaha Surfing Beach. The area is known for its quiet, relaxed atmosphere. There are...

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

First Class Luxury Beach Front Resort Condominium

Reviews (173)

Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...

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

Luxury Ko Olina Beach Rental Panoramic Ocean View 3BR 3BA 8th floor 2 parking

Reviews (259)

Imagine yourself in a world-class Oahu, Hawaii oceanfront resort in Ko Olina beach rental bliss with exotic woods, natural stone, and an expansive lanai. Imagine as you lie down on a bed of total luxury. You sink down into silky softness that cuddles you as you are...

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

Kailua Condo / Townhouse on Oahu 7 day per 30 day period

Reviews (3)

”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse. It...

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

Resort Style with Hula Show, Fireworks and even Tiki Torches!

Reviews (108)

The Ilikai is the first hotel-resort condominium developed in Hawaii and is one of the original landmarks of Waikiki. It is best known for being featured in the Hawaii 50 TV series and is loved by tourist and locals alike. Conveniently located in Waikiki next to the...

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

Immersed in nature Home w/ A/C, bbq area, Hale Poola

Reviews (4)

Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Blue Hawaii Pacific Ocean Beachfront House. 3 Bedroom 3 Bath.90 day minimum stay

Reviews (49)

Base Price $395This dream vacation home is awaiting you! Kick your feet up and relax on this oceanfront property and turn your dreams into a reality. This home is truly a hidden gem if you want to get away from the hustle and bustle of "city life." Located in a quiet...

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

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