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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GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway

Reviews (55)

If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...

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

Kuilima Estates West - 3 Bedroom Vacation Home

Reviews (27)

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...

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

Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck

Reviews (12)

Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...

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

3 bedroom house with WIFI and free parking, close to beaches and hikes.

Reviews (14)

Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...

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

B209: Ocean Views from every room of this Ko Olina Beach Villa!

Reviews (99)

Beach Tower villa 209 has a spectacular view of the sunset! Its location is superior to all other units in the complex because it is truly beachfront. Beautifully decorated with high end furnishings, two very comfortable sofas and a beautiful dining area. The master...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 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

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

Ko Olina Beach Villas B103: Spacious Elegance & Oceanfront Views

Reviews (1)

Ko Olina Beach Villas B103 offers a luxurious island escape in Kapolei, HI—where effortless comfort meets the soothing beauty of garden views and ocean breezes. Spanning 1,478 square feet, this thoughtfully appointed three-bedroom, three-bath villa accommodates up to...

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

Makaha Mountain Hideaway

Reviews (2)

The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...

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

Unique 8th Floor King bedroom condo Full kitchen Sleeps 3

Reviews (3)

Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality from...

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

Oceanfront Beach Condo-Amazing views

Reviews (112)

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...

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

Newly Remodeled Ocean View 2 BDRM Condo at the Watermark

Reviews (6)

Aloha from Waikiki! This property is a 30-day minimum rental at The Watermark. One of the most luxurious buildings in Waikiki! Located near the main Waikiki strip and in one of the most convenient areas of Oahu. It features a fully equipped kitchen ready for you to cook...

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

Special! Coconut Plantation 1214-2 Ko Olina Beachfront Escape Resort Amenities

Reviews (7)

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.Coconut Plantation 1214-2 Aloha Lagoons is a...

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

3 bedroom Beach Tower at Ko Olina Beach Villas - Ocean View & Family Friendly!

Reviews (46)

Spacious 3-bd Villa at Ko Olina Resort. Beach Tower 5th floor on private wing with large floor plan (sleeps 6!)3 Bedroom 3 bath, with panoramic Ocean, Pool, and mountain views. *Parking for (2) vehicles is included!*Family friendly: pack-n-play crib and high chair...

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

High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer

Reviews (1)

Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...

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

Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa

Reviews (3)

Welcome to Kai Lani 14B by Gather, your luxurious Hawaiian retreat in the exclusive Kai Lani community of Ko Olina Resort. Nestled on O‘ahu’s sunny west coast, this single-level 3-bedroom, 2-bath townhouse blends modern comfort with island serenity—perfect for families,...

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

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

Reviews (205)

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

Newly renovated, Free Parking, One block to Waikiki Beach

Reviews (93)

See my other Properties # 1503692 and #3156864 and #3512192 for my 5-STAR reviews and to book multiple units in the same building.Located in the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1 bedroom (king bed and twin...

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

Newly Remodeled Ocean View Steps to Waikiki Beach

Reviews (2)

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

Ocean View•1 BR Corner Condo•Mins to Waikiki Beach

Reviews (2)

Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...

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

North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!

Reviews (1)

. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45 minutes from Honolulu, but it feels like you're a world away in your own little piece of paradise. Relax on outdoor deck or...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Waialua, 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

Marriott KoOlina Beach Club, Beautifully appointed studio with kitchenette.

Reviews (13)

Please choose a Friday through Sunday check-in for a seven night stay. Quotes are based on resort/Island views. Please ask you agent if you are requesting an alternate view. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty...

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

15% off March & April 2025! Luxury Penthouse - Ocean, Beach & Pool View!

Reviews (129)

Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This impeccably maintained penthouse in the Beach Tower offers breathtaking views of the ocean, beach, and lagoon pools—a true tropical haven designed for...

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

Large Luxury Home w/ pool and Ocean Views. Special discounted rate March 2025

Reviews (2)

This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...

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

KING BED, Spacious, Legal, VIEW

Reviews (2)

Experience the splendor of a contemporary, privately owned Waikiki Studio Condo boasting remarkable views! This unit has undergone renovations, featuring exquisite granite countertops, and a built-in cooktop. Catering to the discerning traveler, this condo offers a...

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

Spectacular Urban Location - A Peaceful Surrender in Waikiki

Reviews (1)

This cozy room is perfect for couples or solo travelers looking for a comfortable and convenient stay in the heart of Waikiki. With a fully equipped kitchenette, free WiFi, and a smart TV with access to streaming services, you`ll have everything you need for a relaxing...

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

Beautiful Beach Villa in Oceanfront Resort

Reviews (174)

Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two bedroom/two bath luxury suite and enjoy sunset views from the expansive lanai. This spectacular beachfront resort features a huge...

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

Beachfront top-floor unit on Oahu's north shore!

Reviews (10)

10% OFF FOR MAY 2025! ONLY $180/NIGHT.This remodeled condo is on the top floor of a beachfront complex on Oahu's north shore. Experience the North Shore lifestyle, including breathtaking sunsets, world-class surfing, snorkeling, and hiking. The view of the blue ocean...

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

Makaha's Hidden Gem by Kalo Homes

Reviews (22)

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you`ll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Waianae, Hawaii

Stunning Kaikea 4Br/4Ba Estate: Luxurious and Private - 5 min from Lanikai Beach

Reviews (1)

Welcome to Kaikea - a tropical oasis nestled just a short walk away from the pristine white sand and turquoise waters of Lanikai Beach, offering an unparalleled experience of luxury and relaxation. Comprised of two separate structures- one newly built in 2018, along...

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

Mystic Mermaid Island Retreat! Entire Home

Reviews (3)

This home is not your typical VRBO, this home is designed for guests who appreciates CLEANLINESS, COMFORT, CARE, SAFETY AND QUALITY! Escape to Your Mystic Mermaid Island Retreat, your private, spacious oasis near Oʻahu’s majestic mountains! NO neighbors behind the home...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 13
📍 Waianae, Hawaii

Heart of Waikiki, 2 blocks to beach, kitchenette, lanai, free parking nearby!

Reviews (1)

Regency on Beachwalk #55 – 255 Beach WalkThis cozy 1-bedroom suite with full kitchen, lanai, AC, free Wi-Fi, and free nearby parking is the perfect home base for your Hawaiian vacation. Lounge on your 145-sqft private lanai with unobstructed views of park and Honolulu...

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

Oceanfront Lanikai Beach Vacation Home

Reviews (2)

TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...

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

Ilikai Newly Renovated Ocean View ONE Free Parking

Reviews (16)

Newly renovated stunning condo unit at the Ilikai hotel is fully equipped with everything you will need for the perfect stay. All new appliances, furniture, flat screen TV's, leather pull out sofa, modern design, bidets, AC, Xbox, Wifi and more. 2 bedrooms, 2 full...

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

Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset

Reviews (3)

This expansive oceanfront estate, Maunalua Sunset, sits on a rare double-wide lot along the calm shoreline of Maunalua Bay in Portlock. Multiple standalone structures wrap around a lush courtyard and resort-style pool, creating a private sanctuary designed for extended...

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

Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking

Reviews (8)

Enjoy a pleasant stay at this newly renovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds, a pullout sofa-bed, Japanese toilet, magnetic arm and rain-shower head, perfect for a small group of guests and families....

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

NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach

Reviews (26)

BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Waianae, Hawaii

Completely upgraded, Beach Tower 3 Bedroom. Last minute discounts 4/19-5/21/25.

Reviews (5)

Premier beachfront Beach Tower villa — the closest 3-bedroom to the ocean, just steps from the sand. Recently upgraded | Premier Lagoon & Ocean View LocationWelcome to your luxury island retreat at the Beach Villas at Ko Olina. This elegantly upgraded 3-bedroom, 3-bath...

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

Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking

Reviews (61)

Aloha and welcome to "Waikiki Banyan Rental", our vacation rental condo at the Waikiki Banyan.The Waikiki Banyan is one of Waikiki's most popular resort condominiums for vacation rentals, located one block from the beach in the heart of Waikiki.View our video tour at...

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

Beach Front 180 Degree View Of The Ocean - Gorgeous

Reviews (16)

Serene beachfront estate located in a quiet cul-de-sac on the beautiful North Shore of Oahu. Three bedrooms, two bathrooms inside main home and one half bath and shower outdoors. Kitchen is modern and kitchen table looks out onto a breathtaking view, as does the living...

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

Spacious 2 Bdrm Remodeled Oceanfront 01 unit

Reviews (6)

Above and beyond any other unit. Stunningly large with separate 2 Bdrms. Newly remodeled oceanfront condo on the Gold Coast. This is definitely the quiet end of the building and with the additional windows on the mountain side, you get incredible cross breezes all year....

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

Pacific Monarch Hotel Corner Unit

Reviews (88)

Visits to Hawaii have always been expensive, but each year prices seem to go higher. However, I think if you compare my condo with other options, you will realize it is a good deal. I try to keep the nightly rate about $100 less than what the hotel charges. I want...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 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

Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!

Reviews (1)

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...

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

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