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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Huge Patio 1BR WasherDryer Free Parking 5 min to beach

*** Newly renovated in August 2023Relax and unwind in this 1BR condo while being 5 min walking distance (one block) from the famous Waikiki beach. Resided in Waikiki Banyan condominium with 24-hour security, the condo offers the following characteristics that are...

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

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

1 Bedroom City View on the 21st Floor! Relax in the bedroom or lanai and watch the Honolulu city come alive at night. There is a Blu-ray and Netflix for you to watching movies and TV during your stay. **Condo is listed for sale by the owner. Guest must allow to showing...

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

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

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

SUNSETYARDS ON SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.

SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...

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

House close to beach, North Shore, Oahu

Located on the countryside of Oahu between the ocean & the mountains, you will be in the perfect spot to experience what Oahu has to offer.Close to world famous North Shore, Turtle Bay Resort, popular surf breaks, snorkeling spots, sea turtles, & much more!Only 2 min....

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Hauula, Hawaii

Lanikai Hale - 2 cottages to rent together or separately - sleeps up to 12

Welcome to Lanikai Hale ~ Two Hawaiian style cottages (which can be rented together or separately) on a large fenced-in property in the heart of Lanikai, just 2 miles from Kailua Town on the Windward side of Oahu.There is plenty of parking and sleeping space for a group...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Kailua, Hawaii

Dream Vacation at Ko Olina Hillside Villa (1498-8)

One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...

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

OCEANFRONT LANIKAI BEACH ESTATE

AlohaRelax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities. A...

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

Cottage Nene by AvantStay | Mountain View + Garden

Aloha and welcome to Cottage Nene, your serene Hawaiian escape nestled in the lush Makaha Valley. This beautifully designed home combines luxurious comfort, tropical landscape, and breathtaking natural surroundings. Whether sipping your morning coffee with stunning...

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

Awesome Beach Yard! Click "Contact Us" button to discuss your Dates & Pricing.

RARE - WIDE SANDY - PRISTINE BEACH! DO NOT CLICK ON THE "Book Now" as we want to converse with you first to make sure our beach house is a good fit for your family and the dates you desire. You must send us a note about your family/group to start the conversation. Need...

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

Kuilima West Estates 198B

Surf's up on the North Shore and our condo is the perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...

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

Studio Oasis in Waikīkī w/Kitchenette And A/C - Waikīkī Grand #404

Waikīkī Grand Hotel #404 on the fourth-floor: Begin the day with a fresh cup of coffee and breakfast favorites from your kitchenette. Essential kitchen items and takeout can be stored in your refrigerator. Food can be prepared on the two-burner cooktop or reheated in...

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

Stunning oceanfront cottage

This beautifully restored one-of-a-kind oceanfront home has all the charm of yesteryear with the added conveniences and sustainability of today. Meticulously appointed and private, the views and location are spectacular. The Guardian newspaper has listed Kona Moana Hale...

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

Ocean Front Condo with Endless Sunset Views

Welcome to Paradise! This bright, newly renovated condo will capture your heart and elevate your appreciation for the tropical heaven that Waikiki is known for. When walking into the unit, you’ll feel as if you’re on your own tropical island as you’re surrounded...

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

Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.

Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...

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

Exceptionally Pristine Haleiwa North Shore Beachside Retreat

Summertime on Oahu's North Shore! -AVOID TRAFFIC MESS AT THIS LOCATION-The large Winter surf has gone down and diving, paddling & fishing beckon you just minutes away down a private beach access. Shell collecting, monk seal & green sea turtle watching, sunsets over the...

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

Lanikai Cottage: Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach

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.Charming Lanikai Cottage features two...

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

Hale Nani Lanikai: Beautiful Tropical Home Close to Beach w/Pool, Yard & AC

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.Welcome to Hale Nani Lanikai by Gather, a...

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

Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)

Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...

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

Ocean & Diamond Head View Condo at Waikiki+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...

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

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

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.This five-bedroom, three-bathroom home sits in...

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

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

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

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

Discount ending soon! Ocean View - 1 Bedroom Villa - Marriott's Ko’Olina -

Unit sleeps 4 (website error says sleeps 6). Discover paradise in our stunning 1 Bedroom Villa at Marriott's Ko Olina Beach Club! Enjoy breathtaking ocean views from your private balcony while relishing the luxurious amenities and exclusive activities we offer.Our...

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

Foster Tower Waikiki Beach Condo

Foster Tower is located steps away from beautiful Waikiki Beach. This is a one-bedroom unit in a highly desirable building and location. Enjoy beautiful ocean views and immediate access to the beach for surfing, swimming, and snorkeling, hundreds of restaurants, the...

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

Oceanfront Condo on the Beach

Minimum rent is 30 days.Colony surf #1101 is a beautifully renovated studio (RARE LARGE CORNER UNIT!) on the beach of the spectacular Gold Coast. Short walk to Waikiki yet quiet and private-like location. Large sliding glass windows open wide to expansive ocean views!...

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

Newly Renovated Ocean Front Condo with Stunning Views from a Wrap Around Lanai

This condo is our home away from home! This unit is personally managed by us to ensure you get the best possible service during your vacation. Please contact us if you have any questions not addressed in description. In compliance with the new laws in Hawaii, this unit...

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

The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!

Hale Kainalu is a sweet getaway at the end of Lanikai with exclusive secluded beach used by only 5 houses within a gated drive. This beautiful cottage is literally right on the beach & overlooks the crystal clear, blue and green hued water. Wake up each morning to a...

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

Turtle Bay Fairway Condo - Kuilima Estates East

Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...

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

Spectacular Urban Location - A Peaceful Surrender in Waikiki

This privately owned unit at the newly renovated Aqua Palms Lifestyle Hotel offers a serene escape with stunning mountain and city views. Located across from the world-renowned Hilton Hawaiian Village Hotel, you'll enjoy easy access to the Duke Kahanamoku Lagoon, weekly...

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

Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath

Upscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the nearest beach, Kahala Hotel, Waialae Country club. 6-minute drive to the world famous Waikiki Beach, Diamond Head hiking, Rainbow's plate lunch, Leonard’s...

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

Discount ending soon! Ocean View - Deluxe Studio - Marriott's Ko’Olina

Discover paradise in our stunning Deluxe Studio at Marriott's Ko Olina Beach Club! Enjoy breathtaking ocean views from your private balcony while relishing the luxurious amenities and exclusive activities we offer.Our facilities include a relaxing adult pool, a kids...

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

Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities

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.Welcome to Fairways at Ko Olina 4A by Gather,...

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

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

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

Waterfront Hawaii Kai Home w/Access to the Marina Near Shops & Restaurants

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties or pets allowed.Nestled in an idyllic Hawaii Kai...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 honolulu, Hawaii

20FT WALK TO BEACH/ OCEAN VIEWS/BOOK 7 NIGHTS & GET THE 8TH NIGHT FREE

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

Coconut Plantation 1190-1: Spacious 3BD Resort Villa w/ 3 Lanais—Walk to Lagoon

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.Welcome to Coconut Plantation 1190-1 by...

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

Surf Ohana House, on Sunset Pt. w parking space, bikes

Aloha Please Note: max 2 adults, no children. The Surf Ohana is a beautiful large one bedroom for max of 2 adult guests, one child. The double living room is open to dining room and vintage style kitchen. The large living room space w kitchen can be open to bedroom. W...

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

1BR Condo with Beautiful Mountain Views and Free 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...

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

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

Aloha E Komo Mai. Welcome to Waikiki Banyan Rental, our vacation rental condo at the Waikiki Banyan.Our unit is a LEGAL short term vacation rental at the Waikiki Banyan. (Registered with the C&C of Honolulu, Permit # 2212-CCH-0749).The Waikiki Banyan is one of Waikiki's...

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

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

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

Luxurious 3BR Fairways at Ko Olina 20G with Golf Views

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.Welcome to Fairways at Ko Olina 20G by Gather,...

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

WG 220 - Charming studio in wonderful Honolulu with WiFi and AC - Sleeps 3

Legal Nightly RentalWaikiki Grand Hotel® 220♥Escape to this charming studio in picturesque Honolulu and less than 2 mins walk to Waikiki Beach. This delightful space features a cozy living area with 1 Queen bed and 1 sofa-bed, perfect for a small group of guestsEnjoy...

🛏 0 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Beautiful condo vacation rental at Windsor Waikiki 30 nights minimum

The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...

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

Penthouse View in Lanikai LANIKAI NUC 90/BB -0108 Most comfortable for 2 or 3.

Welcome to the Penthouse in Lanikai! We have been sharing our piece of paradise for over 20 years.! Everyone deserves to experience the Hawaiian lifestyle! Sunrises, moonrises, walks, bike rides, and daily runs on the beach. We have guests from all over the world return...

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

Fresh 1 Bedroom with Parking at Waikiki Banyan !!

Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...

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

Hot Deal! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa & AC

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience ultimate Hawaiian getaway luxury at our 2nd-level, recently refurbished Villa 201. Boasting the closest proximity to...

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

Honolulu Condo for Rent Steps to Kahala Beach

Ask owner about available dates/rates. The perfect studio for a couple on their Hawaiian get-away who want to live like locals during their stay. Please inquire about your specific dates and we can try to accommodate your stay. This beautiful and spacious studio with 1...

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

Newly Remodeled Ocean View 2 BDRM Condo at the Watermark

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

Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

Elegant Home w/Private Beach Access, Pool & AC: Relaxing Lokomaika'i Kailua

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.Let the relaxing atmosphere of Lokomaika’i...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Kailua, Hawaii

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