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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NEW LISTING JULY 2023 Modern Renovated Condo - 1 block to beach, free parking!

See my other Properties # 1503692 and # 3197017 and #3156864 for more 5-STAR reviews and to book multiple units in the same building.Located on the 10th floor of the Waikiki Sunset with beautiful mountain and city views this condo offers enough beds to sleeps 6. 1...

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

THE SURFS UP! A GREAT LOCATION, LOW RATES n& JUST STEPS 2 THE BEACH ON SUNSET PT

***Book for the month and you will have access to the unit for 30 days even if you don't use it the whole 30 days. Unused days will not be reimbursed (sorry its the law). Nestled in the Sunset Point neighborhood, this house is in a great location to surf and enjoy...

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

Ko Olina Kai 1097C: 3BR Hawaii Haven with Golf, Lagoons, and Spa Access

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.Step into the world of serene luxury at Ko...

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

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

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

Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!

Indulge in an Unforgettable Stay at Our BRAND-NEW Luxury Beach House at Kailua BeachEscape to our newly built, luxurious rental home, perfectly nestled in the heart of the most sought-after location by the world-renowned Kailua Beach. This contemporary haven is designed...

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

Hale Kahakai | Ko Olina | Beach Villa w/ Pool!

Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...

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

Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee

Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...

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

Renovated 1-Bedroom At The Ilikai Hotel!

Look no further, you've found PARADISE! This condo has a King bed with a sofa sleeper in the living area. There is a sliding shoji door that separates the living area and the bedroom for added privacy. With a full kitchen, you can prepare your meals or enjoy the many...

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

Ko Olina Kai 1105F: Family-Friendly w/ Pool, Spa, Near Disney Resort

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.Discover the charm of island living at Ko...

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

Ko Olina Beach Villas - Beachfront (Beach Tower 709)

Our spacious 1,500 square foot suite is the only beach-front penthouse available for rent at the prestigious Beach Villas Resort in Ko Olina and the only privately rentable condo with panoramic ocean views from every room.Watch the video of our property -...

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

New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!

TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 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

Wonderful retreat, Fantastic View, Immaculate, Beautiful, Private and Peaceful!

Enjoy gorgeous unobstructed ocean, marina & mountain views from our beautiful guest house. Located on the ridge, in a safe, quiet and upscale neighborhood in Hawaii Kai, East Honolulu, just around the corner from famous Hanauma Bay, Halona Blow Hole, spectacular Sandy...

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

Ilikai Oceanfront Rental

This property is a LEGAL SHORT TERM VACATION RENTAL located in the resort zoned, oceanfront, Ilikai Apt. Building! This gorgeous, bright and airy, 1bd/1bth oceanfront, ocean/lagoon view unit, located in the iconic Ilikai Apt Building was completely remodeled into a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

🌺Moku Paradise Hale - Oceanfront

***30-day rental. Please inquire.Welcome to Moku Paradise! This 3-bedroom, 3-bath + studio cottage island style oceanfront home has breathtaking ocean views and a semi-private beach. This is a perfect getaway paradise for those seeking a calm, private, and relaxing...

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

★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★

Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 14
📍 Waianae, Hawaii

Ocean&Mountain View Paradise - 3BD2BAParkingnCONTACT HOST FOR LENGTH OF STAY ?'s

North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...

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

Remodeled High Floor Waikiki Studio

This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...

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

5 Minutes to the Beach! Oahu Ocean View + Family retreat

☆☆☆ Why guests LOVE our home? Why guests find it such a great VALUE?- Free parking for 5 cars (save $40–$100/car nightly)- Private SPA & BBQ in backyard, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Waianae, Hawaii

Mountain, Ocean, Golf Courses in Hawaii!

Wake up in the morning, you see the greens & clouds kissing the mountains, hearing the birds chirping. You are a few minutes' drive to the beach. You can easily explore the most indigenous feel of Hawaii nearby. Surfing, swimming, hiking... there are a lot you can do....

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

STUNNING FAIRWAY VIEWS, HOME "E"-CLEAN-NEW-GATED, NEAR JBPHH, CAGE # AVAILABLE.

Welcome to Hillside Perfection overlooking the fairways at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visiting construction crews...

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

Sweet & Cozy in Honolulu Free WIFI & AC

Summary:Welcome to the heart of Honolulu. Sweet and cozy one bedroom will newly updated kitchen and bathroom vanity. Keep it cool with A/Cs in the living room and bedroom. Relax poolside on your day-off.Complimentary Wi-Fi and parking stall provided.Perfect for all...

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

Ko Olina Kai Estate #20: Elegant Fairway Retreat with Luxe 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.Imagine yourself living the life of luxury in...

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

Fairway Villa 2417

Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION! Your Home Away from Home! Enjoy this recently renovated two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with...

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

Modern 2BR Condo | Pool & Sauna | Ala Moana

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

NEW Gorgeous BEACHFRONT Condo with Fabulous Ocean Views! Fully Renovated!

Waikiki Shore #702 – 2161 Kalia Rd.FULLY RENOVATED! This condo is perfect for 2 couples or up to 6 guests (STRICT MAX OCCUPANCY, using optional rollaway beds).– Contemporary beachfront condo overlooking famous Waikiki Beach with spectacular OCEAN Views!–...

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

Beach Studio with private yard in Lanikai - 30 day Minimum Stay

Escape to your beachside retreat with this beautifully renovated studio located just a block from the pristine sands of Lanikai Beach on the east side of the island. Designed as your ultimate home away from home, this property offers a unique blend of seclusion and...

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

Villa Olina Charming 3-Bedroom Villa On the Golf Course Steps Away from Lagoons

Beautiful & spacious yet cozy and comfy Ko Olina Kai Welcome to your tropical haven in the coveted Ko Olina Kai community. This delightful 3-bedroom, 3-bathroom house rental offers a prime location just a 10-minute walk from the stunning Ko Olina Lagoons. Tailored for...

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

Executive Balinese Vacation Home in Hawaii Kai

Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...

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

Marriott's Ko' Olina Beach Club (mountainview). Inquire first before booking.

Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. This is a Marriott Vacation Club property. Multiple rooms can be booked for same dates. If your dates aren’t available in same room layout and view for entire stay it may...

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

Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range

**Looking for additional accommodations, please view my other unit located in the same building #2773517**Located on a high floor of the Waikiki Sunset with majestic Koolau mountain and city views. Completely renovated with high-quality designer finishes. Fully stocked...

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

Waikīkī Shore 404 - Studio Waikīkī Beach View

Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat screen television, washer/dryer, and private lanai. The unit is tastefully furnished with beautiful koa wood furniture...

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

Kaneohe Bay View 2br/1.5ba

***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 19-18, Bill 89), our property is available for month to month occupancy with a minimum 30 day stay. This means that our...

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

Sunset Beach House in paradise! Inquire for special 30 day rates!

Unit B1 is Ocean Front at Sunset Hale. Newly updated 2-bedroom 2.5-bath ground floor oceanfront unit. The Kitchen, living room and dining area are all facing out to beautiful ocean and sunset views! Enjoy these views from inside or hang out on the porch. Bedroom (1) has...

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

40th Floor One Bedroom Condo

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

"Coconut Crest Cottage"

"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...

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

Luxury 2 bedroom in Waikiki!

Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk...

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

'Olu'olu by AvantStay | Single-Story Home by Ocean

Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical mountains from your backyard patio, this modern Hawaiian escape blends style, space, and a beautiful location to give...

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

Hilton Lagoon Tower, 2 Bedroom Premier

2 Bedroom Premier (2BX)Size 1,025 sqft Accommodates 6 guestsRoom DescriptionThis 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...

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

Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk to Beach and Shops

Kahala Cottage – A Tranquil Retreat in HonoluluWelcome to Kahala Cottage by Gather, your home-away-from-home in the exclusive Kahala neighborhood on O‘ahu’s south shore. Offered as a monthly rental, this two-bedroom, two-bath island retreat blends laid-back...

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

The Makai Manor - Beautiful Newly Built Spacious Home

This newly constructed home made it's grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will...

🛏 10 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 18
📍 Honolulu, Hawaii

Oceanfront Beach Condo-Amazing views

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

09 FREE Parking/10 min beach/2br-Waikiki/Ala Moana

Legal Vacation Rental!! Newly renovated! Excellent location! Central to Ala Moana Shopping Center, Waikiki attractions, beaches, restaurants, bars, zoo, business district; on bus line, easy commute to Downtown,Chinatown,UH. Secured building: security guard, 24-hr...

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

🌺New🌺 Moku Paradise B - Steps to beach | PCC

***30-day rental. Please inquire.Welcome to Moku Paradise B! This 1-bedroom, 1-bath island-style oceanfront cottage has breathtaking ocean views and a semi-private beach. This is a perfect getaway paradise for those seeking a calm, private, and relaxing island...

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

Spacious Home Near a Quiet Beach

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

Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC

Ka Hale me Ka ike 30 Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the amazing view from both inside and out at this four-bedroom, family-friendly retreat here...

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

Hilton Hawaiian Village Lagoon Tower, private beachfront resort

Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...

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

A Piece of Paradise at The Beach Villas in Ko Olina 2 Bedroom 2 Bath

Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons...

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

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