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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Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!

Reviews (2)

One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...

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

Bright & Cozy Stay Near Waikiki Beach + Parking

Reviews (5)

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.Experience a memorable Hawaiian getaway in this 600 sq ft 1-bedroom condo at Waikiki Banyan (Tower 2 -...

🛏 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

FOUR PADDLE Mountain view with full kitchen, AC, washer/dryer, Wi-Fi, parking

Reviews (13)

Four Paddle #2311 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on the cool side of the building, you'll enjoy lovely Ala Wai Canal and Ko'olau Mountain views from this well-equipped 23rd floor one-bedroom condo (553 sqft...

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

May Sale - Stunning End Unit with Amazing Lanai Views at the Beach Villas Resort

Reviews (190)

Escape to paradise in this beautifully appointed high-floor villa at the exclusive Beach Villas Resort in Ko Olina. View our walk thru Video by searching for the Aloha Nui Properties Channel on YouTube.This spacious end unit offers panoramic ocean views, refreshing...

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

Fresh 1 Bedroom with Parking at Waikiki Banyan!!

Reviews (1)

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

2BPF-1 Aston Waikiki Beach Tower: Ocean Front Premium 2 br with Kitchen

Reviews (3)

Waikiki Beach Tower: Premium 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,...

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

3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!

Reviews (71)

E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it here.Lying alongside a fabulous three-mile stretch of protected beach, Kailua is a small town on the windward side of Oahu....

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

Ko Olina - Tropical Luxury Renowned Resort

Reviews (1)

Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...

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

Breathtaking Studio Ocean Views! Pool! Beach!

Reviews (1)

Summary:🌺 Experience the Ultimate Hawaiian Retreat! 🌺Escape to paradise in this beautifully renovated high-floor unit offering breathtaking panoramic views of the Pacific Ocean, Diamond Head, and the vibrant Waikiki skyline. Whether you're here to relax 🌊 or explore 🌺,...

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

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503

Reviews (2)

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, BBQ & WI-FI Inn on the Park 1503​​​Enjoy relaxing lanai Ocean, Diamond Head & Tropical views Peaking above the Waikiki Skyline. Clean completely remodeled & newly furnished air conditioned studio suite with...

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

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

ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!

Reviews (2)

Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes.Within our CLEAN PRIVATE unit, my...

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

Ocean Front/Beach Front Condo in Beautiful Makaha

Reviews (6)

Discover the breathtaking oceanfront condo with one bedroom in Makaha. Let the mesmerizing vistas and soothing waves of the Pacific Ocean enchant you. Imagine waking up to the gentle lapping of waves and the warm Hawaiian sun, then stepping out onto your private balcony...

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

Makaha Shores Beach Front Ocean View Studio W/ AC

Reviews (1)

Makaha is a small town located on Oahu's West shore. 30 miles, 45 min from Honolulu Airport. The towns main attraction is its family friendly pristine and sandy beach. Makaha offers the best diving, snorkeling and surfing on the island. Our 5th floor gem beckons and...

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

Hale Aloha Turtle ~ Bay Golf Course

Reviews (5)

Brand New Listing! Relax in this beautiful and spacious getaway on the North Shore and be the first to review this 5-star Guest Favorite listing that is new to our portfolio!This spacious and newly updated 3-bedroom unit has beautiful lagoon views of the Turtle Bay Golf...

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

Delightful Honolulu Sanctuary Renovated w/ Aircon

Reviews (1)

Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Nestled in a peaceful neighborhood, this apt. boasts a full kitchen,...

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

Luxury beachfront villa on a world class beach in Kailua, HI

Reviews (2)

As you enter the electric remote gate into this luxurious villa you will feel this sense of peace and calmness come over you.This luxurious Kailua Villa is located on the ocean which is hidden in the best part of Kailua. Wake up every day to the most amazing sunrises...

🛏 6 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 18
📍 Kailua, Hawaii

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

Reviews (14)

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 Resort,...

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

Updated 22nd Floor Waikiki Condo - Free parking & WiFi - Ideal for large family! by Koko Resort Vacation Rentals

Reviews (4)

Deluxe Updated Waikiki Condo - 22nd floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Great value. Ideal for groups...

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

~Naupaka Breeze~ Newly remodelled! Ocean View Home 30 Day Stays

Reviews (39)

Recently updated ocean view home on an ocean front peninsula. Enjoy the views of Laie Bay from the comforts of the home or deck of the house, or venture to the Ocean Front cliffs right in the back yard and indulge in the beauty captured only from this peninsula.Naupaka...

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

Hale Lani – Heavenly Lanikai Hillside Luxury

Reviews (3)

Perched on the northern shores of Oahu in Lanikai, Hale Lani lives up to its name as a true "house in the heavens." This hillside retreat blends sweeping ocean views, open-air design, and effortless island living into a one-of-a-kind vacation home. With 3 bedrooms, 4...

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

Get Away to Paradise

Reviews (19)

COVID Free Quaint 3 bedroom 2 1/2 Bathroom condo located in Ko' olina Fairways. Perfect place to unwind and relax. Two story with 3 bedrooms and two full bathrooms upstairs and kitchen, living room dining room and half bath downstairs. All the comforts of home to...

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

Kahala Beachfront Estate – Private Resort-Style Living

Reviews (23)

For discounted rates on Main house only, please inquire. 7 Night Minimum over any major holiday except Christmas. 10 Night Minimum over the Christmas/New Years Holiday Season at $7,500 per night.Spacious beachfront estate is situated on lush tropical grounds, nestled in...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 14
📍 Honolulu, Hawaii

Glam Condo Located in Central Waikiki, Panoramic Ocean View, & Full Kitchen!

Reviews (7)

♨ Glam Condo Located on the 42nd Floor With Panoramic Ocean View ♨Enjoy this fully equipt kitchen including a full-size fridge, wall oven, stovetop & dishwasher.✔ Located in Central Waikiki✔ 5 Min Walk From Shops, Restaurants, & The Famous Waikiki Beach✔ Public...

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

Waikiki Grand 1002- Sundeck level - The Best Location in Waikiki!

Reviews (2)

LEGAL SHORT-TERM RENTAL ❃ 1002 is located on the 10th Floor of theWaikiki Grand Hotel® sundeck!❀This spacious PH/Studio offers large living area w/ a Full-Kitchen incorporatedInsane views from your front door & the communal patio,all less than 2min walk to the soft...

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

Turtle Bay Villa G318

Reviews (5)

Valentine's Special: 25% OFF Your StayValid for stays in Feb2026. Book now!Welcome to Villa 318, one of the most spacious and luxurious properties at Ocean Villas and Turtle Bay. Nestled on Oahu's stunning North Shore, this tropical retreat is the ideal escape for...

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

Honolulu Condo w/ Private Lanai: Walk to the Beach

Reviews (1)

Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...

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

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

Reviews (90)

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

Luxury 2 bedroom in Waikiki!

Reviews (1)

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 to...

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

Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!

Reviews (2)

Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...

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

Ocean-Waikiki Skyline Panoramic PH in Luxury Condo w/Parking & Near the Beach

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This penthouse is new to our inventory. Reviews are coming soon. Please rest assured this house is...

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

Hale Pono- Oceanfront, private, gated, great views, AC, large property

Reviews (130)

Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset Beach Colony. Surround yourself...

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

BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras

Reviews (144)

Our "Ocean Blue Paradise" is a BEACHFRONT condo with a beautiful, unobstructed OCEANFRONT view. On a quiet, sandy beach just steps away. Our beach is reef protected, meaning the waves break offshore, so the ones coming onto the beach are usually pretty calm. Making our...

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

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

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

Reviews (106)

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

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

Serene Lanikai House Near the Beach w/Full Kitchen and Great Outdoor Space

Reviews (1)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out, professional...

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

Brand New 2 Bedroom House

Reviews (2)

Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...

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

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

Reviews (111)

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

Island Breeze Oasis - Newly Furnished

Reviews (35)

Welcome to our slice of paradise! Prepare for a vacation that feels like a dream – our villa is not just a place to stay; it's an experience waiting to unfold!Imagine waking up to the sun-kissed charm of four stunning lagoons right at your doorstep. These crystal-clear...

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

Ko Olina Beach Villas - Beachfront - Beach Tower 709

Reviews (43)

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

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

Reviews (65)

**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, golf course and city views. This condo offers flexible sleeping arrangements: 1 bedroom...

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

13th Floor Waikiki Shore - Ocean-front / King Bed / AC

Reviews (5)

Welcome to Waikiki Shore – Your Perfect Oceanfront Escape!Located in the heart of Waikiki, this stunning 1-bedroom, 1-bathroom condo offers unbeatable ocean views and direct access to the world-famous Waikiki Beach. With modern amenities, a prime location, and a...

🛏 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

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

Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West

Reviews (7)

Experience this spacious, clean & comfortable, newly remodeled unique 2-story townhouse with the conveniences of a home which is fully air-conditioned w/ new quiet Mitsubishi split system a/c. This is especially important for the hot and humid days. There is no unit...

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

Pili Pono: Elegant Honolulu Retreat with Pool & Private Oasis

Reviews (2)

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

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

Reviews (1)

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

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