Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
1 bedroom 1 bath vacation rental located in the beautiful town of Koloa, Hawaii. This cozy and comfortable unit is fully furnished and equipped with all the amenities you need for a relaxing and memorable stay.The bedroom features a comfortable queen-size bed,...
RENOVATED! Ocean View, FREE PARKING, Central AC, Pool, Quick Walk to Beach!
Waikiki Park Heights #1707 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home and gorgeous ocean views from this beautifully renovated 1-bedroom condo (488 sq. ft.). FREE Parking on site for 1 vehicle,...
Maui Sunset Vacation Rentals B212
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New Flooring throughout 2023. Second floor means easy access to tropical gardens and the ocean beyond. Quiet...
Partial Ocean View! Toto Washlet, FREE Parking, Washer/Dryer, Wi-Fi! Sleeps 4
Four Paddle #1703 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 17th floor studio (460 sf plus lanai) with central A/C and ocean view makes this condo a favorite with our guests! 4-person max.Gourmet marketplace Dean &...
Highly desirable, Ilikai Hotel, Yacht Harbor & Ocean view, Reserve Today, Will not last Long!!
This condo is located on the 14th floor of the Ilikai Hotel. Enjoy stunning sunsets from your private lanai. This beautiful condo has fresh paint, new drapery, split AC & it desirable by many travelers as it has a full, direct and unobstructed ocean views, overlooking...
Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko
At Casa De Emdeko you can have it all! Enjoy your morning coffee from the lanai while enjoying the partial ocean views! You'll also have a direct lush garden view to the soothing fountain. Relax and bask in the breathtaking ocean views from the saltwater pool... one of...
Ko Olina Beach Villas O904 by Gather: 2BR w/ Ocean View, Resort Amenities & Golf
Welcome to Ko Olina Beach Villas O904 by Gather, where stunning ocean views and luxurious living come together to create an unforgettable Hawaii vacation experience. Located in the Ocean Tower of the renowned Ko Olina Resort, this exquisite beachfront villa offers...
Views, romantic and private with king bed, ground floor convenience
Sealodge G4 is the perfect Sealodge Kauai condo for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get out of the...
New 1 Bedroom with Great Views, Kitchen & Den
Beautifully Remodeled and updated October 2022 with great touches! This 8th floor suite at The Diamond Head Beach Hotel already offered great views and perfect location for a relaxing getaway. New owners added the rest to ensure the condo is the perfect place to call...
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
Want to be close to a beautiful beach and the little fishing village of Kailua Kona? If so this place is for you. Magic sand is just 1.2 miles away where you can body surf/body board, sunbath, eat at the beach grill or grab a shave ice. Center of Kailua kona is only 2...
Stylish Condo w/ Mountain Views in Waikiki Banyan!
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...
Ilikai Hotel - Two-Bedroom Suite that overlooks the Waikiki City Lights! No Resort Fees!
This condo is located on the 19th floor of the Ilikai Hotel. No need to look any further, you've found your perfect condo in Waikiki. Don't delay, as there are others looking to book this condo and they might take your dates! The condo has been fully renovated and...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!
Stunning 2BR Condo with Ocean ViewsImmerse yourself in the beauty of Kauai's south shore at this stunning Poipu Sands condominium. Wake up to breathtaking ocean views from the expansive lanais spanning the second and third floors, totaling over 354 sq ft. This spacious...
Ocean, Pool, Tropical resort views from this large 1 bedroom suite
Pool and ocean views from living room, relax in the a/c interior, or out on the large private view deck.Third floor 1 bedroom 2 bath condo suite located on the 3rd floor with view! Easy access to tropical gardens and the ocean beyond. Quiet location features large...
Your New Home Away From Home! Washer/dryer, AC, Wi-Fi and one parking!
Discovery Bay #4118-Resolution Tower – 1778 Ala Moana Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Lush views of the Ko'olau Mountains simply sparkle at night with city lights! Welcome to your "Home Away from Home" in this beautiful...
INCREDIBLE OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #1904 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1092 sf interior living space and a large (171 sf)...
Relaxing garden view setting with ocean views A211
New floors throughout condo in 2023. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond....
1 Bedroom w/Modern Kitchen - Kamaole Sands 6206
Kamaole Sands unit #6206: Tropical décor and homey ease blend in this 884sf air-conditioned suite offering WiFi, washer/dryer, flat screens, DVD, ceiling fans and tile floors. “At home” dining is a snap! Prep nosh in the modern kitchen to savor on the private lanai...
Oceanfront Views & remodeled! - Mk306 - Sullivan
At the Mahana, you will experience and enjoy the tranquility of Maui. The location on Kaanapali Beach is perfect for sunbathing, snorkeling, or just relaxing at the pool. The scenic beach walk takes you to Black Rock and further down the coastline is Whaler's Village. A...
Sleek modern golf villa with panoramic views
Kapalua Golf Villa 21V1 is a beautiful, open concept, 1-bedroom, 1.5-bathroom property with panoramic views from virtually every angle. Relax and enjoy the spacious lanai, perfect for morning coffee and sunset dinners. In the living area, you will find a flat screen TV,...
Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902
Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Oceanfront Townhouse in Kihei on the beautiful island of Maui – Totally Renovated Aloha: We are the owners of Kihei Akahi A-102, a beautiful upscale Townhouse, steps from Kamaole Beach II in the wonderful and affordable Kihei Akahi development in South Maui, the...
Wonderful 2BR/ 2BA Oceanview Condo
UPDATED 6/1/23 We have updated our condo. ALL NEW FURNITURE in living room (new pull out sofa sleeper couch, new side chair, table and area rug) and patio (new patio table, chairs and lounger). BRAND NEW CARPETS for bedrooms. Just installed New washer/dryer and...
Maui Sunset Vacation Rentals B415
Look out from your 4th floor lanai to the oceanfront pool and tennis courts. Renovated interior and professionally designed interior. New stainless-steel appliances 2024, New flooring throughout 2023 and new couches in 2022.Custom Maui built furniture in both bedrooms,...
GORGEOUS Waikiki Yacht Harbor Views! Central AC, FREE Wi-Fi, Washlet!
Ilikai Marina #388 – 1765 Ala Moana Blvd.Palm trees frame beautiful ocean and marina views from this conveniently located remodeled 1-bedroom condo (651 sq. ft. plus small balcony/lanai) with central A/C. You'll enjoy spectacular sunsets! Entire unit freshly...
Kahala Poipu Kai 312, 2/2 With A/C In Living Area Steps From Poipu Beach
Kahala Poipu Kai 312 is a ground floor, two bedroom, two bathroom end unit with outstanding views. A portable A/C is located in the living area for your comfort. The unit opens to rolling green lawns and the greenbelt walkway to the beach. Well maintained with an...
Island getaway with pools, hot tubs, tennis, BBQs & easy beach access
Maui Banyan B204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A warm Hawaiian welcome awaits you at this tropical retreat on Maui's southwest shore! Complete with a private lanai...
🐬Amazing Lagoon & Garden Front Condo with Stunning Ocean Views! 🌅 - Hale Kona Kai 209
Ocean over lagoon front views from lanai (balcony). You are so close you can watch the waves roll onto the rocky shoreline as you enjoy the beautiful Hawaiian songbirds and monarch butterflies in the adjoining garden. Let the sound of the waves lull you to sleep at...
3 bedroom Plantation@Princeville townhome w/ AC
This top floor all one level premier 3 bedroom and 3 bathroom unit with AC features a master suite with a king sized bed, spacious bathroom with double sinks and counters, a large soaking tub and shower, and walk in closet. All the luxuries of a hotel with the amenities...
Relaxing oceanfront condo with view, hot tub, pool & lanai
Kona Bali Kai #323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in the comfort of this condo's amazing views, best enjoyed from the private lanai. Luxuries like a fully...
Waikiki Comfort for 4 Guests with Pool & Hot-tub
2425 Kuhio Ave, Honolulu. 1203** For your health and safety, we utilize additional Sterilization procedures between reservations.This comfortable 12th floor 1 Bedroom Suite offers solid sliding dividers if required to separate the living area sofa bed from the...
Gorgeous Waikiki Beachfront 1Bdrm - Waikiki Shore 610, steps from the sand!
Alohana at Waikiki Shore #610. Waikiki Shore is the only Oahu condo directly on Waikiki Beach! We offer unique, individually appointed vacation homes with the best panoramic views of the Pacific Ocean, iconic Diamond Head, and Fort DeRussy Park.This luxurious 1BD/1BA at...
Ilikai 1904 Ocean / Sunset / Marina Views King Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals on the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Newly Remodeled, Tastefully...
One Night Free if Reserve 7 (+) nights for any dates by 12/31/24. Ocean front!
Wow! 20% off per night rate! Sept 1, to November 30, 2025 and get one night free for each 6+ night reservation. Gorgeous DIRECT OCEAN FRONT CONDO Renovated in July 2024! Absolutely stunning 2 bedrooms 2 bath condo located minutes from Kaanapali and Kapalua. Its so close...
Maui Sunset A-322 | Relax in Paradise
You’ll be near both the beach and Waipuilani Park when you book your vacation at Maui Sunset A-322. Grab your beach towel and walk right down to the beautiful sand and surf. Your Maui Sunset community also offers a large pool, hot tub, tennis courts, shuffleboard, and...
Ilikai Hotel 2-Bedroom with Views of the City Lights, and Partial Ocean View! No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Hale Hui Kai 108 on Keawakapu Beach
Ocean view condo on the south side ground floor at Hale Hui Kai. This property is located at the gem of south Maui, Keawakapu Beach! Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil atmosphere. This...
Quaint Island Charm - As Close to the Beach As You Can Get!
Hanalei Colony Resort J3 is a tranquil, off-the-beaten-path retreat on Kaua'i's far North Shore, perfect for those seeking a peaceful escape surrounded by natural beauty! This charming, vintage-style condo features two bedrooms, with the option to use the second bedroom...
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.
The whole house A/C and the pool heater were just added. I had some problems with a cleaner, but my new guy is awesome. Together we have scrubbed the entire house. Now if the economy was to become a little more predictable, I would raise the nightly rate. In the...
Professionally cleaned 26th Fl PH w/Spectacular Views! Very Rare 3bed/2bath
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
Kona Makai 3102: Oceanview Condo w/ Shared Pool & Hot Tub
Welcome to Kona Makai 3102 – a ground-level ocean-view condominium in the heart of Kailua-Kona, just steps from Hon'l's Beach and a mile from the vibrant town center. This newly refreshed retreat blends modern convenience with a lush, tropical setting, making it ideal...
Beachside Cottage surrounded by coffee trees but minutes from the beaches
Say "Aloha!" to “Beachside Cottage” a vacation rental complete with all the comforts of home! The studio, ideal for a couple, has 1 queen size bed and 1 bathroom. The property boasts outdoor living space, and a welcoming interior. Coffee trees are on the property....
Nihilani Family Condo 3A, Townhome Style 2-car Garage, Bonus Den
Three bedrooms plus den, 2 King beds and 2 twin beds, plus sofa sleeper, 2.5 bathrooms, 2 story town home, washer and dryer in unit, multiple lanai spaces, attached two car garage, great complex amenities.This spacious 3 bedroom, 3 bath town home is a perfect place to...
Kaanapali Royal G-301 - Perfect Getaway Location - Free Fun! - Spacious and Updated
The true spirit of aloha will long endure in your memories after your stay Kaanapali Royal Unit G-301. This updated 2 bedroom/2 bath two-story townhouse style floor plan has over 1,400 square feet of living space --- ideal for your Maui vacation. Sleeps 6 comfortably....
Ocean Front KUL401 - W Maui Gorgeous Ground-Floor Condo in Quiet Resort—1 BR
**2025 Discounted Rates - Book Now! **Experience the ultimate oceanfront vacation in this stunning ground-floor Kuleana uit 401, situated just steps away from the crystal-clear waters of the Pacific Ocean. The condo is adorned with high-end art, furniture, and finishes...
Gorgeous oceanfront house with free WiFi, stellar ocean views & beach access
Kepuhi Hale TVNC 5156Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Come experience paradise at Hale...
Waimanalo Beachfront Home with 5 Master Suites & Central AC
This spectacular property is located beach front and has the most amazing ocean views, lots of room to enjoy this pristine beach environment and an ultimate decor with a french touch. All the bedrooms enjoy a private, en-suite bath and all have ocean views except one....
Oceanfront 3rd Floor Mana Kai Condo
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:A side Bedroom: 1 King BedA side Living Room: 1 Full Sofa SleeperB side Bedroom: 1 King...
KA 403 Remodeled Condo w Mountain Views Heat Pool AC
Kaleialoha 403 Magnificent Mountain View 1Bedroom/1Bath Condo, can Sleeps 4! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...