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.
Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.
This charming property has been kept the same since the original build to keep the "sugar plantation" style of the old Hawaii days. No major upgrades have been made to keep an old Hawaii days feel. The RATES REFLECT the style accordingly. This home is perfect for...
❤️PiH❤️ HAWAIIAN BLISS ★ Beach Gear, Bikes and family fun!
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Bliss Villa, part of our Hawaiian Luxury Collection. We pride ourselves on offering some of the most sought-after homes on the Kohala Coast, and we're delighted to include this spacious, beautifully...
Affordable Kailua Kona Vacation Condo! Summer Special!!
Welcome to Kona Pacific E735 – Your Island Escape in the Heart of Kailua-KonaPerched on the top floor of the Kona Pacific complex, this spacious 2-bedroom, 3-bathroom condo offers the perfect blend of island charm, comfort, and convenience — all at a fantastic value....
Pono Kai Unit C101 - Oceanfront, Ground Floor Unit, Steps to the Ocean, AC
Pool Area Closure: January 6 to January 31, 2026. The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these dates.Pono Kai Resort C101,...
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Discover Ma'alaea Banyans: Ocean Views, Beach Access, and Perfect Maui Getaway!
Don't miss your amazing opportunity to soak in Panoramic ocean views mere steps to the beach! Ma'alaea is a hidden gem on Maui waiting to be discovered for your perfect Maui Vacation!Welcome to Ma'alaea Banyans, home to panoramic views of the majestic Pacific Ocean,...
Kamaole Sands across from beach/entertainment
Great location! Near beaches, shopping, entertainment and restaurants. About 20 minutes from the airport. 15 minutes to Maui Ocean Center. 40 minutes to Lahaina. Take the Piilani Highway and you'll be on your way to Road to Hana and Haleakala. So pack your suitcase and...
Legal Short Term on Golf Course, Upper Floor - Have a relaxing vacation in Oahu
What news you have read or heard - There are Legal Short Term Rentals in Hawaii.We are on the short list on the North Shore at Turtle Bay.This a Family Owned and managed Home. It's is hard to get a more perfect view of the golf course from the lanai of this two bedroom...
Last Min rates direct!Spectacular Oceanfront Corner Groundfloor,Steps To Ocean!
If breathtaking oceanfront views are what you are looking for in an oceanfront resort, then look no further! This is exactly where you need to be to make your lifelong memories.Condo is secluded and quiet, just steps from the Pacific Ocean and is an ideal location that...
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, which...
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...
Gorgeous Waikiki Ocean View! Full Kitchen, Free Parking, Close to Beach!
Waikiki Sunset #3704 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 37th floor, one-bedroom condo (564 sqft plus 67-sqft lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best...
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 & DeLuca...
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...
Ocean View Oasis with Free Parking: A Waikiki Gem!
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...
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...
Great Location in Waikiki! Views of mountains, city, and ocean!
Free on premise, convenient, gated parking! This unit is located on the edge of Waikiki, in the perfect location to escape the fast pace of Waikiki, but still just minutes walk to the middle of it all. The condo is located 5 to 10 minutes walk to the world famous...
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...
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...
Remodeled Home in Sunny Hawaiian Paradise Park
Welcome to Hale Ola 'Aina! This beautifully decorated, newly remodeled and furnished 2 bedroom 1 bath home is the perfect locale for sightseeing the east side of The Big Island. Being centrally located in the Hawaiian Paradise Park subdivision between the villages of...
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...
*Turquoise Ocean Views!* | Walk to Waikiki
Summary:🌺 Aloha from Waikiki Beach Tower! 🌴 This airy, island-inspired condo has full ocean views from every room so you can savor every moment of your long-awaited vacation :)You'll be able to watch the magical sunsets over Waikiki Beach and feel the pull of the warm,...
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 Properties
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 repainted,...
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...
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...
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. Head...
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....