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.
Maui Resort Rentals: Ka'anapali Ali'i 151 - Luxurious 2BR w/ Partial Ocean Views!
Suite 151 is a luxurious 2BR suite offering partial Pacific Ocean views from the balcony, living room, dining room, and primary bedroom. As added highlights, your group will be treated to views of The West Maui Mountains and Kaanapali Beach views that extend all the way...
Modern upper-floor condo w/central A/C, lanai, W/D, and outdoor pool
Mauna Kai 8BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly installed air conditioning and the only one of its kind at Mauna Kai; Mauna Kai 8B is one of the largest...
❤️PiH❤️Adventure Awaits Villa ★ Private Pool ★ Free Hilton Resort Passes ★ Beach Gear and Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to the new and elegant home, Adventure Awaits Villa, in our Hawaiian Luxury Collection. Adventure Awaits Villa is a beautiful single-level 4 bedroom, 3 bathroom home. This home has a private pool with spa and...
Ocean view from your private lanai & steps to reef
Hale Ono Loa 214 is a 1-bedroom, 1-bathroom second-floor condo featuring ocean views and a private lanai. This unit does not have air-conditioning. The condo can accommodate up to 4 guests with a king size bed in the bedroom and a queen sleeper sofa bed in the living...
Pono Kai Unit C101 - Oceanfront, Ground Floor Unit, Steps to the Ocean, AC
Pool Area Closure: SEP 2-NOV 2025 tentative pool closure scheduled (subject to change). 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...
WaikikiLux 507 Waikiki
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!Update on 2/24/2025 - The elevators on property will be closed until the end of...
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...
One Bedroom Garden View at Kauai Coast Available DEC 23-30, 2025
The Kauai Coast is a beautiful Shell Vacations/ Wyndham Resort located near the Coconut Marketplace in the centrally located town of Kapaa, Kauai. This beautiful resort offers beach access and features a full kitchen, with living room/dining area and flat screen TV as...
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,...
Relaxing ocean-view tropical retreat - close to beaches & fun-filled attractions
Kaanapali Plantation Condominiums 20Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Dig your toes into the sand and let your stress melt away when you book your next trip to this...
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...
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...
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...
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...
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...
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...
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....
EL K102 Spacious Kaanapali Condo Relax Recharge Pool AC
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, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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...
🤿 Styling Oceanfront Condo! 🌅 - Hale Kona Kai 303 🐢
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. Any closer and you would be swimming. View the tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of...
Direct Beachfront/Oceanfront Condo - 3 minute walk into Kapa'a
Direct Beachfront and Oceanfront- your unit is 50 yards from the ocean and beach!Aloha and Welcome,The Pono Kai Resort is located in a perfect spot for island visitors!! Located halfway along the coast between the resort towns of Poipu and Koloa Town on the South shore...
Extraordinary Ocean/Harbor View Ilikai Suite #1906
Property Management provided by Alohana Realty LLC. If the property you selected to book is unavailable or if you have further questions please feel free to contact us before booking online.**THIS IS A LEGAL VACATION RENTAL** This 19th floor unit is fully furnished with...
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...
Kona Amazing Ocean Sunset
E komo mai ! We look forward to welcoming you to our new home and our newly established Ohana/ Studio in the beautiful neighborhood of Kona Palisades. Tired after a long flight no worries we are located just a few miles from the airport so no need to travel any further!...
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,...
Ilikai Marina, Close to Beach, Shopping & Restaurants!
Located within the Ilikai Marina, this condo is located on the 17th floor. You'll love the convenient location in Waikiki, close to the beach, Ala Moana Shopping Center & the Waikiki strip!KITCHEN- Refrigerator- Electric Range- Microwave- Dinnerware, Glassware,...
Breezy home with lovely lanai, yard, garden & grill - near golf & beaches
Hale Hau'oliOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come back from your Garden Isle adventures to this beautiful, tranquil home in Princeville! You'll spend your mornings at...
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...
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 sofabed 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! Get 1 night free for each 7 night reservation for reservations for 7+ Nights between May 15 2025 and September 30, 2025. Must reserve your dates before June 15 2025 and get one night free for each 7 night reservation. Gorgeous DIRECT OCEAN FRONT CONDO Renovated in...
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...