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.
Tropical studio in the center of Kihei Town
Welcome to Maui Banyan P202A! This charming garden-view hotel-style condo, perched on the 2nd floor, is the perfect hideaway for two guests looking to relax and unwind. Located directly across from Kamaole Beach Park II, one of Maui's most beloved beaches, you'll be...
Maui Kamaole F208: Two bedroom loft condo on the second floor, sleeps 6. Wal
There are two (2) bedrooms and two (2) bathrooms in this Garden View Condo. This unit sleeps up to 6 people with a King bed in the loft Master bedroom, a queen bed in the second bedroom and a pull-out sofa bed in the living room. The kitchen is completely open to the...
LUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed CityViewStudio,WiFi,AC,GYM,POOL & Kitchen
Legally permitted rentalLUANA WAIKIKI HOTEL 502 🏝 2 Queen Bed City View StudioWiFi, AC, GYM, POOL & Kitchen2045 Kalakaua Ave 502Welcome to our cozy studio in the heart of WaikikiA stylish space features a comfortable Queen bed and a convenient sofa-bed.❤Perfect if...
Waikiki's Ocean View Condo, Near Beach w/ Parking
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...
@ Marbella Lane - Marina Studio | near the beach
Summary:This entire condominium is situated in the Aqua Aloha Surf Waikiki, one of the most popular hotels in the heart of Waikiki. This high-floor deluxe unit comes with a gorgeous Ala Wai Canal and Golf Course view, and a peek-a-boo ocean view. Aloha Surf is a...
Ilikai Hotel One-Bedroom Suite in a Great Location In Waikiki! No Resort Fees!
Look no further, you've found PARADISE! This condo is located on the 6th floor of the Ilikai Hotel. Wake up & spend your mornings on your private lanai, enjoying watching the sun rise on the east. Come home after a long day of exploring the islands and relax on your...
Upscale Wailea Elua 1702: Spectacular Ocean Vistas and Unforgettable Experiences
Wailea Elua #1702 – Oceanfront Elegance with Upgraded Interior and Panoramic ViewsEnjoy luxurious oceanfront living at Wailea Elua #1702, a spacious second-floor, 2-bedroom, 2-bathroom condo featuring stunning views and a beautifully remodeled interior. With a prime...
Beachfront Family Dream Vacation in Tranquil Home Along the Waianae Coast
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 property is new to our inventory. Reviews are coming soon. Please rest assured this home is...
"Ocean Blue Papailoa" North Shore Hawaii Private Beachfront 5 bedroom Residence
Located on Papailoa road just outside of Haleiwa and before the bad traffic, which boasts some of the biggest estate homes on the North shore with large yards and beautiful white sand beaches. Turtles love this area of Oahu and are seen on a daily basis along the shore...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Radiant Hawaiian Monarch Studio | Pool + Gym
Spacious Hawaiian Monarch studio with Ala Wai views located at the beginning of Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured...
Stunning Beach/Mountain 2500 sq.ft. House - 3 Min. to PCC & BYUH, Sleeps 10!
Escape to paradise and stay in a spacious private home steps away from the most pristine beach! There is a separate suite downstairs that we rent out as well. This gem features 7 beds and comfortably sleeps up to 10 guests. The best part? It's wholly air-conditioned!...
Two-level condo with ocean/Bali Hai views, 2 lanais, AC, pools & tennis courts
Hanalei Bay Resort 7302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An incredible setting awaits at Hanalei Bay Resort 7302, where you'll have two private lanais and gorgeous...
Ocean view studio with WiFi, lanai, & pool - snowbirds welcome
Island Colony 3203 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy central living in Waikiki from this beautiful studio. Boasting canal and ocean views, this...
Luana Waikiki Oceanview High Floor Condo
Luana Waikiki is one of the most popular, best-located, authentically Hawaiian hotels in the heart of Waikiki Beach. Enjoy your gorgeous unobstructed oceanview (the beach is only a 5-8 minute walk). You are on Kalakaua Avenue - the heart of Waikiki - with all of the...
Royal Kuhio 1812 Corner Unit w/ Ocean City Views + Parking Included!
Royal Kuhio - Located in Heart of Waikiki This unit includes 1 Parking stall. 1 Bedroom / 1 Bathroom 18th floorFloor: 18th floor Beds: 2 Full size beds + 1 queen size sofa bed(AC in the living room, Fan in the bedroom)WIFI + TELEPHONE: Wifi and local calls are...
Drect Ocean Front | Small 6-Unit Complex | vrKCV
Welcome to Hale Pohaku #5 – Your Oceanfront Escape Awaits!Perched on the edge of paradise, Hale Pohaku #5 is where mid-century modern design meets the breathtaking beauty of the Pacific. Designed by the legendary Vladimir Ossipoff—renowned for his mastery of modern...
Epic Maui Adventure On a Shoestring Budget
If you are looking for a real Maui adventure, why not do it in a beautiful, powerful, spacious, and safe 2016 silver Toyota Sienna. She-Ra Drives like a brand new van, and comes fully stocked with everything you need for an amazing camping experience.Heads up: All...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Partial Ocean AND West Maui Mountain Views
This tandem 7th floor package combines a two-bedroom/one-bath with an adjacent one-bedroom/one-bath to create a fantastic option for groups or families seeking exceptional luxury value. Each suite delivers partial ocean views in addition to delightful views of the...
Iconic Ilikai Hotel condo on the 18th floor steps away from the beach!
Iconic Ilikai Hotel condo (1777 Ala Moana Blvd) – 18th Floor unit – Enjoy resort style atmosphere and well-appointed comfort and convenience during your time with us! Take a swim at the pool and then enjoy your favorite ice cream at Dave’s Ice Cream! Check out...
Maui Resort Rentals: The Whaler 962 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and Black Rock Views!
Enjoy gorgeous views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island Molokai, and the lush West Maui Mountains from this luxurious 9th-floor interior-courtyard studio suite. Enjoy all the advantages of a full modern kitchen featuring upgraded...
Menehune Shores 225 | Stunning Ocean Views!
When you come to Maui it’s all about the sun and surf, and that’s what you get when you stay at Menehune Shores 225. You have a beachfront view – no peek-a-boo or semi-view. At Menehune Shores 225 you can sit on your lanai and gaze directly out on the Pacific...
1 Bedroom Condo King Bed with Pool and jacuzzi
"Don't Miss Kauai This August & September - Exclusive Last-Minute Vacation Offers.".Please review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us....
Panoramic views to die for! Lux 2BR | Free parking
This luxury 2 bedroom, 2 bathroom ocean view prime corner unit is a fully furnished retreat with stunning panoramic views in every room, gorgeous unobstructed sunsets every evening and gleaming shoreline city lights every night! FREE PARKINGWalk out the back of the...
Heart of Downtown, Newly renovated Mountain View Suite, Full Kitchen Living Room
Nestled in the bustling heart of downtown Honolulu, the 41-story Bishop Suites at The Executive Centre stands as a prime choice for both business travelers and leisure seekers. Perfectly situated, our hotel is just a short walk from the State Capitol, key government...
HAK 210 Beach Getaway w/ Ocean Views 1BD Walk to the Beach, Steps to the Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Enjoy Luxe Hawaiian Retreat: Majestic Ocean, Elite Golf & Vibrant Vibes!
Escape to a sanctuary of peace and natural splendor, distinctively different from Waikiki's hustle, in this Ko Olina retreat. Just minutes from the enchanting beaches and elite golf courses of Ko Olina Resort, this inviting 3-bedroom, 2.5-bath vacation home is a beacon...
New Listing! Posh 2bd with direct ocean views
Mana Kai 714 is a spacious 2-bedroom, 2-bathroom condo that comfortably sleeps up to six guests. Both bedrooms are furnished with a luxurious king-sized bed. For additional sleeping space, there's a queen sofa sleeper in the living area. A split A/C system and ceiling...
Honu Race Special, Kulalani at Mauna Lani| 2 BR|2BA
Luxurious Island Living at Kulalani 2106 – 2BR/2BA Townhome in Prestigious Mauna Lani ResortWelcome to your Big Island escape at Kulalani 2106, a beautifully upgraded 2-bedroom, 2-bathroom luxury townhome nestled within the gated and serene Kulalani at Mauna Lani...
Waikiki Paradise: Oceanview Condo W/ Free Parking
Waikiki Banyan Tower 1 Suite 2808Deluxe Ocean View Condo 2 Queen Beds in Waikiki, FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Cozy Room w/ Private Step-Out Lanai, WiFi, & City Views
Relax in your very own room located on the lower floors of the hotel that features a private, step-out lanai with city views. Non-smokingAir conditioningClock radioKeurig® coffeemakerCable TVHair dryerIron/boardIn-room safeHigh-Speed WiFi Internet AccessApprox. 264...
WAIKIKI GRAND HOTEL® 416 Surfing adventure Ste in Waikiki 2min to Queens Beach🏝
Legally permitted rental 🏝134 Kapahulu Ave #416🏝Honolulu Hawaii Nightly Rental⛱Book your private oasis in WaikikiThe surrounding area is lush with tropical foliage with vibrant people immersed in a beachy lifestyle.✔The Waikiki Grand Hotel® is a convenient...
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! by Koko Resort Vacation Rentals
Spectacular Ocean & Diamond Head View 2 Bedroom Condo w/ Free Parking! This cozy 2 bedroom 31st floor condo with gorgeous ocean and Diamond Headviews is only 2 blocks away from the world-famous Waikiki Beach. This condocomes with a fully furnished kitchen which includes...
Charming Royal Garden Studio | Private Lanai
Fantastically located Waikiki studio with private lanai overlooking the palm-tree dotted Ala Wai canal. As part of the luxurious Royal Garden building, our guests enjoy the lovely gardens, pool, sauna, bbq area, fitness center, and more during their stay. Located steps...
Special Rates! Ocean View Studio at Bali Kai
Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot. This studio has a queen bed, a sofa for seating, and a small table...
Lush Suite w/Fairway Views - Kanaloa at Kona #501
The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or...
Central HNL Condo, Bike-Bus Friendly, Pet-Friendly!
This centrally located condo allows you to quickly access all the main attractions in Honolulu, including world-famous Waikiki (10-15 min drive), the main beaches and shopping centers, University of Hawaii, Downtown, and much more. For healthcare providers, the main...
Maui Retreat 1n
Perfectly maintained Westin one bedroom condo in exquisite setting. Quiet luxury. Easy access to all natural wonders, premier local golf.Encativated by lush surroundings. All the expected amenities without any hastle.
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
explore 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢-Beachfront Kaanapali Resort+Hyatt Amenities
Immerse yourself in the stunning beauty of Kā‘anapali Beach from your exclusive 2-Bedroom Ocean View Resort Villa. Discover luxury living on the iconic shores of West Maui, with exclusive access to the 40-acre Hyatt Regency Maui Resort & Spa.𝐌𝐞𝐢𝐥𝐢...
Oceanfront W/Kitchenette - Waikīkī Grand #709
Castle at Waikīkī Grand #709: This tastefully decorated ocean-view studio with a kitchenette provides everything you will need for your trip to paradise! Large floor-to-ceiling windows allow for plenty of natural light to fill up your room, cool tile flooring, air...
Modern & Chic Ocean View Waikiki Beach w/ Parking!
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...
South Maui’s Best Vacation Condo. Steps to Beach!
Have fun with the whole family at this newly renovated and stylish condo.Large pool on site, sandy beaches, cafes, and restaurants within steps. Equipped with a full kitchen, laundry facilities, and parking. Private, quiet, and comfortably sleeps 4!The space:2nd floor...
Ocean-view corner condo with fast WiFi & lanai - walk to beach -90 night minimum
Mid-Century Modern Tropical GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire expansive vistas from this modern corner condo, overlooking the mountains, the city, and the...
Shores at Waikoloa Unit 112: 2/2 condo in the Tamarind Tower, Sleeps 6
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
One bedroom full kitchen with pkg
Stay in the heart of Waikiki at this 1BR/1BA condo just a 5-min walk from Kapiolani Park Beach. Perfect for up to 4 guests, this stylish rental features a Queen bed, sofa bed, fully equipped kitchen, free parking, central A/C, fast WiFi, and a dedicated workspace. Relax...
Waikoloa Beach Resort Villa J23 Golf View 2BD 2BA
- 2nd floor condo with golf course view in a gated community; accessible by elevator or stairs- BBQ on your private lanai includes Viking grill, sink, granite countertops, cabinetry and outdoor dining space- Open kitchen features granite counters and includes...
Oceanview 1br Maui Condo..at famous Kapalua Resort!
Welcome to your own 1br Oceanview Maui condo, at beautiful Kapalua Resort..justminutes from award-winning beaches and featuring beautiful ocean and fairway views. Your1br Maui condo getaway features large living room, 2 lanais - one from living room and one off the...
Wailea Ekahi Village | 18C
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway.Upon...
READY TO MOVE-IN WAIKIKI FULLY FURNISHED
Waikiki fully furnished 1 bedroom. Full kitchen with Stove, Microwave, Dishwasher. Partial views of the ocean n mountain. Conveniently located close to the beach, park, restaurants, shopping, nightlife, and the bus system.Right across from Ritz Carlton HotelDown the...