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.
Recent remodel: quiet, new AC, WiFi, accross the street from Kam III beach
In south Kihei, this elegant top-floor condo is accross the street from Kam III beach, one of the best beaches on Maui. Great amenities & conveniences: WiFi, electric standing desk, washer/dryer, new and quiet AC, within walking distance to shops, restaurants, grocery...
Waikiki Banyan | Free Parking | Ocean Tower Beach
May 1-7 now available (due to last minute cancel) Our High Floor Makai Tower (Ocean Tower) Condo at the Waikiki Banyan Resort is your Beach Getaway, just renovated with FREE garaged parking and the Beach one block away. Reach us at WaikikiBanyan at Reagan dot com or...
Mauna Lani Point | C302
The view from Mauna Lani Point #C302 sets this Big Island vacation rental apart, offering an unforgettable experience from the moment you open the front door. Greeted by breathtaking ocean views, you’ll enjoy a front-row seat overlooking one of the most photographed...
Marriott Main Ocean Club- Stunning Studio Villa Lahaina/Napili Towers
Concierge Realty is proud to present luxury villas at Marriott Maui Ocean Club TowersWe are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays and Sundays.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui Ocean Club...
Kahala 613 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
Kahala 613 at Poipu Kai Resort - Your Ideal Poipu GetawayEscape to this spacious and updated 1-bedroom, 1-bath condo at Poipu Kai Resort. With 1,000 sq. ft. of living space, this split-level retreat is perfect for couples or solo travelers seeking comfort and relaxation...
Secure Building at Entrance to Waikiki!
Waikiki is at your beckoning! Fully furnished with parking for your rental. Enjoy relaxing mountain view and a rooftop pool to soak in what paradise offers! Washer and dryer in unit along with air conditioning in this fantastic one bedroom unit!ULTRA SECURE building...
Westin Ka'anapali 1 Bedroom Villa at oceanfront resort (Guaranteed Week!)
Westin Kaanapali is a world-class destination at a luxury resort. All resort-view 1-bedroom villa reservations are equivalent - specific units are assigned at check-in. All listings describe the same property. The difference with this listing is that it’s a guaranteed...
Tranquil ocean-view condo just steps to water
Hale Ono Loa 401 is a 1-bedroom, 1-bathroom forth-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...
MV 3214-Across from the Beach! So close to Everything!
* Across from the beach! * 4 more beaches within 1 mile* 1/2 mile to shops, dining and activitiesExperience Maui's magic in this charming 1-bedroom, 1-bathroom condo at Maui Vista. This cozy retreat offers comfortable accommodations for up to 4 guests, featuring a plush...
Discovery Bay 1 Bedroom Deluxe City View, Near the Beach!
Enjoy the vibrant energy of Honolulu from this stylish 1-bedroom condo perched on the 26th floor of Discovery Bay, offering sweeping views of the city skyline. Thoughtfully updated for comfort and convenience, this unit features a plush king bed, central air...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
A Pool Ocean View Plus a Mountain View Hotel Room at 4 Star Oceanfront Resort
Welcome to Kauai, the Garden Isle, where local culture meets world-class hospitality. A full-service 4-star resort, escape to paradise at our tropical oasis nestled directly on Nukolii Beach on the Garden Isle's East shore. Experience the warmth of Hawaiian hospitality...
Cozy 3-bedroom apartment with WiFi in Centrally located Honolulu Salt Lake
Discover this 3-bedroom gem in Honolulu. This excellent apartment offers a peaceful retreat for guests. With 2 twin bed, 1 queen bed, and 1 Office. (The Office does not have a bed.) It comfortably accommodates everyone. The bathroom features a refreshing shower, and...
Lahaina Shores Oceanfront Studio 617
Welcome Back to Lahaina Shores Beach ResortIn 2023, Lahaina endured an unimaginable tragedy. Through it all, Lahaina Shores Beach Resort stood strong, and today we are honored to share that the resort has been fully renewed inside and out.Every guest room has been...
MKV A302 - Beach Front 2 bedroom with Garden Views
Book with us and come to Maui to explore everything we have to offer!Enjoy staying at this well maintained 2 bedroom 1 bath unit located at the Maui Kaanapali Villas. Boasting 2 pools, a spa, onsite restaurant, fitness center, activities center, and access to the...
Comfortable condo in town with ocean view, lanai & pool - walk everywhere
Kalanikai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this charming third-floor condo in Kailua-Kona, just a short walk from the...
Beautiful Waikiki condo with a large private lanai & conveniently located
Aloha Towers 503Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Waikiki from the comfort of this spacious 2-bedroom, 2-bathroom corner unit condo located in...
Deluxe 2BR Oceanview Maui Condo...Ideal West Maui Locale!
Welcome to your own Deluxe 2-Bedroom Oceanview Maui Condo..Ideally Located in West Maui, just north of famous Kaanapali Beach. You'll love the stunning Tropical Grounds, set amidst swaying coco Palms, and just steps to small sandy beach. Take a dip in the Oceanview...
Hapuna Beach Residence B14 at Mauna Kea Resort
This brilliant, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a state-of-the-art chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances,...
Waikoloa Colony Villas 1805
Welcome to Waikoloa Colony Villas 1805, an elegant three-bedroom, two and half-bathroom townhouse nestled along the famed Kohala Coast—where the spirit of aloha greets you from the moment you arrive. Perfect for families or groups, this spacious 1,699 square foot...
![Luxury Oceanview Wailea Retreat [Hōkū Hale]](https://media.vrbo.com/lodging/116000000/115230000/115220600/115220592/19b8a6ba.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, all situated on the fairway of a private golf course. Walk to world-class beaches, golf, and dining, or relax...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
Poipu Kai Regency 412 - Two-bedroom Garden View
Poipu Kai Regency 412 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tub comboBedroom 2: 2 TwinsSecond bathroom: full bath with shower/tub comboSleeps: 4 peopleAC: NoneLaundry: in...
Top floor, direct oceanfront views, & remodeled Kaleialoha gem.
Welcome to Kaleialoha 413. This top floor, direct oceanfront condo features 180 ocean & island views. This condo has a remodeled kitchen & bathroom, AC in living area, 2 Flat screen TVs, new king bed with luxury bedding and more! Close to shops, dining, farmer's market,...
Mauna Lani Point | C303
The privileged third floor location of Mauna Lani Point C303 provides you with the most elevated and dramatic views on property. Once you open the front door to this vacation rental you will be greeted with the ocean and golf course views. Make your way out onto the...
Stay Inn a Volcano on a Volcano
Don't let your adventure stop at the national park! Come experience living in a luxurious volcano dome home where you will live in synergy with the natural exquisite surroundings. The cinder we used to build the whole dome comes from the local query produced from big...
Mauna Lani Point | J104
Welcome to Mauna Lani Point J104! As you step into this beautiful two-bedroom residence, you'll feel a sense of calm and be drawn to the incredible views of the Big Island scenery and Mauna Lani Golf Course.With its large lanai and outdoor space, you can experience the...
Park Lane Getaway by Gather: Spacious 2BR w/ Ocean view Lanai & Resort Amenities
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Park Lane Getaway by Gather, an...
Oceanfront oasis with whale watching view
Welcome to your oceanfront getaway at Hololani A503, a 2-bedroom, 2-bathroom condo that offers ceiling fans throughout, panoramic ocean views from your private lanai, and a private washer/dryer. This property has elevators for easy access. Unit A503 can accommodate up...
🌴 Newly Renovated Top Floor Condo with Golf Course & Ocean Views 🌴
** Keep in mind that the "3rd bedroom" is a loft area. (See Photos) Enjoy ocean views from your vacation headquarters that lie right on the golfcourse. Country Club Villas offers a peaceful resort setting on the quiet end of Kona inKeauhou. Three pools are shared by...
Christmas in Ko Olina 1Br Marriott Ko Olina Beach Club 12/22-12/29
Escape to Paradise: Your Luxurious Marriott Vacation Beach Club Retreat!Indulge in an unforgettable escape at the exquisite Marriott Vacation Beach Club villa, offering the perfect blend of resort-style luxury and the comforts of home. Nestled in a prime beachfront...
New Listing! Hawaiian-style 1b with tropical decor
Napili Ridge A15 is a cozy 1-bedroom, 1-bathroom condo with tropical views from your private lanai. It comfortably accommodates up to 4 guests, with a California King bed in the bedroom and a queen sofa sleeper in the living room. Please note, that the condo is on the...
Royal Kahana Maui 402 Ocean View Studio
- 4th floor condo with balcony- Vinyl flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- Studio with 1 king bed - 1 twin sofabed- Washer/dryer in unit- Central...
Hale Kamaole 113 - Relax and Enjoy the Beach
Book with us and come to Maui to explore everything we have to offer!Well maintained condo conveniently located very close to world class beaches, shops, and restaurants! Fantastic location close to the pool with lots of parking on site. Relax on your lanai with the...
Studio Villa
Starting from $500 per night - request your dates nowThe Westin Ka'anapali North in Maui has just what you need for your first, or next, relaxing vacation — a beautiful one bedroom villa. This well-equipped, fully furnished property offers elegant, luxurious living...
Perched at Pearl Harbor
Nestled atop a hill, our home offers an enchanting view of Pearl Harbor. Perfect for remote professionals and families alike, our property provides the perfect blend of comfort and scenic beauty.Welcome to our inviting home, where you can savor breathtaking Pearl Harbor...
The Turtle House, a 5 Bedroom Oceanfront Villa!!!
The Turtle Villa is the perfect location for an unforgettable and authentic Hawaiian experience. One of the best oceanfront views on the island with the most stunning sunsets. Our home is great for family getaways or large gatherings. Create family memories that will...
Ocean-City Luxurious Vacation at the Sky Ala Moana with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach
Maui Ka’anapali Villas #205: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bed size: King BedAC: Central ACOffice space: Desk and desk chairBright, open and spacious one bedroom condo with ocean views. The expansive...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until early August. The project is expected to be completed by...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kai Lani Luxury 6D by Gather, a...
Beachfront, spacious, absolutely stunning Oceanfront Condo with FREE Parking
Aloha! Our spacious Fourth floor 1 bed 1 bath condo with spectacular views of the beach, ocean and Molokai & Lanai islands awaits your Hawaiian adventure. Enjoy the sights and sounds & breeze of the Pacific Ocean from the living room & kitchen! You can't miss watching...
Grand Opening Prices! Ocean Views! Steps 2 Beach!nEntire condo in Kihei, Hawaii!
Welcome to our slice of heaven - Pineapple Paradise! Our recently remodeled condo boasts a peaceful, laid back vibe, making it the perfect choice for a relaxing getaway to escape all your cares.This gem—steps from the beach—is tucked away from the hustle and bustle...
Waikiki Shore 518 Partial Ocean View 2 Bedroom
Located in the only condominium building on Waikiki Beach, this two bedroom, two bath condo offers partial ocean views and all the comforts of home. Perfect for families or couples traveling together, it’s just steps from the shoreline, shops, and dining.• Waikiki...
Sands of Katana Vacation Club, Hot Tub, Pool!
Midway between the world famous Kaanapali and Kapalua beaches lies the Sands of Kahana Vacation Club. The perfect laid-back retreat, this resort is equipped with everything you need to experience a true picture-perfect vacation. Spend mornings walking on the beautiful...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Welcome to Royal Mauian #405, an extraordinary oceanfront two-bedroom condo that showcases stunning views of the Pacific Ocean and Maui’s breathtaking coastline. Located in the heart of South Kihei, this condo offers the perfect blend of luxury and comfort, making it...
Kapalua Bay Villa 19G5 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 19 stairs between the driveway and front door- Tile entry, kitchen and bathrooms, carpet in living area, dining room and bedroom- Living room, kitchen and ½ bath on first floor; bedroom, full bathroom and laundry...
2-Bedroom Condo near Downtown Kona - Close to Beaches & Dining
This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you're just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full...
Luxury Oceanfront Living at Napili Point
This listing is a combination of 2 separate units close to one another. Can accommodate a total of 10 adults and 2 kids. DescriptionWelcome to a rare opportunity to experience the best of oceanfront living at Napili Point. This listing combines two beautifully...
Hi6-ST1- The Dolphin Bay Estate
Escape to the enchanting Dolphin Bay Estate, a luxurious vacation rental nestled on the pristine shores of the Big Island, Hawaii. This exquisite property offers the perfect blend of serenity, elegance, and convenience, making it an idyllic retreat for those seeking a...