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.
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Waipouli Beach Resort Ocean View 2 BD 3 BA
Ocean View 2 Bedroom 3 Bath- Spacious condo with full kitchen includes granite countertops, Wolf cooktop and convection oven, microwave, 2-drawer Fisher-Paykel dishwasher, full size Sub-zero refrigerator, coffeemaker, blender, toaster, cookware and tableware- Master...
Royal Kahana Maui 619 Ocean View Studio
- Royal Kahana is an oceanfront vacation condo resort- Tile and vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower with grab bar - 1 king bed - twin sofa bed -...
Royal Kahana Maui 401 Partial Ocean View 2 Bedroom
- 4th floor condo with balcony- Updated open kitchen with granite counters, island includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen and bathrooms with carpeted...
Stunning view STEPS from the beach! AC, expansive lanai, tons of extras!
Mana Kai 406c - Oceanfront Luxury just steps from Keawakapu Beach!Welcome to your ideal Maui getaway! Nestled in “always sunny” Kihei, this stunning beachfront condo features two AC units, an expansive lanai, and unbeatable ocean views, with direct access to the...
Kiahuna Plantation Resort 315 Partial Ocean 1 BD
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Carpeted living, dining and bedroom areas with tile in kitchen and bath- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo,...
Hale Honu 5B - Newly renovated! Close to Hanalei!
Hale Honu 5B is located in the beautiful Hanalei Plantation neighborhood, a short drive down to Hanalei Bay. Completely refurbished in late 2023, all appliances are new and the unit has been tastefully updated throughout. Smart TV w/ Wi-Fi to enjoy your favorite apps....
Two Luxurious Ocean-View Homes on Kaanapali North Beach, Sleeps 15!
This listing is a combination of 2 separate units close to one another. Total of 5 bedrooms. We can accommodate 12 adults and 3 kids. Disclaimer: The calendar is not perfect and we encourage clients to make an inquiry first to check the availability before...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Maui Resort Rentals: Kaanapali Ali'i – Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14, Steps to Pools, Beach, BBQs!
This tandem package is comprised of two luxurious two bedroom suites directly next door to each other. Together these suites offer a massive 3350 sq ft of combined interior living area, and a sleeping capacity of up to 14 guests in 2 king-sized beds, 2 queen-sized beds,...
Ocean view direct access to beach - Sugar Beach
Centrally located on Maui - Nani Kai Hale's is literally on the World famous Sugar Beach (longest continuous beach on Maui). Enjoy your stay in our newly remodeled ocean & mountain view condo with Direct access to the beach! Enjoy BBQs in the backyard with ocean view...
One of a kind designer renovated condo/central AC/full kitchen
NEW LISTING at the LOW INTRO RATE!ONE OF A KIND COMPLETE DESIGNER RENOVATION!BY FAR THE BEST LOOKING and SPACE EFFICIENT UNIT IN THE BUILDING!We're accepting reservations on an on-going basis.Superb Location on the water!Completely remodeled with no expense spared condo...
Maui Resort Rentals: Honua Kai - Upgraded 8th Floor Interior Combo, 3 Bedrooms, Stunning Ocean Views plus Wrap-Around Balcony!
This tandem package combines two best-in-class suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. The two-bedroom suite boasts incredible ocean views from a deluxe corner floor plan and an awesome 300+ sq ft wrap-around balcony, and the...
Kiahuna Plantation Resort Royal Garden 2 Bedroom
Royal Garden View 2 Bedroom 2 Bath- Spacious split-level condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- Sofa bed in living area- Rollaway bed 20 USD per night-...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1222-3
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Kihei Bay Vista #A202- Kalepolepo Beach
Kihei Bay Vista - Your peaceful island getaway with beach views.A peaceful Maui gem just steps away from the ocean in South Maui.It has beautiful cathedral ceilings giving the condo a spacious feel. Marble flooring and a remodeled bathroom with granite counters and a...
Mountain View Retreat Unit 2 - highly rated on leading vacation rental sites!
Peaceful rain forest guest house a few miles from Volcano National Park. Mountain View Retreat is located in a lush and relaxing paradise. Enjoy your coffee or tea in the morning on your own private lanai. For larger parties there is another guest house on the same...
EL E204 Kaanapali Condo w AC Pools Near Whalers
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...
Westin Kaanapali Oceanfront Resort, Great 1B Premium Villa, Sleeps 4 ....$500/N
*** PLEASE READ ENTIRE AVAILABILTY NOTE BELOW BEFORE REQUESTING TO BOOK A RESERVATION ***Availability changes day to day and hour to hour so please inquire with your dates for the availability. The Home Away/VRBO calendar is DIFFERENT than the Westin's Owner calendar...
Quiet & Private Retreat w/Outdoor Soaking Tubnn
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Comfortable 3BR Retreat Near Ewa Beach with Modern Features
PERFECT FOR:Families | Beach lovers | Golfers | Remote workers | Groups | Relaxation seekersPrime Location:- 2 min walk to Ewa Beach Park- 5 mins to West Loch Golf Course- Close to Ka Makana Ali'i shopping- 20 mins to Ko Olina LagoonsEASY ACCESS:- 30 mins to Honolulu...
Wyndham Mauna Loa Village|Three Luxury Suites
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Moloa'a Bay Villa & Cottage - Beachfront on Secluded White Sand Beach
Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body boarding, surfing, shelling, swimming and sunbathing.The beach bay is nearly ½ mile long. The name comes...
Westin Ka'anapali Studio Villa at oceanfront resort (Guaranteed Week!)
Westin Kaanapali is a world-class destination at a luxury resort. All resort-view studio 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...
Paradise Found: 1 Bedroom Ocean Front Bliss at Marriott’s Kauai Beach Club
Wake up to the sights and sounds of paradise—your one-bedroom oceanfront villa at Marriott’s Kauai Beach Club offers breathtaking views of the Pacific, where golden sunrises and turquoise waters create a postcard-worthy start to every day.Designed for comfort and...
Aloha Surf Condo - Private Deck - Pool
Welcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz Carlton Turtle Bay Resort—your slice of North Shore paradise. Stroll or bike to world-class beaches, surf breaks, the pool bar, seven restaurants, gym, spa, coffee shop, and more at the...
Hapuna Beach Residence B12 at Mauna Kea Resort
This island luxe, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a fantastic chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
The Westin Nanea Ocean Villa | Three-Bedroom Villa
Summary:The Westin Nanea Ocean Villas maintains is situated on 16 acres of Maui's North Kā'anapali Beach and is designed to provide a relaxing haven replete with culturally inspired programs and authentic Hawaiian experiences. Depart from The Westin for a close...
Marriott's Waikoloa Ocean Club | Two-Bedroom Villa
Summary:Experience the lush beauty of Hawaii's big island at Marriott's Waikoloa Ocean Club Resort. Located on the pristine sands of the Waikoloa Beach, this resort is what dreams are made of! Enjoy a day at the resort swimming in the pool, playing at the beach, booking...
First Floor Beach Studio Across the Street from the Beach!
Welcome to our bright & clean beachside retreat in North Kihei! Our studio condo is directly across from the beach and stocked with all the comforts of home. Enjoy keyless entry, fast WiFi, free parking directly in front of the first floor condo, and a stocked, full...
Private Princeville Guest Suite Near Hanalei Bay!
Enjoy the very best of Kauai from the comfort & convenience of this private guest retreat! Perfectly situated just minutes from the breathtaking beaches of Hanalei Bay, Anini & Tunnels, enjoy a scenic hike through the lush north shore trails or for golf enthusiasts, the...
Royal Kahana Maui 202 Ocean View Studio
- 2nd floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit-...
Oceanfront Two Bedroom at Kaanapali Shores Unit 504
Highly sought after condo unit at Kaanapali Shores Resort. Two bedroom, two baths, with ocean views from every room. This is one of the best units available in West Maui. Beach steps away from the building, with a full service restaurant and bar on site.
Royal Kahana Maui 306 Ocean View 1 Bedroom
- 3rd floor condo with balcony on the north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry into the kitchen...
Royal Kuhio 1713 - Spacious Studio w/ Stunning City View in the Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1713, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and partial ocean and mountain viewsKitchen: Fully...
Peek-a-Boo Ocean View Studio in Waikiki w/ AC - Bamboo Waikīkī Hotel #803
Castle Bamboo Waikīkī Hotel #803 - Expansive sliding glass doors allow for natural sunlight and open to the private outdoor lanai where you can relax in comfort while taking in the views and enjoying your morning cup of coffee. The sleeping/living area is furnished...
Vehicle to rent, Hilton Pass, Family Friendly, Grill, Beach Gear, 3bedroom, N1
This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course.Primary Bedroom: enjoy serenity in your primary suite. King bed, large walk-in closet,...
Kamaole Sands #10-211 Ocean View, Remodeled 1Bd/2Ba, Full A/C! Sleeps 4
Aloha! We welcome you to stay in our wonderful condo in sunny Kihei. Fantastically remodeled condo, we've thought of everything to make your stay on Maui memorable. Renting direct gives you great value and the assurance you know exactly what to expect. Our 1 bedroom...
Kahana Villas Resort & Spa, Lahaina, Hot Tub, Pool
Enjoy returning each day to your luxurious suite with views of the ocean worthy of a postcard! Kahana Villa offers one-bedroom and 2-bedroom suites featuring a fully equipped kitchen, in-room washer/dryer and private lanai. All two-bedroom units at this resort are two...
Dreamy Ocean Views, Private Lanai, Updated Kitchen
Experience the best that Maui has to offer at our updated coastal retreat with dreamy ocean views and a large private lanai. Stroll to the beautiful, world-renowned beaches, dine at delicious local restaurants, and shop at charming boutiques. South Maui's main surf...
Honua Kai Piilani Suite 2 Bedroom
2 Bedroom Piilani Suite- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Sweeping views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings for optimal views-...
Kauai Lagoons amazing view Ocean Front 2br Villa
Built as Ritz Carlton initially this place is peaceful and has amazing views from your patioSub zero fridge and high end finishesYour cozy getaway awaits in Lihue at this phenomenal villa. With 2 king bedrooms and 2 bathrooms equipped with a hair dryer, this retreat...
Westin Nanea 2-Bedroom Resort View: Maui's Ultimate Family Retreat Awaits You!
Spread out with the whole family in this spacious two-bedroom suite.The Westin Nanea Ocean Villas is more than a resort; it’s an invitation to immerse yourself in the spirit of Maui. Nestled on the pristine sands of Ka’anapali Beach, this luxurious resort blends...
Stunning remodeled oceanview in the heart of Kihein
Welcome to Kihei Akahi C610. This beautifully remodeled 6th floor ocean view condo is the perfect place to make your Maui memories. This condo has been completely updated with high end finishing throughout. Admire sunsets & ocean views from your private lanai. Kihei...
Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach
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 Hillside Villas 1498-3 by Gather, a...
Brand new! Cozy and safe lockout unit in Kihei condo. Close to everything!
Escape to this charming studio in picturesque Kihei. This fabulous rental features 1 cozy bedroom with a queen bed, perfect for a single or couple's getaway. Enjoy the convenience of amenities like WiFi and AC during your stay. Experience the magic of Kihei at this...
Maui Resort Rentals: Honua Kai Konea 410 – 4th Floor 1BR w/ Beautiful Partial Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Partial Oceanview suite at the Honua Kai Resort, newly launched on 12/18/2024 to start taking reservations for check-in on 1/6/2025!Konea 410 is a luxurious 4th-floor 1BR/1BA suite showcasing beautiful...
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
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.Let the tranquil atmosphere of Kailua Hale...
Westin Princeville Ocean Resort Villas | 2BR Villa
Summary:With its cascading waterfalls, tropical rainforests, and mountainous landscapes, Kauaʻi is a magnificent vacation destination. The Westin Princeville Ocean Resort Villas offers a collection of amenities to keep you entertained without ever having to leave the...
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury...