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.
2-bedroom Condo Marriott Ko Olina- Sleeps 8
For the week of:Sunday Sept 14th - Sunday Sept 21st 2025We aren't able to use our timeshare and would love to sell it for a deal of $550 a night (all 7 nights are required to book).Contact us to make a deal. It can be put into your name and you will receive your...
Wake up in paradise at Plantation Hale A8
Enjoy a private lanai with sunrise views, breezy living spaces, and all the comforts of home — steps from the beach and Coconut Marketplace.Highlights:* Bright + spacious condo with island charm* Private lanai overlooking tropical gardens* Full kitchen for easy meals*...
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...
Villa 306: Ocean View Turtle Bay
Our Villa is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton Oahu amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails, 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
Welcome to Coconut Plantation 1222-3, where vacation dreams come true (and Mai Tais flow like waterfalls). This enchanting villa in the lush paradise of Ko Olina Resort is your ticket to a serene escape—or an epic family adventure.Walk into a living room so comfy, it...
12th Floor 1 Bedroom Condo on the Beach at Sans Souci
Welcome to our Beautiful Queen Bedroom Beachfront condo.Located on the 12th floor above the golden sands of Kaimana Beach at Sans Souci.Relax on our private Lanai with the cool Pacific Ocean breezes and watch the Turtles swim in the Aqua Marine waters.This monthly...
Family-friendly home next to the ocean w/ hot tub, lanai, beach access and WIFI
Kahaone Oasis (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Waialua, HI! This stunning oceanfront home is just 2 miles from...
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
Eldorado E204 NEW LISTING! Kaanapali Beach Dream Vacation at Maui Eldorado 1Bedroom Condo with Central AC, Private Beach Cabana, Pools, Hot Tubs, Gym. Steps to Whalers Village FREE daily activities included with your stay value up to $570! Complimentary admission, every...
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...
Private Home: Organic Farm Ocean & Sunset Views
Our hosted Kona coffee plantation farmhouse is the perfect place to stay for a private home experience surrounded by lush tropical foliage, coffee and macadamia nut trees, and wildlife. Relax in the bright and spacious living and dining rooms styled with an eclectic mix...
Hotel Studio Near Mountain View Waikiki Seaside Monarch Paradise Full Kitchen
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Studio Near Waikiki in Honolulu offers direct beachfront access and stunning mountain and city views. Guests can enjoy free WiFi, an outdoor swimming pool, and complimentary bicycles.Spacious Accommodation: The...
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...
Marriott's Kaua‘i Beach Club 2 Bedroom Villa
Marriott's Kauaʻi Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming beaches in the Hawaiian Islands. Your two bedroom villa is a vacation sanctuary surrounded by breathtaking views and the island's rich heritage. Experience Hawaiʻi's...
Homey Aqua Palms Studio | Private Lanai | Pool
Enjoy the hotel amenities of the Aqua Palms building, while staying in this warm and welcoming studio. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. In the midst of Waikiki’s shopping, eateries, activities...
Aloha Surf Condo - Private Deck - Pool
Welcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz Carlton Turtle Bay Resort on Oʻahu’s North Shore. Wake up to palm trees swaying across the golf course, stroll or bike to world-class surf breaks, beaches, the pool bar, and seven resort...
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...
Cozy studio next to the ocean with hot tub, lanai, beach access and WIFI
Kahaone Ohana (30+ night rental)Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this cozy studio located in Waialua, HI, just steps away from the pristine...
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...
Sun-Soaked Balcony with Ocean Views, Walk to Beach, Shops, & Cafés
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city.PLEASE NOTE:This listing is specifically for a hotel room located...
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-...
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...
Worldmark Wyndham, Luxurious 1 Bedroon sleeps 4, across from Kama'ole Beach Park
Escape to this delightful resort in picturesque Kihei. This cozy retreat features one bedroom with a king bed, plus there is a murphy bed in the living area, perfect for a small group of guests. Enjoy the convenience of a fully equipped bathroom with a bathtub and hair...
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,...
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...
Sunny Hilo Home w/ Game Room: Walk to Golf Course!
Aloha, and welcome to Hilo! This spacious 3-bedroom, 2-bath vacation rental, on a quarter-acre of lush Hawaiian land, offers all the comforts necessary for an ideal extended stay. Boasting a game room, in-unit laundry, and a central location near many attractions, this...
1 bedroom condo with great Waikiki view
Perfect 1 bedroom in 38th floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped kitchen just remolded. In the bedroom, there is queen size bed for your full recharge. Through the bedroom, you can go to...
Unwind in Paradise: Lahaina Shores 527 with Expansive Makai Views
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE! Wake up to the sound of waves and endless blue horizons — this 5th-floor oceanfront studio puts Maui's beauty right outside your door.Set directly on the shoreline in historic Lahaina...
New Listing Kalnikai 213, close to Ironman start! by Coldwell Banker
New Listing Kalnikai Unit 213, Walk to Ironman Start, Pier and Ali'i Drive!Welcome to Kalnikai Unit 213, your perfect Big Island getaway nestled in the heart of Kailua-Kona! This beautifully maintained unit offers a serene retreat just steps from the action. Ideal for...
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...
Kukuiula Bay House By Parrish - Oceanfront Family Home
In one of the most sought-after locations on Kauai’s sunny south shore, Hale Hokuu Too is located close to the end of Lawai Road near Kukuiula Bay and the esteemed National Tropical Botanical Gardens. This three bedroom three and a half bath legal vacation rental...
AMAZING location steps from the beach - Ohia Lehua Suite - AC, & PBAC included!
Welcome to Ohia Lehua 119 at Kiahuna Plantation, a newly updated and beautifully furnished one-bedroom, one-bath retreat on Kaua‘i’s sunny South Shore. Located on the second floor with easy access, this condo combines island charm with modern comfort.Inside,...
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...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
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...
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...
Very Beautiful! High Floor! Waikiki Banyan One Bedroom with Parking Included
A Few Minutes of a Quick Stroll to Waikiki Beach! Enjoy Breakfast on the Lanai Overlooking Gorgeous Diamond Head Views with Peek-a-Boo Ocean Views. Waikiki Banyan is Close to Waikiki Beach, Shops, and Restaurants. The Unit Sleeps up to 4 Guests with 2 Full Beds and 2...
Comfort and Convenience! 4 Serene Units, Pool, Near Honokowai Beach Park
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...
Royal Mauian 205 - Splendid Oceanview Retreat, Stroll to Dining and Shopping!
Royal Mauian #205 – Upgraded Oceanfront Two-Bedroom CondoRoyal Mauian #205 is a two-bedroom, two-bathroom condo with an upgraded interior and breathtaking oceanfront setting. Perfect for families or small groups, this stylish retreat offers split-duct air...
Breathtaking Ocean Views + Luxury Amenities + Gorgeous Beachfront Retreat
The Space:Welcome to our 1 BR Oceanfront home in Kahana, conveniently located at the prime location in the heart of West Maui within walking distance to some of the island’s most popular spots, including local favorites. ✔ Oceanfront Home✔ Air Conditioning...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 3-Bedroom Condo with Easy Beach Access! HKK-349
Luxurious 3-bedroom villa at Honua Kai with upgraded Viking kitchen, spa-like bathrooms, and a serene lanai overlooking lush lawns and pools-perfect for unwinding in tropical Maui elegance.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
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.Nestled in the heart of the exclusive Ko Olina...