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
Wake up to panoramic ocean views in this inviting two-bedroom condo. Designed for comfort and relaxation, it offers a peaceful island retreat just minutes from Kauai’s top attractions.Ocean View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
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...
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. Treat yourself to the best of Maui living with these two stunning condo suites at Honua Kai Resort & Spa. Located on world-famous...
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...
New Listing! Modern Oceanfront studio, sunset bliss
Welcome to Lahaina Shores Beach Resort 206 – Your Cozy Oceanfront Studio in Maui! Escape to paradise in this charming second-floor studio condo at Lahaina Shores Beach Resort, perfectly designed for couples or solo travelers. Comfortably sleeping 2 guests on a...
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,...
Maui Resort Rentals: Kaanapali Alii 233 - Luxurious Interior Courtyard 3BR with Stunning Ocean Views!
Maui Resort Rentals is proud to present this luxurious 3BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 9/2/2025 to start taking bookings on January 11, 2026!**Kaanapali Alii 233 is a brand new listing. As such,...
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...
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
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...
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...
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...
Comfortable 3BR Retreat Near Ewa Beach with Modern Features
PERFECT FOR:Families | Beach lovers | Golfers | GroupsSPACE HIGHLIGHTS:- 3BR w/ queen beds- Sleeps 6 guests- Full kitchen- Living area with smart TV & streaming- High-speed WiFi- A/C throughoutUNBEATABLE LOCATION:- 2-min walk → Ewa Beach Park- 5 mins → West Loch...
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...
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—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...
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...
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
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, 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...
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...
Wake up in a Hawaiian Paradise! - 3BD/2BA/Wi-Fi/Parking/Washer & Dryer
North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...
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...
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...