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.
Hainoa 10 – Luxury Hualalai Villa with Ocean Views, Pool & Daily Housekeeping
Located at a higher elevation, this spacious 3-bedroom, 3.5 bath home offers dramatic panoramic ocean and golf course views for up to 6 guests. Indulge yourself by luxuriating in this home's master suite and decadent master bathroom. A chef’s kitchen with professional...
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Washer and Dryer are on the same floor. Guests can also enjoy the Swimming...
New Listing! Captivating ground-floor condo
Welcome to Maui Parkshore 116, your tropical paradise retreat on the stunning island of Maui. This 2-bedroom, 2-bathroom condo is designed to accommodate up to 4 guests, offering a comfortable and stylish escape just steps away from the beach. Please note this condo...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
Waikomo Stream Villas 430 - 2 bed/2 bath Air Conditioned End Condo
WAIKOMO STREAM VILLAS 430 AT KOLOA KAI VACATION RENTALSModern Luxury & Streamside Serenity in the Heart of PoipuWelcome to Waikomo Stream Villas 430 — a fully remodeled, top-floor hideaway with full air conditioning and the perfect blend of modern comfort and natural...
Kings' Land, a Hilton Grand Vacations Club - 1 Bedroom Double Beds
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Wyndham Ka Eo Kai | Five 2BR Suites - Sleeps 30!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Beautiful Home with Amazing Ocean Views Located on an Organic Farm
Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The main farmhouse has a charming feel and is well equipped with 3 bedrooms, 2 baths, dining room, living room, full kitchen &...
Lae Nani Resort Condo Ocean View 1 Bedroom
Ocean View 1 Bedroom- Spacious condo with balcony located on 2nd floor walk-up- Full kitchen includes stove, oven, microwave, refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware - 1 king bed or 1 queen bed and 1 sofa bed in living area- 808...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
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.Embark on an exquisite Hawaii getaway at Ko...
Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!
Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....
Kaanapali Alii | 2111
Experience the ultimate Maui getaway at this luxurious vacation rental located on the 11th floor of Kaanapali Alii. Offering breathtaking ocean views, this spacious condo is designed for comfort and relaxation, accommodating up to four guests with ease.As you enter,...
Wailea Ekahi Village | 50C
Experience the ultimate in island luxury with a stay at Wailea Ekahi 50C, a beautiful one-bedroom, one-bathroom vacation rental situated in the heart of Wailea. This elegant ground floor condo offers the perfect blend of modern comfort and tropical charm.From the moment...
Maui Banyan Resort-Steps to the Kamaole Beach! AC, Wifi, Pool views, Kitchenette
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway in this charming condo with 2 full size beds . Nestled just a short walk from the pristine Kamaole Beach Parks 2 and 3, you'll be mere steps away from the sparkling blue waters and...
Kamaole Sands Unit 4-312 1 Br across the street to Kamaole Beach Park III
Kamaole Sands 4-312: A spacious one-bedroom condo at the Kamaole Sands in South Kihei. There is a fully equipped kitchen and a dining and living area. The lanai (balcony) is a large space to enjoy meals. There is an ensuite as well as a second full bath. The Kamaole...
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...
Westin Nanea Ocean Villas, Beautiful 2-Bedroom well appointed accommodations
Please choose a Friday through Sunday check-in and enjoy a seven-night stay. Please use the "Ask Manager A Question" option prior to booking for accurate rates/availability.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller...
Royal Kahana Maui 418 Ocean View Studio
- 4th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
The Westin Kāanapali Ocean Resorts / 1-Bedroom
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Kihei Kai Nani 6-248 – Family-Friendly, A/C, Walk to Beach & Shops
Aloha and welcome to your perfect Maui escape! This bright, island-style condo is directly across from Kamaole Beach Park II, one of South Kihei’s most beloved beaches. Whether you're chasing sunsets, snorkeling, or just enjoying the breeze, you'll love how close you...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
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.Escape to paradise at Kahala Beachfront Villa...
Maui Kamaole M207! Spacious 2 bdrm with A/C
Escape to paradise at this exquisite Maui Kamaole condo, where luxury meets island charm. This spacious two-bedroom, two-bath retreat boasts a soothing ambiance with its beachy décor, beautiful blue hues, and local art prints that bring the spirit of aloha indoors. The...
PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown
Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...
Unwind in Room w/ City Views – Near Waikiki Beach! Outdoor Pool!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Enjoy breathtaking views of Fort DeRussy Park while indulging in local activities like lei-making classes and wine nights. Explore nearby treasures such as the Royal...
Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Oceanfront Villa! Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Fun Family Private Retreat with lighted Sports Court and Pool
More than just a stay, it's an experience for the whole family, both young and old. Our family retreat has over 3000sq' under roof, overlooking incredible ocean and coastline views. Sitting on 6 private acres of old lava fields with a beautiful pool, lighted...
KR 203 Stunning Direct Ocean View 1BD Amazing Kahana Maui Location
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...
Bright and Beautiful 2bd I Koa Resort 6A
Step into a light-filled living space with an open-concept layout, fresh coastal-inspired finishes, and cooling trade winds flowing through every room as well as cool AC. The stylish kitchen features new cabinetry, quartz countertops, stainless steel appliances, and a...
Oceanfront Bliss - Luxury on The Bluff
Experience this beautifully renovated suite. A perfect blend of tranquility, luxury, and natural island beauty. A rare offering of panoramic, unobstructed views of the Pacific. Wake up to breathtaking sunrises and enjoy nature’s finest moments—Humpback Whales...
Tropical Garden Condo with AC and pool
Spacious, ground floor condo on the famous north shore - Princeville. 2 bedroom / 2 bath, 1500 sq feet. Lush, tropical landscaping! Huge private wrap-around lanai with lush landscaping, 4 sliders & walls of glass. Mauna Kai has the largest pool in the area! Grill on...
Kai Hale-Anini Beachfront Paradise
Oceanfront luxury meets Old Hawai‘i charm at Kai Hale, your private beachfront escape on magical Anini Beach. Just steps from the sand, this peaceful retreat features panoramic ocean views, open-air living with floor-to-ceiling glass doors, private lanais, and a...
Magic Skies Ocean View Turtle Room
Turtle lovers, you will feel right at home with queen size bed with panoramic ocean views. It features an ensuite w granite counter tops, double sinks & marbled tile walk-in shower w rain shower head, regular head & hand-held. The room also has a mini frig, coffee &...
New listing - Sea Village 3304 Ocean Views
Summary:Oceanfront getaway with stunning views, pool, and cozy amenities. Perfect for relaxation!The Space:Welcome to Sea Village 3304 – Your Oceanfront Oasis on the Kona Coast!Experience the ultimate Hawaiian escape at Sea Village 3304, a beautifully appointed...
Kona anne best big island stay korean clean safe quiet comfortable
One of the best stay at big island Kailua Kona. location is heart of kona those near shopping center, beach, and etc. 15 mimites from airport Very comfortable, clean, outside parasol with flower garden being called Kona Anne
Wyndham Ka Eo Kai | Five 2BR Suites - Sleeps 30!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Kona Coast Resort
Located on Kona Coast in Hawaii, this tropical garden resort is less than one mile from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs.Kona Coast Resort offers spacious,...
Golf Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lagoon View In the Ilikai Hotel, Perfect Location!
1 Bedroom Lagoon View on the 8th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring a full, open kitchen, two twin beds, and free long distance and wifi is the...
Beautiful 1Br/1Ba on Kauai's North Shore! Bali Hai Villas!
Enjoy a relaxing home away from home after days of adventure on Kauai. All units have washers/dryers, fully-equipped kitchens with everything needed to cook -- utensils, dishes, pots, pans, full-size stove, refrigerator, coffee maker, toaster, blender. An amazing oasis...
Aston Maui Kaanapali Villas #267 - Premium one bedroom loft, with two bathrooms,
Aston Maui Kaanapali Villas #267 - Premium one bedroom loft, with two bathrooms, and sleeps four guests.Stunning, Premier, one-bedroom condo at the Maui Ka'anapali Villas. This beautifully remodeled condo is the perfet spot to relax during your Maui getaway. The bedroom...
Hale Ola by Gather: 5BR Secluded Haven w/ Saltwater Pool & Sunset Views
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.Escape to Hale Ola with 40% Off May & June –...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television•...
Ocean Breeze Retreat w/ Private Lanai Near Everything! Outdoor Pool, Kitchenette
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Enjoy breathtaking views of Fort DeRussy Park while indulging in local activities like lei-making classes and wine nights. Explore nearby treasures such as the Royal...
Kukui Cabin with Private Bath
Welcome to Kukui Cabin, your cozy retreat nestled in a serene setting. Perfect for couples, friends, or solo travelers, our cabin features two twin beds that can be combined into one queen bed. The cabin is conveniently located near a Common House that boasts a...
Ocean View Villa! Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!
This spectacular 10th-floor 4BR/5BA 'penthouse' offering combines a breathtaking Deluxe Oceanview Suite with a neighboring corner Mountain View Suite, to provide over 2,000 sq. ft. of elegant interior living space and unforgettable panoramic views.Unquestionably one of...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...