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.
Kauai Exclusive - Hale Awapuhi 2E - Oceanfront Luxury - Steps to the water
Hale Awapuhi 2E is among the most luxurious oceanfront properties in Hawaii. Exclusively gated, this boutique 9-unit project offers panoramic ocean views and beach access just steps from the front door. Boasting three bedrooms with A/C, this elegantly appointed...
Akai Palms! North Shore Oasis for Family Getaways, Near Hanalei Bay & Pristine Beaches!
Welcome to Akai Palms, a stunning retreat nestled in the heart of Princeville on Kauai’s breathtaking North Shore. Designed for comfort and relaxation, this spacious two-story home is the perfect haven for families and friends seeking an unforgettable getaway.Akai...
Pali Ke Kua #242, Stunning Ocean Views!
Pali Ke Kua #242, Princeville Ideally located above the edge of the striking ocean bluffs of Princeville, Pali Ke Kua #242 has all of the features you could want in your island getaway with the benefit of stunning ocean views.The condo community is just the right size...
Kona Bay Oceanfront Home close to Town & Shopping
Watch the Dolphins frolic and the whales in season from your own private lanai where the soft ocean breezes and the gentle waves lapping against the shoreline will relax your mind and body. Newly enclosed private patio with tropical garden is a great place to relax and...
Budget Friendly, ** starting at $ 145.00 Per. night** waterfront complex.
Before you consider booking with someone else in the Kona Isle Complex don’t get gouged and caught overpaying for you holiday, I offer you the best rate in the Kona Isle Complex without additional hidden fees. I welcome you to truly a little piece of Hawaiian Paradise...
Spacious Historic Estate ~ 5 Min Walk to Hilo & Bay Front
Beautifully appointed historic (once King Kamehameha's private lands) 1930s estate in close proximity to beaches, Botanical Gardens, Akaka Falls, and everything HiloTown has to offer! Walk to the Wailuku River & the Hilo Bayfront in only a few minutes from our home....
Close to ocean - 1750 sq ft Home with 4 Bedrooms, 4 Baths
Located in the heart of Hawaiian Paradise Park, the second largest sub-division in the United States, this exquisite vacation rental is only 3 minute drive to the ocean, conveniently located to many tourist attractions and adventure activities. Built in 2019, this...
PANIOLO HALE'S LUXURY OFFERING! ONE OF THE BEST!
The BEST of the BEST at Paniolo Hale. This UPSCALE condo is very tastefully decorated with custom TOMMY BAHAMA furnishings, and has a double lanai to add extra living space. You have to see it, to believe it. This is the largest floor plan for the 2 bedroom, 2 bath...
Remodeled ground floor & easy walk to the beach! n10% is donated to the whales
Aloha and welcome to DG-14! Ground floor and closest unit to the pool and BBQ - no need to wait for an elevator or trek everything through hallways. Largest one bedroom layout within the Kihei Akahi.Steps away from Kamaole II beach, restaurants, the pool and BBQ....
Kepuhi Beach, Molokai, Oceanfront Gem! What a view! Steps to the beach!
This property is on Molokai! Our second-floor condo is a 1 bedroom, plus sleeping loft, 1 bath unit that sleeps 6 and sits yards away from the beach with lovely views of the Pacific Ocean and Kaiaka Rock. It features an updated bathroom, full kitchen, TV, Wi-Fi for cell...
Private and spacious Princeville cottage
The perfect landing for your adventures! Finely appointed cottage with expansive floorplan and private lanai. Walk to the beach for unforgettable sunrises or along the Princeville Path for epic mountain view and ocean bluff sunsets. Walkable to restaurants, shops,...
New Hula House- 3BR great Location Hilo
Welcome to the Hula-House! This home is in a great Location for your Hilo Adventures. We offer a unique 3BR1Bath stand alone Home which is freshly renovated and ready for hosting YOU. You will have 3 Air-Conditioner's in the Bedrooms plus ceiling fans in every room. We...
🏖️Sunset & Golf Course Views | AC & WIFI | vrKCV
vrKCV - Kanaloa at Keauhou 1501, Professionally Managed by Kona Coast VacationsWelcome to Kanaloa at Keauhou 1501, a beautifully remodeled first-floor unit that offers the perfect blend of comfort, style, and convenience. While there are stairs to navigate upon entry...
Spectacular Views and Prime Location! Oceanfront at Great Rates! Polo Beach 502
Start your day with a stroll along the world-famous beachfront path, which ends right in front of this property. You can enjoy the peaceful, uncrowded beach right out front, or sit poolside at the newly remodeled pool and jacuzzi! After soaking up the sun all day, plan...
Kamaole Beach Royale 405 - Expansive Ocean Views, Spectacular Remodel, Split AC!
Experience the true essence of Aloha in this completely remodeled South Maui hideaway. Kamaole Beach Royale 405 now boasts split AC with thermostatically controlled air handlers in both the bedroom and living room, a brand-new kitchen with stainless steel appliances....
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
Beautiful, Ocean Front Condo With An Ocean View In Sunny Kihei, Maui!
Aloha! Welcome to our beautiful luxurious Maui condo. We invite you to stay and enjoy all that the peaceful and beautiful Kauhale Makai (Village by The Sea) has to offer.We would like to share our vacation home with you! This condo offers; an open concept kitchen,...
❤️PiH❤️MAJESTIC OCEAN★Ocean Views★ Stunning Mauna Kea Resort ★ Best Beaches ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Majestic Ocean Villa, a part of our Hawaiian Luxury Collection. Majestic Ocean Villa at the Mauna Kea Resort Kumulani complex has majestic views of golf, mountains and sea. You will be mesmerized looking at...
Steps Away from Black Sand Beach
Unit 1Our DIRECT OCEANFRONT corner unit (#1) has its own beach only 27 steps away from the lanai (patio). This end unit (no one below you or above you) has added privacy including a quiet grassy area. Experience sunsets year round and let the sound of the waves relax...
Incredibly Large Polynesian Style Villa in Wailea
Spend your vacation in this villa like Polynesian style vacation rental located at the beautiful Palms at Wailea Resort on the Maui's prestigious southern coast. The central air conditioned 1,515 Sq Ft spacious two bedroom, two and a half bath unit is the dream Hawaii...
Maui Resort Rentals: Honua Kai Hokulani 309 - Deluxe 2BR Ocean View in Hokulani's Sought-After "09" Stack, Corner Floor Plan, Massive "L" Shaped Balcony, Gorgeous Ocean Views!
As one of only seven total suites in the Hokulani Tower's legendary "09" column, this suite boasts the closest deluxe 2BR floor plan to the ocean available at the entire resort. Your party will enjoy relaxing views of the Pacific Ocean, the dramatic skyline of Maui's...
Kamaole Nalu #202 – Oceanfront Comfort and Scenic Beauty
Kamaole Nalu #202 – Oceanfront Comfort and Scenic BeautyWelcome to Kamaole Nalu, a tranquil beachfront property in South Kihei that offers the perfect blend of relaxation and adventure. With stunning views of the Pacific Ocean and direct access to Kamaole Beach Park...
Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed
Welcome to Kamaole Sands 4-306 - a beautifully remodeled, third-floor condo designed for comfort, luxury, and an authentic Maui experience. This bright and airy one-bedroom retreat accommodates up to four guests and features a fully upgraded interior, including a modern...
Remodeled unit 4 Star Beachfront Resort-Steps to Beach,Pools,Jacuzzi,Restaurants
Kauai Beach Resort is a magnificent 4-star oceanfront luxury resort on a secluded 3-mile stretch of Kauai's eastern coast. Just minutes from the Lihue Airport, the resort location is perfect for hiking the Na Pali Coast, exploring Waimea Canyon, or relaxing and...
Mauna Lani 4 BR Luxury! Golf & Beach Club
Summary:Located in the prestigious Mauna Lani resort on the Big Island of Hawaii! With 4 bedroom and 4 en-suite bathrooms, this home can accommodate up to 8 guests. All of your family and friends can be in one place and still have privacy. Our concierge can help plan...
Beachfront, Modern Home, Just Steps to the Sand
This sleek and modern, beautifully appointed 2 bedroom beachfront home is located on one of the most beautiful beaches in the world. Impeccable decor, combined with expansive panoramic ocean views make this home a sanctuary for enjoying Kauai's majestic North Shore. Now...
Oceanfront! Newly Remodeled, modern condo. Sealodge at Princeville. AC / WiFi
Ocean Front with breathtaking views from every room. Our one bedroom, one bath, well equipped condo sits on the bluff of Kauai's beautiful North Shore. Completely remodeled from floor to ceiling, including a new walk-in shower, new kitchen/bath cabinets and koa...
11th Floor Waikiki Ocean, Lagoon & Marina Views! Walk to Beach! Washlet!
Ilikai Marina #1184 – 1765 Ala Moana Blvd.Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning! Bring your binoculars!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed...
SUPER SPACIOUS! Privacy entrance. Comfortable and cozy. Quiet and peaceful!
Beautifully decorated spacious one room and one bathroom studio. Sleeps up to 4. Very quiet and peaceful. Wake up rested to the sounds of the doves cooing in the morning. Mini fridge, microwave, coffee maker provided. Covered outdoor dining and bbq on front lanai....
Unit 10-401, Hidden Treasure, Bldg 10, Top Floor, Ocean Corner, Nearest to Beach
Congratulations! You have found one of the 'Hidden Treasures' of the Kamaole Sands Condominiums! LOCATION: Our Unit 10-401, being 1,188 square feet of living space and lanai on the TOP-FLOOR OCEAN-CORNER of Building 10, is sunny and well-lit and well-ventilated, secure...
Steps to Keauhou Bay! Great Water Access! Pool! Foosball table!
Beautiful home 120 steps from the warm waters of Keauhou Bay. House has 4 bedrooms, 2 1/2 baths and will comfortably sleep 8 in beds and up to 10 including futon couches. Fully equipped to give all the comforts of home while on holiday. Close to shopping, snorkeling...
Hale Ohana - Beautiful 'House of the Family' - Poipu Beach - sleeps 6
Hale Ohana, meaning "family house," is nestled in a charming neighborhood, just a 10-minute walk from the stunning crystal blue waters and sandy beaches of the Poipu Beach Resort area. Enjoy activities like surfing, swimming, bodyboarding, sunbathing, snorkeling, and...
Pacific Shores Paradise. Central Air Condition.
Central Air Condition, 2 bedroom/2 bath, fully equipped kitchen, with a tropical theme, Queen beds, FREE WiFi, 55 inch HDTV. Across from BEAUTIFUL sandy Charley Young Beach. Short walk to restaurants, shops, watch surfers at nearby beaches. Twenty minutes from Kahului...
Pono Kai Resort- 1 Bedroom Garden View
Our 1 Bedroom Garden View condo has a fully equipped kitchen, 1 bedroom and 1 full bathroom. The bedroom has a Queen size bed. There is also a pull out queen sleeper sofa in the living room. Very spacious units fully stocked with linens, towels, starter soap and coffee...
Ocean & Island views from this 1 bedroom condonn
Welcome to Royal Kahana 612. This oceanfront spacious 6th floor 1 bedroom, 1 bathroom condo offers stunning ocean & surrounding island view. This condo features a remodeled full stocked kitchen with stainless appliances, tastefully decorated, & can accommodate 4 guests....
Ali'i Point #9: Lavish Oceanfront Home w/Pool & Spa- Relax & Watch the Waves
Welcome to Ali’i Point #9 by Gather, a spectacular 3-bedroom, 3.5-bathroom oceanfront home with unobstructed panoramic views over the sparkling blue waters of the Pacific. Located inside one of the most exclusive gated communities on the Kona Coast at Ali’i Point,...
Stunning Oceanview * Oceanfront 2/ 2 Bath Prime Location
Step inside and be greeted by the newly refurnished and redecorated interior that exudes a sense of calm and relaxation. The condo features two spacious bedrooms, each equipped with a comfortable king-size bed for a restful night's sleep. *The pool will be undergoing a...
Escape To Maui! Beautiful 1 Bedroom With Amazing Ocean Views
This lovely one bedroom unit, located in the Royal Kahana Resort has beautiful sweeping views across the water including the islands of Lanai and Molokai. You can enjoy the water view and spectacular sunsets from the lania, living room and bedroom. The Royal Kahana is...
A Beautiful Condo at the Waters Edge with a Great View
This beautiful condo is at the waters edge in Poipu Beach situated on the third floor. It has a fantastic, unobstructed view of a beautiful bay and the ocean. Taking full advantage of cooling trade winds, this vacation rental is on the end of the complex, which provides...
Marriott KoOlina Beach Club, TWO Bedroom, Oceanfront Resort
Please choose a Friday through Sunday check-in for a 7-night stay. Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Traveling with 2-4 people? Take a look at our STUDIO ad on VRBO:VRBO #1012183...
Upgraded Condo in North Shore Hanalei/ Princeville Kauai
‘HANALEI BAY DREAMS' PLANTATION AT PRINCEVILLE #612 - Managed by The Parrish Collection Kauai- The best location and unit in the complex. Tasteful Hawaiian decor with air-conditioned comfort in a luxurious 2 bedroom condo steps from pool and jacuzzi. SPECIAL RATES...
Maui Resort Rentals: Honua Kai Hokulani 929 - 9th Floor, Sweeping Ocean Views from Every Room, Year-Round Sunsets!
Welcome home to what is unquestionably one of the finest residences on offer at Honua Kai. This expansive three-bedroom deluxe ocean view affords sweeping 9th-floor views of the Pacific Ocean and enjoys a commanding vantage point above the adjacent resort wings that...
"Serenity" at Islander on the Beach 326- Oceanfront Studio
Serenity – Oceanfront Bliss at Islander on the Beach 326Welcome to Serenity, a top-floor oceanfront studio at Islander on the Beach where tranquil rhythms and breathtaking views create your perfect Kauai retreat. With sweeping, unobstructed vistas of the Pacific and...
WBH C212 Ocean Views 2BD Beachfront Kihei Condo | Lounge by the Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
Perfect for your custom Poipu vacation, Honu La`e has 4 bedroom 4 bathrooms. Located near Koloa Landing in the heart of Kauai’s scenic South Shore, Honu La`e is close to ocean activities including world class body surfing, several surf breaks, snorkeling and swimming....
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean View | 2-Bedroom Condo, Huge Lanai, Stunning View! HKH-229
Sophisticated 2-bedroom villa in Hokulani Tower with ocean views, expansive lanai, gourmet kitchen, and elegant island decor-perfect for relaxing or entertaining in tropical Maui luxury.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Maui Resort Rentals: Honua Kai Hokulani 140 – Upgraded Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Hokulani 140 is a luxurious ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the majestic...
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
No Additional Fees except HI state tax.The Condo you are Renting is the Condo in the Pictures. 715 S. Kihei Rd., Kihei, HI 96753 Unit 254Purchase Traveler's InsuranceAloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this...
🌴Beautiful Condo Located on the Kona Country Club Golf Course🌴
Country Club Villas #216 is a spacious 2-bedroom, 2-bath condo set on the 18th fairway of the Kona Country Club with spectacular Golf Course and Ocean views. This beautiful condo offers a number of amenities including: - Resort Swimming Pools - all with ocean views -...
Heavenly Hawaii Retreat Home near Hilo, Ocean & Waterfalls
Welcome to the perfect Hawaii Homebase for you & your family-friends! Enjoy tons of space and privacy in this gorgeous, pet friendly, 4BR/2BA fully appointed home on a five acre fruit farm, designed for up to 13 guests. This retreat offers ocean views, various indoor &...