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.
A Family Favorite on Hawaii's Gold Coast 11th Floor Oceanfront Condo
Legal Vacation Rental2947 Kalakaua Ave. HI. Suite1101** For your health and safety, we utilize additional Sterilization procedures between reservations.The large lanai with an unobstructed view of the ocean comfortably seats seven. You'll love viewing the sunsets from...
Beachfront 5th-floor condo with ocean view
Sands of Kahana 355 does not have A/C, is a 2-bedroom. 2-bathroom condo that is located on the 5th floor and offers panoramic ocean views from your private lanai and ceiling fans throughout. This property has elevators for easy access. Unit 355 can accommodate up to 6...
WELLCOME TO LOVELY CONDO 2 BEDS 2 BATHS FREE PARKING IN WAIKIKI BEACH
Aloha !Your family will be close to everythingwhen you stay at this centrally-locatedplace.It 3-minutes walk to Waikiki Beach8-minutes walk to the Honolulu Zoo.Theproperty location on the #12 floor allremodeled it almost 1000 sq.ft and 2 lanais150 sq.full kitchen &...
Ocean Front Sugar Beach Resort Maui 4th Floor 1 Bedroom Condo unit 440 end unit
Welcome to our home, Sugar Beach Resort 440. Our condo is a non-smoking, recently updated and professionally cleaned one bedroom, 4th floor, ocean front, end-unit with a side window. 440 is one of few units in Sugar Beach that offers views of sunrises over Haleakala and...
Mountain and Waterfall Views
Welcome to your beautiful home away from home, Hale Iolani. Centrally located on the North Shore of Kauai in the pristine community of Princeville, here you will find your own slice of paradise surrounded by colorful, tropical foliage with impressive mountain and...
Maui Resort Rentals: Honua Kai Konea 815 - Stunning 8th Floor Ocean View Studio
Peace and tranquility await your arrival at Konea 815, a spacious and luxurious oceanview studio that provides awe-inspiring views of the Pacific Ocean and solitude from the prevailing trade winds. Truly one of the best studios for rent by owner available in the highly...
Elegant air-conditioned villa by golf course, near beaches, shopping, dining
Villas of Kamalii 40: elegant air-conditioned villa with pool, walking distance to golf, beautifully updated inside, all the amenities you could wish for. The Villas of Kamali'i is an upscale gated community in Princeville with a heated salt water pool, hot tub, and...
Oceanfront Gated Estate Retreat - Banyan Tree B&B Suite w/ Horses-Beach 10m Walk
Aloha and welcome to our Hawaiian Celebration, our Ho'olaule'a. Hale Laule'a at Opihi Point is a +l$10+M, one-of-a-kind, World Class, 5-acre private, Estate Retreat sitting on the cliff edge of the Pacific Ocean with an unmatched view of the Hamakua Coast. Hale Laule'a...
Front Row! 1 bd/2 ba with big ocean Views! Maui Kamaole A110
You've earned an A! Treat yourself to Maui Kamaole A110. Wailea Rentals presents a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea, Maui. A cozy 1 Bedroom+ 2 Full Bath...
1-bedroom apartment just 11 minutes walk to Ala Moana Center
Discover the core of vibrant Waikiki and enjoy a genuine Hawaiian vacation in our cozy one-bedroom flat. Nestled just a short 11-minute walk from the renowned Ala Moana Center and 13 minutes from the vibrant Waikiki Beach Walk, you'll be surrounded by the best that...
Oceanfront at the Kanaloa w/ A/C!
Summary:The Kanaloa at Kona, is an exclusive 5-Star oceanfront tropical gated resort, and is the premier vacation destination in Kailua-Kona on the Big Island of Hawaii. Situated on the championship Golf Course "Kona Country Club" and located within walking distance of...
OCEANFRONT Complex - Beautifully Upgraded and Exceptionally Lovely Condo!
End of Summer Special! Last Night FREE on Eight or More nights! Contact Sandy K to Inquire! Unique & Limited Time Offer!Exceptional Property! This is NOT a studio or one-room hotel sleepover type property. This is a gorgeous, updated two-bedroom/two-bath fully furnished...
Near Waikiki Beach, Spacious Studio With Full Kitchen!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. The project is expected to be completed by mid-December.This condo is situated on the 13th floor of the...
KR 111 Renovated OceanFront Ground Floor Condo Intimate Romantic Maui Getaway
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...
WOW! 1 br Ocean View in Kaanapali Maui Eldorado F203
Enjoy this spacious 1 bedroom with 2 queen beds, sip your drinks on the expansive patio while enjoying views of the ocean, main pool and nightly sunsets!Located in the heart of Kaanapali - great for shopping, dining, and fun ocean activities. Take a stroll on the...
Lovely Remodelled Unit!
Welcome to Paradise - This is a beautifully appointed ground floor, one bedroom, two bathroom vacation condominium, located in gorgeous Wailea Ekahi. We have all of the amenities of home and can comfortably accommodate singles, couples and families alike! This is a...
Mauna Lani Fairways | Luxury Accommodations
Summary:The Fairways at Mauna Lani is a townhome community situated along the 4th and 12th fairways of the resort's North Course. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This 2 BR/2 BA unit features luxurious and tropical decor,...
KR 221 BeachFront Condo with Ocean Views Pool BBQ
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...
Ocean & Mountain Views - Split A/C System - 4 Minute Walk to the Beach!
We welcome you to our pristine and inviting Pacific Shores condo which features beautiful mountain and ocean views and is nestled directly across the street from Charley Young/ Kamaole I Beach. We take great pride in providing not only a comfortable place for our guests...
Tastefully remodeled Apt w/ Mountain view +Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, AC
Immaculate Poipu Retreat with Private Pool. Welcome to our pristine vacation home, The Palms at Kiahuna nestled in sunny Poipu on the Kiahuna Golf Course. Accommodates up to 8 guests, including children and infantsProperty Details:Location: Quiet cul-de-sac on the...
Ocean View Condo - Ilikai Marina Waikiki Honolulu
Welcome to my place here in Waikiki with a queen bed in the bedroom and a queen bed sofa couch. There is a solid sliding door between the bedroom and the living room area. (wood door)The entrance to Ilikai Marina Condo is on Hobron Lane just past the Red Lobster...
Nakoa Kai in Sunny Poipu with Pool
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to beautiful white sand beaches and the shops and restaurants of Kukuiula. Sixteen-foot glass-panel pocket doors open to an...
Island getaway with heated pool, golf, AC, & private beach - walk to dining
Mauna Lani Fairways 1401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get away to this Mauna Lani Resort townhome and experience the laid-back luxury of island living. Unwind on...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Easy Pool & Beach access! HKH-247
Elegant 2-bedroom, 2-bath villa with ocean and resort views, spacious lanai, luxury finishes, and high-speed Wi-Fi. Perfect for a relaxing Maui escape with all the modern comforts.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Beach front. Walk straight out to the beach or lounge on the patio and enjoy the amazing view.
TA-059-556-6592-01 / GE-059-556-6592-01TMK-380020030011Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This small, intimate property offers only three vacation homes for short term rental (the other 15 homes remain empty...
Private Top Floor Retreat w/ Incredible Ocean Views from Every Room
Sealodge G8 is beautiful and welcoming home-away-from-home that has some of the best views on the entire island! Situated in the heart of Princeville, your cozy escape has two bedrooms that look right out over the water, a comfortable and well-appointed living and...
Stunning Ocean Views! Prime Location! Ekolu # 1705
You'll enjoy the terrific location of this comfortable 2 bedroom / 2 bath condo. Ekolu 1705 is walking distance to restaurants and shops and a short drive to the beach. Kick back on multiple lanai options, enjoying the lovely trade winds. Sleep will come easy after a...
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Waikoloa Beach Villa E2, two bedroom, two bathroom villa located in Waikoloa Beach Resort. Ground floor villa, with privacy. Smart TV’s in each bedroom with a queen bed in the guest bedroom and a king bed in the master. The villa has a detached garage with beach...
Sweet Country Cottage
Beautiful bedroom cottage on Kauai’s northeast side. Lush yard full of fruit trees. Come for an authentic Kauai stay, far from resorts, but close to white sandy beaches and restaurants. Peaceful and lovely, you will enjoy this property and home. Bring your ear buds...
Waikiki Apartment sleeps 5 parking included
This apt is great for a small group on vacation. There is a queen size bed in bedroom with attached bathroom and full kitchen. There is a door separating the bedroom from the living room. The living room has a queen size sofa bed. I have a twin size blow up mattress for...
🏖️Best View on the Island! | AC | Walk to Town | vrKCV
vrKCV - Kona Reef A32, Professionally Managed by Kona Coast VacationsWelcome to the best ocean view in Kona! This top-floor, oceanfront condo offers breathtaking panoramic views and a prime location just fifty feet from the water's edge. From the lanai, you can watch...
Wailea Ekahi Village | 17B
Welcome to Wailea Ekahi 17B, a one-bedroom residence in beautiful Wailea! This vacation rental offers a spacious and comfortable living space, perfect for couples or small families looking for a relaxing getaway.Step onto the large lanai with spectacular garden views...
Perfect oceanfront escape with resort pool, hot tub & gorgeous views
Mahana at Kaanapali 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the unforgettable Hawaiian vacation you've dreamed about and bask in tropical beauty when you stay in this...
Luxury Mauna Lani Golf Villas-2 Floor- Recently Refreshed-BBQ-Private Beach Club
The Golf Villas at Mauna Lani E23Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Kohala Coast, in the heart of the luxurious, and private Mauna Lani Beach Resort, we...
KS 103 Remodeled OceanFront 2BD Ground Floor AC Pool
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...
EL K104 Spacious Condo Ideal for Maui Vacation
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...
Maui Tranquility ... Relax, Unwind and Feel Welcomed!
Aloha! Mahalo for looking at our listing! Our wonderful place is ground floor and at the rear of our small boutique garden resort, so it's peaceful and relaxing - hence the name 'Maui Tranquility.' We've just completed a major remodel, almost everything is new! We've...
Mauna Lani Fairways | Walk to the Beach!
Summary:Ideally situated between 2 world-class resorts in a private, gated community, this fantastic 3 bedroom and 2.5 bath villa provides easy access to breathtaking beaches and world-class dining, shopping, golf, and spas. Maximum occupancy strictly enforced in...
Aloha Condos, Kanaloa at Kona, Condo 1503, Oceanfront, AC
SPECTACULAR UNOBSTRUCTED OCEAN & GOLF VIEWS FROM YOUR PRIVATE LANAI! Your vacation home features: 1900 luxurious square feet.Spectacular vaulted ceilings and koa wood details.Two spacious bedrooms and additional loft bedroom.Master & guest bedrooms each with king...
272-6 Puamana 2 Bedroom Oceanfront Remodeled!!
This beautifully renovated oceanfront townhome offers the ultimate Maui experience, where the ocean is truly your backyard. Newly furnished and fully equipped, this home provides everything you need for a relaxing vacation in Puamana. No need to pack the car—surfing,...
Luxurious condo in a prime location - Wailuku
Milowai 401 is a 1-bedroom, 2-bathroom condo featuring amenities such as stunning oceanfront views, an expansive lanai, and air-conditioning. Located on the 4th floor, this unit can accommodate up to 4 guests with a Queen bed in the bedroom, as well as two Queen size...
Golf getaway near the beach with patio, pools & fitness facility
Waikoloa Colony Villas 1703Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There is nothing like relaxing with the salty breeze and warm island sun here in Hawaii, so get away from...
Serene Aliomanu Bay Vacation Rental on Kauai's East Shore
This exquisite, fully remodeled four-bedroom home is regally perched as close to the edge of the ocean as a house in Hawaii can be. Featuring a private staircase with 11 steps leading directly to the water’s edge, this is beachfront living at its finest. With sweeping...
Kalani Kai#109 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Wonderful Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Tiled throughout, No carpet! You'll appreciate a remodeled fully equipped kitchen with granite countertops, good quality cabinets, Dishwasher, Stove, Fridge,...
Enjoy Our Maui hideaway…nOcean view ….complex fronts on the sandy beach
This is the condo you've been searching for! Our newly renovated 2 bedroom 1 bathroom (880 sq ft) top second floor condo is a total gem on sough-after South Kihei! Steps from Sugar Beach and centrally located on the island, this is the perfect home base for your Maui...
Charming 3 BR Puamana Oceanfront in private gated community
Step into an elegance and lifestyle so mesmerizing you may never want to return home! Enjoy your adventure and make many treasured memories at our three-story charming townhouse that really is anyone’s dream of ocean front living so close to the Pacific Ocean. This...
MKV 415 Updated Open Condo w Ocean Views and Sunset Beach Walks
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...
🏖️Golf Discount Included! | Ocean, Golf & Mountain Views | vrKCV
vrKCV - Halii Kai 9H, Professionally managed by Kona Coast VacationsWelcome to 'Ohana Hale, a stunning 3-bedroom, 2-bath condo located in Hali'i Kai, one of the finest condominium resorts on the Big Island of Hawai'i. Perched along the scenic 7th tee of Waikoloa's Beach...
New Listing! Maalaea Banyans 204 - a Budget-Friendly Ocean Front Getaway on Maui
Dreaming of a Maui vacation without breaking the bank? This budget-friendly condo offers a simple and cozy retreat for two, just steps from the ocean in the serene community of Maalaea. Conveniently located near Kihei, Lahaina, and the airport, this condo provides easy...