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.
Oceanview Studio at Islander on the Beach 241
Puka La Hale – Ocean View Comfort at Islander on the Beach 241Welcome to Puka La Hale, your peaceful island retreat at Islander on the Beach! This second-floor studio offers a bright, inviting space with beautiful ocean views, a refreshing breeze, and all the comforts...
Maui Kihei oceanfront/beach, grd floor, 2 bd/2bth, updated condo,Luana Kai A103,
This updated ocean front condo is located on the ground floor (no stairs/steps) - Great for people with mobility issues or young/old families. The beach is only steps from your personal patio.Open concept, spacious floor plan, upgraded oak/granite kitchen with...
!! Deluxe Ocean View Maui Condo, Steps to Kamaole Beach III, 2 King Suites !!
Located just 150 yards from the golden sands of Kamaole Beach Park III, this fully remodeled, 2-bedroom + loft condo offers over 1,200 sq. ft. of bright, breezy island living, perfect for families, couples, or groups up to 6. With sweeping unobstructed ocean views,...
Maui beachfront, steps to the sand!*Hono Kai C1*
In this direct ocean and beach view unit, you will feel immersed in the rich tropical views and ocean sounds as you enjoy your private patio only steps away from prime beach access! Soak in amazing ocean views on your private 3rd-floor lanai in this updated 2-story...
Private Oceanfront Penthouse Lae Nani 231, New split A/C, Parking, AMAZING VIEW!
If you're flexible on travel dates see availability calendar here: https://www.vrbo.com/2522554?dateless=true(VRBO has recently changed format to hide availability)Lae Nani 231 is located on Kauai's beautiful coconut coast. The Penthouse overlooks the pool, lawn, beach,...
Great 2025 rates!! Kihei Bay Surf G259 - Comfortable Studio Space!
** Summer 2025 - Special rates - Book Now! **Discover the perfect retreat in our second-floor studio unit located in the vibrant area of South Kihei. This charming accommodation offers a partial view of the Pacific Ocean and an array of amenities to ensure a comfortable...
Natural Light End Unit Kuilima East Steps to Pool-BBQ-Parking Golf Retreat
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This property is a new addition to our inventory. Rest assured, we can confidently say that this property is truly amazing.Welcome to this...
Great Location, Clean, Beachy 1BR Cottage
Maui Permit STPH2015/0006. 1 bedroom, 1 bath, (sleeps 2) fully equipped & newly renovated kitchen, FREE WIFI, new appliances, coffee maker, toaster, blender, washer/dryer, new queen bed, linens, towels, beach towels, beach chairs (2), outdoor covered lanai with dining...
Breezy + Spacious 3/2 Home with Bali Hai View + Hot Tub
Welcome to the Kamalani Lodge! Our newly renovated 3BR/2BA house has floor-to-ceiling louvered windows to maximize tropical breezes throughout the house, a fully equipped kitchen with quartz countertops and SS appliances, and resort-quality king beds. Outside you will...
Fantastic Views Day and Night!
NOTE: MASTER BEDROOM GLASS DOORS HAVE TINTED GLASS FOR PRIVACY!Please check our up-to-date online calendar. If your requested date is marked with a X it is not available. If it is showing as available, the first step is to complete an online inquiry. Please feel free to...
NEW REMODELED, OCEAN VIEW, A/C IN ALL ROOMS, CAL KING BED, 4K, SMART TV, KEURIG
This is one of the few units in the Kihei Akahi with Air-Conditioning in the bedroom and living room. E Komo Mai to our brand new remodeled one-bedroom suite with partial ocean view and artfully designed with you in mind! This Unit, tucked away in the coveted South Maui...
❤️PiH❤️ Island Hideaway ★ Enjoy Bikes & Surrey ★ Free Private Beach Club Pass
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Island Hideaway the newest home in our Hawaiian Luxury Collection.Island Hideaway at Kulalani is an exquisite 2 bedroom home with excellent amenities.We pride ourselves on providing some of the most sought...
5-4 thru 5-14 249USD Gorgeous Remodel, Oct 2024 BOSE SOUND STEPS TO POOL &BEACH
EXCITING NEW REMODEL October 2024!Welcome to my beautiful home on Maui at the Palms at Wailea!The condo is located in the upscale neighborhood of Wailea and its location on the property makes it feel more like a private home than a condo in a resort. The views are...
DISCOUNTED RATES! Fully Remodeled in the best location
Enjoy our Paradise in Maui only steps away from the best beach on the island! We are also in the heart of Kihei within walking distance of fantastic restaurants, incredible happy hours, shopping, and more. Fall in love with the 3 private pools, and 6 tennis courts on...
Plantation Style cottage short walk to beach and town nPermit STPH2013/0004
Nestled on Baldwin Avenue, this two bedroom cottage provides convenient and comfortable air conditioned accommodations, comfy queen sized beds and a/c units in each bedroom, with the amenities of Historic Paia Town and Paia Bay just a 5 to 10 minute walk away. Baldwin...
KRV 2612 Renovated Kapalua Villa w Ocean Views Relaxing Outdoor Living
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Beautiful, Ground Floor Condo, Steps to the Pool and Beach
From the moment you arrive here, you will find everything you need to enjoy a relaxing and laid-back vacation on Maui! This 2 king bedroom / 2 bathroom condo has a full kitchen which includes everything to cook for yourself. Master bedroom with king bed and en suite,...
PARADISE ON MAUI 2BD 2BA JUST STEPS FROM KAM II BEACH SHOPS AND RESTAURANTS
Our remodeled, 2-bedroom, 2-bath, non-smoking condominium is equipped with all the comforts of home, including flat screen HD TV and DVD, a landline telephone with FREE LONG DISTANCE TO CANADA & U.S., FREE WI-FI Internet access. Washer/Dryer in the Condo, microwave,...
Honu Hale at Kukui'ula: Elegant Poipu Home w/ Pool, Spa & AC
Welcome to Honu Hale at Kukui'ula, where modern luxury meets the tranquil charm of old Hawaii. This stunning Poipu vacation rental offers a plantation-style main home and a separate ohana (guest house), designed to provide the ultimate in relaxation and comfort. With...
Romantic Penthouse Oceanfront Condo with AC and Fabulous Views
As you walk in our beautiful condo and view the luxurious interior and the fabulous ocean view, you know that you've reached your ultimate vacation destination. There is truly no reason to leave as you sit on the lanai, sipping your coffee or drinks and view the surfers...
Kona Reef A-34 Absolute Oceanfront, Top Floor, Private
Private, top floor, absolute oceanfront, beautiful one bedroom condo at the highly acclaimed Kona Reef Resort! Newly Remodeled!Modern Appliances:• Brand New Efficient, Quiet Daikin 24 BTU Air conditioning and ceiling fans in both bedroom and living room.• Dish...
KBM Resorts | FREE CAR | Honua Kai Konea | Oceanfront | 2-Bedroom Condo with Private BBQ, Large Balcony! HKK-201
Stunning oceanfront corner suite in Konea Tower with panoramic views, designer furnishings, and elegant finishes-offering the ultimate blend of five-star luxury and private island comfort.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an...
Beautiful Ocean and Diamond Head Views w/ 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...
Completely Renovated! Kona Reef Oceanfront 2 Bedroom Penthouse A37
See dolphins, whales, turtles and surfers from our oceanfront lanai, in the most desirable 2 bedroom penthouse in Kona! Enjoy our brand new oceanfront pool area , hot tub and BBQ pavilion (completed Nov 2021)!Kona Reef Oceanfront Resort is the 1st choice in vacation...
Oceanfront - Beautifully updated - Ground Floor - Kuleana 605
Beautiful - Oceanfront - Ground Floor - Walk OutFabulous updated oceanfront condo location: Kuleana 605 is right on the ocean on Maui's pristine West Coast with gorgeous panoramic views of the Pacific Ocean and the lovely off-shore islands of Molokai and Lanai. This...
Luxurious & Tasteful Oceanfront Condo!
Indulge yourself in a direct oceanfront atmosphere replete with refinement and luxury. Enjoy porcelain ceramic tile floors, granite counter tops, custom-built lighted cabinets, a spiral staircase ascending to the Master Bedroom Loft Suite, brushed glass Shoji closet...
Aloha Villas # 2, Steps to Beach, Close to Golf & Restaurants
Imagine carefree days at the beach with your kids, building sandcastles and splashing in the waves. At Elua Villa, your Maui family getaway awaits! This luxurious 3-bedroom, 3-bath ground floor condo is just steps from the sandy shores of South Maui, offering the...
A Must See! Beautifully renovated Direct Ocean Front condo. 1 Bedroom, 1 Bath.
Welcome to Paradise on the Big Island of Hawaii! Gorgeous Direct Ocean front condo located at Sea Village in the HIGHLY DESIRABLE ocean front building #3 (unit 3217). This unit is special because of its location within the complex. Due to its position, it is more...
Luxury Ocean Front Living -- 180 Degree Direct Ocean View -- Best in Kihei
Welcome to Unit #330 at Sugar Beach Resort, Your private oceanfront oasis! The unit is in the Front row, literally 50 feet from the Ocean. Come enjoy the 180 Degree Panoramic Pacific views with winter time whale sightings right from your Lanai. The sunsets are memorable...
Magnificent! Private Pool & Hot Tub - 180 degree Ocean View; U pick Orchard
WOW !!! is always the first thing I hear from guests. SO MUCH BEAUTY!Looking for that authentic Hawaiian Home experience? This is it. Eat off the land and be amazed by the gorgeous flowers and birds.This house is a real Gem. Private, comfortable, spacious, peaceful, and...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Gorgeous West Maui Mountain & Partial Ocean Views!
This tandem package combines 2 neighboring two-bedroom suites to create one of the best 4 bedroom values on the island. Each suite offers a great corner location and gorgeous views of the West Maui Mountains. One of the suites even offers some modest partial ocean views...
Spacious 3br/1ba home, A/C & WiFi
Our home is situated on a quiet family orieneted culdesac just below the Pauwela Cannery in Haiku. It is newly renovated with everything you'll need while you're here on your Hawaiian vacation. Hale Roselani offers an updated kitchen with granite countertops & stainless...
Newly Remodeled Maui Eldorado J102 - Kaanapali Beach - Great Views
Be one of the first to enjoy the place after a complete remodel. Photos taken January 2021Maui Eldorado resort property on Kaanapali golf course. Beautiful paradise views from lanais & floor to ceiling glass windows.A short walk (less than 5 minutes) to the beach with...
Maui Tropical Sunset - High Demand First Floor Condo with All The Extras!
*END OF SUMMER GETAWAY SPECIAL RATES* Maui Tropical Sunset | High-Demand First Floor Condo at the Ocean Front Royal Kahana Resort | Private Lanai | No-Stairs Entrance | Ocean Views | Private Workspace | Fast Wi-Fi | Air Conditioning | Walk-in Shower | Washer & Dryer |...
Maui Eldorado D206~Renovated & Spacious 1 Bed/2 Bath with Ocean Views
Remodeled Kitchen & Bathrooms, Dual-Zone AC & More ~ Hosted by Maui Westside● Spacious and renovated one-bedroom, two-bathroom condo with ocean views● Newly renovated kitchen with stainless steel appliances, beautiful cabinetry, and granite counters● Comfortable...
Maui Resort Rentals: Honua Kai Hokulani 937 – 2 BR Corner w/ Stunning 9th Floor Ocean Views!
Hokulani 937 is one of only (4) 2 bedrooms at Honua Kai with this highly sought after floor plan. Exclusive to the 9th floor of Honua Kai, this suite offers commanding direct ocean views, unsurpassed among two-bedroom ocean views at Honua Kai. Experience a true panorama...
Hula House: Luxury Kukui'ula Villa with Superb Amenities
A private luxury home with all the appeal of a beautiful 5-star resort, and an emphasis on recreational activities: that was the defining vision behind the creation of Hula House, and this extraordinary property in Kukui'ula’s scenic Kula Makai section delivers...
OCEANVIEW 3 Bedroom 2 Bath Condo - Kahana Village 13
Welcome to your Maui dream vacation at Kahana Village — a serene oceanview oasis located on the desirable West Side of the island. This 3-bedroom, 2-bathroom ground-floor condo is new to the rental market and features stunning views, fresh updates, and the comfort and...
Oceanfront resort, Kanaloa at Kona, Sleeps 6
Enjoy your tranquil Hawaiian experience in this spacious 2 Bedroom/2 Bath End Unit. Located off the 11th Fairway with stunning garden views from our 2 lanais, our home sleeps 6 with a sleeper sofa in the living room. Envision yourself sipping a tropical beverage at the...
Fresh and New Luxury Elua Village 2 Bdrm+2 Bath Paradise Condominium #907
**Note to valued guests: Unfortunately, Unit 906 at Elua Village is being remodeled over the summer and fall of 2025. 906 is across the walkway and upstairs from unit 907. There will be construction noise during the day on weekdays. No work will be performed on weekends...
Elua Village Beach Front Townhomes- 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service.Please see the video (https://youtube.com/watch?v=_mjte4in4k8) and read a few of our many guest reviews to get a feel of this very special owner-managed...
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35 acre Kiahuna Plantation resort complex. The grounds boast wide, green manicured spaces coupled with beautiful flowering...
Maui Resort Rentals: Ka'anapali Ali'i 191 - Luxurious 2BR w/ Stunning 9th Floor Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Alii 191 delivers gorgeous unobstructed views of the Pacific Ocean that extend to Kaanapali's famous Black Rock and Maui's neighbor island Molokai, in addition to epic vistas of the lush West Maui...
Aloha! Close enough to the beach you can walk. Maui misses you!
This unit is the Trifecta of locations! Close enough to walk to the beach(6 min), close enough to walk to grocery stores(12 min) and restaurants yet far enough away from the road noise on S. Kihei Rd not to hear it. This generously sized 2BR 2 BA condo with 745sf...
Blue Kauai at Islander on the Beach!
Aloha and Welcome to Blue Kauai at Islander on the Beach!Beautifully Renovated Ocean & Pool View Studio Condo - Air Conditioned! No Resort Fees!Blue Kauai - Ocean/Pool View & Prime Location! This Beautiful Ocean & Pool View Studio Condo is located on the second floor,...
Expansive 5-Star Resort Living with all of the Advantages Of Home.
AccommodationsStep into your Aloha home away from home and feel the rest of the world melt away. This beautiful home has it all - almost 2500 square feet of indoor living including a fully equipped gourmet kitchen with granite counter tops, stainless steel appliances,...
Spacious Kauai Getaway < 1 Mi to the Ocean!
Fully equipped with bicycles, surfboards, and beach gear, this newly-built 4-bedroom, 4-bath vacation rental is the perfect getaway for travelers looking to explore some of Hawaii's most beautiful beaches. Located on the north shore of Kauai, this ‘Halele'a‘ boasts...
Ground-floor condo with ocean view, high-speed WiFi, & full kitchen
Mahina Surf 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set up for comfort and ease, this condo on the ground floor is ready to welcome guests to the island. Underneath the...
16th Floor PH in Ocean Twr w/Panoramic Ocean View Ko Olina
*Brand New furniture just delivered to the unit! New couch, new chairs, new coffee table, new dinning table and chairs and twin mattresses (As of April, 2025)Enjoy privacy and luxury in this one of a kind penthouse. This penthouse has exclusive elevator access and only...
2nd floor, 2 bedroom deluxe vacation condo
Kaanapali Royal D202 is a lavish 2 bedroom, 2 bathroom sanctuary adorned with opulent furnishings and modern upgrades. Situated on the 2nd floor at this deluxe vacation condo, but please note that the resort does not offer elevator access. This haven comfortably...