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.
Spacious Entire Home w/ Heated Pool, 180-Degree Ocean View & 7 mins to Beaches!
Welcome to Phil's Kupuna home! * Escape to paradise in this spacious, coastal retreat, where relaxation meets productivity. Featuring a swimming pool, 180-degree ocean views, and an office room perfect for remote work, this home offers the ideal blend of comfort and...
Shores at Waikoloa Unit 111: 1 Br condo in the Tamarind Tower, sleeps 2
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
Island Style W/Ocean View, Lanai and Fans–Kiahuna
Kiahuna Planation and Beach Bungalows #2072: Settle-in under tall ceilings, stunning ocean views, and a spacious open-concept design in this vacation suite. This space features warm and cool gray tones highlighted by tropical scenes and sets the standard for peaceful...
Kihei Akahi Condo w/ Free WiFi, A/C-Swim, Surf, and More
Kihei Akahi D601Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Menehune Shores #209 – Oceanfront Tranquility and Your Perfect Maui Escape
Menehune Shores #209 – Two-Bedroom Oceanfront Retreat with Expansive LanaiWelcome to Menehune Shores #209, a beautifully designed two-bedroom, two-bathroom condo offering stunning ocean views and a rare oversized lanai. This oceanfront retreat combines modern comforts...
Mauna Lani Point | J103
Welcome to Mauna Lani Point J103, a newly renovated two-bedroom, two-and-a-half-bath vacation rental on the breathtaking Big Island of Hawaii. Nestled in a serene location with captivating golf course views, this property offers the perfect retreat for those seeking...
Rare 2 Bedroom + Loft Townhouse on the North Shore
Affordable 2-Bedroom, 2-Bath + Loft at Kuilima Estates (next to The Ritz-Carlton O'ahu, Turtle Bay)Enjoy more space without the luxury price tag! This comfortable and spacious 2-bedroom, 2-bath loft is the largest floor plan in Kuilima East, giving you room to spread...
Royal Kuhio 1309 with King Bed, FREE Parking/WiFi, mins to BEACH!
Discover Waikiki Bliss at HOME Honolulu - Royal Kuhio 1309Embark on an unforgettable Hawaiian escape at our meticulously designed vacation rental, situated at the heart of vibrant Waikiki. Located at 2240 Kuhio Ave #1309, this King Studio promises an immersive 30-day...
Lovely Hawaiian decor with oceanfront views
Welcome to Paki Maui 310, a charming 1-bedroom, 1-bathroom unit that offers ocean views from your private lanai and ceiling fans throughout. This property does not have elevators. Unit 310 can accommodate up to 4 guests. The bedroom features a queen-size bed and natural...
Tropical Oceanfront Escape *Pure Elegance*
Step inside this newly remodeled tropical oasis, where panoramic ocean views greet you from the open concept living room, primary bedroom, lanai, and guest bedroom. Thoughtfully designed with comfort and style in mind, this condo boasts brand-new furnishings, plush...
Ocean View Studio with Kitchenette - Waikīkī Grand #910
Castle at Waikīkī Grand #910 - Make coffee in the morning in your coffee pot, warm up leftovers in the microwave, or cook a small meal on the hot plate all from your own kitchenette! Whatever your fancy, you'll have everything you need to warm up leftovers or to cook...
Stunning Fully remodeled Direct Oceanfront on the beach, AC, pool, spa
Welcome to your Oceanfront Maui condo with Pool and Hot Tub, perfectly situated for exploring all the wonders of Maui while enjoying the soothing sounds of ocean waves .From your porch you'll be treated to stunning sunrises and breathtaking ocean views. Relax by the...
Ilikai 427 Ocean / Sunset / Marina Views King Bed, Sofa Bed
OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are located at the gateway...
Lae Nani 313 Drastically Reduced Rates!
Rates have been drastically reduced to entice last minute travelers! This condo is very close to the beach. It is locatedon the ground floor so you can just walk to your beach without a staircase to obstruct you.You can relax on the lanai, amongst our beautiful...
Updated 2nd-floor condo in heart of Kona with lanai, pool, grills
Kalanikai 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This nicely updated, second-floor condo (no elevator) is in the heart of Kailua-Kona and is perfect for a romantic...
Ocean Views & ac W763! Sullivan Properties
Enjoy all that Kaanapali has to offer within walking distance. The 3 mile beach walk stretches from Sheraton’s Black Rock to the Canoe Beach just pass the Hyatt Regency Maui and your condominium at The Whaler is right in the middle. The location on Kaanapali Beach is...
Renovated Waikiki Suite, Walk to Beach + 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...
New Listing! Ground floor oceanfront blue oasis
Nohonani 101 is a spacious two-bedroom, two-bathroom condo that comfortably accommodates up to six guests. With a king-size bed in each bedroom and a queen sleeper sofa in the living area, there's plenty of room for families or small groups to relax and unwind. Although...
Kalia Suites, a Hilton Grand Vacations Club - Studio
*** 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 &...
Kona Mansions#225 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be newly representing a spectacular new addition to our Vacation Rental Inventory. Kona Mansions#225 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best...
Kailua Studio w/ Pool Access & Garden Views!
Indulge in paradise when you stay at this vacation rental studio in Kailua! Located at Kona Islander Inn, the home has a queen Murphy bed and 1 bathroom. Take advantage of great community amenities including a hot tub, or stroll across the street to sunbathe at the...
Island Surf 510B | Close to Beach & On-Site Pool!
Escape to the serene paradise of Island Surf 510B, a cozy tropical condo nestled in the heart of Kihei, Hawaii. This charming vacation rental offers a tranquil retreat for up to 2 guests, boasting 1 spacious bedroom and 1 bathroom all conveniently situated on one floor...
Coastal condo w/ breathtaking ocean views, shared pools, WiFi
Country Club Villas 234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning ocean-view condo nestled along the iconic Ali'i Drive...
Island Surf 209 One Bedroom One Bath with Ocean View
If you want to be within walking distance to all the best food and fun to be found in South Maui, this is the property for you! This stunning ocean view condo offers an unparalleled blend of comfort and luxury. As you step into the spacious, sunlit living area, you’ll...
OceanView Studio Waikiki Legal
About this spaceIndulge in a breathtaking ocean panorama from your recently renovated lavish studio situated on the 25th floor of the magnificent Waikiki Beach. This condominium is designed for discerning travelers seeking a roomy,and contemporary space measuring a snug...
NEW LISTING, The Queens Bluff 3 bedroom, AC, Ocean View!
Experience the ultimate Hawaiian getaway at Queens Bluff, a luxurious vacation rental located in the heart of Princeville, just steps away from the renowned Queen's Bath. This exquisite home offers the perfect blend of comfort, elegance, and breathtaking natural beauty,...
Kolea 1B | 3 Bedroom Kolea Vacation Rental with Easy Hilton Waikoloa Access
Kolea 1B is situated on the Hilton Waikoloa side of the Kolea property and offers a nice open view with some view of the blue waters of the Pacific Ocean. This expansive three bedroom vacation rental is great for families. Once you enter the villa through the large...
Large 2 Bed 2 Bath in Gorgeous Maui Kamaole Complex South Maui
Perfectly perched on the second floor, our vacation rental offers a serene retreat elevated above the ordinary. Upon arrival, conveniently park your vehicle in the space directly in front of the property. A welcoming staircase leads you to the entrance of the condo,...
High Upgrades and Views W/TV and Washer/Dryer-Kanaloa
Kanaloa at Kona unit #2901: Whether you’re looking for a romantic retreat or a place to unwind and rejuvenate, this one-bedroom suite will satisfy your desires. Gaze out at the stunning Pacific Ocean from your furnished lanai that seats four guests and features a wet...
KONA WESTWIND#6 INCREDIBLE OCEAN VIEWS, CORNER UNIT
******SPECIALS FOR LAST MINUTE BOOKINGS*******20% OFF PER NIGHT FOR BOOKINGS WITHIN 1-14 DAYS OF ARRIVAL - COUPON CODE: KW6LAST2010% OFF PER NIGHT FOR BOOKINGS WITHIN 15-28 DAYS OF ARRIVAL - COUPON CODE: KW6LAST10Kona Westwind #6 is a 2 bedroom, 2 bathroom private...
NEW! Stylish and Cozy Studio near Waikiki Beach!
Enjoy easy access to beach. Ala Moana shopping mall and central Waikiki area. Ihop restaurant and ABC store just next to the hotel. Across the street from Hilton Hawaiian Village. Hotel pool, gym, laundry facility, BBQ grill and more.Aqua Palms Waikiki ranks as one of...
Hale Kahanalu "House by the Surf"
Just 175 yards from Poipu Beach, Hale Kahanalu "House by the Surf" is a 720 sq ft corner apartment perched on the top floor. This cozy unit in an intimate 8-unit complex puts you steps from one of Travel Channel's "America's Best Beaches.*Location Highlights*- 2-minute...
Marine Surf Waikiki w/ Beach Gear & Parking!
Summary:The Marine Surf Waikiki Condominiums are located just a block from Ft DeRussy Beach Park, The Royal Hawaiian Village, and International Marketplace for shopping galore, dining and nightlife. Maximum occupancy strictly enforced in accordance with local...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Snorkel, Surf, Swim
Kihei Akahi C620Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
🏖️Fantastic Ocean & Golf Course Views | Close to Shopping & Beaches | vrKCV
Welcome to Country Club Villas #317Discover your dream Hawaiian escape at Country Club Villas #317, a 2-bedroom plus loft, 3-bathroom condo perfectly positioned on the 18th fairway of the Kona Country Club Ocean Golf Course. With breathtaking views overlooking the Kona...
Spacious 1-Bedroom With Ocean Views At The Ilikai Hotel!
This spacious condo is located on the 7th floor of the Ilikai Hotel. Enjoy the coveted yacht harbor view and the Hawaiian breeze from your spacious lanai! KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dishwasher- Dinnerware, Glassware, Silverware, Cookware, Coffee...
Gourmet Kitchen•Hot Tub•Pool•King Bed•Ground Floor•Netflix
Discover your slice of paradise at Unit 141 in the 35 acre Kiahuna Plantation, nestled on the breathtaking, sunny south shore of Kauai and the only beachfront condo resort. Enjoy spacious, fully equipped accommodation surrounded by lush tropical gardens and swaying palm...
3 Bedroom Ocean Front Condo with Pool & Elevator!
Bike along the Coconut coast, kayak the Waileau River, hike to Hanalei Bay, snorkel or whale watch along the Na Pali coast, or just spend your time with your toes in the sand outside this highly-desired ocean front condo! We are as close to the beach as you can possibly...
Fit For Royalty! Beachfront w/Open Kitchen, Lanai, WiFi, TV, Ceiling Fans–Kiahuna 2004
It doesn’t get any better than this 1,360-square foot 2-bedroom vacation condo located beachfront at Kiahuna Plantation. Imagine walking out your lanai door and stepping out onto Poipu’s golden sands and soothing waters.An open-design kitchen flows into the stylish...
Coconut Plantation 1192-4: Spacious 3BR Home w/ Golf Course & Resort Pool 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.Welcome to Coconut Plantation 1192-4 by...
Beach/garden-view condo with wraparound lanai, pool, tennis courts, & hot tub
Plumeria Breeze at Ke Nani Kai #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to explore the adventures that Molokai has to offer you? Welcome to Plumeria Breeze...
Oceanfront Blissful Sanctuary 🐳 Balcony that Almost Hangs Over The Ocean! 🐠 Hale Kona Kai 308
True and total oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
Oceanfront with King Bed in Wavecrest
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can peek around the corner to see the pool from the lanai to decide when to...
Cozy Ground Floor Studio Unit
Hawaii Tax ID: TA-061-611-2128-01TMK: 390011070017Kihei Bay Surf 117 is an affordable studio located across the street from the ocean. You will love having the convenience of a kitchen while you are on vacation that will allow you to cook your own...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-30G2
Refined oceanfront villa in Kapalua Bay with private lanai, direct access to Oneloa Bay and coastal trails, resort amenities, and serene tropical elegance-perfect for couples or small families.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Watermark - Luxury 2BD/2BA/1PA on 30th floor with an Ocean View!
This luxurious high-floor unit offers an exceptional stay with breathtaking views and modern comforts. Featuring 2 queen-size beds and 2 tri-fold memory foam mattresses, the condo comfortably accommodates up to 6 guests, making it perfect for families or groups.The unit...
Downtown Honolulu Skyview - 1Bed+Den- Free Parking
Downtown Honolulu Skyview - 36th Floor Oasis with Stunning City and Ocean ViewsLocated on the 36th floor of the Executive Centre, Downtown Honolulu Skyview offers a stunning view of both the city and ocean. The unit is a comfortable one bedroom + den, one bathroom...
Kailua-Kona Condo w/ Balcony: Walk to the Beach!
Indulge in an unforgettable escape when you stay at this 1-bedroom, 1-bath condo in Kailua-Kona. Less than a half-mile away from a shopping village and tons of oceanfront activities, this vacation rental invites you to embrace the Aloha Spirit of Hawaii. Peruse local...
Ilikai Hotel - Amazing Lagoon Views! Free WIFI, No Resort Fees!
Amazing views, perfect location! This rare and sought after condo is located on the desirable lagoon side of the Ilikai Hotel on the 18th floor. There is a sliding divider between the living area & bedroom for added privacy. You'll love waking up and enjoying your...
Inviting 2 bedroom/2 bathroom suite-sleeps 6
This is a 2 room suite, 2 separate units adjoined by a private hallway. One room has 2 queen beds, the other has one king bed. Both sides have their own bathroom. The room with the queen beds has a kitchenette with an induction stove and refrigerator. Everything you...