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.
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...
Honu Hideaway ~ Gold Coast Comfort - Kuilima Estates West
• California King bed• Queen sleeper sofa• Two full bathrooms• Air conditioning in the bedroomTake a rest in this lovely condo after a long day exploring the island. This beautifully decorated one bedroom, two-bathroom unit has not only the perfect location but...
Wailea Elua Village | 2005
Wailea Elua Village 2005 is a stunning two-bedroom, two-bathroom vacation rental located in the desirable Wailea region of Maui. This beautifully appointed condo offers a perfect blend of luxury and comfort.The spacious interior features an open-concept design that...
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...
Beachfront Lahaina Condo w/ AC: Featured on HGTV!
Watch sea turtles meander across the sand and whales splash in the ocean from your very own private lanai when you stay at this vacation rental condo. This Lahaina getaway promises breathtaking sunsets and island views as you swim in the resort pool or stroll the beach...
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...
BEST RATE! ADA Studio Ala Moana Condominium (AH01)
This cozy ADA studio will become your favorite place away from home with all the things to make your vacation unforgettable. A queen size bed, close proximity to the beach, shopping centers at your doorstep, floor to ceiling windows and lanai is a hard to beat...
Exceptional Ground Level Retreat: Kihei Surfside #102 – Stunning Pacific Views!
Kihei Surfside #102 – Stylish Ground-Floor Ocean View Condo with Recent UpgradesDiscover the best of coastal living at Kihei Surfside #102, a beautifully updated ground-floor condo offering ocean views and easy beach access. This 1-bedroom, 1.5-bathroom unit sleeps up...
🏖️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...
Homey & Comfortable Ground Floor Condo - Easy Access to South Shore Hot Spots
Makahuena 1102 is a laidback, ground floor getaway in the midst of all that Poipu has to offer. Make yourself at home in the open and spacious living, dining and kitchen area, and enjoy two large, comfortably furnished bedrooms. You'll also find two full bathrooms,...
Konaloa | Unimpeded views of the stunning ocean
Maximum occupancy strictly enforced in accordance with local ordinances.Welcome to Kanaloa 2403, a serene 2-bedroom plus loft (that features additional sleeping space) condo with unimpeded views of the stunning blue ocean and the resort pool just steps away. Whether you...
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...
Stunning Ocean View Unit at Marriott's Ko Olina Beach Club on Oahu
Find your bliss in this luxurious space, where unequaled comfort provides an intimate refuge. There are too many amazing things about the island of Oahu to list them all but let’s just run through some highlights: world-class beaches and surfing, premier golf,...
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...
2 Bedroom Ocean View Condo - Kaha Lani 212
Castle Kaha Lani Resort #212, on the second floor: Guests can begin their day enjoying a fresh pot of coffee or blending local fruits in their blender. The inviting recently remodeled full kitchen has ample granite countertop space to prepare fantastic meals and feature...
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...
Queen Studio, Full Kitchen 1.5 mins from the Beach
We are so lucky to be able to offer this fully remodeled studio, Queen bed studio at this great price.Not only are all the appliances (including full cooker) brand new, The studio itself is only 1.5 minutes from Waikiki Beach!With a comfortable bed and ample space to...
Step into a cozy, vintage-style retreat with all the comforts of home!
Step into a cozy, vintage-style retreat with all the comforts of home! This spacious 1-bedroom condo offers a full kitchen, a plush king-size bed, and stunning views of the city skyline and majestic mountains.Embrace a touch of nostalgia with its classic décor,...
Hapuna Beach Residence B49 at Mauna Kea Resort
Where extraordinary meets island luxury, this newly-constructed, top floor, beachfront residence offers floor-to-ceiling sliding pocket doors that transform the great room into a lanai; an epicurean kitchen with professional-grade Wolf, Sub-Zero and Miele appliances,...
2 bedroom 1 bath cottage 10 minutes from beach
Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes.Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence).Easy 10-minute drive to airport, beaches,...
KBM Resorts | FREE CAR | Kuilima Estates | 2-Bedroom Condo at Turtle Bay! KUL-E113
Peaceful 1-bedroom plus loft condo on Oahu's North Shore with golf course views, private lanai, full kitchen, and resort amenities-just minutes from beaches, dining, and scenic island adventures.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor w/ Lawn Areas, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor residences to create a 4 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas. The 3br residence offers over 1900 sq ft of interior living area and a 1br...
Molokai Shores 203
Molokai Shores unit #203 on the second floor: You may never want to leave this 570 sq. ft. tropical hideaway located on Molokai! Upon entry, you will feel ready to unpack all of the goodies you found at the local grocery store located less than one mile away in...
OUTSTANDING OCEANFRONT STUDIO - KONA ISLANDER INN CONDOS by RedAwning
**COMPLETELY REMODELED - DOWNTOWN,** TAKE A LOOK, YOU WILL WANT TO STAY HERE,HAS QUEEN SIZE MURPHY BED.KITCHENETTE WITH **INDUCTION COOKTOP, FULL SIZEMICROWAVE, FULL FRIDGE, ALL OF THE COOKING ITEMS YOU WILL EVER NEED AND MORE**, **FULL SEPARATE BATHROOM WITH DOUBLE...
Molokai Shores 120
Molokai Shores unit #120, on the ground floor: Live the luxe life in this 570 sq. ft. 1 bedroom ocean view haven with cool tile flooring and ceiling fans. Open the sliding glass doors and you will find yourself on the ground floor lanai enjoying the landscaped lawn and...
Kauhale Makai 410: 1 Br Ocean View @ Kihei ocean front resort location
Enjoy Ocean Views from this one bedroom Condo. The bedroom has a queen bed and there is a pull-out sofa bed in the living room, allowing this unit to accommodate up to four (4) people. The fully equipped kitchen is perfect for making meals to dine in or for meals to...
Comfortable studio condo located steps from the beach and the best of Waikiki
Tradewinds Plaza 906Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Honolulu, this charming corner studio offers a prime location just steps away from the...
Enchanting Ocean & Coastline Views with Sandy Private Beach! Romantic Sunset Views - Month Plus
Enchanting Ocean & Coastline Views with Sandy Private Beach! Romantic Sunset Views – Updated throughout! Direct ocean front! Spacious with two Bedrooms & two bathrooms, central air conditioning, top of the line kitchen and appliances, new attractive and comfortable...
Ocean, Pool and Tropical View-Kihei Kai Ocean View Condo 23.
Condo #23 is an ocean view unit located on the upper level. Relax on the lanai and take in the beautiful and calming ocean, pool and tropical surroundings. This condo recently remodeled its bathroom and updated the kitchen which is fully equipped with appliances,...
Casual Poipu Vibes! 2nd Floor Suite - Kiahuna 2413
Merging style with a casual Poipu vibe, this 880sf second-floor suite welcomes you “home” to easy island living. Meals convenience plays out in the full kitchen with dishwasher and spacious lanai for sharing Kauai’s bounty. Enjoy ceiling fans, WiFi, flat screens...
Two story, 2nd floor spacious condo
Maui Kamaole F209 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and can accommodate up to 6 guests. Please note that there are no elevator access. The professionally decorated, garden view townhouse-style condo offers a loft master bedroom with a king-size...
Newly Built Condominium "Sky Ala Moana " 26th Floor OceanView (SAW2605)
This is a newly built and hottest condominium in Honolulu, HI, with Hawaiianized furniture!!!You may enjoy the city, the ocean, and the mountain from this unit, Sky Ala Moana 2605.This unit has 1 king-sized bed and 1 double-sized sofabed.Watch the city wind down and...
2BR/1BA Condo at Royal Aloha in Waikiki! Free PARKING, Free WiFi!
Nice condo with two bedrooms and one bathroom. It does have a balcony where you can sit down and enjoy Hawaiian breeze, also enjoy nice city view! This unit sits right in the beginning of Waikiki, close to the beach, a very short walk to the famous Ala Moana shopping...
Upgraded Chic Condo with Lush Gardens!
Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...