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.
Mana Kai Maui Resort 212
Mana Kai Maui Resort 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Maui in style here at Mana Kai #212 and make the best memories with friends and...
HUGE OCTOBER DISCOUNTS nat "Majestic Views from our little home under the sun"
ALOHA! Come and enjoy our little piece of Paradise and the majestic views of the beautiful neighbouring islands from our Lanai. You will truly enjoy staying at our beautiful ocean front condo with direct ocean views, and taking in the breathtaking trade winds that you...
Ocean Views & Beach Access at Kamaole Sands 6-102
Highly desirable Kamaole Sands 6-102 offers the perfect ground floor location right across from one of the best beach parks in Maui!As you enter you are drawn to the open, bright and airy island feel of Kamaole Sands 6-102!The Kitchen offers stainless steel appliances...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 1-Bedroom Condo, Steps to Beach! HKH-240
Renovated 1-bedroom Hokulani villa with garden views, gourmet kitchen, private lanai, and easy beach access-perfect for a peaceful Maui getaway.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31,...
Hale Kamaole 340 Third floor condo, easy access to best beach on Maui!
Ocean and Garden Views. This two bedroom with loft has been remodeled with tile installed from the entrance to the lanai. Tile walk-in shower in downstairs bathroom. Both Bathrooms’ cabinets and counter tops have been recently remodeled. Master bath has tub and shower...
1BR/1BA Peaceful , relaxing , affordable Tropical South Maui Condo.
Have a great vacation in our 1 bedroom 1 bathroom condominium. This unit is located in South Kihei across from cove park, Charley young Beach, Kamaole 1,2 and 3, rated as one of the best all around beaches in Maui. You can safely swim ,surf, snorkel, picnic, walk, jog,...
Luscious Green Golf Course & Mountain Views! FREE Wi-Fi, Parking, Pool!
Canal House #1604 – 2611 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.) You'll appreciate this recently renovated, 600-sqft contemporary style one-bedroom condo on the 16th floor of the secure Canal House condominium. Take in the...
Newly furnished remodeled corner condo
This complex is perfectly located in sunny South Kihei, close to the beaches, restaurants and shopping, but far enough away to relax and experience the tranquility of Maui's beauty. You will find yourself just steps away from the beautiful Kamaole Beaches I, II and III,...
Only non- resort beach neighborhood in Kohala Resort Area.Old Hawaii
Puako is the only non-resort community on the coast between the Waikoloa and Mauna Kea resorts on the Big Island. Puako Beach Drive runs along the coastal reef for two miles with many beach accesses. It is one of the best diving areas in all of Hawaii. It was home to...
Don`t Miss Out on Your Home Away From Home!
The perfect home away from home vacation rental furnished with everything you will need for a memorable stay. 2 Bedroom, 2 Bath, fully equipped kitchen and a washer/dryer in the unit. This unit can sleep six, has been remodeled and upgraded to perfection! Each Bedroom...
Ala Moana #1132 Summa
Summary:Are you ready for white-sand beaches and turquoise waters? Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Join us on island time at the Ala Moana Hotel, Honolulu’s landmark hotel within walking distance to the Pacific. With...
Unit127 is Ground level with 2 bedrm 2 baths. Amazing sunsets!
Country Club Villas Unit 127 is located in prestigious Keauhou. This condominium is located on the 18 Tee, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot...
Kauai Exclusive - Nihilani 1A Tropical Villa in Princeville
Spacious and elegantly appointed, this new two-bedroom, two-bath villa is suited with a contemporary Hawaiian feel. With over 1,400 square feet of living space, Nihilani Villa 1A is the perfect home away from home. This little piece of paradise is fit with central A/C,...
Gorgeous new listing! Half-block from Waikiki Beach!
Be one of the first to stay in this gorgeous new listing! This spacious 2 BR, 2 BA condo is steps from beautiful Waikiki Beach. Located in a quiet residential building, situated among Honolulu's finest hotels, it combines an alluring tropical setting with modern...
Spacious Island Retreat With Ocean Views In Poipu!
Experience the very best of Kaua‘i’s South Shore at Sunset Kahili—Poipu’s premier oceanview escape.This spacious 1-bedroom condo offers endless views of the Pacific and unforgettable sunsets, making it the perfect retreat for couples or solo travelers. Located...
#58 2 bedroom/2 bath | 2 Bed, 2 Bath
Take your Big Island escape to the next level while staying at this 2-bed, 2-bath vacation rental condo at Colony One at Sea Mountain. Greet your neighbors with a friendly shaka while sipping coffee on your Lanai or visit Punalu'u Black Sand Beach to say Aloha to the...
Maui Resort Rentals: Honua Kai Hokulani 109 – Ground Floor Interior Courtyard 2BR, Steps to Beach/Pools, Large Lawn Area, Partial Ocean Views!
Relax and enjoy Maui from Hokulani 109's lavish interior. This suite features an expansive 1300 sq. ft. of interior living space. Bask in the natural light and enjoy the views of the Pacific Ocean and the lush manicured grounds from the kitchen, dining, and living...
Fisher's Hana Bay Hale, Across from Hana Bay
We are a licensed vacation rental:STHA-2017/0002 TA-061-740-4416-01GE-061-740-4416-01Aloha & Welcome,The Fisher's Hana Hale is located across the street from Hana Bay and Waikoloa Beach. Our guests enjoy the privacy of their own unit with a full kitchen and laundry...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3 Pools. BBQ Grills. Fun Sports Court includes pickle ball,...
Kuilima Estates West #120: North Shore Golf View
End every day with a stunning Hawaiian sunset on the North Shore of O’ahu when you stay at Kuilima Estates West, unit 120. This newly remodeled 2-bedroom, 2-bathroom with loft townhome is located adjacent to the Turtle Bay Golf course, home of the Fazio and Palmer...
Steps to Beach ~ Pool, Hot Tub + Balcony
Tucked within a lush tropical resort, this 1-bedroom, 1-bath condo offers a peaceful garden-view setting just a 5-minute walk to the beach. Enjoy a private balcony with sun loungers, access to a resort pool with a water slide, and walkability to Poipu’s best shops,...
Royal Mauian Resort Oceanfront Condo
Spend your vacation in one of Maui's most beautiful oceanfront two-bedroom, two-bath condos at the wonderful Royal Mauian Resort.Located in south Kihei, near Wailea, on Maui's sunny southern shore, this privately owned residence is situated between two of the island's...
🏖️SPECTACULAR - OCEANFRONT - GREAT LOCATION!!!🏖️
A Nice Retreat and Excellent place to enjoy Kona.This beautiful and well equipped home awaits you! Granite counters, tile floors and a wonderful king size bed are great, but you were drawn here to be on the ocean. Relax on the lanai as the ocean breeze refreshes you....
150-4 Ocean Front Condo with an Amazing View!
Location, location, location! This condo, located just 30 feet from the ocean in beautiful Puamana, offers a serene retreat in a community recovering from the Lahaina fire. Puamana, a 30-acre oceanfront community, is known for its stunning shoreline and lush landscapes....
Spacious 4-Bdrm - AC & Big ocean views!
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Kapiolani Villa - Luxury Princeville Kauai Estate with Pool
Welcome to Kapiolani Villa, a stunning vacation home perfectly situated near Queens Bath, where luxury meets comfort in a breathtaking setting. With panoramic ocean views from almost every room, this elegant retreat is designed for those seeking the ultimate Kauai...
KONA OASIS
"KONA OASIS" at Kailua Bay Resort, located in the heart of Kona town, where you can walk to numerous locations such as restaurants, local events, coffee shops, night clubs, shopping, and the pier/sandy beach. This top floor condo is complete with everything one could...
3BD Oceanfront Menehune Shores 414
Located front and center on the fourth-floor, this spacious 3BR/2BA Menehune Shores condo offers unbeatable views of the sparkling ocean below. Enjoy the sounds of the waves lapping the shore as you are situated toward the ocean side and far from the road.This light,...
Oceanfront home with shared pool, hot tub, spacious private lanai, & WiFi
Pono Kai Resort B203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this newly upgraded and attractive oceanfront condo at Pono Kai Resort, centrally located right in the heart...
Ilikai 1102 Ocean / Sunset / Marina Views King Bed, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. 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.Newly Remodeled,...
Steps To The Beach, Ocean Views, Large Pool, Fun family area!
In beautiful Kihei, find your haven in this snug 1-bedroom condominium. Nestled just a short walk from the stunning Kamaole Beach Parks, you'll be steps away from the soft, golden sands and crystal-clear waters of Maui's picturesque coastline. Soak up the sun by the...
Shores at Waikoloa 234-Large Condo with Wrap Lanai, Partial Ocean/Golf Views
Welcome to the Shores at Waikoloa Bo Tree Tower. This second floor unit has partial ocean and golf course views. We have a large wrap around lanai to enjoy the great views with table, chairs and patio recliners. Kitchen has everything you need, master bedroom has a...
Ilikai 423 City / Waikiki / Mountain Views King Bed, Sofa Bed
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. 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 to...
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/c
Poipu Makai is situated on an ocean bluff for excellence in viewing abundant sea life and beautiful Pacific Ocean sunsets over the Poipu coastline. Because of the unique ridge location, Poipu Makai E-1 is located on the ground floor while it is necessary to take stairs...
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
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...
Welcome to Gorgeous Hideout - Kuilima Estates East
Discover the beauty and tranquility of Kuilima Estates East, nestled on the 17th green of the iconic Turtle Bay Fazio golf course. This beautifully appointed 1-bedroom, 1-bathroom unit spans 658 square feet, offering a perfect blend of comfort and convenience for up to...
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Aloha! Welcome to our home in the heart of Hana, right above Hana Bay. Relax in this 3 bedrooms / 2 bathroom house featuring a fully equipped kitchen upstairs and wet bar on the main level with two outdoor patios. The second floor offers 2 bedrooms, a full kitchen, and...
Perfect for a Romantic Getaway! Shores at Waikoloa 328
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
Romantic Oceanfront Kauai Beach Resort, Jacuzzis, restaurants, 4 pools
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a beautiful second floor unit with a view of the park and ocean behind it. Comfortable king bed with chaise lounge and balcony.The Outrigger Kauai Beach Resort and Spa...
Nani Kai Hale 307 on Sugar Beach
Nani Kai Hale 307 has an open floor plan that features a modern galley style kitchen and a spacious living room decorated with a tropical flair and with a queen sofa bed and LARGE flat panel screen tv. Split AC system installed in living room and bedroom. There are two...
This Is The Closest Unit To The World Famous Kamaole Beach!
This beautiful unit is on the top floor, with views of the ocean from all three lanais. You can't get any closer to the famous Kamaole Beach Park II than this unit! This is the best beach in Maui, with beautiful sunsets every night. Both master suites are equipped with...
Kona Reef F4 Ocean View Condo Ground Floor No Stairs and 5 min walk to Downtown
Kona Reef F-4 - Let the waves lull you to sleep in this Lovely Oceanfront Condo in Kailua-Kona, HawaiiExperience the ultimate Hawaiian getaway at our oceanfront condo which is easily accessible-- no stairs- and it's 15 steps from our free parking lot to your door. This...
Next to Ocean, 120/nt. monthly rate May 1 - Oct 31, fully renovated condo
This fully renovated condo is located right next to the Ocean in the famous Ilikai Hotel & Suites. Just a few steps away is the world famous Waikiki Beach, which starts at the Ilikai. To go to the beach, simply come down the elevator to our lobby, walk across the...
Beautiful Lahaina Side 2 BR Condo with Beach View B7
Enjoy the Lahaina side in comfort! Two Bedroom, one bath condo furnished 'Island Style'. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming,...
Aloha Condos, Mauna Loa Village, Condo 11-70, Fairway View, AC
Amazing Views welcome you to your little Piece of Paradise! Your best vacation awaits you….This fully appointed, one of a kind, townhouse style condominium, is situated in quiet Mauna Loa Village, Keahou but just minutes from our thriving little town of Kona with...
Wailea Ekahi #8-B Partial Ocean View, Steps to Beach, Easy access to Pool
1 Bedroom Condo, Steps to Keawakapu Beach, 60 steps to Oceanfront Pool.This ground floor one bedroom two bath has a/c throughout. It boasts a large open floor plan where the floor to ceiling sliders in the master bedroom and in the living area all open up onto the...
The nicest condo in the complex w/ocean views. Across the street from the beach
This one bedroom one bath condo comfortably sleeps four. With a queen size bed and ceiling fan in the bedroom and a full size sofa sleeper with ultra thick luxury memory foam mattress in the living room. Our condo is furnished with all the amenities that you would...
Kauhale Makai 434 | Incredible Pacific Views!
Kauhale Makai 434 is a beautifully appointed two-bedroom, two-bath condo located in the heart of Kihei, Maui, Hawaii. Situated on the fourth floor of an elevator building, this oceanfront retreat comfortably accommodates up to four guests and offers unforgettable views...
Sea Village 1105: Delightful Oceanfront Condo w/Shared Pool, Spa, & Lanai Views
Oceanfront Escape with A/C | Modern 2BR/2BA Condo in Kona – Sea Village 1105Your dream Hawaiian getaway starts here at Sea Village 1105, a newly upgraded 2-bedroom, 2-bathroom oceanfront condo in the heart of Kailua-Kona. Now featuring air conditioning in both the...