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.
Kona Coast View Guest Apartment -long term renters welcome!
Looking for long term renters over 3 months or longer! $2100/month Comfortable modern downstairs vacation apartment -SLEEPS: 2 Adults with garden views and its own entrance. Fully furnished with queen bed (sleeps 2 adults) kitchen table and chairs, bar stools and fold...
Napili Shores D-125 - Napili Bay and Complimentary Activities
Napili Shores D-125 is perfect for your Maui vacation. The lanai of this ground floor Napili Shores studio condominium extends into the grass and landscape of Napili Shores Resort. You are only a few steps to the white sand beach that border the tranquil waters of...
Ground-Floor Studio in Paradise w/ a Shared Pool, Hot Tub, & Beach Access
Islander on the Beach 172Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With the crystal blue waters of Kauai's Coconut Coast just a short stroll from your door, you'll love staying...
1 Bedroom, Beachfront, "Live Aloha"
West Maui is open, and guests are welcomed and encouraged to visit now more than ever to enjoy island Aloha on the beautiful “Valley Isle”. “There is an abundance to see and experience. Please be especially respectful and mindful with Aloha and compassion while...
Newer-built studio with WiFi, TV, & walk-in shower - close to the beach
Star of Waikoloa Beach Resort - Ainamalu Ohana Guest HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This newer-built studio will be a great getaway while you're in Waikoloa....
Maui Banyan G410 - Remodeled, Partial Ocean View, AC, Across Kamaole Beach!
This newly remodeled unit is located in South Kihei, which is on the southwest side of Maui, an easy drive to nearly all of Maui’s landmarks and outdoor activities. Kamaole II Beach is right across the street from the Resort and offers excellent swimming, snorkeling,...
Ilikai 1938 Ocean/Lagoon 2xBed, Sofa Bed Free Parking
STUNNING OCEAN & Lagoon VIEWS! FREE PARKING INCLUDED. STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautiful high end recent remodel. One of a few units with...
Special Rates! Akahi C609! Ocean View Escape | Top Floor 1 BR
Kihei Akahi C609, wake up to breathtaking ocean views, sipping coffee on your private lanai, and feeling the cool Hawaiian breeze. This charming one-bedroom condo is located across the street from Kam II Beach.Unwind in Paradise: Nestled on the top floor of the C...
Two-story condo with ocean view, lanai, outdoor pool & AC - near beaches
Puamana 9BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool, fragrant breezes flow through this lofty, two-story condo in Princeville, beautifully situated with a view of the...
Ocean View Lanai! W/D 1Bd/1Bth 20% off Feb - Apr
Keep your eye open for last minute discounts!This newly renovated condo, 2nd floor of a 2 story bdg, is designed for comfort and relaxation, the kitchen provides everything needed for a gourmet meal. This unit also has a washer and dryer in the unit. This newly...
Wailea Grand Champions Condo on Award-Winning Golf Course w/Shared Pool/Hot Tub
Wailea Grand Champions 26Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailea Grand Champions Villas 26 is a wonderful, single-level condo in a luxurious, resort community in South...
Na Hoa River Home, Near Kalapaki Bay, AC Comfort! TVNC #1313
Na Hoa Hale Vacation Home, "House of Friends". Niumalu, Lihue, Kaua'i Vacation Rental. Accommodates up to 6 guests, including children and infants.This newly air conditioned home is just 2-miles to Kalapaki Beach, Dukes Canoe Club, and many other shops and restaurants!...
Now Available Beach Luxe Remodel on Ground floor! Easy Access!
This 2 bedroom 2 bath condo located on the ground floor is a remodel. This recent remodel s clean, modern and has an upscale beachy vibe. The stylish kitchen has grey modern cabinets and Calcutta quartz countertops. White walls and contemporary Nick Kuchar art will make...
M.R.R. Presents Honua Kai Hokulani 105 – Ground Floor Interior Courtyard 2BR, Steps to Beach/Pools, Large Lawn Area, Partial Ocean Views!
As the absolute closest two bedroom suite to the ocean at Honua Kai, coupled with the vaunted interior Hokulani location, enjoy unparalleled access and convenience with sand and surf just steps away. Hokulani 105's close proximity to the ocean means that it is one of...
FLASH SALE 🏝 Amazing Ocean Views Over Lush Golf Course! 🌅 - Country Club Villas 226 🩴
Country Club Villas #226 is perfect for 1 - 4 guests. Your view is over the fairway of the Kona Country Club's Ocean Course right out to the ocean beyond. Beautiful ocean views and sunsets from your lanai.• King bed in the primary bedroom• Guest bedroom has a...
Shores Waikoloa - Remodeled 1 Bedroom Condo
Shores Waikoloa is a gated community surrounded by the dramatic lava fields that encompasses the Waikoloa Resort.You will find that our one bedroom unit with new Central AC is the perfect location for your next vacation and offers everything you need for a relaxing and...
Kona's Oceanfront Oasis: A Perfect Family Escape!
Welcome to your dream Hawaiian getaway! Nestled in the heart of Kailua-Kona, this stunning oceanfront condo at The Sea Village offers breathtaking ocean views, luxurious amenities, and a perfect location for families. Whether you're here for adventure or relaxation,...
Ko Olina Coconut Plantation 3 Bedrooms Aulani and Four Season Great Location**
Our unit is just across the street from the Disney Aulani and is only about 20-30 mins to Honolulu Waikiki and Pearl Harbor. Our unit offers 3 bedroom 2 full baths and can sleep 8 people comfortably. The master bedroom has a King bed Master bath shower shower the guest...
WAIKIKI,1BD CRN, FREE PKNG WIFI, BEACH ITEMS, NETFLIX, YOUTUBE, NO RESORT FEES!
WAIKIKI 1BD CRN FREE PKNG, NO RESORT FEES, YOU TUBE, NETFLIX, CALLS, BEACH ITEMS!The building is a hi-rise resort centrally located in the heart of Waikiki. NO RESORT FEES. Our condo is a one-bedroom unit, not a studio. Included are ONE FREE ASSIGNED PARKING, FREE WIFI,...
Kauhale Makai 528 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!This beautiful 1 bedroom unit has everything for your Maui vacation. You will love the well maintained kitchen and bathroom. Enjoy your coffee on the balcony while looking at whales and boats and the...
Hale Kamaole 339 Ultra Modern 2 Bedroom with Loft next to Beach
Book with us and come to Maui to explore everything we have to offer!This meticulously updated and well maintained air conditioned 2 bedroom with loft has everything you need to relax in luxury! Conveniently located very close to world class beaches, hiking, shops, and...
Lovely 3rd floor Corner unit! Bali inspired remodel! Book Winter/Spring!
Kaleialoha #315West Maui Welcomes You Back October. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. Please stay away from Lahaina Town while it heals and...
Kauai Sunset & Ocean Views from Atop the Plumeria Trees
This location is truly special! While unwinding from a long day at the beach or hiking, I sit on the lanai with a cool, refreshing beverage or lay on the bed with the windows open and I feel like I am in the most luxurious tree house, simply magical. Where else can you...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
Maui Vista 2-301 - Modern and Bright Renovation in Building 2, No Carpet, AC!
Welcome to Maui Vista 2-301, everything in this condo was selected to set the tone for your ultimate tropical Maui vacation, from the locally sourced beach art to the comfortable island-style furnishings. Located a close walk to Charlie Young and Kamaole I Beach, this...
Islander on the Beach 214 - New Listing
Enjoy a beautiful garden with peek ocean view in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 214 is beautifully decorated with quality, island-style furnishings: a king bed with a full size sofa sleeper accommodates up...
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
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Pacific Shores A105 Ground Floor Prime Location To Pool And Beaches!
Ground Floor S. Kihei Retreat. Steps to Pool and Beach!Aloha! If you're looking for the ideal home away from home in Maui, you've just found it! Welcome to Pacific Shores A105, a charming 2-bed/2-bath corner unit, perfectly suited for families or couples seeking a fun...
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,...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
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...
10% off Spring Special - Spacious 2 Bdrm, 2 Bath + Loft w/2 more beds
FREE NIGHT, when you book 5! Inquire before booking.Bring the whole family or group of friends to this great place with lots of room for everyone.Spacious, ground floor, splite level, end unit fronts the 1st hole of the Fazio Course. Beautiful sunset views from lanai. 3...
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....
Remodeled 🏝 Amazing Ocean Views over Lush Golf Course! 🐠 Country Club Villas 320 🩴
Country Club Villas #320 is great for 1-6 individuals. Your view of the Kona Country Club's Ocean Course is right out to the ocean beyond. Enjoy the views of the ocean and the breathtaking sunsets of your lanai. King's Bed in primary bedroom.Guest bedroom has a queen...