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.
Kaanapali Alii | 4102
Welcome to Kaanapali Alii 4102, a luxurious vacation rental nestled along Maui's stunning western shore. This elegant condo offers a perfect blend of comfort and style, making it an ideal choice for your next family-friendly getaway. Kaanapali Alii 4102 spans over 1,500...
The Westin Kāanapali Ocean Resort Villas- Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
Kona Palm House 3 Bed/2.5 Ba with Pool
The Kona Palm House has a total of 3 bedrooms and 2.5 bathrooms. The Master with Cal King bed is located upstairs with an en suite bathroom and walk in closet. The half bathroom is located next to the kitchen at the top of the stairs. Also, upstairs you will find a...
*Turquoise Ocean Views!* | Walk to Waikiki
Summary:🌺 Aloha from Waikiki Beach Tower! 🌴 This airy, island-inspired condo has full ocean views from every room so you can savor every moment of your long-awaited vacation :)You'll be able to watch the magical sunsets over Waikiki Beach and feel the pull of the...
Beautiful Condo Overlooking the Pacific Ocean
. On a bluff overlooking the Pacific on Kauai's north shore, this polished condo resort is a 10-minute drive from the Hanalei National Wildlife Refuge and 2.1 miles from the Princeville Golf Club.Units have ocean or garden views, full kitchens with hardwood floors and...
Milowai 101 Ground Floor, Corner Condo w/ Stunning Ocean Views!
Escape to paradise and experience the wonders of Ma'alaea Harbor in this exceptional 2-bedroom condo. With its array of features and stunning ocean views, your vacation here promises to be truly unforgettable.Step onto the grand double-sized lanai, where you'll find a...
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT
Welcome to our HOME!!! We are located on the top floor of the popular H building in Papakea resort. We do welcome families but our condo is not suitable for children under the age of 5. From the minute we walked in we were in heaven!!! The VIEW will take your breath...
New Listing! Modern Ocean-View Condo at Luana Kai C203
New Listing! Modern Ocean-View Condo at Luana Kai C203.Interior photos coming soon.Welcome to Luana Kai #C-203, your Maui home away from home! This beautifully updated 1-bedroom, 1-bath condo offers modern comfort, stunning views, and an unbeatable location on the...
Remodeled "Seas The Day" Golf Villas Mauna Lani, Private Beach Club Access!
The kitchen and main floor have recently been renovated with fresh paint, new floors, designer furnishings, quartz counters, and stainless appliances.This well appointed condo is located in the gated Golf Villas community of Mauna Lani and features two bedrooms on the...
Maui Ocean Front 1bd/2ba Condo at The Whaler on Ka'anapali Beach - Sleeps 5
Our updated corner unit condo is located at The Whaler on Kaanapali Beach. Privately owned and rented, this 1 bedroom, 2 bath unit has an updated interior and a beautiful wrap-around lanai for additional space to relax and entertain.This oceanfront resort includes a...
Beautiful Home With Spectacular Amenities
Our large and sun-filled condo has plenty of space for a large family and lifelong memories. We are part of the Hali'i Kai community. Enjoy the Hawaii vacation you've dreamed of in the gated community of Hali'i Kai.Our 3-bedroom, 3-bathroom two-story condo offers guests...
Hale Nani Lanikai: Beautiful Tropical Home Close to Beach w/Pool, Yard & AC
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 Hale Nani Lanikai by Gather, a...
3BD NEW! Luxurious, Newly Remodeled, Walk to beach
Summary:Walk to the world-famous Napili Bay Beach. It is so close! The sand there is soft, beautiful and year-round. This extraordinary three-bedroom, newly remodeled from top to bottom, two and a half bath condominium sleeps up to nine guests. This west side island...
Ohia Cottage: Your Coastal Retreat near Napoopoo Beach
Ohia Cottage is a well-appointed guest house on a secluded private farm in the heart of Kona s coffee belt.How amazing would it be to wake up and smell the coffee in Hawaii?! Our cottage is a perfect setting to host honeymooners celebrating their love or simply hosting...
Halenani - Eco-Friendly Ocean View 7-Bedrooms @ Mauna Lani (Heated Salt Pool)
Aloha and welcome to Halenani, the premiere estate on Hawaii's sunlit Kohala Coast. Halenani is unique in its ability to create a paradise oasis within paradise itself. The superb landscape design, ponds and gardens surrounding the home sing to you from afar and beckon...
Stunning Ocean Sunset Views From Your Private Lanai
Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size murphy bed in living room to easily accommodate up to 4 guests* Quiet, safe and clean* Fast and reliable WiFi* Samsung Smart...
CLEAN and SERENE eco-friendly private cottage!
Private cottage, gorgeous 720 sq ft one bedroom, full kitchen, bathroom, spacious living/dining area. Covered lanai with gas grill, patio seating, covered gazebo area with hammocks and hanging chairs. Conveniently located right off famous coastline of the 'Red Road.'...
Hale 'O Lalani - Ocean View Estate with Pool & AC
Looking for a unique and luxurious Kauai getaway with incredible views, a pool, and air conditioning? Would you like something that feels private and secluded yet close to some of Kauai's most amazing beaches? Escape to this bluff estate overlooking Anini Beach and...
Amazing Ocean View 4 bedroom/4.5 baths with AC!
The newly renovated, air-conditioned four-bedroom private house offers all the best of Princeville in Kauai.Sit on the lanai and breath in the fresh Kauai air and take in the beautiful Ocean view. Whale watching in season. If you look closely, you may see dolphins going...
Steps from the Beach, Stunning View, Newly Remodeled, +AC
1 minute walk to a beautiful sandy beach. This beautifully remodeled one bedroom condo is at Kiahuna Plantation, the only beach-front condominiums on Poipu Beach, located on the sunny side of Kauai. The condo complex is situated directly on the beach among 35 acres of...
Luana 8B: Ground-Floor 3 Bed Villa with Private BBQ & Garage + Resort Access
Experience the best of both worlds at Luana Garden Villa 8B—luxurious, private villa living with full access to all the amenities of Honua Kai Resort & Spa. This newly built, ground-floor 3-bedroom, 3-bathroom villa offers over 2,047 square feet of living space, with...
Charming Anahola Studio Cabin ~ Short Walk to Beach
Mahinani's Farm offers a unique experience for visitors to stay in a peaceful location tucked directly between the mountains and the ocean.Our Tiny Studio Cabin is surrounded by soft rolling hills, giant royal palms, pines, coconut trees and flowers. Perfect for...
Unique Oceanfront Home in Enclosed Area
Kona Onenalo is a ONE-OF-A-KIND property on the beautiful Kona Coast. There are 12 identical and individual homes in this quiet, gated community. The complex sits on a point of land adjoining La Aloa Bay, and is just a 3 minute walk to Magic Sands Beach. You'll love the...
1 BR Deluxe Ocean View Suite @ Ka'anapali Beach
Comfort meets convenience at Ka‘anapali Beach Club, located on Maui’s western shore just minutes from downtown Lahaina.Covid-19 Enhanced cleaning protocols in place.• Guest checking in must be 21+ with valid ID.• Guest must have debit/credit card to put $100...
Lazy Lehua Cottage
Serenity, peace, and rejuvenation is here at this private cottage on a half-acre of upcountry rainforest. Lazy Lehua Cottage is for settled or adventurous couples, small families, honeymooners, artists, poets, musicians, scientists, and writers. The native birds sing...
Kula Luxury Home with Ocean & Mountain Views
Special Permit: (SUP2) SUP220170018 Permit: BBMP20170006Relax in the luxury and privacy of this quiet neighborhood that is still convenient to modern amenities and restaurants. This location is a little slice of heaven, a different experience from other rentals on Maui....
Special Rates ~ Experience Luxury at Kapalua Golf Villas 27T5
Experience the epitome of island elegance at Kapalua Golf Villa 27T5, a newly furnished and meticulously designed 1-bedroom, 2-bathroom retreat perched on the second level of the prestigious Kapalua Bay Golf Course. This lovely 1,100 square foot villa can accommodate up...
Hualalai Resort: Ground Level Villa by the Ocean
Hillside 1102 is nestled near the shore in the exclusive 5 Star Four Seasons Hualalai Resort. From the lanai, listen to the rhythmic waves on the shore, just a short walk from the Villa. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...
Royal Mauian - Remodeled 2 bed/ 2 bath gr floor - Tri-zone A/ C Early Nov Avail
This beautifully decorated 2 bedroom, 2 bath ground floor condominium home underwent a complete renovation. New thermal aluminum windows that will keep the home quiet and cool. Tri-zone air conditioning system with a thermostat in each room so all Guests will be...
Kona Awesome Tropical PoolCottage/AC/GreatLocation
E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...
Maui Resort Rentals: Honua Kai Hokulani 715 - Stunning 7th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan!
Widely regarded as the premier two bedroom floor plan at Honua Kai, this 7th-floor oversized 2BR deluxe ocean view corner suite boasts a 1325 sq. ft. interior with direct ocean views from the kitchen, dining room, and living area, as well as the 340 sq. ft. wraparound...
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and across from the world famous Hilton Hawaiian Village, this truly unique and newly remodeled unit offers unparalleled luxury...
Beautifully Remodeled studio Makaha Valley Towers
Beautifully remodeled studio apartment with breathtaking views of the mountains and ocean. The Makaha Valley Towers is located in the scenic Makaha Valley and is minutes away from Makaha Surfing Beach. The area is known for its quiet, relaxed atmosphere. There are...
Lahaina / Napali Villa 2BR FULL KITCHEN. AVAIL. DEC. 20-27 & 29-1/5
2BR in the Nipali Tower available Dec. 20th -27th & Dec. 29th - Jan.5thI ONLY HAVE FULL WEEKS FOR THESE DATES. IF YOU ARE ONLY INTERESTED IN PART OF THE WEEK IT IS STILL THE SAME PRICE. Im sorry but there is nothing I can do with misc. nights when I am not on sitePlease...
Incredible Ocean view from Updated Top Floor Condo!
The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...
Sea Turtle Suite - Steps from Carlsmith Beach!
Explore nature - marine life, lush jungle greenery, palm trees, and paradise in Hilo on Hawaii Island. Sea Turtle Suite, unit 403 is located on the 4th floor at Maunaloa Shores oceanfront condo in Hilo, Hawaii. The screened-in lanai brings a nice sea breeze from the...
🏖️Ocean View | AC | WFH - Work From Hawaii! | vrKCV
vrKCV - Na Hale O Keauhou N3, Professionally Managed by Kona Coast VacationsWelcome to Na Hale O Keauhou N3 – Your Island Oasis in the Heart of Hawaii!Immerse yourself in the beauty of Hawaii at Na Hale O Keauhou N3, a 3-bedroom, 2.5-bathroom townhome nestled within...
Newly remodeled Ground Floor! Steps to Pool/Ocean
Beautiful Remodeled Ground floorOcean Front Home away from Home Paradise!This gorgegous ground floor condo completely remodeled in 2025!Sparkling, new kitchen is a cooks delight! Creamy white quartzite countertops with white shake styled soft closed cabinets. All the...
@ Marbella Lane - Paradise Point close to beaches
Summary:Experience an exclusive stay in Makaha Valley. Nestled in a safe gated community, this luxurious vacation home offers picturesque mountain and ocean views that will leave you breathless. Dive into an adventure with snorkeling, hiking, and sightseeing, as you...
Beautiful Princeville Plantation Condo 3bd/3ba, AC,pool
RAINBOWS & TROPICAL BREEZESAloha! Welcome to our condo at the Plantation in Princeville, on the beautiful Garden Island of Kauai. Come and enjoy Rainbows, Sunsets and Tropical Breezes. Our Hale faces East which allows for the wonderful tradewinds to blow through, and...
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the North Shore, away from all the crowds, this 3000 sq.ft. home is comfortable and luxurious, with three of the four large...
Wailea Ekahi 54C: Best View & New Kitchen
Our Family owns 2 - Two bedroom units above and below each other in Ekahi Village. This is perfect for large Family vacations or groups of friends traveling together. Be together, but still enjoy your own comfortable bedroom and bathroom. VIEWS: Ocean views from nearly...
Kumulani Residence A3 - Stunning Ocean View Condo
This second-level, ocean view residence offers a great room with sliding glass doors for indoor/outdoor island living and smart TV, a chefs' kitchen with premium stainless steel appliances, and a dining table for six. Additional features include a guest suite, with an...
Magnificent views, spacious and breezy, affordable 3-bedroom home in Paradise
Enjoy magnificent unobstructed views of the ocean, Diamondhead and Waikiki from this historic vacation home while living in a spacious, updated house with loads of amenities. Plan your day, drinking a mellow cup of Kona coffee on the lanai, deciding whether to go to...
Hilton Hawaiian Village Lagoon
Beautiful two-bedroom two bath, city view 1,025 sq. ft. suite that features one king bed in the master bedroom, bathroom with standard shower/tub combination and TOTO washlet, the guest bedroom is furnished with two twin beds or two double beds, and a bathroom with...
New Listing Aston Kaanapali Resort with A/C, NO resort fee, Ocean front/beachn
Located in Lahaina, this condo is a dream. With a bedroom featuring a comfortable queen bed and a cozy living room with two sofa beds, this phenomenal property offers a tremendous space for guests to relax. Enjoy the convenience of amenities like AC, WiFi, and a fitness...
April 8th-16th Sale! 2 Bedroom with Pool, A/C, Hot Tub, Gym Steps to Ocean
At the forefront of East Shore accommodation is the Beach Resort. This World Class Resort provides luxury at your fingertips and offers opulent amenities for a variety of occasions.This recently upgraded two-bedroom, three-bath suite comfortably accommodates up to six...
Gem near Keawakapu Beach - Privacy, Ocean Views, Split A/C
The Palms at Wailea #2204 has been totally remodeled. This large condo of 1022 sq feet has soaring ceilings and stunning garden and ocean views from every room. Two covered lanais are ideal for outdoor living and dining. It's only a 7-minute walk to the famous Keawakapu...
Wailea Point | 3203 - 2 Bedroom Ocean View Condo - 30+ Night Luxury Stays
Wailea Point #3203 offers a luxurious and serene retreat with stunning ocean views, located in the exclusive gated community of Wailea Point. This elegant condo is perfect for those seeking privacy and a minimum stay of 30 nights, providing an ideal setting for a...