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.
Lovely oceanfront condo with view, hot tub & pool
Kona Bali Kai #403Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Homey comforts abound in this oceanfront condo with a private lanai with sweeping ocean views, perfect for enjoying...
Luxury, upgraded Waikomo Streams condo with pool - walk to Poipu Beach
Waikomo Stream Villas 322Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find island-inspired luxury, every modern comfort, and a gorgeous tropical setting at this beautifully...
Maui Resort Rentals: Honua Kai Hokulani 613 - Premier 6th Floor Interior Courtyard 1BR w/ Stunning Ocean Views!
Boasting an incredible 6th-floor location in the only column of interior courtyard 1br suites at the Honua Kai Resort, Hokulani 613 is simply one of the best. Enjoy gorgeous Pacific Ocean and Molokai views from this incredible 1br vantage point.The kitchen is fully...
Ilikai 2BR/2BA Island Style City View Apartment. Ocean Front Property.
Island style nice property. It has 2 bedrooms and 2 bathrooms and it can accommodate up to 6 guests! Unit has two balconies, two TV's. Hotel itself has two pools, breakfast place, coffe shop and it is beach front!Located at the gateway to Waikiki, the Ilikai is just...
Aloha Suites ~ 2 Bedrooms~ Cloud Forest
Welcome to Aloha Suites, a completely private retreat with its own entrance, two bedrooms, one bathroom, and no shared spaces. Originally built as an ʻohana unit (Hawaiian for in-law quarters), this serene hideaway is just 7.5 miles from Kona International Airport and 6...
Kihei Surfside 210: Walk to Keawakapu Beach Park from 1 Bedroom Condo
New split AC system installed in 2024! Come experience the dynamic direct oceanfront views from this 2nd-floor vacation rental located in S. Kihei. Recently upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway photo art reflects the...
Ocean Front Complex 2nd Floor Unit Summer Special
Garden View Condo in Oceanfront Complex – Walk to Town | Alii Villas | Summer SpecialWelcome to your island retreat at Alii Villas, one of Kailua-Kona’s most desirable oceanfront vacation rental communities. This second-floor 1-bedroom, 1-bath condo offers a relaxing,...
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
The Kihei Akahi complex and condo is one of the best and most desirable locations in southern Kihei. This condo is nicely updated and conveniently located just across from Kamaole Beach Park II. Listed as one of the Worlds Top 10 Beaches. The condo also has one of the...
Maui Sunset A507 -Top floor1 BR, 2 BA Ocean View Condo
Top floor One bedroom, two bath ocean view floor condo. Located near good walking, snorkeling, windsurfing, kite surfing beach fronts this complex in North Kihei. Only minutes away from the infamous Kamaole Beach I II, & III, just some of the great beaches on the sunny...
Plantation Hale Suites F7, Ground Floor, AC, Walk to Beach
Plantation Hale Suite F7 located in Kapa`a, Kaua'i, Hawaii on the Royal Coconut Coast. Walk to the beach, shops, restaurants, grocery stores, and more! Unit F7 is a relaxing location to view morning sunrises. Accommodates up to 4 guests, including children and...
Hale Kamaole 222 Second floor condo, easy access to best beach on Maui!
At this Maui Vacation Rental you will enjoy the location and the ocean view. The owners just did several upgrades throughout the unit. This unit has a king bed in upstairs bedroom, two twins beds in the lower bedroom and the loft area has a new queen sofa sleeper. The...
Oceanfront MAK-A3 - South Maui Condo on Sandy Beach- Awesome Views; 2BR/2BA
Ground floor Makani A Kai unit A-3 offers a charming beachfront experience, perfect for your Maui vacation. Imagine stepping off your lanai and onto the white sands of a beautiful beach. A corner unit, A-3 boasts extra-large windows, offering stunning and expansive...
Quiet condo with covered lanai, shared pool, and hot tub
Sandpiper #116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perfect for families or couples vacationing together, this vacation rental combines two neighboring condos to give...
Steps to the ocean sunny Kihei, Maui Sunset A104
Ground floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio leading to the manicured grounds.Large...
Charming #203: Ocean & Mountain Views, Steps to Beach, Near Dining & Attractions
Savor your stay even more with a delicious perk! Book 5 nights or more, and receive a $300 gift card to a local restaurant. Treat yourself to a memorable dining experience while enjoying your vacation—on us!Partial Ocean and Mountain Views from your own private lanai....
🏖️Updated Top Floor | Ocean Views | Concierge Incl | vrKCV
vrKCV - Casa de Emdeko 310, Professionally Managed by Kona Coast VacationsCasa De Emdeko - One Bedroom Deluxe with Ocean Views- AC Included!This lovely unit is a one bedroom deluxe with great ocean views! Dine inside or out and enjoy the famous Kona sunsets from the...
Fairway View from Lanai w/Wet Bar! Kitchen+Laundry Perks, Ceiling Fans, WiFi–Kanaloa 901
Castle Kanaloa at Kona #901 - From the moment you step inside this two-bedroom two-bathroom unit you’ll feel at home. Enjoy a mix of island-style furnishings and contemporary touches that make this unit comfortable, casual, and stylish. Common areas have large ceramic...
Fully Upgraded, Sleeps 4 in 2 Queen Beds, Plus Great Pool deck area.
Legally permitted rental - Bamboo Waikiki2425 Kuhio Ave. 505** For your health and safety ** We utilize additional Sterilization procedures between reservations.Perfect location for everyone! Recently Renovated, Fresh & Clean.The Bamboo Hotel has a "Zen" atmosphere that...
Tropical Paradise at Kamaole Nalu #102 - Steps from Kam 1 & 2 Beaches!"
Kamaole Nalu #102 – Ground Floor Oceanfront LivingKamaole Nalu #102 offers the ultimate in convenience and comfort with its ground-floor entry and direct oceanfront views. This two-bedroom, two-bathroom condo is just steps from the shoreline and provides the perfect...
Lovely penthouse with ocean views, beach access, 2 balconies & amazing location
Island Surf 601BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This property is zoned in a Community Business District, ensuring short-term rentals are permitted now and in the...
Maui Luxe Beach Condo & Pool
Summary:🔹 Prime Location – Walk to Kamaole Beach & dining🌅 Serene Lanai Views – Relax in a peaceful oasis🛌 Luxury King Bed & Linens – Sleep like royalty🏊 Resort Pool & Hot Tub – Ultimate relaxation🚗 Free Parking – Easy & convenient access📶 Fast WiFi + Smart TV – Stay...
Waterfront in heart of Hilo, 1 block to hotels. Built on pond w/ fish & turtles.
UNIQUE Two story home built over a pond that has both freshwater and saltwater fish plus turtles swimming together. Walk into the pond from the steps on lower level, very unique. Tastefully renovated home. 3 bedrooms/ 3 baths upstairs plus living area, large kitchen and...
High Floor Waikiki Studio with 2 Beds & 1 Free Parking!!
Spectacular studio High Floor (392 Sqft) located in the heart of Waikiki at the Marine Surf Waikiki. Bright unit with a window AC (upgraded Feb 2022), 2 Full size beds & 1 Sofa. This studio unit also has a kitchen. Laundry room is on each floor. One Free assigned...
Ilikai Hotel - Gorgeous Sunset Views! Free WIFI!
This spacious condo is located on the 11th floor of the Ilikai Hotel. With a gorgeous view of the yacht harbor, you'll always want to relax with a cocktail and enjoy the beautiful Hawaiian sunsets. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware,...
Kamaole Sands 2BR, 2BA on One Level Overlooks Pool Rates $189-$239
Kamole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Swim in the large swimming pool or relax in one of the two jet spas. There is also a children's wading pool. Stroll along golden sand beaches and enjoy an ocean full...
Ku'ulei @Turtle Bay - Pool, AC, Beach - Kuilima Estates West
Looking for a resort-style getaway that truly has it all? You’ve found it! This beautifully appointed retreat offers breathtaking sunset views, stylish new furnishings, and a fully equipped kitchen—plus a host of thoughtful amenities to make your stay unforgettable....
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC
Plantation Hale Pool and Tropical Garden View - 1 bdm, Area AC*Plantation Hale Suites is situated in Kapaa town and close to everything you came to experience from the most convenient home base. C16 has balcony views to one of the properties three pools and is...
Hale Kamaole 338 Third floor condo, easy access to best beach on Maui!
Welcome to our family’s top floor two bedroom two bath Hale Kamaole view condo for up to six people at Kamaole Beach Park III, with mesh wifi that provides high speed coverage throughout. Recent updates include 3-zone mini split air conditioning with separate...
Lovely oceanfront escape near beach with lanai, pool & W/D
Kepuhi Beach Resort #2236Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your next relaxing getaway awaits you at this beautiful condo located in the gorgeous Maunaloa. Wake up and...
🏖️Steps to the Ocean | Great Location | Central AC | vrKCV
vrKCV - Casa de Emdeko 121, Professionally Managed by Kona Coast VacationsCasa de Emdeko 121 – Charming Ground-Floor Condo in an Oceanfront ComplexExperience the beauty of the Big Island from Casa de Emdeko 121, a charming ground-floor condo in an oceanfront complex...
Hawaiian Castle on the hill
Welcome to Your Cozy Waikoloa Getaway!Aloha and welcome to our charming one-bedroom, one-bath retreat in beautiful Waikoloa Village! Whether you’re here for adventure, relaxation, or work, this comfortable and budget-friendly space is the perfect home base for your Big...
Location, location, location! Ocean view! Close to pool, ocean, shops, bars...
This is a great 2 bedroom, 2 bathroom condo is within walking distance to fabulous restaurants, all kinds of shopping, and even the grocery store. Want adventure? Simply walk across the street to the beach for swimming, surfing, snorkeling, paddle boarding, and...
Stunning Ocean Views Await at Maui Vista #3410 – Your Ideal Kihei Getaway!
Experience the perfect Maui getaway at Maui Vista #3410, a charming 2-bedroom, 2-bathroom condo in South Kihei. Ideally located across from Charley Young Beach, this affordable rental offers stunning Pacific Ocean views from your private lanai. Enjoy seasonal whale...
Tropical hideaway with easy beach access, alfresco patio, pool & tennis
Tropical Hideaway B18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to this tropical vacation home that offers a perfect blend of comfort and convenience. With a heated,...
Unforgettable Maui Escape: Experience Wailea Elua 1402, Your Oceanfront Haven!
Wailea Elua #1402 – Oceanfront Luxury with Spectacular ViewsIf you're searching for an exceptional oceanfront condo on Maui, look no further than Wailea Elua #1402. Nestled within the highly coveted Wailea Elua Village, this second-floor, 1-bedroom, 1-bathroom unit...
Palms at Waikiki: Remodeled Studio Suite - 702
This newly remodeled suite at the Palms at Waikiki is situated at the edge of of Waikiki and just steps to the beach. Conveniently located near shops and dining, you'll have everything you need within arm's reach for your stay in paradise. The studio is complete with...
Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach
This comfortable Waimanalo Beach home just steps to beach has two large bedrooms. Each with a hi-end pillow top mattress, air-conditioner and ceiling fan. Wall closet, dresser, end table with lamp.Spacious full kitchen with side by side refrigerator, wall oven, wall...
🏖️Alii Villas 107| Ground Floor Oasis | vrKCV🏖️
vrKCV - Alii Villas 107 - Professionally Managed by Kona Coast VacationsAlii Villas 107 in Kona, Hawaii: Your Tropical Paradise Awaits!Welcome to Alii Villas 107, your perfect escape to paradise in Kona, Hawaii! This professionally managed vacation rental offers a...
2 Bedroom, 2 Bath on the Golf Course with Ocean Views!
You will be so comfortable at this 2 bedroom ground floor condo in Keauhou. A view of the ocean across the beautiful Keauhou Country Club Golf Course from the large living area, master bedroom and spacious covered lanai with it's own little garden area. Country Club...
Keauhou Resort w/ Golf & Ocean Views
Summary:This private 2 bedroom unit is close to the fairways of the Keauhou Golf Course. Enjoy the blue water views and endless golf on your tropical vacation. PLEASE BE AWARE THERE IS NO AC IN THE UNIT. Maximum occupancy strictly enforced in accordance with local...
Remodeled condo across from beach!
You are invited to stay in this beautiful, romantic condo in South Kihei, right across from one of the most beautiful beaches on the island. This spacious condo has been fully remodeled and features a private lanai. All this only steps to the ocean!! You are invited to...
Ocean Front KUL413 - West Maui Beach Condo with Spectacular Views—1 BR/1B
**2025 Discounted Rates - Book Now! **Kuleana unit 413 is a true gem. The clean and bright space boasts beautiful bamboo floors that stretch throughout the entirety of the living space. Upon stepping foot in the unit, guests are greeted with a stunning ocean view that...
Sugar Beach Resort 124: Ground Floor 1 Br Condo Steps from the Beach!
Just mere steps from the beach! This ground-floor, one-bedroom condo is the perfect piece of paradise. When you step off your lanai (patio) you are literally only a few steps to the beach, where you can feel the sand between your toes and then take a dip in the warm...
Happy Honu Oasis, Surf shack with pool and A/C
We really enjoy traveling as a couple and like to pick a base camp that we can venture out from day by day. We wanted to provide something similar for our guests. We had a lot of fun setting up Happy Honu Oasis (HHO) with this thought in mind. We hope you will settle in...
Maui Sunset B502, 1 BR, 2 BA with Partial Ocean View
One bedroom, two bath partial ocean view fifth floor. Nice kitchen, bathrooms, floors, etc. Bright and cheery! Good walking, windsurfing, kitesurfing and whale watching property. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South...
265 steps to the King Kamehameha statue on Waikiki and soft white sandy beaches
World Famous Waikiki Beach condo is just steps away, less that 2 blocks. We have everything you need, shopping, restaurants and a beach all within 1 block, boogie beach towels, umbrellas, sand toys, Newly remodeled in 2023 1 bedroom 1 bath unit sleeps 4 comfortably....
Lovely 2bd gem with breathtaking ocean views
Welcome to Kana'i A Nalu 214, this 2-bedroom, 2-bathroom, 2nd-floor condo offers breathtaking views of the Pacific Ocean, pool, and lush gardens. Enjoy the convenience of a private washer/dryer, split A/C unit, and ceiling fans throughout. There are elevators at this...
Charming Oceanfront Condo with AC – Kihei Surfside #311: Your Perfect Retreat
Kihei Surfside #311 – Ocean Views, Modern Comfort, and Split-Duct ACWelcome to Kihei Surfside #311, a stylish and comfortable 1-bedroom, 1.5-bathroom oceanfront condo located on the third floor of one of South Kihei’s most iconic coastal resorts. With sweeping views of...
Great Remodel of Marine Surf Studio w/ Lanai, Queen Bed +Kitchen #1708
Legally permitted rental - 364 Seaside Ave #1708** For your health and safety, we utilize additional Sterilization procedures between reservations.Relax high above the city (17th floor) in this newly remodeled large Studio with Kitchen. A great size at 450sq feet!! And...
Aloha Lil Hawaiiana 🌺
Aloha, a small 400 sq ft studio condo unit is centrally located at the beautiful Kona Islander Inn off Ali'i Drive and Kaukini Highway. Just a few steps from ocean to watch sunset, close walking distance to many restaurants, shops, farmers market, pier and trolley stops...