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.
Sea Shore 41 Private Studio in Waikiki, 1 Block to Beach
Tropical Oasis Retreat at the Sea Shore 41 in the Heart of WaikikiEmbark on an unforgettable Hawaiian adventure with our Private Studio in Waikiki, a haven that has garnered rave reviews from delighted guests. The studio offers the perfect blend of comfort, convenience,...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
This gorgeously renovated condo has been completely transformed with modern upgrades and thoughtful design. The open-concept kitchen boasts sleek finishes and high-end appliances, including a sharp microwave drawer. The spacious living area flows effortlessly into an...
Princeville Paradise 1BR Suite @ Wyndham Ka Eo Kai
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Stunning Marina Townhome with Ocean and Mountain Views
Premier Marina Front Townhouse with Ocean Views. This large 3 Bedroom 2.5 Bathroom home with Travertine wrap-around patio comes fully equipped for beach & marina fun right off the private dock w/ kayaks, paddleboards, beach chairs & more! The massive master bedroom...
Kapalua Ridge Villas Ocean View 2 Bedroom
Ridge Villas Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and...
Ocean View Condo with shared pool, beach access, grill areas, & more!
Ke Nani Kai 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the serene paradise of Kaunakakai, HI, where this charming condo awaits to provide you with a relaxing and...
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
For the Latest COVID-19 Travel Rules, copy and paste the below into your web browser:/travel/?fbclid=IwAR2v5vCpvV6KP3yQdn_Qz7Z9yfj8kR2pOdZPMvKdTbSgGPjuf_m6DunHHGUPala Hinu Cleaning Services (our cleaning contractor) is dedicated to ensuring that your rental is safe and...
Central location, steps from the beach!
Centrally-located ground floor condo, less than a 2 minute walk to the beach!Fully remodeled with new furniture and appliances! 2 ROKU TVs, beach equipment, books, games, puzzles and more! Queen size memory foam mattress in the bedroom and queen size sleeper sofa with...
✔Peaceful Cozy Getaway⭐Self CheckIn ⭐⭐⭐⭐⭐ 3
Peaceful studio apartment has everything you need for your Hawaii trip. The unit comes with Wi-Fi, self check-in with keyless entry smart lock keypad, and free parking right in front of your unit. During your stay, you can also enjoy using a convenient private Entry...
Quaint Waikiki Monarch Studio | Pool + Gym
Stylishly upgraded Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building that...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island...
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course Views
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course ViewsE komo mai (welcome) to your personal Hawaiian retreat, where the lush beauty of Maui meets unparalleled luxury. Nestled within the heart of Kaanapali, this two-bedroom, two-bathroom oasis offers...
Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314
This air-conditioned 818sf suite says “welcome home” after a day of hiking and ziplining. Families and friends appreciate the privacy, space and comforts of a complete kitchen, furnished lanai, living area, ceiling fans, flat screen TVs, DVD, WiFi and washer/dryer....
Lovely Luana Waikiki Studio | Private Lanai
Relax in paradise in this sparkling clean, beautifully maintained hotel-style unit at the wonderfully located Luana Waikiki. With a private lanai overlooking the city, this brightly remodeled studio is steps away from Waikiki Beach Park and the world-famous Waikiki...
Cozy 1-bedroom condo with AC, Wifi, Laundry rooms with 24 hr on-site security.
Experience Honolulu like a local in this 1-bedroom condo. The space features 1 queen bed, AC, Fioptic Wifi , dSmart tv, refrigerator, various small appliances including coffee pot, rice cooker , microwave. We provided basic toiletries bath wash, shampoo coditioner. The...
Cozy Hawaiian Monarch Studio | Pool +Gym
Take in the beautiful views of Diamond head and Waikiki beach from this cozy Hawaiian Monarch studio with all the essentials. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal...
Stylish & Modern Princeville Getaway Near Hanalei!
Discover the very best of Kauai's north shore from the comfort & convenience of this modern private retreat! Perfectly situated in the heart of Princeville just minutes to Hanalei Bay, enjoy warm trade wind breezes while relaxing on the beach, iconic surf spots, hiking...
Partial Ocean View Lanai! Relaxing 1BR in Waikiki w Parking Included!
Great location in the heart of Waikiki! Enjoy your Stay at your own Comfortable 1 Bedroom /1 Bath / 1 Free Parking unit with Beautiful + Bright partial Ocean Views. 3 Bedding - 2 x Full Beds in the bedroom + 1 x Full Sofa BedTrash Chute, Coin/App operated laundry...
Modern Surf Chic Studio at Hawaiian Monarch | Pool
Gorgeously remodeled, modern surf-chic Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, large flatscreen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Private apartment located 5 minutes from the beach!
One bedroom apartment located in Ewa Beach. Enjoy the “local” side of the island in this newly remodeled unit located 5 minutes from the beach. Free parking on site with washer and dryer in unit! Kitchen is fully stocked for all of your cooking needs. The living...
Wailea Ekolu Village | 1404
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in Maui's popular town of Wailea. This elevated condo on the second floor boasts stunning ocean views and a serene ambiance.Upon entering, guests eyes...
Private Princeville Guest Suite Near Hanalei Bay!
Enjoy the very best of Kauai from the comfort & convenience of this private guest retreat! Perfectly situated just minutes from the breathtaking beaches of Hanalei Bay, Anini & Tunnels, enjoy a scenic hike through the lush north shore trails or for golf enthusiasts, the...
Newly Remodeled Waikiki Condo 2BR/1BA
Aloha and welcome to our charming, newly remodeled 2BR/1BA Waikiki condo in paradise. Conveniently located a few blocks from world class shopping, restaurants and the famous Waikiki beach. Relax in heaven in this gem of a unit!
Marriott's Ko Olina Beach Club Resort 2-br Ocean View Dec 20 - 27 2025, 7 nights
Large 2-bedroom, 2-bathroom ocean view timeshare unit in one of the nicest resorts in Hawaii, the Marriott’s Ko Olina Beach Club. The unit has all the amenities expected in a 1st class resort. There is shopping nearby (Costco, Target, Walmart, Safeway, etc.) if you...
Ocean View Suite - 2 Bedroom
Stay at Kauai's #1 Traveler Ranked Hotel on TripAdvisor!Located in Poipu, Whalers Cove offers a private escape in the tropical paradise of Kauai. Enjoy spacious condo suites, oceanfront views, and trade wind breezes wrapped into one secluded getaway. Condos are spacious...
Two Bedroom, 2-Story Townhome at the Exclusive Mauna Lani Resort
* Beautiful 2 Bedroom, 2-story townhome at the exclusive Mauna Lani Resort* Nicely furnished in Tommy Bahama decor with views of the golf course and outdoor lanai space* 2-story, 2.5 bathroom unit for extra privacy* Living room offers a sofa sleeper, HDTV and DVD...
Two-Bedroom Villa with Balcony and Resort View
Experience Maui like a local in this 2-bedroom villa. Each bedroom features a king bed, perfect for a comfortable stay. Enjoy picturesque Maui views from a furnished private lanai; new stainless steel appliances, an HD home entertainment system, in unit washer/dryer,...
Royal Kahana Maui 1103 Ocean View Studio
- 11th floor condo with balcony- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central air...
Kapalua Ridge Villas Gold Ocean View 1 Bedroom
Ridge Villas Gold Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen...
Long Term Rental Maalaea Yacht Marina Oceanfront
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai (balcony) that offers breathtaking unobstructed views of the Pacific Ocean and Maalaea Harbor.INQUIRY ONLY: Long-Term...
Papakea Resort B110 Groundfloor Ocean View with AC
Papakea Resort is located 5 miles north (and upwind) of Lahaina and was not impacted by the wildfires.Papakea B110 is a 1 bedroom, 1 bathroom ground floor corner unit with ocean views and AC that sleeps 4. Located at Papakea resort, a beautiful low rise oceanfront...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
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 Nanea Kai Villa by Gather, an...
MAUI IS OPEN! Come visit! Oceanfront Westin Nanea- Luxurious Two Bedroom Villa
*We are able to offer weekly reservations with check in on Friday, Saturday and Sundays only.* Newly opened in Spring of 2017, this stunning resort sits on 16 acres of Ka'anapali Beach, and has spectacular grounds and first class amenities. "Nanea" is a Hawaiian word...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
Kona Sea Ridge#A4: Beautiful 2 level Spacious 3 bedroom with Ac, *HIGH END*
Kona Sea Ridge#A-4 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 adults and 1 child. This unit has been extensively updated...
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea
Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo...
4M Dome Tent Getaway Laie, Oahu
Stay in a cozy 4-meter dome tent in Laie, Hawaii, with stunning sunset views over the mountains. Inside, enjoy a queen bed with fresh linens and solar-powered lighting for an eco-friendly retreat. Guests have access to a shared bathhouse with a sink, toilet, and shower....
Wonderful Wailea Condo with Lanai Water Views
Discover paradise in our stunning 1-bedroom, 1-bathroom apartment located in the heart of Kihei, Hawaii. Enjoy breathtaking ocean views from the comfort of your own home and take advantage of Kihei's prime location. You'll be just steps away from the beautiful beaches...
Royal Kuhio 2302 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2302, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Puu Poa 306 Oceanfront on Kauai
Puu Poa 306Welcome to a charming oceanfront condo that combines modern conveniences and appliances with the charm of a timeless family vacation rental. This two-bedroom, two-bathroom condo has everything your family or group would want for an unforgettable Kauai...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and...
Magic Skies Top Floor Waterfall Botanical Room
Hawaiian Botanical Themed waterfall room is a top floor queen bedroom with bench, has ensuite bathroom featuring tiled walk-in shower with regular head, rain shower head and handheld, double sinks & granite counter tops. The room also has a mini frig, coffee, microwave....
Kaanapali Maui Eldorado A205 Partial Ocean 1 BD
- 2nd floor condo with balcony- Updated kitchen with granite counter – fridge, stove/oven, microwave, dishwasher, cookware, tableware- 1 king bed Queen sofa bed- 1200 sqft / 111 sqm- Bathroom with walk-in tile shower- Air conditioning- Washer/dryer in unit-...
Gorgeous Beachfront Maui Ocean Club Resort + Amenities - STUDIO
🌺 Escape to Paradise: Your Dream Vacation 🌺Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.An Additional Savings from...
Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Enjoy your stay with numerous pools (including slides and other pool activities), hot tubs, and direct beach access. The property is near numerous additional beaches, great restaurants, and many Maui sights. Kahului Airport is only 20 minutes away. Rest well in the...
Maluhia Beach House by Gather: Oceanfront Home w/ Lanai & Views
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 Maluhia Beach House By Gather – A...
Majestic Ocean Views ~A/C ~Pool ~BBQ
Experience the breathtaking beauty of this majestic ocean-view retreat, featuring Air Conditioning, two luxurious king beds and two bathrooms. Nestled on the edge of an enchanting ocean bluff, you'll be greeted each morning by stunning sunrises that paint the sky with...
Club Wyndham Royal Sea Cliff, Kailua-Kona, Hawaii, 1 Bedroom Deluxe Suite
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...
Kiahuna Plantation Resort 139 Partial Ocean 1 BD
- Second floor end unit with lanai overlooking the twin bridges and out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Renovated full kitchen with updated appliances, granite countertops and backsplash;...