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.
Stunning Views, Sleeps 4, Kitchen & Rooftop Pool
A beautiful one bedroom condo on the 27th floor in the heart of Waikiki. If the stunning views aren't immediately enough to have you hitting the 'Book Now' button then maybe the rooftop pool & sundeck will make the decision for you. You'll be wanting to drop your bags...
Hawaii Kauai- 1 Bedroom Ocean Front Condo on Kauai Bike Path - Pono Kai
Our 1 Bedroom Ocean Front condo has a fully equipped kitchen, 1 bedroom and 1 private bathroom. The first bedroom has a Queen or King size bed depending on the condo available and the living room has a pull out queen sofa sleeper. Very spacious condo fully stocked with...
Beautiful Condo at Napili Shores Oceanfront Resort
Your Ideal Getaway at Napili Shores, West MauiEscape to Napili Shores, a peaceful oceanfront resort on the stunning West Maui coastline. Nestled among tropical gardens, koi ponds, two swimming pools, and a relaxing whirlpool spa, this charming retreat offers everything...
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View's
Waikiki Banyan 3410 Stunning Ocean, Surfer & Sunset View'sStunning Ocean, Surfers & Sunset Views, Private Lanai Enjoy a Tropical Cocktail Watching the Beautiful Sunset Rest into the Sapphire, Aqua Blue Pacific Ocean .This 1 bedroom Suite has a Queen and Twin bed in the...
Ocean view 3bd condo with tropical vibes and A/C
Papakea K402 is a 3-bedroom, 2.5-bathroom condo with welcoming tropical hues that greet you the moment you walk in. Beautifully furnished and decorated, K402 can accommodate up to 8 guests. The unit includes a split AC system and ceiling fans to stay cool after a long...
Kaanapali Alii | 112
Kaanapali Alii Unit 1122 Bedrooms | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Kaanapali Alii 112 is a charming ground-floor garden view one-bedroom, with a fully enclosed den that comfortably serves as a second bedroom accommodating up...
WAIKOLOA VILLAGE CONDO#E10: GOLF COURSE FRONTAGE, OCEAN VIEWS, GREAT STUDIO!
Newly representing HaleOMalia, which is a ground floor studio with an enclosed private lanai, and it is located directly onthe beautiful Waikoloa Village Golf Course. The unit has expansive ocean, sunset, and mountain views. Beautifully landscaped, the setting...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Iconic Ilikai Hotel 1 Bedroom Lagoon View, Minutes to the Beach! No resort fees!
This condo is located on the 7th floor of the Ilikai Hotel. As soon as you walk into the condo, you'll be welcomed by a clean & spacious living area. The condo can accommodate up to 2, with a comfortable King bed. There is a shoji sliding divider between the living area...
Remodeled Charming 1B/1B condo in brilliant Lahaina w/ AC and easy beach access
Welcome to your coastal chic retreat at Kahana Manor! This newly renovated condo combines modern comfort with authentic Hawaiian charm, just a 5-7 minute stroll to pristine Kahana Beach. Watch magical sunsets where sea turtles come ashore to rest for the night. Perfect...
Black Friday Specials! 15% off 7 day or Longer Stays! Kona Reef Ocean Front Unit
True oceanfront condo complexes are hard to find and the only real oceanfront condos at Kona Reef are located in buildings A and D. Any others are just ocean view! Enjoy sliding open the lanai door straight to the ocean! Relax and unwind at this truly oceanfront condo....
Front Row Whale Watching - Rare Oceanfront - Papakea A205
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Escape with Private Lanai, Chef's Kitchen, and Resort Amenities Steps from the BeachWelcome to your puʻuhonua (sanctuary) in paradise, where Maui's serene...
Beautiful Studio By The Beach! 1BR
o Experience a comfortable and convenient stay in this 1-bedroom studio located along the Coconut Coast. This unit is perfect for guests who are looking to explore the beautiful island of Kauai. The location is extremely convenient for getting around with grocery...
NP B18 Remodeled Oceanfront 1BD Steps to Pool
Napili Point B18 NEW LISTING Wake up to Amazing Ocean Views in this Beautifully Appointed Ground Floor Condo at Napili Point! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
Set your sights on Kaimana Breeze by Gather, an elegant beachfront studio perched on the 14th floor of Honolulu’s prestigious Gold Coast. With 505 square feet of thoughtfully designed space, this refined residence pairs breathtaking panoramic ocean views with timeless...
Oceanfront condo off the beaten path! MIN 30 DAYS
*MINIMUM 30 DAYS STAY REQUIRED* Charming apartment with full kitchen, queen bed, and second (futon) bed in living room. Gorgeous panoramic Pacific Ocean views from the lanai! Enjoy all that beautiful Oahu has to offer without all the crowds. Swimming pool on the beach,...
‘Coastal Escape’ Condo w/ Pool, Near Beaches!
Situated right near the northern coast, this aesthetic 2-bedroom, 2-bath Princeville condo invites you to stay and play in Kauai — nicknamed ‘the Garden Island’ for its lush, breathtaking landscapes. This cozy vacation rental offers the perfect home base, featuring a...
Gorgeous Beachfront Resort, 4 Beautiful Pools, Walkout lanai to the pools/ocean
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Amazing ground floor unit with king bed, chaise lounge and walk out lanai to pools/ beach. Step out your door, in seconds your at the pools and a minute or two your at the...
Brand New Superb Modern Remodel. w/Pool - Sleeps 3
Taste, Style and ultra modern touches & conveniences greet you as you open the door on this central Waikiki studio. 55" HD Smart TVFully equipped cabinets make cooking at home a breeze.Our suite overlooks the pool - where you may relax within the lush tropical grounds,...
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!Panoramic view from this snug restful welcoming condo. You can sit back in your home away from home here with a cozy couch to sink into as you gaze at the ocean. Step out to your lanai and savor the...
Ocean view condo with lanai, WiFi, W/D & oceanfront pool/hot tub/BBQ area
Sea Village #3202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in fragrant island breezes, the sounds of rustling palms, and a partial view of the Pacific Ocean from your...
KBR #505 - 1 Bedroom/2 Bath Ocean Front Updated unit on Stunning Sugar Beach!
This updated beachfront condo is a 1bed/2 bath unit perched upon the shores of white sanded Sugar Beach in North Kihei. Views from the condo & its lanai are unobstructed: wintering whales play in the bay, paddlers paddle, neighbor islands beckon, and sunrises & sunsets...
Seaside Serenity at Kamaole Nalu 2BD/2BA: Your Maui Haven!
This ground floor 2 bedroom, 2 bath condo is bright and airy and will be your go-to home year after year.Now featuring a brand-new split AC system for ultimate comfort during your island getaway.The open kitchen is fully stocked with all kitchen appliances, cookware,...
Hidden Gem! Beautifully upgraded, Top floor! Palms at Wailea 2106
Fabulous condo! This luxury, private unit is located on the top floor and has all the amenities this popular complex affords.This spacious 2 bedroom 2 bath unit has approximately 1475 sq. ft. of lanai and living area! The spacious primary suite features a king bed and...
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Aloha! Welcome to Hawai'i!This amazing Balinese style home with 4 master bedrooms each with its attached bathroom is the perfect way to explore beautiful Kauai. Nestled on a one acre lot surrounded by tropical gardens at Poipu Beach Estates, this home is in the heart of...
Maui Resort Rentals: Honua Kai Hokulani 223 - Luxurious Studio w/ Lush Courtyard and Partial Ocean Views
Uniquely located, adjacent and with direct access to one of the largest ocean and island view lanais in all of Honua Kai. This unusually spacious Grand Lanai is only directly available to the residences on this floor, and offers guests an unparalleled lanai experience...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-34G4
** 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...
Spacious condo with lanai & balcony, located near tennis courts, pools & beach
Waikoloa Colony Villas 2406Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this comfortable 2-bedroom, 2-bath townhouse in Waikoloa, HI....
Kona · Pool/Hot Tub/Beach access/AC/Baby friendly
Newly remodeled ground floor unit (no dragging your baggage upstairs!). 15 mins from airport with an ideal downtown Kona location. 5 mins walk to pier, restaurants, bar and shopping. The King Kamehameha beach is 8 mins walk where paddle boards, snorkeling and booze...
Waikoloa Colony Villas 1305 Large Luxury Villa with Fairway Views Near Pool!
Aloha and come stay in our Large Luxury 3 Bedroom Villa with Fairway Views and near pool!! Explore our Island of Hawaii, from Mauna Kea snow-capped mountain to Hawaii Volcanoes National Park where you can see how active Kilauea volcano is. About our villa, 3 bedroom 2...
Maui Resort Rentals: Honua Kai – Unmatched 5BR Oceanfront Gem, 7100+ Sq Ft of combined Indoor/Outdoor Space w/ Viking B.B.Q. and Breathtaking Ocean Views!
This incredible 5-bedroom pairing combines one of Honua Kai's legendary 3BR oceanfront King Kamehameha suites with a luxurious neighboring 2BR premier oceanview suite to create a 6th-floor oceanfront masterpiece, perfectly suited to larger groups or families. Each...
Menehune Shores "Eagle Nest" Oceanfront Penthouse
UNDER NEW OWNERSHIP AND EXTENSIVELY REMODELED.Menehune Shores 627 - oceanfront penthouse with breathtaking ocean views from both the living room and master bedroom. One of only two unique penthouses at the end of the building, it has 2 feet higher ceilings and 4 extra...
Delightful beachfront getaway with pool/hot tub, beach access, & fast WiFi
Kauhale Makai 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the best memories with friends and family here in the heart of Kihei at this perfect oceanfront condo mere steps...
Kailua-Kona Estate – Luxury Mansion
Welcome to the largest home* on the Big Island! Highlights include the 100' infinity edge pool, new outdoor pickleball court, 16+ person movie room, and a ~2000 sqft great room.“The place is out of this world beautiful.” – Anca, 5-Star Review“The view immediately puts...
Luxe Private Cliffside Oasis at Kalapaki Beach!
Discover the very best of Kauai from the comfort & convenience of this private oceanfront retreat! Experience kayaking, surfing & relaxing on Kalapaki Beach just steps away, or simply step outside to enjoy incredible ocean views overlooking Nawiliwili Harbor from your...
Two Hawaiian cottages with Diamond Head views - walk to Waikiki
Garden Cottage A & B - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ideal for groups who want both togetherness and privacy, this pair of vintage-inspired Hawaiian...
Second Floor Condo with Free WiFi, Furnished Lanai, Shared Pool, Hot Tub, Tennis
Kamaole Sands 8-205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a well-deserved break and relax at this second-floor getaway located across the road from Kamaole Beach Park...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Waikiki Banyan Upper Floor Condo with Partial Ocean Views from the Lanai, Bedroom, and Living Room! Sleeps up to 4 with 2 Full Beds in the Bedroom plus 1 Full Sofa Bed in the Living Room (Note: 2nd Grey Queen Sofa not for sleeping). TVs in Both Rooms, FREE WiFi, and...
Gorgeous 12th floor central Waikiki Ocean View Studio Suite
2425 Kuhio Ave., #1201 ** Newly remodeled and updated :) **** For your health and safety, we utilize additional Sterilization procedures between reservations.This ocean facing 12th floor studio Suite offers two lanais (one overlooks pool & has an ocean view), in-room...
Ocean & Beach Front 1 Bed/1 Bath Condo with Central AC & Laundry
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, IN-UNIT laundry, community pool, gym, BBQs, ping pong table, nearby restaurants,...
Classic Hawaiian condo with WiFi, mountain views, pool, & hot tub
Pali Ke Kua #8Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pali Ke Kua 8 is a ground-level condo that opens out to the expansive green lawn with gorgeous mountain views. Pali Ke...
Kalani Kai#104 1st Floor, Remodeled Unit in Heart of Kona Town! Best location
Very Unique Kalani Kai condo that's located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Vinyl Plank Flooring throughout! No carpet! You'll appreciate a remodeled, fully equipped kitchen with quartz countertops, good quality cabinets, Dishwasher,...
Direct Oceanfront Newly Remodeled!
Hosted by VacaMauiWe chose Maalaea Banyans because of it's fabulous views sitting right right on the ocean.The unit was finished being remodeled in August 2023. Stainless steel appliances, split air conditioning, quartz countertops, and beach gear are some of the...
Kamaole Sands 1 BR Partial Ocean View #2-302
Celebrate another dreamy day in this 818sf suite overlooking tropical gardens and offshore islands. Relax on the lanai with Surfing Goat cheeses and Maui wine. Comforts include a full kitchen, washer/dryer, WiFi, flat screens, DVD, air conditioning and ceiling fans....
Oceanfront RARE Kaanapali premier cornerVU Penthouse2bb Resort
Brand New, $150,000 modern kitchen/vanities with surround Aquarium murals. Brand New sliding doors $35,000. New $10000 Morrocan Rug! Brand New Stainless Steel Refrigerator and New Stainless Steel Oven and new SS Hood. New red Kitchen-aid toaster, New Red Teapot, also,...
Garden view condo on beachfront resort with A/C
Hono Kai A16 is a 1-bedroom, 1-bathroom condo that offers 1 window A/C located in the bedroom, additionally, there is easy ground-floor access. Unit A16 can accommodate up to 4 guests. The master bedroom is equipped with a king-size bed and a ceiling fan. For additional...
Valley Isle 403 2B/2B Oceanview, AC - Spring Deals! Book April/May and SAVE BIG!
Overlooking a sandy beach protected by coral reefs, you will fall in love with the impressive oceanfront views and colorful sunsets that set the sky ablaze with a spectacle of colors. As if that's not enough, you will be conveniently located to the West Maui airport,...
Plantation Hale J16-AC: Ocean Facing Unit, King Bed, AC, Next to Marketplace
Plantation Hale Suites Unit J-16, Royal Coconut Coast, Wailua, Kauai Vacation Rental.*New luxury vinyl flooring and updated walk-in shower*One bedroom, 1 bath condo, 2nd floor end unit with a King bed and a queen sofa sleeper*Ocean facing unit with distant ocean views....
Oceanfront KUL716 - Beautiful Beachfront Corner Condo Great Ocean View!
**2025 Discounted Rates - Book Now! **Experience the ultimate Maui vacation in this beautiful oceanfront condo! Perched on the second floor, this one-bedroom, one-bathroom unit offers stunning views of the beach and the crystal-clear waters of the Pacific Ocean. As you...
Budget Friendly - Kihei Akahi C-608, Ocean Views, Short Walk to Kamaole Beach II
Step into Kihei Akahi C-608, your dream island retreat, where every detail is designed to create the perfect Maui vacation experience. This top-floor, 1-bedroom getaway offers serene ocean views, upscale comfort, and a welcoming space for both relaxation and adventure -...