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.
Kamaole Sands Condo with Garden View , walking distance to beaches and shops
One bedroom, two bath, non-smoking condo has a great location in one of Kihei's best condominium complexes., has a large pool, a child’s pool, two jacuzzis, workout facilities and free WiFi . The condo is fully furnished with all linens, complete kitchen including all...
Papakea A306 Remodeled Oceanfront Studio Tropical Getaway
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Beautiful Ocean Views Await at Maui Dream Condo
Welcome to Maui Dream!*A/C Unavailable April 1-May 15* Don’t miss your opportunity for an ocean view condo at deeply discounted rates while we wait for the repairs to be completed! All available nights April 1-May 15 are now only $175 per night (plus taxes and fees)....
10th Floor King Bed Condo Sleeps 4 Fabulous Views!
Relax in style at this beautiful, traditionally decorated 10th floor 1 King bedroom condo at The Luana Waikiki. All the modern touches you desire to thoroughly enjoy and recoup whilst surrounded by the peace and tranquility of Fort DeRussy Park.There's also a sofabed in...
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...
Ocean view condo just steps to miles of beach
Welcome to Hono Kai A7, an oceanfront ground-floor, 1-bedroom 1-bath condo where you will be immersed in tropical views and soothed by the sound of the waves. Unit A7 can accommodate up to 4 guests. The master bedroom features a king-size bed in the bedroom and a...
Oceanfront Resort with beautiful grounds
Experience authentic Hawaii at one of this area's first resort properties. Mature tropical fruit trees and the Pacific Ocean, with the islands of Molokai and Lanai in the background, will create the perfect Maui experience from this oceanfront resort! Relax on your...
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...
Sept and Oct Low Rates! 1 BR Suite Sleeps Five Fantastic View 1 Block from Beach
Located on the 25th floor of a highly reviewed resort style building in the heart of Waikiki. 200 yards away from Waikiki Beach, a block away from the Honolulu Zoo, and surrounded by shopping and restaurants. Suite is recently renovated with a kitchen, new beds and a...
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...
Kapalua Golf Villa 21T1: Ocean Views, Spacious Lanai & 1bd/2ba Hawaiian Retreat
Welcome to Kapalua Golf Villa 21T1 offering stunning ocean views! This 1-bedroom/2-bath villa is the perfect Hawaiian retreat! With a spacious lanai, spend your days relaxing and gazing at the beautiful Maui waters.As you enter, you will immediately be drawn to the...
Kaanapali Alii | 112
Kaanapali Alii 112 is a charming ground-floor one-bedroom, two-bath garden view condo that comfortably accommodates up to four guests. Perfectly situated just steps away from the pool, this condo is a favorite among visitors seeking convenience and relaxation.The...
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...
Charming10th Floor Cozy Studio w/Parking
A King bed and 60" HD TV make this studio a favorite for movie night after the beach! Enjoy easy access to Waikiki Beach it's just 2 minutes walk from this perfectly located home base.Designer Finishes - One of a kind crystalized agate countertops!!We are at the...
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...
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...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has...
Cargo Container HomeOnTheLava~ Ocean & Volcano View Sleeps 4 ~ Julie’s Sunrise
As of January 2021 the Solar System has been upgraded. Beautiful 1 Bedroom 1 Bath eco-friendly off-grid home built on an old lava flow out of 3 cargo containers. But once you step in this home you will have no idea you were inside former containers. It was built with...
Top-floor condo with ocean-view balcony, central AC, washer/dryer, & shared pool
Pacific Shores A402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tucked amid the mountains and ocean waters, this top-floor condo boasts beautiful views on either side of its...
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,...
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,...
Islander on the Beach 232: Beach Resort Room w/ View, AC & Kitchenette
Step into your own little slice of paradise with the quaint Islander on the Beach unit #232 condo! Just seconds from the beach, this eastward facing oceanside studio enjoys breathtaking sunrises on the iconic Coconut Coast of the Garden Isle of Kauai. This unbeatable...
NEW - Wailea Getaway - steps to great pool & beach
Summary:Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything!Situated above what is widely...
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...
Hale Kai O Kihei Condo w/ Free WiFi, Shared Pool-Waves Await
Hale Kai O Kihei 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
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...
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...
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi
The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 3-Bedroom Condo with Amazing views! HKK-829
Elegant 3-bedroom oceanfront villa at Honua Kai with panoramic views, luxurious interiors, and a gourmet kitchen-steps from pools, beach, and world-class resort amenities for the ultimate Maui escape.** Limited Time Special Offer: Reserve any KBM Resorts property in...
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....
Waikoloa Colony Villas1305-Large Luxury Villa with Fairway Views Near Pool!
Large Luxury 3 Bedroom Villa with Fairway Views and near pool!! Large 3 bedroom 2 1/2 bath villa, with garage and extra reserved stall located in Waikoloa Colony Villas in the Waikoloa Resort. Large kitchen, dining room table for 6 and open living room with a large...
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...
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...
COUNTRY CLUB VILLAS 242 - OCEAN & GOLF COURSE VIEWS
Enjoy panoramic coastline views and year-round sunsets from our wonderful two bedroom, two bath, bright, airy and tropically furnished corner condo overlooking the 17th fairway of Kona Country Club's Ocean Golf Course. An impeccably maintained golf courses surrounding...
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...
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...
Remodeled, Fabulous & Spacious 2Bed/2Bat + Parking, Ocean View
Aloha, Welcome to your beautiful vacation home completely remodeled with beautiful ocean views. Central a/c system when you need it. The kitchen and baths have been fully remodeled with granite counter tops and tiled floors. Sit on the lanai and watch the sunsets every...
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...