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.
Enjoy Peaceful Ocean Views from our Na Hale O'Keauhou Villa
*** Please note the Hawaii State COVID-19 travel regulations for visitors arriving in Hawaii. For the most updated information regarding quarantine requirements and COVID pre-testing, please visit www.gohawaii.com for details ***** In recognition of the current...
Kihei Akahi Condo w/ Private W/D, Free WiFi-Beaches Await
Kihei Akahi C512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Incredible Ocean views at this 1 bed/1 bath Royal Kahana condo
Welcome to Royal Kahana 906. Exceptional ocean views from this 9th floor condo. This spacious one bedroom can accommodate 4 people with its sofa sleeper. Keep cool year round with central AC. The fully equipped kitchen allows you to cook some of your own meals if you...
Family Retreat W/Kitchen and Lanai–Poipu Shores<br>
As the sun melts into the endless blue, the sky erupts in fiery shades of orange and pink, creating a mesmerizing oceanfront spectacle. Experience breathtaking ocean views from this spacious 2-bedroom, 2-bath condo. Perfect for families and friends, this unit...
Top-floor corner unit at oceanfront resort - steps to beachside pool & hot tub
Islander on the Beach 315Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Promotional rate of $110 a night through November 24th and $130 a night from November 25th through 30th,...
Fantastic home away from home on Island!! Recently remodeled and new furnishings
The Maui Vista is a terrific complex that is in the best location in Kihei. Convenient walking distance to shopping, the Ono "delicious" dining, grocery stores, and the top rated Beaches on the South Shore. You will have tennis courts, pools, and BBQ areas to enjoy on...
Sugar Beach Resort 127: Ground floor 1 Br Condo only Steps to the Beach
You can't get closer to the ocean! Step off of the lanai on to the grass and take a couple of steps to the sand. This is truly an oceanfront condo. The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king...
Kihei Garden Estates - Condo on the Beach of Maui
This Maui condo is located in the heart of Kihei Hawaii called Kihei Garden Estates, located within 300 feet of the ocean and 20 minutes from the Kahului Airport. Modern amenities, the condo is perfect for a family of 4 adults and 2 children being two stories. Includes...
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
Kihei Akahi DG08Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Maui Resort Rentals: Honua Kai Hokulani 601 – King Kamehameha Suite! – 6th Floor Oceanfront 3BR Royal Penthouse
Never before available for vacation rental, Hokulani 601 is a jaw-dropping 6th-floor oceanfront penthouse representing the pinnacle of resort accommodations on Maui. From the moment you walk through the door of Hokulani 601, you will realize that you have found...
Stunning renovated condo with partial ocean view, onsite pool - walk to beach
Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...
Nani Kai Hale 303 | Amazing Views, Private Balcony
The gorgeous view and amazing location will excite you at Nani Kai Hale 303, a third-floor condo featuring one bedroom, two bathrooms and spacious room for up to four guests. Enjoy the beautiful ocean view from the furnished lanai! This amazing condo is the total...
One Bedroom/Two Bathroom Ground Floor Condo - Kuilima Estates East
One Bedroom/Two Bathroom Ground Floor Condo Sleeps 4From the moment you drive into this gated complex you will feel the peace and tranquility of Turtle Bay. As you walk through the door of this Hawaiiana tropical style decorated one bedroom/two bathroom, ground floor...
Famous for repeat guests, parking & wifi included
Waikiki Banyan, unit1504 tower 2 offers 2 beds and a pull out sleeper sofa. The Condo is located one block from the world-famous Waikiki Beach. Only a short distance takes you to the Ala Wai golf course, restaurants, shops, Kapiolani park, Honolulu Zoo, the...
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West Oahu
Aloha,Welcome to stunning ocean views of Makaha Beach set against the backdrop of the Waianae mountain range. Waterfalls can be seen from around the building. Friendly peacocks will greet you upon arrival. Lots of sightseeing and places to explore. About 1-hour drive...
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...
Kona Pacific C416 by Gather: 1BR Condo Retreat w/ Pool & Ocean Views
Welcome to Kona Pacific C416, a beautifully appointed 1-bedroom, 2-bath ocean-view condominium in the heart of Kailua-Kona, Hawai‘i. This 830-square-foot retreat offers modern comfort and tropical tranquility, accommodating up to four guests—ideal for couples,...
Papakea A306 Remodeled Oceanfront Studio Tropical Getaway
Papakea A306 Stunning Remodeled Oceanfront Studio with Ocean Views at Papakea Resort in West Maui! Tropical Getaway to Relax and Recharge with Sunshine and Cool Breezes FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
50 steps to the Ocean! Newly remodeled!
Thank you for looking at our listing! Our ground floor condo has 1 bedroom 1 bathroom and a sleeper sofa. Sleeps 4. Condo complex is oceanfront. (50 steps from our condo entrance)!!! Large enclosed private patio! This unit is immaculate and pride of ownership is evident...
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...
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...
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
Welcome to Kaanapali Alii 112, your perfect luxury vacation rental in the heart of Lahaina, Maui. This charming ground-floor condo is a short-term rental that comfortably accommodates up to four guests, making it an ideal family-friendly getaway. Step inside to discover...
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...
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...
Kaimana Breeze by Gather: Luxe Oceanfront Condo w/ Beach & Fireworks Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
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,...
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,...
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...
Beach/Ocean View Condo 🐬 Great Value, Walking Distance to Beach🏝️ and Town👣 Kona Reef B21
Great Value! Lovely beach, trees, and ocean view condo at the popular Kona Reef complex. 1 Bedroom; 1 Bathroom; full Kitchen plus washer/dryer inside the condo, and A/C. This amazing condo sleeps 2-4 people. Enjoy your private lanai with a beautiful new dining set for...
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...
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....
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...
★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬
Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...
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...