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.
Waiohuli Beach Hale #C-211 Oceanfront Ocean View 2Bd/2Ba Full A/C, Sleeps 6
Waiohuli Beach Hale #C-211 is an upstairs ocean view 2 bedroom, 2 bath unit with a full kitchen and window unit air conditioning throughout. There are three flat-screen televisions, all with DVD players, and free wireless Internet. In the master bedroom is a queen bed,...
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Poipu Shores A206 offers a front-row seat to Kauai’s dramatic shoreline, where waves crash against the lava rocks just beyond your lanai. Located in Poipu, this beautifully updated 2-bedroom, 2-bath oceanfront condo combines comfort, convenience, and unforgettable...
Maui Resort Rentals: Honua Kai – 6BR + Den Resort Residence, 4500+ Combined Sq. Ft., Oceanfront Views, BBQ on Balcony!
This package combines three adjacent residences at the luxurious Honua Kai Resort to create a six bedroom masterpiece with an additional den. Large families and groups are treated to the space of a luxury home with all the advantages of resort living.These adjacent...
Special Rate.Charming 1BD With Ko'olau Mountain Range View with Free Parking!
High Floor 1 Bedroom with the Great View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.An enchanting living room with views of the Ko'olau mountain...
Cozy room with beach access, Haleakala sunrise view, pool & amazing location
Island Surf 601AOur 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...
Kaleialoha 308, Direct Oceanfront, AC Spring Deals! Book April/May and SAVE BIG!
Step into this upgraded direct oceanfront condo and discover a haven of comfort and luxury. Relax on a plush king-size bed surrounded by newly furnished interiors. The kitchen features granite countertops, stainless steel appliances, and modern cabinetry, ensuring a...
Sugar Beach 132: One bedroom Ground Floor Ocean Front Condo, sleeps 4.
Walk out of this oceanfront, ground-floor unit and you are only a few steps away from the sand. No stairs or elevators are between you and the beach. The condo is one bedroom, one bath, and accommodates up to 4 persons. The newly redecorated bedroom includes a new queen...
Charming cottage close to everything - walk to beach, zoo, & park
Garden Cottage Unit A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself...
Oceanfront, Great Location, adjacent to beach park! Newly reduced winter rates!
This two bedroom, two bath direct oceanfront condo at the Paki Maui has an amazing view of the gorgeous Maui Sunsets and the neighboring islands of Molokai and Lanai. This great West Maui location is within walking distance of beaches, restaurants and shopping!. Perfect...
Premier Kamaole Sands 4-208: Updated 1Bd/2Bath Near Maui's Best Beaches
Kamaole Sands 4-208 is your premier Hawaiian retreat in one of the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the entire family with a large pool, children's wading pool...
Hale Lanikai | Ko Olina |Penthouse Ko Olina Villa
Summary:Welcome to Hale Lanikai in Ko Olina! With a private balcony, this space offers an unrivaled view of the lush gardens, serene lap pool, and shimmering Pacific. Maximum occupancy strictly enforced in accordance with local ordinances. Grab friends and enjoy quick...
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!
Royal Mauian 314 – Oceanfront Paradise in the Heart of Kihei!Welcome to Royal Mauian 314, a beautifully appointed 2-bedroom, 2-bath oceanfront condo offering sweeping ocean views, modern amenities, and an unbeatable South Maui location. Perfect for families or couples,...
OCEAN FRONT, ground level, end unit.
Maui Sunset Resort is one of the premiere resorts in all of Kihei. The grounds are landscaped with golf course style grass, bright orange flowering plants, and tall tropical swaying palms overhead. Our condo is ground level, so you can walk out on the patio and be only...
KBV 304 Top Floor Condo: Huge Oceanview, Elevators, Beach Walking Distance!
This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem. The unit has a well equipped kitchen and all the rooms are spacious with a balcony overlooking the pool and the ocean. The bedrooms and baths are wonderfully appointed.The living area is...
Ilikai Marina @6FL Ocean View and Marina, Renovated
Special Promotion: Free Parking for March Stays! Offer valid only for reservations made in January 2026 for check-ins during March 2026. Refund requests must be made within 3 days after check-out, with a copy of the Overnight Guest Pass receipt ($35/day) required.NOTE:...
Kihei Akahi C319: Spacious 2BR/2BA Condo with Garden Views, Near Beach & Shops
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi C319, Near everything Kihei has to offer! This 2-bedroom/2-bath condo offers the perfect Hawaiian getaway for families or couples traveling together.Kihei Akahi C319,...
Private North Shore Kauai Getaway in Princeville Near Hanalei Bay!
Welcome to our tropical paradise on the majestic North Shore of Kauai! Situated in the exclusive Sandpiper Village community near the Westin, this luxury studio has all of the amenities you'll need for a perfect tropical getaway. Enjoy the pool or take a stroll down to...
Great Ocean View, Privacy-a Sweet Spot Near the Office, Pool, BBQ, Park, Beach!
Some new things have been added! Read on...New DishwasherNew 50" Samsung Crystal TV in living roomNew Flat Screen TV in BedroomNew furniture and some new furnishings & suppliesNew living room lightingNew Coolaroo cordless Lanai ShadeNew Hair DryerPrivate, Open &...
Studio 918 at Waikiki Grand Hotel Hawaii
Legally permitted rental - 134 Kapahulu Ave #918** For your health and safety, we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly remodeled and tropically...
Second-floor, ocean view condo in oceanfront complex with lanai, AC & 2 pools
-Casa de Emdeko Ali'i ShoresOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Go to sleep each evening to the sounds of ocean waves and rustling palms at this well-appointed condo on...
Maui Vista 1317: Across the street from Charley Young Beach, 1 Br Sleeps 4
One bedroom partial ocean view condo located on the third floor with partial ocean views. This unit will accommodate up to four (4) people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The living room has a beautiful new flat-screen TV and...
Hale Mehana 4BR Home + Studio, Princeville, North Shore Kauai
Stunning North Shore Kaua’i vacation rental home located in beautiful Princeville. Conveniently located with easy access to the famous Hanalei Bay, Kilauea Lighthouse, Haena Beach Park, the breathtaking Napali Coast, shopping, dining, and more! Accommodates up to 10...
Waikiki Condo high walk score, 2 Bdrms w/doors, pullout sofa
Just remodeled and beautifully done!!!Cleaning - Bleach products are used to clean surfaces and high profile area such as light switches and their covers, door and window handles / knobs, TV controls, etc. All laundry items, linens and towels are washed using detergents...
Waikiki Studio with 2 comfortable Queen beds, Pool & Free Parking
Apartment at the Marine Surf in the heart of Waikiki it's the perfect place to call home for your Honolulu vacation!Our condo offers 2 comfortable Queen beds, Full Kitchen, Large HD Smart TV and a full bathroom with shower/tub combo.Facing east our balcony is a great...
Casa De Emdeko 211 - 2/2 OCEAN VIEW, AC, Elevators, Spacious, 2nd floor gem
This 2nd floor Casa De Emdeko 2 bedroom condo is an extremely spacious property with a spectacular ocean view. Just recently been put back into Vacation Rental!! We're proud to have this great condo back in our inventory! A great King sized bed in the master, and a...
Quaint Island Home w/ Tons of Personality & Awesome Ocean Views
Sealodge E7 boasts amazing oceanfront views plus right in the heart of everything Kauai's North Shore has to offer! This well maintained charmer has one comfortable bedroom, an open living and dining space that gets tons of natural light, and a fully appointed and newly...
#41 Turtle Hut at Punalu`u Black Sand Beach * Most 5 Star Ratings
Turtle Hut Description for CondoLooking for an authentic and genuine Hawaiian experience in a top rated resort with the most 5-star ratings in the complex? This is your spot!! Tucked away from most of the foot traffic and vehicles, you will enjoy how quiet this...
#70 Pog`s Place at Black Sand Beach Punalu`u with Ocean views and Travertine floors.
Amazing Ocean and Mountain Views from this beautifully renovated condo at the Colony One ~ Sea Mountain Resort in the Ka’u region at the Punalu`u famous black sand beach.About Pog’s PlaceWe welcome you with Aloha!Just a 4 minute walk to the famous Punalu’u Black Sand...
Expansive ocean view condo with large windows
Experience the tropical paradise of Maui from the comfort of Nohonani 304, a charming 1-bedroom, 1-bath, third-floor, oceanfront condo that can accommodate up to 4 guests. Enjoy preparing home-cooked meals in the well-equipped kitchen, featuring stainless appliances....
Fairway Villas Waikoloa J21-Near Beach, Waikoloa Kings Gold Golf Discount!!
Welcome to our 2 bedroom, 2 bath villa located in Fairway Villas in Waikoloa Beach Resort with discounted 2026 Gold Golf Kings' Club Membership. Our villa is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island of Hawaii, from hike to a...
Maui Vista 2213 - Charley Young Vacation Condo in Kihei
Maui Vista 2213! Centrally located in Kihei across from Charley Young beach. This 1bed/1bath is minutes to beaches, dining, shopping, and golf!Welcome to Maui Vista 2213! This striking condo is the perfect location for your Maui getaway. Its open and inviting charm is...
Oceanfront Condo🏄♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313
True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...
A One Bedroom Gem at the Diamond Head Beach Hotel - Queen Suite 602 Sleeps 4
Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. Waikiki Beach and Kaimana Beach are just a short walk away, so leave your car at the property, which offers covered onsite parking. Relax in the garden (enjoy the outdoor...
KBM Resorts | FREE CAR | Wailea Elua | 2-Bedroom Condo Condo with Luxury Amenities! WEV-2009
** 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...
Wailea Elua Village 2008 - 1 Bedroom Ocean View Condo
Wailea Elua Village 2008 is a luxurious vacation rental situated along the southern coastline of Maui in the desirable Wailea region. This elegant condo offers a serene retreat for travelers seeking a blend of comfort and natural beauty. The interior of this one-bedroom...
Aqua Aloha Surf Waikiki #901 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #901 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed, (1) Full/double Futon, Sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Hawaiian oceanfront condo near shopping & dining with hot tub & pool
Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Kona escape in this beautifully renovated ocean-view condo, just a short distance from the...
Kauai Exclusive - Hale Awapuhi 2F - Oceanfront Luxury - Steps to the water
Hale Awapuhi 2F is among the most luxurious oceanfront properties in Hawaii. Exclusively gated, this boutique 9-unit project offers panoramic ocean views and beach access just steps from the front door. Boasting two bedrooms and a loft bedroom (making it three sleeping...
Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..
A fabulously furnished 2nd floor condominium at Kepuhi Beach Resort. The condo has a private lanai is covered for shade, allowing you to relax, watch the sunset over the channel. The oceanfront pool and barbecue area are a short walk from the condominium. In the Winter,...
Freshly remodeled 2bd condo steps to the beach
Kahana Manor 503 is a beautifully remodeled 2-bedroom, 2-bathroom condo that can accommodate up to 6 guests, which is located on the 5th floor, and accessible by an elevator. The remodel was completed in a way that is ADA-compliant and wheelchair accessible. For your...
Hilton timeshare in Big Island 2 bedroom 2 bath
I have multiple weeks for this property through out the year. If the date you are looking for is not available, just email / message or text me and I be more than happy to look up your specific date. The property name is Kohala Suites by Hilton Grand Vacation. You can...
True and Absolute Oceanfront Condo 🌅 Breathtaking Views From The Lanai!🍍Hale Kona Kai 402
True and complete oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
ALOHA ☆ Condo D15 ☆
Your tropical, comfy, 'Home away from Home!' Decorated in Hawaiian Aloha Style, is bright, cheery. comfy and filled with 'ALOHA!' for a restful, romantic &/or adventurous stay.LOCATION is key on Kauai. We're along the scenic & historic, east coast of Kauai... The Royal...
Waikomo Stream Villas 503 with Free PBAC membership
Summary:One-bedroom garden-view residence in Waikomo Stream Villas with complimentary Poipu Beach Athletic Club membership. Centrally located between the ocean and The Shops at Kukuiʻula, offering a peaceful tropical setting, two lanais, and easy access to beaches,...
HAK 210 Beach Getaway w/ Ocean Views 1BD Walk to the Beach, Steps to the Pool
Hale Kamaole 210 NEW LISTING Enjoy Ocean Views from the Lanai of this 1Bedroom,1Bathroom Kihei Condo, Walk to the Beach Steps to the Pool! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Wailea Ekahi Village 3B - Studio Garden View Condo
Nestled among the lush, tropical landscape, this studio is a perfect place to escape the hustle and bustle. Bring along that novel or take a refreshing nap after a day at the beach on the private lanai, secluded by tropical flowers. A writer\'s retreat! Recently...
Cozy, Well-Furnished Studio
Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you. Our quiet location is surrounded by the Wailea Old Blue Golf Course & adjacent to the Wailea Tennis Club & Wailea Town Center; minutes away from the...
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Unit: Wailuku 1BR House | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective against...
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
The tropical splendor surrounding Grand Champion Villas is a paradise. Wailea, near Kihei is where you can play 54 holes of championship golf and sink a birdie while enjoying spectacular ocean views. Service at the famed Wailea's Tennis Club, eleven courts are lit for...
Beachfront Living - Makena Surf E-202 - Mesmerizing Views & Tropical Landscapes
Makena Surf E202Makena Surf Resort, a luxurious and secluded beachfront condominium located in the prestigious Makena area, offers the ultimate in relaxation and comfort. This gated property features six two- and three-story buildings, each providing sweeping views of...