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.
KS 546 Fun Maui Vacation BeachFront Resort w Pools
Kaanapali Shores 546 Maui Vacation at BeachFront Resort! Spacious 1BD/1BA with Ocean Views 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...
Volcano Escape Epic Tiny Home on Lava Field with Volcano Views
Experience a magical, memorable retreat at The Ohana House—a unique, off-grid tiny house on the Kalapana lava beds near the base of Kilauea Volcano. Enjoy epic views of the volcano & expansive black lava fields, double rainbows and epic stargazing while enjoying...
Newly renovated Studio Sleeps 3 Guests, w/Pool & just 1 block to Beach
Legally permitted vacation rental - 2425 Kuhio Ave 708Swanky Studio just ½Block to Waikiki Beach - Bamboo Waikiki 708 Located Kuhio Avenue in the Heart of Waikiki This Bamboo Apartment offers the perfect place to call home whilst exploring the many exciting elements of...
Oceanfront corner condo with cohesive design
Napili Paumala 128 is a remodeled Studio condo which features amenities such as an open-concept layout and a ground floor lanai. This condo does not have A/C. Located on the ground floor, this condo can accommodate 4 guests with a Queen size bed and Queen size sofa...
Maui Resort Rentals: Honua Kai Hokulani 636 – Ocean & Mountain Views w/ King Size Balcony!
Hokulani 636 is a luxurious two-bedroom oceanview corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq. ft. interior...
Elegant Puamana Home with top quality finishes, AC, w pool in tropical oasis.
Discover paradise in this elegant Puamana 185-4, offering expansive ocean views from every room. The open-plan layout creates a seamless flow between living spaces, while the downstairs lanai beckons with its tropical ambiance and stunning greenbelt vistas. It is...
Delightful condo near beaches with pool & hot tub & private balcony
Kona Bali Kai #171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shrug off your concerns and slip into some beachy flip-flops, because this one-bedroom home is sure to put a smile...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-102, Oceanfront
Oceanfront Location Expansive Ocean Views Ground-Floor 2-BR /2-BA Condo with Kitchen Kitchen & Washer/Dryer Private Oceanfront Lanai Oceanfront Master Bedroom • Great Oceanfront Location• Pool, Cabana & BBQs• 3 Lighted Tennis Courts• Tropical Gardens &...
Pali Kai Cottage 16AB - Private Oceanfront Cottage
Newly renovated !!! New pictures to follow.The Oceanfront Pali Kai cottages are perched on a bluff over looking beautiful Kalapaki Bay. This cottage features 4 bedrooms/ 4 bathrooms , free wifi, AC/washer/dryer. Located on a private/gated street. Set in the heart of the...
Maui Banyan-Top Floor Unit, Right Across from the Beach!
Beautifully remodeled top floor unit in low-rise building, directly across the street from the world-famous Kamaole Beach Park II. Cherry cabinetry, quartz counters, brushed nickel fixtures, all tile, no carpet. 65' Smart TV in living room. Wireless internet available...
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Experience the ultimate in oceanfront living at this luxurious condo unit at the Aston Mahana at Kaanapali. Renowned for its breathtaking Pacific Ocean views, this resort offers a tranquil escape on Maui's stunning shores. This spacious one-bedroom suite on the 10th...
The Jungle House {AC/ Ocean View}
Welcome to our breathtaking Hawaiian retreat! Nestled on the shores of paradise, our house offers a stunning ocean view experience. Immerse yourself in island living with this beautifully appointed home, featuring modern amenities, spacious interiors, and a private...
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
This condo is equipped with everything you would want/need for your stay, from fully set up kitchen, full size washer/dryer, TV in living area, electronics, iron/iron board, beach gear, free internet, linens, etc. The large second floor lanai is the most wonderful place...
#26 1 King Bed/1 Bath with Sofa Sleeper and Ocean View
Aloha! You have found 'Hale Sweet Hale' an OCEANFRONT Hawaiian-style bungalow nestled on the Southeast coast of the 'Big Island' of Hawaii. This full one bedroom condo has been completely remodeled. The entry level bedroom has a king bed with adjoining bath. The living...
Exclusive! Penthouse!! 1 Bedroom Waikiki Marine Surf with Free Parking!
As you arrive you will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!!The fully equipped white monochrome kitchen will be your favorite to cook at. A dining area with a glass table perfectly fits the overall monochromic...
Sunset View of Ocean, 1 BR End Unit on top floor, Elevator Access. Free Wifi.
Beautiful 1 bedroom condo on top floor with superb view of ocean and year round sunsets. This condo is in the oceanfront complex of the Kona Reef on the top floor. It is an end unit and has windows in each room for view and cool breezes. There is a Master bedroom, a...
Sunsets from 8th Fl Ocean Front Studio @ Valley Isle Resort *Free WiFi/Parking
Close to sailing, scuba diving, and more, this beach condo brings it all within reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 7-minute walk to Kahana Beach, or easily tackle the quick...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
Remodeled in 2023 Top-Floor Condo with Stunning Ocean Views #805
Mana Kai 805, Newly Remodeled, top floor condo with stunning views! It doesn't get any better than this! Mana Kai is one of Kihei's most exclusive resorts, located right on Keawakapu Beach! This beautifully remodeled 2bd/2bath is perfect for families and couples...
Garden-view condo with private lanai, pool, hot tub, gym, & on-site dining
Hali'i Kai 17BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living at its finest in this stunning condo located in the prestigious Waikoloa Beach Resort area of...
Absolute Oceanfront, gorgeous 2 BR 2 BATH with AC
Your luxurious oceanfront two-bedroom, two full bath tropical getaway is located on the second floor and right in the middle of a four-story building. Our condo has been completely remodeled with elegant yet tropical decor, and comes with a mini-split A/C. You probably...
Mauna Lani Point | D202
Mauna Lani Point D202 enjoys one of the most coveted views of all the residences on property, as it spans the Signature Hole, dramatic ocean views, and distinctive lava flow features. For those unfamiliar with the world-famous 15th hole at the Mauna Lani Golf Course, it...
Poipu Beach House with Ocean View and Lush Garden
This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story residence merges our 3 bed, 2 bath upstairs unit, two 2 bed, 2 bath units and a studio, all located within a luscious garden...
Peaceful home near the ocean with loft, pool, tennis. Ping-Pong & beach chairs
Keauhou Surf & Racquet 7-302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love having this beautiful Keahou home as your place to stay for your Big Island vacation. The...
North Shore Country Estate - 17 Acres, Great Views
*30 day rental. Please Inquire. DescriptionThe North Shore Country Estate is one of a kind 5-bedroom, 4-bath in a 3500 square foot home on 17 acres, in the sleepy North Shore Oahu town of Kahuku. You and your party of up to 12 people will enjoy this beautifully designed...
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
Enjoy outstanding ocean views from this beautiful, oceanfront Poipu vacation rental condo. Poipu Shores A206 by Gather serves as the perfect location for your Kauai getaway, with convenient access to world-class beaches, restaurants, golf, shopping, and adventures.A...
Maui Resort Rentals: Honua Kai – 6BR + Den Resort Residence, 4500+ Combined Sq. Ft., Oceanfront Views, BBQ on Balcony!
This package combines 3 adjacent residences at the luxurious Honua Kai Resort to create a 6 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 residences...
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!'Enjoy spectacular sunrises over Haleakala volcano from the window of this private, sixth-floor room. Grab the provided...
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...
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...
Cozy 2br 1ba Apt in Waiakea Villas with work space
Ground floor end unit with garden/pond view, across from Waiakea Pond and Wailoa River State Park. Nice walk or drive 1 mile to beach park, downtown Hilo and Farmers Market for Hawaii's best local products. Just 2 miles to Hilo Airport (ITO), 40 min to Volcanoes...
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...
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 December Stays! Offer valid only for reservations made in October 2025 for check-ins during December 2025. Refund requests must be made within 3 days after check-out, with a copy of the Overnight Guest Pass receipt ($33/day)...
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,...
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...
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...
Stay in Hana #1
Beautiful studio with 1 queen bed, private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush Hana rainforest in a perfect...
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 is a cheerful older complex 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...