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.
Bright Hawaiian Monarch Studio | Full Kitchen
Enjoy amazing views of the Ala Wai Canal and Diamond Head from this bright Waikiki studio. This unit features ac, flat screen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a...
Joy House-Remodel Studio Full Kitchen, Free WiFi
This unit is located on the western side of Waikiki between Waikiki and Ala Moana. This building is ver popular from repeaters. The famous pancake shop call “Cream Pot” is on the 1st floor of this building and it’s a very good place to have breakfast. The bad stop...
3rd-floor condo in oceanfront complex with WiFi, pool & hot tub
Paki Maui 314Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect setting for your Maui getaway at this charming, island-inspired condo located in the oceanfront Paki...
Homey Comfort+Style! Upgraded Kitchen, WiFi, Roomy Lanai–Kamaole Sands 7208<br>
Located on the second floor – with both elevator access and stairs – this 818 square foot one bedroom vacation condo looks out over our resorts well-manicured gardens. Furnished with island style décor, the living room includes a flat screen TV, sofabed, and a...
Kihei Surfside 613: Newly Furnished & Decorated Ocean Front 1 br Condo
New split AC system installed in 2024! Newly furnished and decorated oceanfront unit. Paradise-inspired décor mixed with traditional design. This 1 bedroom, 2 bath condo will accommodate up to 4 people with a queen bed in the bedroom and a queen pull-out sofa in the...
Walk to Turtle Beach from Kailua-Kona Apt!
Say Aloha to your new home base along the Kona coast! This well-appointed apartment offers 1 bedroom, 1 full bath, a private patio and a prime location, just a block from Turtle Beach and 1.5 miles south of Magic Sands Beach Park. When you need a break from the sun and...
Kihei Akahi Condo w/ Shared Pool, Private W/D-Surf, Bike, Golf, More
Kihei Akahi D215Our 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...
"BALIHAI GETAWAY " Hideaways Beach 125
FREE PARKING AND NO RESORT FEES. BALIHAI GETAWAY is a spectacular hawaiiana condo located beachfront. Pali Ke Kua is a 22-acre resort condominium located on the north shore of Kauai in Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views...
Makena Surf F304 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F304 is a stunning oceanfront vacation rental located in the beautiful Makena region of Maui, Hawaii. This luxurious third-floor condo offers breathtaking views of the Pacific Ocean and is perfect for families or couples seeking a relaxing getaway. The...
High Level Waikiki Condo - Enjoy Ocean Views From Your Private Lanai! by Koko Resort Vacation Rentals
WB 2108-1 Deluxe Ocean View Waikiki Banyan Condo, Free Parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Aloha and Welcome to...
Renovated home across the street from the beach with shared pool & hot tub
Kona Bali Kai #341Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony,...
Kihei Akahi Condo w/ Shared Grill, Private W/D-Swim, Surf, and More
Kihei Akahi D613Our 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...
Majestic Villa with Ocean and Sunset Views in Prestigious Kapalua
Enjoy Expansive Golf Course, Ocean, and Sunset Views - Kapalua Resort, MauiWelcome to our 3 - bedroom plus loft Kapalua resort Villa. This stunning 2,800 sq ft attached Villa has amazing ocean and golf course views so you can watch the sunset from your private lanai...
Airy House with Ocean View and Private Pool in Kailua-Kona
Experience airy island living! This 2,800 sq ft 3 bed 2 bath sleeps 6 comfortably, featuring indoor/outdoor living, vaulted ceilings, and a homey cabin atmosphere. Windows consume wall space and skylights allow natural island light to fall in throughout the home. The...
Dreamy oceanfront getaway with pool, patio, & full kitchen
Mahina Surf 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched right on the water and filled with island decor, this adorable getaway will be just the place to let all of...
Mana Kai Maui Resort condo with grill & WiFi - great location
Mana Kai Maui Resort 211bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
KS 940 New Listing at Kaanapali Penthouse Studio w Ocean Views AC Pools Hot Tub
Kaanapali Shores 940 Enjoy Top Floor Ocean Views from this Conveniently Located West Maui Studio! 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,...
Hapuna Beach Residence A12 at Mauna Kea Resort
This oceanfront masterpiece offers a luxurious blend of indoor and outdoor living. With floor-to-ceiling sliding window walls, a sleek chefs' kitchen equipped with professional-grade Wolf, Sub-Zero, and Miele appliances, wine storage, and hand-crafted cabinetry, it is...
Penthouse Studio @ Royal Kahana Ocean Resort, RELAX with Beautiful Views
Fantastic penthouse ocean views from this studio condo in Kahana. Royal Kahana #1202 is decorated in a tropical theme, it makes a relaxing vacation for a couple or family of three. Both the kitchen and bathroom (no tub) have been remodeled with new appliances and...
Royal Kuhio 1712 - Spacious Corner Unit w/ Stunning Ocean City Views in Waikiki
Royal Kuhio - Located in Heart of Waikiki 17th floor.Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1712, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Queen-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean...
Peaceful Views W/Full-Kitchen Lanai–Kamaole Sands
Kamaole Sands - #5213 on the 2nd floor: Sliding glass doors immediately welcome guests to their serene lanai. Sip on a tropical libation and enjoy your current read. This one-bedroom/two-bathroom unit has all the amenities guests will need on their island getaway. Chic...
Molokai Shores 229
Stylish décor raises the luxury bar in this 570 sq. ft. condo with private lanai overlooking ancient fishponds and the Pacific. You’ll love cooking ease in the upgraded kitchen with modern appliances and breakfast bar. Other perks include cable TVs and ceiling fans....
Heart of Waikiki w/ Kitchen - Free Parking - Corner Unit - King Bed - Mountain View
The Royal Waikiki Condominium, is nestled in the heart of Waikiki, Hawaii's number one vacation destination. Units are just a few minutes walking distance to numerous restaurants that range from casual to fine dining, shops, nightlife and the world famous Waikiki Beach....
Gorgeous Private Condo Walking Distance to Beach
Hawaii Tax ID: TA-106-887-4240-01TMK: 390180030166Simple, budget friendly, and updated! The 3rd floor condo is located in the 2nd building at Maui Vista. Enjoy relaxing in the spacious unit after a day of exploring the island of Maui or hanging out...
Walk to Beaches, Shopping & Dinning Waikomo Villas 531 located in Sunny Poipu
Conveniently located on the South Shore, this two-bedroom, two-bath, third-floor suite has lush garden views and is just a short walk to beaches, shops, and restaurants. A great value located in sunny Poipu!This two-bedroom, two-bathroom, third floor suite is one of the...
Mountain-view condo with tennis and a walk to beach
Waikiki Banyan 613Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This high-rise condo is waiting to welcome you to Waikiki! Just one block from the beach and within walking distance...
Floor to ceiling windows with ocean views
Welcome to Kahana Villa E701, a 2-bedroom, 2-bathroom condo on the 7th floor that offers 2 split A/C systems with a 6-hour timer, plus ocean views from your private lanai! This property has elevators for easy access. Unit E701 can accommodate up to 6 guests. Take a trip...
Kuhio Village 202A Waikiki Condo Recently Remodeled
Welcome to Kuhio Village 202A - Your Waikiki Oasis with Ocean Views!Immerse yourself in the vibrant spirit of Waikiki from the comfort of our newly remodeled Kuhio Village 202A condo. This enchanting studio unit offers an exceptional vacation experience in the heart of...
Golf course-front condo with heated pool, tennis, golf, golf views, BBQ, lanai
Waikoloa Fairways C120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located on the golf course and only 100 yards from the practice green, 110 yards from the aquatic...
Spacious Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and ocean views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Get all the perks of a hotel style stay without the extra fees! Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv,...
Steps to the Beach! Gorgeous Ocean-View Condo with Complimentary Parking
Waikiki Banyan Tower 1 Suite 2508High Rise Ocean View Waikiki Condo, FREE Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. This...
Condo w/ lush tropical surroundings, pool, golf nearby, WiFi, &W/D
Princeville Paradise at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in this beautiful Princeville condo. This open-concept retreat offers a seamless...
Lovely First Floor Townhome! A/C + W/D! Ekahi 25B
Welcome to Tutu’s House! Step into 25B and be transported back to the days as a child visiting your favorite Auntie or Tutu’s (grandma) home. Furnishings are new versions of classic Hawaiiana with bamboo chairs and bar stools and even a fun Queen Size Wall Bed that...
Kailua-Kona Islander Studio: Lanai, Community Pool
Embark on snorkeling excursions, go for a hike, attend a luau, or book a tee time on the Big Island of Hawaii. This Kailua-Kona vacation rental studio, located downtown in the Kona Islander Inn, offers 1 bathroom, a private lanai, and access to community amenities as...
#25 Hula Hut Best Value near Volcano Park & Black Sand Beach
The Hawaiian Retreat “Where the Aloha Spirit Lives” * Connection around complex can be a challenge, but our condo has new high speed internet in the unit *Conveniently located halfway between KONA and HILO for full service tourist activities, unlimited shopping,...
Tropical studio w/ grill area, shared hot tub, outdoor pool & near the beach
Kona Bali Kai #334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Create memories that will last a lifetime of your sunny trip to Hawaii at this convenient studio across from the...
Waikiki 6 Beds Free Parking 9th Floor
Tropical sun shines through the lanai's wall-to-wall windows overlooking the Ala Wai canal, to the main living area and kitchen, in this newly furnished Waikiki condo. Enjoy the conveniences of being surrounded by all the necessary amenities that Waikiki has to offer....
Serene 4th-floor 1bd garden view condo
Paki Maui 420 is a 1-bedroom, 1-bathroom penthouse condo located on the fourth floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. This corner condo does not have air conditioning. The condo...
Top-level condo with lanai views, pools, hot tub, W/D - close to beaches
Maui Kamaole B203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Kona Condo w/ View, Walk to Beach & Restaurants
Bring your bathing suits and hiking boots to the island of tropical adventure, turquoise waters, and lava fields. Sitting steps from the ocean, this 2-bed, 1.5-bath vacation rental in Kona offers easy, walkable access to swimming, surfing, dining, and shopping!...
Hale Kamaole Condo w/ A/C, Shared Grill-Beach Lovers Dream
Hale Kamaole 242Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Royal Kuhio 1604 - Spacious Studio w/ Mountain City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1604, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Swim, Surf, and More
Sugar Beach Resort PH36Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Bright and Spacious Corner Studio Unit with Wrap Around Lanai
Hawaii Tax ID: TA-159-912-1408-01 TMK: 390011070092Enjoy the tropical breeze through the additional windows in this beautiful second floor corner studio unit. Wake up and enjoy a cup of coffee on your private lanai before walking just across the street to the beach. The...
Just Remodeled Ocean View Waikiki Banyan Penthouse! Free Parking!
Waikiki Banyan Tower 1 Suite 3710Just Remodeled (January 2025) High Level Ocean View Condo, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Coconut Planation Hale unit K8
You've just found Kapaa's best kept secret! Shhh...let's keep it between us. Like finding a pearl in the sea, this hidden gem's modest rates do not reflect its luxuries. All totally new, floor to ceiling, upscale redo. Tucked into the center of the island, it makes for...
Turtle Bay Hula House - Kuilima Estates West
Ground Floor. Older unit. A/C in the bedroom. Great rate. On the first fairway of the Fazio Golf Course, steps away from Turtle bay Clubhouse, restaurant and bar and a short walk to the beach and hotel. WiFi. Recently replaced comfortable Queen bed. Kitchen and laundry...
500 Feet to the Ocean!
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-story condo with loft, balcony, ocean views, outdoor pool, hot tub & AC
Hanalei Bay Resort 7301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 73012 offers gorgeous views of the Pacific Ocean and Mt. Makana (Bali Hai)! This is an...
Breezy Kuhio Village Studio | Private Lanai
This bright Waikiki studio features a minimalist design, yet includes all the essentials for a great stay! Located at the secure Kuhio Village building, right off of Kuhio Ave., our guests enjoy easy access to the newly built International Market Place, lively Kalakaua...