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.
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...
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...
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 January Stays! Offer valid only for reservations made in November 2025 for check-ins during January 2026. Refund requests must be made within 3 days after check-out, with a copy of the Overnight Guest Pass receipt ($35/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...
Newly Renovated Amazing Oceanview & Mountain View 3BR/2.5BA - Makahuena #4308
Welcome to our beautifully renovated condo, perfectly situated to offer southeast-facing, uninhibited views of the majestic mountains, Shipwreck Rock, and the breathtaking Pacific Ocean. During the winter months, you can enjoy the awesome sight of whales breaching right...
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 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...
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....
Boho Paradise, Mountain and Ocean Views, Private Pool, AC, Beach Gear
Come & Enjoy a lovely Hawaiian vacation with us at our artsy & eclectic Kamapua'a Hale. This artistic home is in the prestigious community of Princeville. With views of mountain peaks of Hihimanu, Namolokama and Mamalohoa and featuring sweeping ocean views. This...
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 GOLD GOLF KINGS' CLUB MEMBERSHIP. NEW FURNITURE AND CARPET UPGRADES JUST COMPLETED. Our villa is fully equipped and ready for your vacation!! The dining area has...
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...
Maui Resort Rentals: Honua Kai Hokulani 512 - Spacious 5th Floor 2BR w/ Gorgeous Partial Ocean & Mountain Views!
Hokulani 512 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Its expansive 1100 sq ft interior provides the perfect space for your group to gather, reconnect, and celebrate in comfort. Fold away...
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...
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...
Ocean view Waikiki suite! Free parking, full kitchen, pool, close to beach!
Waikiki Banyan #3508-T1 – 201 Ohua Ave.NEW TO OUR INVENTORY! Enjoy your perfect Hawaiian getaway in this fully-furnished 1-bedroom/1-bath ocean view suite in the heart of Waikiki! 533 square-feet of interior living space, plus a private lanai with gorgeous views of...
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!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...
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...
New Listing! Stunning 2bd condo with ocean views
Welcome to Polynesian Shores 211 – your perfect island getaway! This spacious second-floor condo has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. The primary bedroom boasts a cozy king bed and a private ensuite. The second bedroom features two...
Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!
NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...
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
WAIKOMO STREAM VILLAS 503 AT KOLOA KAI VACATION RENTALSTropical Tranquility Meets Modern ComfortNestled in the lush gardens of Waikomo Stream Villas, this one-bedroom retreat is your perfect home away from home. Located in the heart of Poipu Beach, this property is just...
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...
Luxury condo with fast WiFi, AC, & washer/dryer - plus pool, hot tub, gym
Hale OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This spacious, three-bedroom townhouse, part of the 3,200-acre Mauna Lani Resort, offers you and your guests a perfect blend...
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...
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...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
Papakea C303 Remodeled Luxury Oceanfront in Kahana
Discover the charm of Papakea C303, a beautifully upgraded one-bedroom, one-bath ocean view condo located in the C building of the oceanfront Papakea Resort in West Maui. This third-floor, west-facing unit offers breathtaking views of the Pacific Ocean and peaceful...