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.
New! Brand new Remodeled Modern Condo right across the beach in West Maui
Aloha & Welcome! Come relax and escape at this newly remodeled 1 bedroom that will engulf you in a palm tree oasis. Wake up from the comforts of a Queen lush bed.Right across from beach park in Honokawai, West Maui. Next door to farmers market, coffee shop, restaurants...
KBM Resorts | FREE CAR | Kapalua Golf Villa | 1-Bedroom Condo with Ocean & Golf Course views! KGV-17V3
** 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...
NEW! KBM Resorts | FREE CAR | Kapalua Ridge Villas | Ocean view | Recently remodeled! Ground Floor, 1-Bedroom KRV-2121
** 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...
FREE parking! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
3 Units, Luxe Two Queens with Lanai and Sleeper Sofa, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 506 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Beachfront Oasis with Golf Course Views! Minutes Away from West Maui Mountains
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
NEW!!! Molokai Lei Over
Escape to paradise in this beautiful 2-bedroom, 2-bath condo nestled in Maunaloa, Molokai. Perfect for couples, families, or friends, the condo features two luxurious king beds and a spacious living area with a comfortable sectional recliner—ideal for relaxing after a...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Waikiki Beach Ocean 28F Suite, Free parking+Patio
Be amongst our first guests to experience the breathtaking ocean views overlooking the world famous Waikiki Beach from both the living room and bedroom, as well as a stunning view of Diamond Head from the large lanai! This top-tier Superior 28th Floor Ocean view condo...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
Royal Kahana Maui 708 Oceanfront 1 Bedroom
Step onto your private lanai and soak in sweeping ocean views in this oceanfront one-bedroom, designed for couples, friends, or anyone wanting to unwind in paradise. Unit 708 Oceanfront 1 Bedroom 1 Bath• 7th floor condo with beautiful oceanfront views • Kitchen includes...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 6000 Combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This exceptional 9BR/9BA pairing brings together one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring oceanview suites to provide over 6000 sq ft of combined living interior, perfectly suited to any large group or family. Each...
Well-maintained lofted 2 Bedroom - Maui Vista 2411
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a queen bed while the loft includes two twin beds, while the...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Honolulu Economy Studio w/Priv Bath and Kitchenette -Laundry Included
*** Pricing includes applicable taxes, Parking, Laundry Room & WiFi! This room is set up to be the perfect home office with access to a printer, EFAX and Smart TV for Zoom calls. Monthly leases to be reviewed every 90 days for renewal. **Within walking distance of...
Open spacious Kitchen/Living Room, 800 sq ft deck, 8 blocks from the ocean
This beautiful and spacious house has an open floor plan and a new 600 sq foot deck over looking its growing gardens. It is on a quiet street located exactly 8 long blocks from the glorious Hawaiian Ocean. The kitchen is a large open space with an island and all...
Sea La Vie II Furnished Luxury Beach Home
Note: Min. stay is now 30 days due to the local govt. making short term renting illegal...except for hotels. Ref. Ordinance 19-18. Please inquire for >30 day rates.nice deck with sunset. Beach home is located in one of the most desirable neighborhoods of Hawaii with...
Studio Ocean Front at Marriott's Maui Ocean Club - Molokai, Maui, & Lanai Towers
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler.If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing...
3-bedroom furnished house with ocean views, utilities, wifi, and parking
Furnished 3-Bed, 2-Bath Home in Kona. Perfect for 2-5 PeopleThis fully renovated, furnished home comfortably accommodates up to 5 people and offers stunning ocean views. Located on a large, breezy lot, it features modern amenities, including an 85-inch TV and a spacious...
The Lodge at Kukui‘ula - Cottage 3
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana. Situated within easy walking distance of the amenities of The Club at Kukui'ula, Cottage 3 has a prime location for...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker, and...
Wonderful South Maui Beach Condo
Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...
OmniView Sunset Penthouse: Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
Royal Kahana Maui 615 Ocean View 1 Bedroom
- Royal Kahana is an oceanfront vacation condo resort - Carpet & tile flooring throughout - Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower - Designated work space desk and printer - 1 king bed...
Comfort and Convenience! Full Kitchen, Balcony, Outdoor Pool! Beach Access
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Wyndham Ka Eo Kai |Two 2BR/2BA Suites - Sleeps 12!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Brand New 2BR/2BA Condo with Modern Comfort
This stylish condo is perfect for group trips. Minimum 30-day rental. Brand new 2BR/2BA modern unit surrounded by great restaurants and just a short walk to Ala Moana Shopping Center. Enjoy resort-style amenities including an infinity pool, jacuzzi, gym, and BBQ...
Kaanapali Alii Unit 195
Kaanapali Alii 1952 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front_______________________________________Welcome to Kaanapali Alii 195 - an oceanfront masterpiece where luxury meets the spirit of Maui. This completely remodeled two-bedroom residence on the ninth floor...
The Lava Shack
The Lava Shack is a bright 1BR/1BA condo in Kihei Kai Nani, just steps from Kamaole II Beach. Enjoy a full kitchen, pool, BBQs, free WiFi, and a private lanai. Walk to dining and shops, or drive minutes to Wailea golf, beaches, and adventures. Perfect Maui vacation...
Aqua Aloha Surf Waikiki 1001 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1001 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, Sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Valley Isle Resort #702 - Vacation West Maui
Welcome to Valley Isle Resort #702, your beachfront West Maui Escape!•Free Parking•Free Wi-Fi•No Resort Fees•Powerful AC in each room•Beach and Ocean Front Views•Direct Beach Access at Kahana Bay•Fully Equipped Kitchen•In-room Washer & Dryer•King Sized Bed in Primary...
Ocean Front View featuring Molokini crater, Kaho'olawe, and Lanai!
The perfect location in Kihei to explore all that Maui has to offer. Or choose to stay home with a beach to walk on and an oceanfront pool. Watch Humpback whales breach from your oceanfront 5th-floor view during whale season. Paddle or kayak out to view turtles feeding...
Large Kailua Studio
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
Wyndham Bali Hai 3BR Suite with Resort Access
About this spaceNestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two...
Royal Kahana Maui 503 Ocean View Studio
Enjoy Maui’s coastal beauty from this serene studio with ocean vistas, close to popular beaches and restaurants. Perfect for couples or solo travelers. Unit 503 Ocean View Studio• 5th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Honua Kai Luana Garden Villa 3 Bedroom
Relax in this spacious three-bedroom garden view villa on Maui’s iconic Kaanapali North Beach. Surrounded by lush landscaping, it offers a peaceful and comfortable island retreat.Luana Garden Villa 3 Bedroom 3 Bathroom• Exclusive on-site provider with the only homes...
Kapalua Ridge Villa 1514 Gold Ocean View 2 Bedroom
- 1st floor villa with 8 stairs from designated covered parking and front door- Porcelain tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Maui Resort Rentals: Honua Kai – Incredible 11 Bedroom Oceanfront Gem, Over 7200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with three neighboring oceanview suites to provide over 7200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Escape to Wailupe Seaside 6 Bedroom by Gather,...
❤️PiH❤️ Kamilo Ohana ★ Views ★ Heated Pool ★ Beach Club Access ★
Brought to you by Paradise in Hawaii Luxury Homes.KaMilo Ohana is a serene sanctuary nestled within the KaMilo community, offering peaceful views of the Mauna Lani North Course and glimpses of the ocean.Perfectly suited for large groups of up to 10 guests, this elegant...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Tropical Oasis, Steps away from Waikiki Beach, Free Parking
Discover your own tropical oasis in the heart of Waikiki! This sleek, newly renovated condo offers modern luxury and the largest private lanai (1,105 sq/ft) in the area. Wake up to coffee and yoga, bask in the island breeze, and take in breathtaking Diamond Head views....
Relax in Paradise – Studio at Sheraton Kauai Resort
Find your tropical getaway in this Studio Villa at Sheraton Kaua‘i Resort, ideally located on the sunny South Shore in Po‘ipū. Perfect for couples or solo travelers, this villa is thoughtfully designed comfort with easy access to resort amenities.Inside, you’ll find a...
Royal Kahana Maui 1113 Oceanfront 1 Bedroom
Embrace Maui’s beauty from this oceanfront one-bedroom unit, steps from the sand and surf, perfect for vacationers, couples, or small groups seeking tranquility. Unit 1113 Oceanfront 1 Bedroom 1 Bath• 11th floor condo with beautiful oceanfront views • Kitchen includes...