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.
The Ultimate in Tranquility! 2 BR Condo in Ka'Iulani at Princeville!
30 day minimum stay. Ka'iualani at Princeville is the perfect spot to enjoy the tranquility and unmatched natural beauty of Kauai! This updated residence features two spacious bedrooms, a luxurious kitchen, and relaxing dining and living areas. Beautifully furnished...
Royal Sea Cliff Kona Garden View 1 Bedroom
Garden View 1Bedroom- Condos located on 1st through 6th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- 1 king bed or 1 queen bed- Queen sofa bed- 850-925 sqft/79-86 sqm-...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in...
Westin Ka'anapali Ocean Resort North - 1 BDR Premium Villa - Comforts of home
Clean, high end property nestled between two sister properties (Ka'anapali Resort and Nanea Pcean Villas - with access to all amenities of all properties). Just footsteps to Ka'anapali beach, once named America's best beach, where you can watch sunrise and sunsets on...
Studio Room in Lahaina
Amid the azure Pacific, along the crystal sands of Kā‘anapali Beach, Marriott’s Maui Ocean Club is an oasis of relaxation, adventure and bliss. On the island of Maui enjoy some of the best golf, tennis, diving and mountain biking you'll find anywhere, all...
Charming 3-bedroom house with a pool and AC in beautiful Kailua
This 3-bedroom house is perfect for your escape to Kailua. Nestled in a soothing neighborhood, this beautiful property offers 2 queen beds, 2 twin beds, and a queen-sized pull-out couch to ensure a peaceful night’s sleep for everyone. With amenities like AC, WiFi, a...
*NEW LISTING Sunset Views, Pool and Spacious Modern Comfort Getaway!!
Hoku Lani which means Heavenly Star is a relaxing peaceful retreat. This spacious 3-bedroom 3 bath resort style home with 180-degree ocean views are located on 4 acres for maximum privacy and quiet in Kohala Estate. Gaze out over the inviting lap pool to the blue...
Lux 2BR Beachfront Maui Condo... South Shore/Kihei.nSteps to Beach!
Welcome to your own Dlx 2Br Beachfront Maui condo... Ideally located just steps to the beach on the sunny South Shore/Kihei. We are right on beautiful Keawakapu Beach, just minutes from Wailea. Enjoy stunning views from the private lanai/balcony, while enjoing your...
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
Maui Kamaole, #A-106 – Ground-Floor Comfort Near the BeachMaui Kamaole #A-106 is a beautifully remodeled 1-bedroom, 2-bathroom ground-floor condo offering easy access, peaceful garden surroundings, and modern comfort just a short stroll from Kamaole Beach Park III....
Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit
Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...
Wailea Grand Champions | 52
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you'll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
Casa Aloha Designer Condo w Oceanfront Pool
Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside...
Golf Villas Gold Fairway View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Ilikai Hotel One-Bedroom Unit. Perfect Ocean View. Fully Remodeled!
Come and relax in this renovated unit at the Ilikai Hotel. This spacious 1-bedroom condo has been making updates to make the space more comfortable and relaxing for travelers! This condo can comfortably sleep 4, with a California King bed and sofa sleeper in the living...
Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views
Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...
Ilikai Hotel Lite #742: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Perch - Maui Vista 114: Remodeled Modern Maui Paradise
Welcome to our cozy suite in South Kihei! Our home offers everything you need for a wonderful and relaxing stay on the beautiful island of Maui. Step out onto our oversized lanai and breathe in the tropical breeze while enjoying the lush greenery of the large grassy...
Ocean Views 3BD 3BA in Wai'ula'ula, Mauna Kea!
Escape to a gorgeous 3 BD, 3 BA in Mauna Kea's Wai'ula'ula with views of the ocean and Kohala. This condo retreat features 2 master suites with king beds and ample closet, and delux ensuite baths with showers and bath tubs. The third bedroom has 2 twin beds and the...
❤️PiH❤️ Aloha Palms ★Fully Detached Home★Beach Gear & Bikes★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Aloha Palms, at the Mauna Lani Villages. This is a wonderful 3 bedroom elegant home with luxurious high-end finishes in a premier resort community. This is one of a very few single level free-standing homes for...
Yonegan Plumeria Hilo Hotel - Humuhumunukunukuapua'a (Trigger Fish)
Welcome to the best kept secret of all the Hawaiian Islands: Hilo. Only minutes away from our local airport, travelers from around the world enjoy the lush, natural, tropical beauty from waterfalls - large and small - to vibrant rain forests. Our rugged, craggy...
Waipouli Beach Resort Oceanfront 2 BD 3 BA
Wake up to the sound of waves in this beautifully located oceanfront two-bedroom condo. Enjoy breathtaking views, soothing ocean breezes, and the convenience of being steps from the shore.Oceanfront 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Surfer's Sanctuary at Waikiki Lanais
This renovated surfer's getaway boasts two private bedrooms, a full kitchen, dining table, dishwasher, and private lanai. The building offers amenities like a rooftop recreation area, swimming pool, hot tub, spa, and a shared paid laundry facility. The unit includes an...
ICC 43 Spacious 2BD Cottage Walk to the Beach!
International Colony Club 43 NEW LISTING Enjoy Your Next Maui Beach Vacation from North Kaanapali at this Charming Hawaiian Plantation Cottage! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
Unwind & Relax Here! Outdoor Pool, Parking, Minutes from Nawiliwili Bay!
This listing is for a room within a hotel.✦ Your room is 419 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Daily cleaning services included in the nightly price.There are a few additional details to know before...
Wailea Ekahi Village | 49C
Wailea Ekahi Village 49C is a charming vacation rental located in one of the most popular Wailea vacation rental communities. This one-bedroom ocean-view condo offers a perfect blend of comfort, luxury, and tropical ambiance, making it an ideal destination for travelers...
Waikiki clean studio apartment, 7 minute walk to a beach, next to Ala Way Canal,
Consider this condo in the heart of Waikiki ,Honolulu. Short walk to the beach, next to Ala Way Canal, 5 minutes from International Market Place,, loaded with amenities. Private WiFi, large lanai with a view of Canal, golf course and limited view of the ocean. This...
Create Lasting Family Memories at WorldMark Kihei- 2 Bedroom
Get ready for the ultimate family vacation at WorldMark Kihei on the sun-soaked island of Maui, Hawaii! Just steps away from the pristine beaches of South Maui, this resort is your gateway to a world of adventure, relaxation, and fun for the whole family. Offering...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean View | 3-Bedroom Condo with Amazing Views! HKK-825
Luxurious 3Bdrm Luxury villa, Remodeled, huge ocean views!*Special Offer - Book any KBM Resorts villa in Hawaii for 6 nights or more with an arrival date now through Dec 15, 2024, & receive a 4-door rental car from one of our major rental car agency partners. The car is...
Waipouli Beach Resort B102 Courtyard View 2BD 3BA
Nestled beside a lush, tropical courtyard, this two-bedroom condo offers a peaceful and inviting escape. Perfect for families or groups, it provides a quiet setting with easy access to Kauai’s vibrant local scene.Unit B102 Courtyard View 2 Bedroom 3 Bathroom•...
Golf Villas Gold Fairway View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 6th Floor Deluxe Ocean and Lush Mountain Views!
This luxurious four-bedroom offering brings together three neighboring sixth-floor suites to deliver over 2600 sq ft of combined living interior. Perfect for any large group or family, this premiere pairing allows guests to enjoy the space of a large luxury home without...
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
Kaanapali Shores 435 By Parrish Maui
Kaanapali Shores offers the best of oceanfront resort living on Maui’s renowned West Side. Each spacious vacation rental includes a full kitchen, private lanai, and thoughtfully designed interiors that blend comfort with island style. Guests enjoy access to two...
Waikikian Beach Walk Resort & Spa, Hot Tub, Beach!
Enjoy the glamour of this stylish, upscale place. 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 resort features tastefully...
REDECORATED! NEW OFFERING SUMMER 2025 - THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
New Offering! Reservations are accepted now. An extensive redecoration is coming soon and F202 will be ready to greet guests as of October 2025.The Palm Coast F202 at Wailea Beach Villas recently joined Private Paradise Villas, and it will be fully refreshed with mostly...
Cozy apartment in awesome Lihue with AC, WiFi, fitness room
Welcome to Hawaii's Garden Isle of Kauai. Explore lush valleys and timeless canyons, majestic waterfalls and rainforests that merge into the blue-and-green sea. Marriott's Kauai Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming beaches in...
NEW LISTING! Spacious Condo with Resort Amenities
Spacious Golf Course Condo with Resort Amenities - Poipu, KauaiThis 1,600 sq. ft. two-story villa offers views of Kiahuna Golf Course, surrounding mountains, and ocean glimpses from a private lanai. Located on Kauai's sunny South Shore, just minutes from Poipu Shopping...
2-bedroom cottage, steps from the ocean, AC, parking
Located steps from the ocean, this oceanfront property is the second house on the property in Ewa Beach. This quaint 2-bedroom cottage offers a tremendous escape for guests. With a cozy queen bed, a comfy twin bed, a king bed, and a sofa bed, you'll feel right at home....
Tropical Getaway! 2 Elegant Units, Onsite Restaurant, Rooftop Pool
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Hainoa 10 – Luxury Hualalai Villa with Ocean Views, Pool & Daily Housekeeping
Located at a higher elevation, this spacious 3-bedroom, 3.5 bath home offers dramatic panoramic ocean and golf course views for up to 6 guests. Indulge yourself by luxuriating in this home's master suite and decadent master bathroom. A chef’s kitchen with professional...
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Washer and Dryer are on the same floor. Guests can also enjoy the Swimming...
New Listing! Captivating ground-floor condo
Welcome to Maui Parkshore 116, your tropical paradise retreat on the stunning island of Maui. This 2-bedroom, 2-bathroom condo is designed to accommodate up to 4 guests, offering a comfortable and stylish escape just steps away from the beach. Please note this condo...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
Beautiful Home with Amazing Ocean Views Located on an Organic Farm
Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The main farmhouse has a charming feel and is well equipped with 3 bedrooms, 2 baths, dining room, living room, full kitchen &...
Lae Nani Resort Condo Ocean View 1 Bedroom
Ocean View 1 Bedroom- Spacious condo with balcony located on 2nd floor walk-up- Full kitchen includes stove, oven, microwave, refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware - 1 king bed or 1 queen bed and 1 sofa bed in living area- 808...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
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.Embark on an exquisite Hawaii getaway at Ko...
Golf Course View Retreat | Wailea Condo GC100 | Walk to Shops & Beaches
New Listing! *Intro Specials: Reduced rates and discounts for stays 7 nights or more. Excludes Dec 20-Jan 5*Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking the 3rd hole of the Wailea Blue...