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.
Aloha Hale - spacious, comfortable studio -with beach gear
The Aloha Hale studio condo, a corner unit in Kihei Bay Surf, has more space, extra windows, and a wrap-around lanai. Amenities include pool, great jacuzzi, BBQ grill, tennis court, free pool use and off-street parking. Across the street is the ocean, a small park,...
Ridge Villas Gold Ocean 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...
Lovely Oceanview House@Pupukea in Paradise / Surfers HQ
Awesome sunset views included ;-) Close to the Ocean yet far enough away to not be bothered by traffic noise from Kam-Hwy. Get ready to fall in Love with this charming Pupukea country home. Clean, spacious, airy.Open beam cedar and redwood construction with wrap-around...
Lovely Luana Waikiki Studio | Private Lanai
Relax in paradise in this sparkling clean, beautifully maintained hotel-style unit at the wonderfully located Luana Waikiki. With a private lanai overlooking the city, this brightly remodeled studio is steps away from Waikiki Beach Park and the world-famous Waikiki...
1BOV2 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Cozy 1-bedroom condo with AC, Wifi, Laundry rooms with 24 hr on-site security.
Experience Honolulu like a local in this 1-bedroom condo. The space features 1 queen bed, AC, Fioptic Wifi , dSmart tv, refrigerator, various small appliances including coffee pot, rice cooker , microwave. We provided basic toiletries bath wash, shampoo coditioner. The...
Cozy Hawaiian Monarch Studio | Pool +Gym
Take in the beautiful views of Diamond head and Waikiki beach from this cozy Hawaiian Monarch studio with all the essentials. 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...
Stylish & Modern Princeville Getaway Near Hanalei!
Discover the very best of Kauai's north shore from the comfort & convenience of this modern private retreat! Perfectly situated in the heart of Princeville just minutes to Hanalei Bay, enjoy warm trade wind breezes while relaxing on the beach, iconic surf spots, hiking...
Partial Ocean View Lanai! Relaxing 1BR in Waikiki w Parking Included!
Great location in the heart of Waikiki! Enjoy your Stay at your own Comfortable 1 Bedroom /1 Bath / 1 Free Parking unit with Beautiful + Bright partial Ocean Views. 3 Bedding - 2 x Full Beds in the bedroom + 1 x Full Sofa BedTrash Chute, Coin/App operated laundry...
Modern Surf Chic Studio at Hawaiian Monarch | Pool
Gorgeously remodeled, modern surf-chic Hawaiian Monarch studio with Ala Wai views and a fantastic location. This unit features ac, large flatscreen smart tv, wifi and cable. A short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N
Maui Ka’anapali Villas #137: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach.This newly remodeled condominium is located on the ground floor, giving quick and easy access to the pool. This luxurious studio is furnished with a king-sized bed and a...
Wailea Ekolu Village 1404 - 1 Bedroom Ocean View Condo
Wailea Ekolu 1404 is a beautifully appointed one-bedroom, two-bathroom vacation rental that offers an idyllic escape in Maui\'s popular town of Wailea. This elevated condo on the second floor boasts stunning ocean views and a serene ambiance. Upon entering, guests eyes...
Relaxing Kalakauan 1-Bedroom | Private Lanai
This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...
Private Princeville Guest Suite Near Hanalei Bay!
Enjoy the very best of Kauai from the comfort & convenience of this private guest retreat! Perfectly situated just minutes from the breathtaking beaches of Hanalei Bay, Anini & Tunnels, enjoy a scenic hike through the lush north shore trails or for golf enthusiasts, the...
Marriott's Ko Olina Beach Club Resort 2-br Ocean View Dec 20 - 27 2025, 7 nights
Large 2-bedroom, 2-bathroom ocean view timeshare unit in one of the nicest resorts in Hawaii, the Marriott’s Ko Olina Beach Club. The unit has all the amenities expected in a 1st class resort. There is shopping nearby (Costco, Target, Walmart, Safeway, etc.) if you want...
1 Marriott Maui Ocean Club Resprt and Spa, Hot Tub!
Discover Marriott's Maui Ocean Club – Molokai, Maui and Lanai Towers, a beachfront vacation ownership resort along scenic Ka'anapali Beach in West Maui. Enjoy easy access to outdoor adventures, from snorkeling and paddleboarding to visiting Haleakalā Crater and historic...
Waikoloa Village 2 Bedroom Sleeps 6
Please Send An Inquiry Before Booking By Clicking The Contact Host Tab.The resort is the perfect destination for your Hawaiian vacation. Enjoy the many amenities available 2 swimming pools, Barbecue grills and picnic areas are scattered throughout the property. Tennis...
Ocean View Suite - 2 Bedroom
Stay at Kauai's #1 Traveler Ranked Hotel on TripAdvisor!Located in Poipu, Whalers Cove offers a private escape in the tropical paradise of Kauai. Enjoy spacious condo suites, oceanfront views, and trade wind breezes wrapped into one secluded getaway. Condos are spacious...
Two Bedroom, 2-Story Townhome at the Exclusive Mauna Lani Resort
* Beautiful 2 Bedroom, 2-story townhome at the exclusive Mauna Lani Resort* Nicely furnished in Tommy Bahama decor with views of the golf course and outdoor lanai space* 2-story, 2.5 bathroom unit for extra privacy* Living room offers a sofa sleeper, HDTV and DVD...
Royal Kahana Maui 1103 Ocean View Studio
Experience breathtaking sunsets from this inviting ocean-view studio, perfect for couples or small families. Unit 1103 Ocean View Studio• 11th floor studio with balcony overlooking the ocean and the island of Molokai • Studio kitchen includes microwave, stovetop/oven,...
Kapalua Ridge Villas Gold Ocean View 1 Bedroom
Ridge Villas Gold Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed-...
Long Term Rental Maalaea Yacht Marina Oceanfront
Paradise awaits you at Maalaea Yacht Marina, Maui. This third floor oceanfront corner unit has extra-large windows and an expanded wrap around lanai (balcony) that offers breathtaking unobstructed views of the Pacific Ocean and Maalaea Harbor.INQUIRY ONLY: Long-Term...
The Westin Princeville Ocean Resort Villas - 2BR/2BA, Sleeps 6
Your comfortable two-bedroom lockoff villa at The Westin Princeville Ocean Resort Villas is a stylish, intuitively appointed retreat combining a one-bedroom premium villa and a studio premium villa. You have the option of entertaining a villa full of guests or reserving...
Napili Point | 3 FREE Rental Cars | KBM Resorts | Water Front | 3 Units, 3 Bedrooms | NAP ML-2576
** 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...
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
At Nanea Kai Villa, ocean breezes, Diamond Head views, and beachfront living come together in a spacious four-bedroom retreat. This two-story estate offers 4,700 sq. ft. of refined island living, complete with a heated saltwater pool, spa, and private beachfront access...
21Fl Near Waikiki Beach w/ Mountain Views, Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Wake up to gentle island breezes and scenic mountain views in this 600 sq ft 21st-floor 1-bedroom condo at...
MAUI IS OPEN! Come visit! Oceanfront Westin Nanea- Luxurious Two Bedroom Villa
*We are able to offer weekly reservations with check in on Friday, Saturday and Sundays only.* Newly opened in Spring of 2017, this stunning resort sits on 16 acres of Ka'anapali Beach, and has spectacular grounds and first class amenities. "Nanea" is a Hawaiian word...
Cozy Queen Bed Studio 2 mins Walk to Waikiki Beach
Your cozy getaway awaits in Honolulu at this soothing Waikiki Grand studio. Guests will find a comfortable studio style living area featuring a queen bed, perfect for relaxing after a day of exploring. The space includes a well-equipped bathroom with a hair dryer 7...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
KP 18 Sweeping Ocean Views | AC Comfort & Pool
The Space:Welcome to your island escape at Kaanapali Plantation 18, a peaceful hillside retreat offering sweeping ocean views, tropical breezes, and modern comfort in the heart of West Maui.✔ Ocean views ✔ Two ocean facing furnished lanais✔ Central Air Conditioning ✔...
Kaanapali Alii Unit 2102
Kaanapali Alii 21022 Bedrooms | 2 Bathrooms | Sleeps 6 | Partial Ocean View________________________________________ Welcome to Kaanapali Alii 2102, an exquisite Maui getaway where refined design meets breathtaking natural beauty. This one-bedroom partial ocean view...
Brand New Home. Amazing ocean, mountain and coastline views
New Listing Special 5000 mo. Paradise Found Escape to a beautiful 3-bedroom house in Makaha. This phenomenal property was just built and features 1 king bed and 2 queen beds, perfect for a group getaway, retirees or working professionals. One house back from beach....
New Listing! Na Hale O Keauhou, Ocean View
Welcome to your dream vacation at Big Island Na Hale O Keauhou C5, a stunning retreat nestled in the heart of Keauhou in Kailua-Kona.This beautifully designed two-bedroom, two-and-a-half-bathroom villa offers a perfect blend of comfort and luxury, accommodating up to...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 3 Bedrooms | KGV ML-1335
** 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...
Just 400 feet from the Kuhio Waikiki Beach.
Cozy studio in the heart of Waikiki. Everything you need to enjoy vocation in Hawaii. You don’t need a car - beach is just one block a way. Plenty of restaurants and stores around. Grab a surfboard from the surf rental store downstairs and try waikiki waves.
2 bedroom Waikiki Apt sleeps 6
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Old Hawaii Waikiki 1 Bd Free Parking
Step into old Hawai'i, and plan your ideal island escape and book a minimum month stay at this 1-bedroom, 2-bathroom vacation rental in the heart of Honolulu! Centrally located just a half-mile from the island’s pristine Waikiki Beach, this 2nd-floor condo invites you...
Royal Kuhio 2302 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2302, 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,...
Puu Poa 306 Oceanfront on Kauai
Puu Poa 306Welcome to a charming oceanfront condo that combines modern conveniences and appliances with the charm of a timeless family vacation rental. This two-bedroom, two-bathroom condo has everything your family or group would want for an unforgettable Kauai...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Magic Skies Top Floor Waterfall Botanical Room
Hawaiian Botanical Themed waterfall room is a top floor queen bedroom with bench, has ensuite bathroom featuring tiled walk-in shower with regular head, rain shower head and handheld, double sinks & granite counter tops. The room also has a mini frig, coffee, microwave....
The Pineapple Retreat - A delightful 3-bedroom house in Hilo with views & office
Unwind in Hilo at this lovely house with 3 bedrooms - featuring 1 king bed, 1 queen bed, and 2 twin beds. This cool property comes equipped with a fully stocked kitchen and outdoor spaces. Feel at home in this quaint house, perfect for guests looking for a cozy retreat....
Includes Beach Gear! C101 Vista Waikoloa
Vista Waikoloa C101Please scroll down for detailed informationPlease note: temporary portable Air Conditioner units in use until January 5th 2026Bedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAmenities:Beach Equipment: All of our vacation rentals...
Kaanapali Maui Eldorado A205 Partial Ocean 1 BD
Enjoy a peaceful island stay in this one-bedroom condo with partial ocean views and a lush golf course setting. Just minutes from the beach, it’s ideal for couples or small groups and offers everything you need for a laid-back Maui escape. Unit A205 Partial Ocean View 1...
Gorgeous Beachfront Maui Ocean Club Resort + Amenities - STUDIO
🌺 Escape to Paradise: Your Dream Vacation 🌺Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.An Additional Savings from $500-$1000...
Hilton Maui Bay Villas – 2 BR Plus Suite, Sleeps 6, Full kitchen, 2 bathrooms
Enjoy your stay with numerous pools (including slides and other pool activities), hot tubs, and direct beach access. The property is near numerous additional beaches, great restaurants, and many Maui sights. Kahului Airport is only 20 minutes away. Rest well in the...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Maluhia Beach House by Gather: Oceanfront Home w/ Lanai & Views
Nestled along Oahu’s storied North Shore, Maluhia Beach House is an oceanfront retreat that blends barefoot luxury with effortless island living. This gated four-bedroom, three-and-a-half-bathroom home sits directly on the sand, surrounded by lush greenery and the...
Majestic Ocean Views ~A/C ~Pool ~BBQ
Experience the breathtaking beauty of this majestic ocean-view retreat, featuring Air Conditioning, two luxurious king beds and two bathrooms. Nestled on the edge of an enchanting ocean bluff, you'll be greeted each morning by stunning sunrises that paint the sky with...
Club Wyndham Royal Sea Cliff - 1 Bedroom Deluxe
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...