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.
Royal Kuhio 1602 - Spacious Studio w/ Stunning Mountain View in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1602, 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,...
Lagoon Tower, a Hilton Grand Vacations Club - Studio - STP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Breezy 12th Floor Waikiki Condo with FREE Parking by Koko Resort Vacation Rentals
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. Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen,which includes a...
Light & Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 802 Light Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! 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...
Infinity Pool- Endless Views- 2 Bedroom Villa
The Koya Suite is located on the Nouth side of the villa and has its own separate entrance (that is the entire right side of the house as shown in the opening image). All rooms in the Koya Suite overlook the Pacific Ocean through the lanai, deck and infinity pool. The...
Premium Beach Retreat Waiohai Club Resort + Resort Amenities Included.
I also list my available units with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 where guests can save up to $1000 on certain weeks or custom stay requests available. Nestled on the golden crescent of Poipu Beach, hailed as one of America's finest shores, our...
Homey Aqua Palms Studio | Private Lanai | Pool
Enjoy the hotel amenities of the Aqua Palms building, while staying in this warm and welcoming studio. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. In the midst of Waikiki’s shopping, eateries, activities...
Waikiki Shore Ocean View 1 Bedroom
Enjoy front row ocean views from this charming one-bedroom condo in the only condominium building on Waikiki Beach. Whether you're relaxing indoors or exploring nearby shops and restaurants, this beachfront retreat has everything you need for a memorable stay.Ocean View...
Delightful Hawaiian Monarch Studio | Pool + Gym
Simple and spacious Waikiki studio with city views and a great location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is...
Sparkling Hawaiian Monarch Studio | Pool + Gym
Beautifully renovated Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, 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 secured building...
Sea Shore 41 Private Studio in Waikiki, 1 Block to Beach
Tropical Oasis Retreat at the Sea Shore 41 in the Heart of WaikikiEmbark on an unforgettable Hawaiian adventure with our Private Studio in Waikiki, a haven that has garnered rave reviews from delighted guests. The studio offers the perfect blend of comfort, convenience,...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
This gorgeously renovated condo has been completely transformed with modern upgrades and thoughtful design. The open-concept kitchen boasts sleek finishes and high-end appliances, including a sharp microwave drawer. The spacious living area flows effortlessly into an...
Princeville Paradise 1BR Suite @ Wyndham Ka Eo Kai
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...
Kapalua Ridge Villas Ocean View 2 Bedroom
Ridge Villas Ocean View 2 Bedroom 2 Bath- 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- Master bedroom with 1 king bed and...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
PK A108 Remodeled OceanFront w Panoramic Ocean Views
Papakea A108 NEW LISTING Remodeled OceanFront Papakea 1Bedroom with Panoramic Ocean Views for Front Row Sunsets and Year Round Indoor-Outdoor Living FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
✔Peaceful Cozy Getaway⭐Self CheckIn ⭐⭐⭐⭐⭐ 3
Peaceful studio apartment has everything you need for your Hawaii trip. The unit comes with Wi-Fi, self check-in with keyless entry smart lock keypad, and free parking right in front of your unit. During your stay, you can also enjoy using a convenient private Entry...
Quaint Waikiki Monarch Studio | Pool + Gym
Enjoy beautiful mountain and canal views from this quaint studio in a fantastic location at the Hawaiian Monarch in Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course Views
Ocean Bliss Awaits - Spacious Lanai - Outdoor Grill - Golf Course ViewsE komo mai (welcome) to your personal Hawaiian retreat, where the lush beauty of Maui meets unparalleled luxury. Nestled within the heart of Kaanapali, this two-bedroom, two-bathroom oasis offers...
Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314
This air-conditioned 818sf suite says “welcome home” after a day of hiking and ziplining. Families and friends appreciate the privacy, space and comforts of a complete kitchen, furnished lanai, living area, ceiling fans, flat screen TVs, DVD, WiFi and washer/dryer....
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,...
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...
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...
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...
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
- 11th floor condo with balcony- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central air...
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...
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...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
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...
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...
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.We are offering a free Hawaiian Inspired Brunch on Thanksgiving morning for all...
Kaanapali Alii Unit 2102
Welcome to Kaanapali Alii Unit 2102, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,544 sq. ft. condominium offers a perfect blend of comfort and elegance, making it an ideal choice for your next family...
Brand New Home. Amazing ocean, mountain and coastline views
New build November Special $4800 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. One house back from beach. Located on the sunny side of...
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...
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...
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...