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.
Sheraton Kaua'i Resort Villas - Studio Villa
*** Sanitation/Cleaning Update ***Building on a Legacy of CleanFor 92 years, Vistana has been recognized as a hospitality leader for its commitment to quality, exacting standards, and rigorous training. These expanded protocols reflect elevated cleanliness standards and...
3-bedroom townhome in delightful Aiea with AC, WiFi
Your home away from home in Aiea with 3 bedrooms. This amazing townhome features 1 king bed, 1 queen bed, and 1 full bed, perfect for a soothing night's sleep. Enjoy the convenience of AC, a washing machine, WiFi, iron, and a hair dryer. With 2 bathrooms equipped with...
Wonderful 6 Bedroom for 10 Hanalei Home. Beachfront!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 6 bedroom for 10 Hanalei Beachfront home, offers an amazing location right in the central area of Hanalei Bay! Huge beachfront lawn onsite, as well as a spacious...
Terrific three bedroom Villa at Sands of Kahana. Stunning Beach!
Concierge Realty is proud to present luxury villas at Sands of Kahana.We are able to offer reservations in weekly increments with arrival and departures on Wednesdays, Fridays, Saturdays, and Sundays.Please note: Please be aware that air conditioning is not available in...
Waikiki Condo Beach+Mall!
Stunning views with an amazing sunset awaits you! Perfectly situated steps away from Waikiki beaches, delicious restaurants, great shops and walking distance to the Ala Moana Mall. All the conveniences with a GREAT location and SPECTACULAR views right from your own...
Fully Decked Lifted 4WD Tan FJ Cruiser!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted Matte Tan FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook...
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
Aloha and e komo mai to Poipu Shores 304A - the perfect setting for an unforgettable oceanfront experience on Kauai's south shore. From the double-sized lanai to the deluxe floor plan, from theAs you walk through the front door, you'll be immediately struck by the rich...
Charming 1-bedroom condo in brilliant Lahaina with AC
Indulge in the ultimate Maui getaway at our full oceanfront condo.The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants.For those warm...
Ocean Front Beautiful Remodeled Unit 418! - Maalaea Bay
**Special Introductory Rate September - November 23rd - 2025!! New Unit to Vacation Rental!! Book Now!!**Looking for the perfect tropical escape? Book now and let the island vibes take over! Kanai A Nalu 418 at Ma'alaea Resort is calling your name! This oceanfront,...
Style and Comfort Over the Ocean
Relax with the family at this peaceful place to stay. Enjoy your long awaited retreat in this newly renovated 2 bedroom 2 bathroom condo in this desirable Princeville location. Rustic on the outside but brand new on the inside, you will be able to chill and enjoy the...
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning...
Island style decor with tropical garden view
Welcome to Paki Maui 313, a charming 1-bedroom, 1-bathroom oceanfront condo with garden views that allow guests to fully immerse themselves in the beauty of Hawaii's natural landscape. The unit does not have air conditioning. There are no elevators at this property....
Kona 2-bedroom condo with oceanfront pool
Welcome to our Slice of Paradise! As of June 2023, our unit has been remodeled/updated - see new photos in listing. Kona Shores is an oceanfront complex on Ali'i Dr south of Kona Town. An excellent location for affordable lodging. A great choice for exploring the Big...
Royal Kahana Maui 408 Oceanfront 1 Bedroom
- 4th floor condo with balcony on north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry into the kitchen and...
Royal Sea Cliff Kona Ocean View 1 Bedroom
Ocean View 1 Bedroom- Condos located on 2nd, 4th, and 6th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed- 850-925...
Oceanview Top Floor Studio | Islander on the Beach 361
Islander on the Beach 361 – Oceanview Top-Floor Studio | Pool, Hot Tub, A/CWake up to stunning ocean and sunrise views from this top-floor studio at Islander on the Beach. Located in the Molokai Building, this breezy unit features a king bed, private lanai, A/C, free...
Romantic view walk to beach, malls &Restaurants. Fireworks view Avery Friday..
Free coffee/TeaFree wifi Free parkingFree washer/DryerFree AC/HeatRelax in this stylish 1-bed, 1-bath condo in Honolulu with breathtaking beach views. Perfect for couples or solo travelers, it’s just steps away from the beach, dining, and shopping. Enjoy a fully...
Discovery Bay deluxe ocean view, near Ala Moana Shopping Center & the beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 35th floor of Discovery Bay! With 769 sq ft of comfortable living space, this fully furnished unit features a full kitchen, two twin beds (pushed together in photos) in...
Perfect Getaway, Steps to the Ocean, Puamana 145-4
Summary:Aloha and E Komo Mai (Welcome) to your Maui retreat at Puamana 145-4! Nestled in the heart of the beloved Puamana community, this well-appointed 2-bedroom, 2.5-bath townhouse offers the perfect balance of comfort, convenience, and tropical charm. With direct...
Kalia Suites, a Hilton Grand Vacations Club - 1 Bedroom Plus
*** 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 &...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
Beautiful Private Garden Apartment w/ AC
Beautifully appointed super clean executive suite! The perfect air-conditioned private garden apartment minutes from the best beaches on the Big Island. This is the perfect executive suite for working visitors who want to get out of the heat and do a little work,...
Elevated Island Elegance in Kukui'ula - A Refined Retreat in Poipu
Graciously set within the exclusive enclave of Kukui'ula, this thoughtfully designed 3-bedroom, 3.5-bath residence offers an elevated South Shore experience—both in setting and sensibility. Wrapped in the soft embrace of trade winds and tropical foliage, the home...
Stylish 23rd floor condo near Ritz Carlton Spacious Ocean and Mountain views
Relax in a newly renovated 670 sq ft 23rd floor condo in residential Waikiki across from the iconic Ritz Carlton hotel with stunning views of the ocean and mountainsWalk to Waikiki Beach, restaurants and shopping at Luxury Row and International Market PlaceKing...
Ocean Tower, a Hilton Grand Vacations Club - Studio Plus - Partial Ocean View
*** 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 &...
Kanaloa at Kona Unit 1403 Partial Ocean Vw 2BD 2BA
- Kanaloa at Kona is located at 78-261 Manukai Street, Kailua-Kona, HI 96740- Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscape. - Condo located on...
🏖️Oceanview Kona Condo | Pool, Lanai, Walk to Town
vrKCV - Alii Villas 319 - Professionally Managed by Kona Coast VacationsWelcome to Alii Villas 319 — your ideal tropical hideaway in Kailua-Kona! Perfect for couples seeking a relaxing island escape, this comfortable one-bedroom, one-bath condo offers peaceful ocean...
Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side
Maui Kā’anapali Villas 291: 1-bedroom condo located ocean side in the Emerald building, overlooking the Pool, with partial Ocean views.The space:This one-bedroom condominium is located in the popular Emerald building, renowned for stunning views of the pool, grounds,...
Witness mesmerizing Sunsets!! nOcean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Deluxe Ocean Views
This fantastic three-bedroom offering delivers stunning 6th-floor ocean views in addition to views of the majestic West Maui Mountains. This tandem pairing combines one of our best two-bedroom deluxe ocean view corner suites with a neighboring one-bedroom suite to offer...
Spacious 3 bedroom ocean view, large balcony, King beds, Pool & Spa
Welcome to your Hawaiian getaway! For your comfort, there are portable A/C units in private bedrooms and living room.Additional cooling features: swamp coolers, ceiling fans, standing fans.Our spacious 3-bed, 3-bath townhome offers stunning ocean and golf course views,...
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
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.Luxury, Privacy, and Grand-Scale Elegance at...
Charming studio with AC and WiFi in pleasant Kihei
The studio is located in the Maui Banyan G Building and close to nightlife, shopping, dinning, public transport, golfing and Wailea. Enjoy surfing, swimming, boogie boarding, paddle boarding, snorkeling, golfing, and the beauty of Maui. While you dine on your balcony,...
Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly
Hawaii's #1 Small Hotel featuring complimentary locally sourced breakfasts daily and Chef Kenny's dinner nightly. Prices are per room per night. Looking for the perfect compliment to the luxury resorts in the north? You've found it. Enjoy luxurious rooms in an iconic...
New listing! Modern Oceanfront 2nd floor 1BR Condo - Kahana Reef in Maui!
Welcome to your peaceful Maui escape. This fully renovated 1-bedroom condo sits on the second floor of the boutique Kahana Reef complex, offering unobstructed ocean views, modern coastal design, and front-row sunsets—all just steps from the beach and reef.Enjoy coffee...
Kaanapali Alii | 455
Kaanapali Alii 455 is a breathtaking two-bedroom condo that perfectly combines luxury and comfort for your Maui escape. Adorned with expansive windows, this spacious haven offers tranquil views of the magnificent West Maui Mountains, setting a peaceful tone for your...
Royal Kahana Maui 919 Ocean View Studio
- 9th floor condo with balcony- Tile & Vinyl plank 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 and 1 twin sofa bed- 431 sqft - Maximum 3...
Renovated 2 bd condo steps to Kihei beaches
Haleakala Shores A410 is a 2-bedroom, 2-bathroom with a split air conditioning system and 2 master ensuites and can accommodate up to 6 guests. This 4th-floor haven of unparalleled luxury and comfort has been meticulously crafted to enhance your Maui getaway. Recently...
The Modern Honolulu, Sleeps 4, 453 sq ft, Central Location + Fitness Center
The Modern Honolulu is a Hilton lodging choice for your trip to Hawaii. With numerous amenities for guests such as 24 hour front desk, and fitness center, you will wake up feeling ready to go every day for your time in Honolulu. This hotel is conveniently located near...
City View Studio in Waikīkī just Steps from Beach! - Bamboo Waikīkī Hotel #605
Castle Bamboo Waikīkī Hotel #605 - This sixth-floor high rise set within walking distance to Waikiki’s famed majestic shores offers modern conveniences to make your stay as comfortable and productive as desired. Recreate and lounge on property or take advantage of...
Kaanapali Alii | 461
Kaanapali Alii 461 is a luxurious vacation rental located in a pristine spot along the world-famous Kaanapali Beach. This oceanfront property offers a spacious layout, encompassing approximately 1,500 square feet, making it an ideal choice when compared to the smaller...
Includes Beach Gear! 332 Shores at Waikoloa
Shores at Waikoloa 332Please scroll down for detailed informationPLEASE NOTE: The tile walkway on the 2nd floor of the Bo Tree Tower will be replaced from July 14-September 15, 2025. The first two weeks of the project are expected to be the noisiest while the current...
Kahala Zen by Gather: Spacious 5BR Modern Oasis w/ Studio & Lush Garden
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.Welcome to Kahala ZenNestled in the...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Bali Hai, Kauai HI, 1 bedroom sleeps 4
About this spaceNestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian...
Oceanfront Villa! Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Beachfront Studio Condo Sans Souci 206
Monthly Rental.A beautifully updated and well maintained Beachfront Studio with Full kitchen on the popular (and quieter) 'Gold Coast' area of Oahu, San Souci stands out as one of the top Honolulu properties year after year.With modern stainless kitchen, hardwood...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...