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.
Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona
Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love Opihi Suite✔...
Fourth Floor Studio with Shared Pool, High-Speed WiFi, and Partial Ocean View
Maui Banyan Q408AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A short walk from the beach, this studio is all set up to be your hideaway! Take in a partial view of the ocean and...
Cute Lofted Studio w/ Full Kitchen - Easy Access to Beaches/Shopping/Dining
Kauai, often referred to as "The Garden Isle," is one of the most captivating islands in the Hawaiian archipelago. Its allure lies in its untouched natural beauty, from the dramatic cliffs of the Napali Coast to the enchanting rainforests of Wailua. Kauai is a haven for...
Hale Kai O Kihei Condo w/ Free WiFi, Shared Pool-Waves Await
Hale Kai O Kihei 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Aloha! Welcome to Hawai'i!This amazing Balinese style home with 4 master bedrooms each with its attached bathroom is the perfect way to explore beautiful Kauai. Nestled on a one acre lot surrounded by tropical gardens at Poipu Beach Estates, this home is in the heart of...
Amazing Diamond Head and Ocean Views, Prime Location-Free High Speed Wifi
The studio is located just steps away from the broadest and sandiest beach in Waikiki, world class shopping and dining.The unit is remodeled, fully equipped studio condo with one full bath. Comfortable Queen size bed and mattress to ensure a good night’s sleep after a...
Kona · Pool/Hot Tub/Beach access/AC/Baby friendly
Newly remodeled ground floor unit (no dragging your baggage upstairs!). 15 mins from airport with an ideal downtown Kona location. 5 mins walk to pier, restaurants, bar and shopping. The King Kamehameha beach is 8 mins walk where paddle boards, snorkeling and booze...
Delightful beachfront getaway with pool/hot tub, beach access, & fast WiFi
Kauhale Makai 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make the best memories with friends and family here in the heart of Kihei at this perfect oceanfront condo mere steps...
Oceanfront Wailua Bayview 203
Oceanfront Wailua Bayview 203From the moment you walk in the door you are absolutely drawn across the length of the condo and out the glass sliders onto the balcony where you are greeted with a breathtaking oceanfront view. Your entire stay will be wrapped around the...
Ground-floor studio with partial ocean view & AC, ADA - beachside pool & hot tub
Islander on the Beach 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'July & August Discounted Pricing! Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre...
Oceanview Condo 703 at Poipu Kai: Luxury, Comfort, and Stunning Beach Proximity
E Komo Mai to Condo 703 at Manualoha - one of the most coveted locations in all of Poipu Kai Resort! Our two-story island getaway offers ocean views from 2 of the 3 lanais and a quick walk to the ocean-view pool/beach that is the envy of the neighborhood!Why you'll Love...
Beach access shops & dining with A/C Centrally located family friendly. End unit
AIR CONDITIONING. 2 bedrooms/Den with New comfortable king-size beds, featuring private sliding doors. 1 bath. The 3rd-floor corner condo offers more privacy than the others. No elevator. easily accommodates up to 4 or 5 people. Fully equipped kitchen (microwave, coffee...
Kihei Surfside 403 - Your Front-Row Seat to Maui’s Stunning Oceanviews
Kihei Surfside #403 – Oceanfront Serenity with Sweeping Views and Island ComfortWelcome to Kihei Surfside #403, a well-appointed 1-bedroom, 1.5-bathroom condo offering stunning 180-degree views of the Pacific Ocean. Located in one of South Kihei’s most iconic...
Ocean front! Large Lanai. End unit.
Why not fill your waking moments with fresh trade winds fragrant with salty air and the lulling crash of steady ocean waves? Why not enjoy a fresh cup of Kona or Ka’u coffee on the lanai as birds greet the morning, or lounge in the evening surrounded by painted...
Oceanfront Bliss at Sugar Beach #409 - Stunning Views and Modern Comforts!
Sugar Beach Resort #409 – Your Luxurious Maui GetawayWelcome to Sugar Beach Resort #409, a beautifully upgraded one-bedroom, one-bathroom oceanview condo on the fourth floor. With modern touches, ocean breezes, and stunning views from your private lanai, this condo is...
Ocean-view condo with high-speed WiFi, mountain views, & loft
Mahina Surf 227Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the lovely view of the ocean from your own private, furnished balcony - or enjoy it from the comfortably...
Royal Moana Condo Close to Beach-Shops-Restaurants w/Fully Equipped Kitchen
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 Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
Island Style Living At It's Finest-Kaha Lani
Kaha Lani unit #324: A blend of curated local artwork and light rattan creates a mood for relaxation. The wide-open living room offers guests plenty of space to unwind and socialize with tasteful upholstered furniture including a sofa/pull-out bed and lounge chair. For...
Budget Friendly - Kihei Akahi C-608, Ocean Views, Short Walk to Kamaole Beach II
Step into Kihei Akahi C-608, your dream island retreat, where every detail is designed to create the perfect Maui vacation experience. This top-floor, 1-bedroom getaway offers serene ocean views, upscale comfort, and a welcoming space for both relaxation and adventure -...
Stay Longer, Save More at Palms at Wailea 1405
Escape to paradise in our luxurious ocean-view condo at the Palms at Wailea. Enjoy stunning sunsets, resort amenities, and the perfect Maui getaway with our special offer. Make lasting memories with an extended stay - book five nights and receive your sixth night...
Hale Kamaole Condo w/ Shared Pool, Shared Outdoor Pool - Near Everything
Hale Kamaole 232Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Beautiful Bali Hai Villa 1BR/1BA
Club Wyndham Bali Hai Villas, nestled high into the cliff terrain of Princeville near the challenging Makai golf course, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north...
Turtle Bay 1br/1 bath condo - Kuilima Estates West
NUC #: 90/TVU-0268 - TMK 5-7-001:029-0195 or 57001029 - TAX IDs: TA-213-950-4640-01 & GE-213-950-4640-01Turtle Bay 1br/1 bath condo. Just relisted after a 2 year hiatus. Tile floors throughout, full size futon, 42” HD TV, Roku, wifi. Adequate sized living room,...
Discount Golf, Ocean views, On Golf Course
Welcome to your Waikoloa retreat, where breezes, views & island adventures come together for a relaxing stay:- Sleeps 6 | 2 bedrooms | 3 beds | 2 baths- Lanai w/ golf course & ocean views- 2 shared pools surrounded by tropical landscaping- Full kitchen & BBQ grill-...
Remodeled Oceanfront Condo w/Easy Beach Access, Private W/D, Shared Pool & Grill
Menehune Shores 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love coming home to this incredible ground-floor condo. Then again, why would you leave? Every morning, you...
1000 Feet to the 🏝
This suite offers tons of natural light with airy vaulted ceilings along with a beautiful garden view. The property is an oasis of tropical trees and garden, no less than 28 Plumeria trees. The home will only be occupied by you and your guest this is a stand alone...
Villa 114: 2 sets of bunk beds at Turtle Bay!
Our Villa is Located at the Ritz Carlton, Oahu Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Ritz Carlton, Oahu Turtle Bay amenities for a fee. You have FREE access to the 12 miles...
Golf Swim and Surf Waikoloa Village
, this cute, condo 2/2, is centrally located on the big island. The waikoloa village golf course surrounds the complex on three sides, and is a favorite of local golfers, who consider it one of the west hawaii's best-kept secrets-low green fees that make it a superb...
1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
Are you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroom 1 bath condominium has it all. Pride of ownership exudes here. The bedroom has a queen size bed and bathroom. This condo boasts an amazing lanai,...
Refreshed unit at this Perfect Island Getaway With Ocean Views & Pool!
Welcome to your perfect island escape—where sweeping 180-degree views of Kaua‘i’s stunning North Shore coastline set the tone for a truly unforgettable stay. Perched on the second floor, this peaceful retreat offers unobstructed views of the deep blue Pacific,...
Special Rate! Maui Kamaole D103! Ground floor condo! Garden Retreat!
Maui Kamaole D103 provides an exceptional Hawaiian retreat! This ground floor, 1bedroom condo comfortably accommodates four. Enjoy the large private lanai and garden area!Take in the charm of this condo. Open and inviting living area offers the perfect setting to relax...
SUNSET BEACH OHAU HAWAII - BEST VIEW ON THE NORTH SHORE
Beach tree house feel , have sunset drinks over looking sunset beach or watch the world famous sunset surf break, totally separate 2nd story beach house with loft that the kids love, 2 minute walk to the beach one way or the sunrise shack the other way.
Waikiki Luxury 2 bedroom Condo (30 Nights Minimum Stay)
Conveniently located in Waikiki with luxury amenities, conveniently located close to all of your favorite restaurants and activities. The beautiful Allure building offers resort style living with a fitness center, pool & spa, and BBQ deck, also has a 24/7 security staff...
Charming hotel room on Kalakaua Ave. Walk to the beach.
Enjoy the vibrant energy of Waikiki in this cozy boutique hotel studio. Steps from the beach and bustling Kalakaua Avenue, this home features a queen bed, kitchenette, private balcony, and access to full resort-style amenities, including a heated pool, BBQ area, and a...
Summer Specials Plantation Hale D2 "The Palm Shade Stay" – Newly Renovated with AC
Welcome to The Palm Shade Stay, your breezy home base on Kauai's lush Coconut Coast. Nestled among swaying palms at Plantation Hale, this freshly updated ground-floor condo features brand-new furnishings, fresh paint throughout, and a newly renovated bathroom—bringing...
Affordable, Near Kaanapali Beach and Whaler's Village - Maui Eldorado #K105 - Quam Properties
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Maui Eldorado Resort is located in the heart of Kaanapali on the golf course. Easy walk or free shuttle to private beach cabana for Eldorado guests only. Whalers Village is also within walking...
Enjoy amazing sunsets from the ocean view lanai
Hawaii Tax ID: TA-067-383-2960-01TMK: 390080030021Enjoy a piece of true luxury when you stay in this completely remodeled condo. From the floor to the ceiling, no detail has been overlooked. Hale Kai O'Kihei 301 is a corner unit with beautiful ocean...
Keauhou 134 | 1 Bed, 1 Bath
Welcome to Keauhou Resort 134, your ideal Hawaiian retreat for couples seeking relaxation and adventure. This charming 1-bedroom, 1-bathroom condo offers stunning ocean views from your private lanai, making it the perfect getaway for a romantic escape. Enjoy the...
Turtle Bay Sea Shells
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cuteunit with Hawaiian décor and tasteful artwork. Window Air Conditioning in bothbedroom and living room keeps the unit cool and comfortable. ComfortableCalifornia king bed. 42" flat-screen TV....
Wyndham Waikiki Beach Walk|2BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
3BR on the ocean in Sunny Poipu + Athletic Club
Poipu Shores is Kauai's premier oceanfront complex with unparalleled shoreline views. Enjoy whale watching and searching for sea turtles from your private lanai or bask in the sun by the oceanfront swimming pool.Unit 301-B is a newly renovated 3 bedroom, 2 bath family...
Updated tropical condo with great location, pool access, and central AC
Bamboo Bungalow at Napili RidgeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come home to this beautiful, ground-floor Maui bungalow where you'll find a refreshingly updated living...
Ko Olina Kai 1033C: 3BR Tropical Haven, Vaulted Ceilings, Steps from Lagoons
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 Ko Olina Kai 1033C by Gather, a...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
Kauhale Makai 535 | Surf, Snorkel, Kayak and More!
When you stay at Kauhale Makai 535, you'll see firsthand why Kihei was once so popular with Hawaiian royalty! This 2 bedroom, 2 bathroom Maui retreat can accomodate up to 4 guests making it perfect for any island escape!Sleek and stylish, Kauhale Makai 535‘s living...
Kaua Corner
Nestled in a charming mid-century modern apartment building. Located steps to the beach. This stylish retreat offers the perfect blend of comfort and convenience, with a bright, airy space that’s ideal for relaxation.A short drive to Paia town, where you can explore...
Spacious 2 Bedroom Condo - Kaanapali Plantation 52
Begin the day with ocean views in a tropical garden setting from Ka'anapali's North Course across the street from North Ka'anapali Beach. This space has 2 bedrooms, and 2 bathrooms, both bedrooms feature comfy king-size beds. Perfect for 2 couples or a family of 4. This...
PRICE Drop!!!True Oceanview Waikiki Studio B
Enjoy paradise views on the 30th floor (3002-B, E Komo Mai) in beautiful Waikiki beach. This studio condo is situated close to Convention Center, restaurants, family-friendly activities, the Ocean (minutes), and nightlife. out over the magnificent Ocean and Fort DeRussy...
Plantation Hale J11 | Condo in Kapaa with Central AC, Pool & Hot tub
Plantation Hale J11Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Your Kapa’a Getaway at Plantation Hale! Wake up to stunning mountain views, soak in the Hawaiian sun...
Top-level condo with pools, hot tub, grill, W/D - close to beach access
Maui Kamaole D207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...