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.
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
Sugar Beach Resort 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
Beautiful Modern Remodeled Maui Banyan
Discover Maui at Maui Banyan P103 apartment, a charming 1-bed, 1-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views. Stay cool...
Ocean View in Oceanfront Complex *Brand New Split AC's throughout!
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT for your ultimate comfort. Step into a haven of brightness and warmth as you explore this inviting unit, thoughtfully designed to elevate your stay into a truly memorable experience. Enjoy the...
Gorgeously renovated 1-bedroom Waikiki suite with Ocean View! Parking, pool!
Waikiki Banyan #1714-T2 – 201 Ohua Ave.Enjoy this chic 1-bedroom/1-bathroom corner-unit suite with gorgeous Waikiki ocean views from the living room and bedroom! With a kitchenette, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...
Oceanview Kailua-Kona Condo with Private Balcony!
Experience the best that the Big Island has to offer by staying at this wonderful Kailua-Kona vacation rental, perfectly situated next to some of the island’s most pristine beaches, yet enveloped in total peace and tranquility - ideal for a restorative retreat. This...
Kihei Akahi Condo w/ A/C, Private W/D-Close to Beaches
Kihei Akahi D216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Ocean-Mountain Views Condo at the Waikiki Landmark w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Sea Shore 75 Steps from Waikiki Beach and Sleeps 1 - 3!
Escape to Paradise: Sea Shore 75 Steps from Waikiki BeachEscape to the heart of Waikiki with our exclusive vacation rental, Sea Shore 75, located 1-block from the world-famous Waikiki Beach near Duke's statue. Immerse yourself in the ultimate Hawaiian experience with...
OCEANVIEW - Stay close to Pier in Historic Kailua Village - WALK INTO KONA TOWN
Aloha, going to the Big Island for Vacation or Staycation? Welcome to Kona! We're thrilled to have you stay in our spacious, Townhouse-style condo. As you'll discover: The location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of...
Ocean & Diamond Head Views 8th floor with Balcony
Legally permitted short term rental⛰134 Kapahulu Ave 811⛰⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and...
Maui Resort Rentals: Honua Kai Hokulani 408 - Great Value 1BR w/ Partial Ocean & Mountain Views
This beautifully appointed 1BR/1BA suite has partial ocean views and majestic mountain views. The spacious covered lanai (balcony) provides a vista of the Pacific Ocean to the west and the stunning West Maui Mountains to the east. Additionally, this suite has a southern...
E2: 1 bedroom, 1st floor, oceanfront
Oceanfront! Spectacular ocean and lighthouse views from each room! Updated -- New travertine tile flooring throughout entire unit. New granite countertops in kitchen and vanity areas. New dining and living room sets. HD flat screen and high end Simmons mattress. Lounge...
Beautiful Condo at Napili Shores Oceanfront Resort
Your Ideal Getaway at Napili Shores, West MauiEscape to Napili Shores, a peaceful oceanfront resort on the stunning West Maui coastline. Nestled among tropical gardens, koi ponds, two swimming pools, and a relaxing whirlpool spa, this charming retreat offers everything...
Includes Beach Gear! E34 Waikoloa Fairway Villas
Fairway Villas at Waikoloa Beach Resort E34This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom : Queen BedLoft Area: Two Twin BedsAmenities:Beach Equipment:...
Breezy oceanfront condo with pool & hot tub - near shopping, dining & beaches
Kona Bali Kai #318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This bright and colorful Hawaiian getaway offers nothing but comfort and all the amenities you could ever need to...
Maui Mango Cottage 🌺 Stellar Lanai 🌺 Private Hidden Gem 🌺 Family Friendly 3bd
******* Check out our many 5 Star Reviews on Vrbo then book! Why stay in a square, crowded, plain hotel room when you can get out of the box and come experience Aloha in a 3 bedroom local-style cottage? One of the first complexes on Maui's West Side, elite clientele...
Plantation Hale Suites B6, AC, Near Beach, Shops, Restaurants
Plantation Hale Suite B6 , Air Conditioned One Bedroom, One Bath with Full Kitchen and Private Lanai.Royal Coconut Coast, Wailua, Kauai Vacation Rental. Accommodates up to 4 guests, including children and infants*Cal King bed and Full sofa sleeper. Sleeps 4.*633 square...
Hawaiian Relaxing Vacation by Beach w/Full Kitchen Short Walk to Dine & Shop
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.There is No Pool, No Parking and No Elevators.Cabana at Waikiki - 2551 Cartwright Road on the 4th Floor Living Room- 2 Twin Beds- Flat...
Wailea Ekahi Village 4B - Studio Garden View Condo
Wailea Ekahi 4B is a charming ground-floor vacation studio nestled on a gentle slope in the picturesque Wailea Ekahi Village. This island hideaway offers a unique blend of accessibility and privacy, featuring a secluded back lanai enveloped by lush treetops, creating an...
Beautiful Studio By The Beach! 1BR
o Experience a comfortable and convenient stay in this 1-bedroom studio located along the Coconut Coast. This unit is perfect for guests who are looking to explore the beautiful island of Kauai. The location is extremely convenient for getting around with grocery...
Maui Banyan T-305B | Steps From the Ocean!
Welcome to Maui Banyan T 305B, a beautifully appointed two-bedroom, two-bathroom condo located in the heart of Kihei, Maui, Hawaii. Situated directly across the street from the world-renowned Kamaole Beach II, this tropical retreat offers the perfect base for your...
Top Floor Ocean View Unit: 2 Bed, 2 Bath, AC, Maui Retreat! Island Sands 600
This top floor corner unit offers amazing ocean views!! Enjoy radiant sunsets from your private lanai overlooking Ma'alaea Bay. Light and bright as you enter, this beautifully designed 2 bedroom, 2 bathroom unit features fresh paint and new wood flooring throughout. The...
Direct Ocean Front 1BD/2BA Whaler #401
Whaler #401 is a lovely one bedroom/two bath, direct ocean front condominium located in Tower 1. This condo offers sweeping views spanning from Black Rock to the north, across Kaanapali Beach and beyond to the neighbor island of Lanai and up to the lush West Maui...
Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona
Important Notice – Renovations at Kona Reef (2026) Special listed rate for construction dates.Kona Reef will be undergoing a structural and resurfacing project from January 2026 through June 2026.During this period, guests may experience:Construction noise...
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...
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...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 3-Bedroom Condo with Amazing views! HKK-829
** 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...
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...
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...
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,...
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...
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...