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.
4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Second floor unit with king bed. Lovely resort with amazing pools! Lagoon view from lanai. The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian plantation-style...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...
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...
Stunning renovated condo with partial ocean view, onsite pool - walk to beach
Mauna Kai 5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Looking for that perfect condo with a modern flair and beachy vibes? Then Mauna Kai 5 may be the ideal Kauai North Shore...
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.NEW TO OUR INVENTORY! 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...
Stunning Ocean Views from Both Bedrooms - Kealia Resort 304 - Beachfront Gem!
Kealia Resort #304 – Your Beachfront SanctuaryWelcome to Unit #304 at Kealia Resort, an elegantly furnished oceanfront condominium located on the third floor.Condo Features:*Fully Equipped Kitchen: Cook meals with ease in your fully stocked kitchen.*Washer & Dryer:...
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...
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...
Beach View 1 Bedroom W/Lanai - Kona Reef B33
Kona Reef B33: This 758 sq. ft. vacation rental places you right next to one of the few white sand beaches in Kona, Honl’s Beach, and just a short walk to charming Kailua-Kona town. Unit B33 includes a flat screen TV, DVD player, washer/dryer, and full kitchen with...
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...
Super Homey & Comfortable Townhouse - Walk to Shops/Dining/Great Beaches
Puamana 21D is a cute and cozy townhome right in the heart of all that Princeville has to offer! Your private, cottage-style retreat has two comfortably furnished bedrooms, a warm and inviting living and dining space, and a fully appointed kitchen for all your needs....
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...
Beach/Ocean View Condo 🐬 Great Value, Walking Distance to Beach🏝️ and Town👣 Kona Reef B21
Great Value! Lovely beach, trees, and ocean view condo at the popular Kona Reef complex. 1 Bedroom; 1 Bathroom; full Kitchen plus washer/dryer inside the condo, and A/C. This amazing condo sleeps 2-4 people. Enjoy your private lanai with a beautiful new dining set for...
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...
Classy Renovated Studio in Marine Surf Waikiki with Free Parking!
The cheapest vacation rental rooms in Marine Surf Waikiki!!The room rate can be less than a half of other Marin Surf rooms. And less than a third of other hotels in Central Waikiki!!This room is not like hotels, we have the full kitchen and also parking!!This recently...
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...
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...
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,...
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 #409 - Your Luxurious Maui GetawayWelcome to Sugar Beach #409, a luxurious Maui vacation rental perfect for your tropical escape. This beautifully appointed condominium features an upgraded kitchen, ideal for preparing gourmet meals. Relax in the master...
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...
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,...
Ocean/Diamond head view condo at Waikiki Banyan. Free Parking! Centrally located
Welcome to your perfect island getaway at the Waikiki Banyan! This 1-bedroom, 1-bathroom condo comfortably sleeps up to 4 guests and features stunning ocean views and an iconic view of Diamond Head from your private lanai. Whether you're enjoying your morning coffee or...
Waikoloa Villas G-201 w/ Ocean views
Welcome to your Waikoloa golf & beach retreat - perfect for families, golfers & island adventurers! Enjoy ocean breezes, scenic views & resort-style amenities:• Sleeps 6 | 2 bedrooms | 3 beds | 2 baths• Sparkling resident-only pools• Private lanai w/ golf & ocean...
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,...