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.
King Bed Suite at The Bamboo Hotel a central Waikiki Oasis
Legally permitted rental - 2425 Kuhio Ave. #709** For your health and safety, we utilize additional Sterilization procedures between reservations.This studio suite is complete with a 2 burner cook-top, microwave, some kitchen prep tools, a coffeemaker, beach towels,...
Ocean Views! Kona Country Club Villas 229
This vacation rental is professionally managed by ResorticaHawaiiKona Country Club Villas #229Please scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed Guest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of...
Hale Kona Kai 412 absolute oceanfront condo with wrap around lanai
Welcome to Hale Kona Kai 412, a stunning oceanfront condo at the top corner of the building that promises an unforgettable getaway in the heart of Kailua Kona. This completely remodeled modern unit is perched on the top floor, offering breathtaking views of the Pacific...
2050 sqft Oceanfront Penthouse Sands of Kahana 392
Sands of Kahana 392 is a spectacular 3 Bedroom 3 Bath Oceanfront Penthouse with a spacious 2,050 square feet interior offering unobstructed panoramic ocean views that go on forever. | | -Spacious fully equipped kitchen, everything you need to entertain. | -Corian...
Ocean-view resort condo - ground floor - amazing pools, gym, spas, & restaurants
Kauai Beach Resort #3124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a beautiful resort sitting on a three-mile stretch of glistening sandy beach on the eastern shore of...
Plantation Hale Garden View 1 Bdm with AC, 3 Pools, 3 Hot Tubs!
Garden View Condo with AC in bedroom! new stove/oven! And, refinished Tub and Shower! Plantation "Orchid Hale"! Enjoy this 1 bedroom Garden View condo at Plantation Hale! Sleep well in the double beds in the bedroom, complete with a flat screen TV. The living room also...
Princeville Sands Studio with Pool and Hot Tub (137-B)
PROPERTY DESCRIPTIONGREAT hotel alternative for a fraction of the price, you've come to the PERFECT hale. Princeville Sands Studio has a great kitchen table, microwave, fridge, queen bed, water toys, outside lanai with couch and ottoman and beautiful new tile flooring....
Ground-floor, tropical-themed condo with full Kitchen & furnished patio
Mahina Surf 126Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself just steps from the ocean at this tropical-themed, ground-floor getaway. The well-equipped, full kitchen...
Kuilima Golf Retreat
Welcome to your perfect getaway at the Kuilima Golf Retreat! This beautiful rental offers exceptional amenities and is just a short walk from the beach.This inviting unit accommodates up to four guests, featuring one bedroom, a comfortable sofa bed, and one bathroom....
Oceanfront Kahana Retreat: 1BR End Unit with Stunning Views & Whale Watching
Welcome to your tropical paradise retreat in Kahana! Experience the epitome of oceanfront living with breathtaking full ocean views from this exclusive end unit. Nestled in a serene and private setting, this 1-bedroom, 1-bath vacation rental offers a unique blend of...
Ocean-Marina Front Couples Bliss at Ilikai Marina Short Walk to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
2nd floor studio with shared pool, fast WiFi, washer/dryer, and mountain view
Paniolo #202BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A fabulous view of the mountains and foliage enhances the view of the sunset you can enjoy at this lovely studio - though...
Sunsets+Space+Style! Gourmet Kitchen, Wet-Bar Lanai, WiFi, Washer/Dryer, TV Kanaloa 2905
Lay back and relax in this cute island-style two-bedroom two-bathroom oceanfront suite. Take in views of the vast Pacific Ocean from your furnished lanai with a wet bar—the perfect spot to entertain friends and family. You’ll also love the modern features of this...
Garden & Mountain Views at Kihei Akahi C317: Perfect 1BD/1BA for Couples!
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our beloved Kihei Akahi C317, a cozy 1 bed/1 bath retreat that we're thrilled to share with you. We've poured our hearts into creating a beach chic haven, adorned with...
Hi-Style Condo w/Fantastic Fairway Views, Wet Bar, Kitchen, AC, WiFi, Flat Screens+Laundry–Kanaloa a
Castle Kanaloa at Kona #601 - “Above par” bliss defines this 1,850sf high-style suite with ground floor lanai steps from your favorite hole! Perks play out with a modern kitchen, wet bar, AC, WiFi, washer/dryer, flat screens, ceiling fans, and master bath with...
On the oceanfront in sunny Kihei, large private ocean view lanai
Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Super popular, wonderful location just easy access to pool, grounds, and amenities of the Maui Sunset. Large private condominium apartment at the resort condominium...
Vista Waikoloa B206 - Large Condo with Wrap Lanai and Ocean Views!!
Aloha and Welcome to our 2 bedroom 2 bath ocean view condo at The Vista Waikoloa. A perfect location for your stay!! We have central A/C, free secured Wifi, free parking, washer/dryer and beach gear for your use. Open living room with amazing views and dinning room with...
Wainaku Camp Cottage
Enjoy this basic but remodeled sugarcane plantation-style home, 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten path, away from tourist areas, in a...
New Clean Condo; Tropical Gardens; Non-Toursity; Pool and Hot Tub; Walk to Beach
Unit: Kihei Resort 209 | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective...
Napili Gardens Getaway - AC, Spacious, near beach
Welcome to our beautiful three story condo conveniently nestled between the Napili and Kapalua beaches. This newly remodeled townhome is roomy and styled with a contemporary island feel. The bedrooms are newly carpeted and your whole company will have ample living...
Spacious 7th Floor Queen Suite w/ Kitchenette
Legally permitted rental (STR)♨HOT Guest-Fave! WAIKIKI GRAND HOTEL®134 Kapahulu Ave #704⚕⚕ For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Suite 704 has everything you are looking for in a Waikiki studio -...
New Listing! Two bedroom, two bathroom condo in heart of downtown Kailua-Kona
Experience paradise with this two bedroom, two bathroom condo in downtown Kailua-Kona. The condo is located in close proximity to numerous restaurants, shopping boutiques, and other downtown attractions that the beautiful location has to offer.This one story condo...
![[Upgraded June.2023]- Modern Penthouse Great View!](https://media.vrbo.com/lodging/30000000/29940000/29935300/29935241/8abc9a10.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
[Upgraded June.2023]- Modern Penthouse Great View!
Summary:My place is close to restaurants and dining, parks, and great views. You’ll love my place because of the ambiance, the neighborhood, the outdoors space, the light, and the comfy bed. My place is good for couples, solo adventurers, business travelers, families...
New Listing. Oceanfront condo with breathtaking ocean views.
Welcome to Sea Village—your oceanfront retreat on the picturesque Kona Coast, now featuring two beautifully remodeled bathrooms for an extra touch of luxury! This 2-bedroom, 2-bathroom condo offers breathtaking 180-degree ocean views, making it the perfect getaway for...
Beautiful garden view condo with tropical decor
Hawaii Tax ID: TA-049-404-1088-01TMK: 390040040173Exquisite, private and bright remodeled third-floor one-bedroom end unit with beautiful garden views. Complete with ceiling fans and outfitted in stylish tropical decor, you will love everything...
Lovely oceanfront villa with pool, hot tub & lanai
Kona Bali Kai #207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you spend your time splashing around in the surf of the nearby beaches, sightseeing the downtown area, or...
Cozy, Fully Stocked, Top Floor Condo within Walking Distance to Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030096Cozy top floor Maui Vista 1423 unit with all the amenities for a home away from home. You have a fully stocked kitchen for all your vacation meals and a washer and dryer to save you some room while...
Ground Floor Ease w/Lanai, Full Kitchen, Ceiling Fans, WiFi, TV+DVD–Kaha Lani 112
Castle Kaha Lani Resort #112 - Bask the splendor of this 739sf suite with furnished ground floor lanai that leads to the Pacific’s edge. Enjoy floor-to-ceiling windows spanning the living area with modern tropical décor, full kitchen for prepping meals, ceiling fans,...
Kihei Kai Nani 1BR Vintage Hawaiian Décor, Prime Location, Across Beach
This property is hotel zoned, and not being affected by the recent proposed legislation.-Professional Photos coming mid-December-Kihei Kai Nanai 4-121 is a sweet little taste of “Old School Hawaii”. The owners lived here for many years and lovingly cared for this...
Maui Bliss: Serene 1-bedroom condo in South Kihei with WiFi, AC, and ocean view
Welcome to Ho'omaha: Your Serene Kihei Retreat in Maui Kamaole!Nestled just steps from the upper pool, Ho'omaha is a tranquil escape that offers both comfort and convenience. This elegant one-bedroom, two-bath condo features a sleeper sofa in the living room, providing...
The Rainbows End in Sunny Hawaiian Paradise Park
Welcome to Hale Anuenue Nuku - The Rainbow's End in sunny Hawaiian Paradise Park on the Big Island! This decorated 2-bedroom, 2-bath home sleeps 2-6 and has everything you need for that getaway to the Big Island. ***DISCLOSURE 5/19/25: Home has been listed for sale....
Relaxing island charm at quiet upstairs unit, walk to everything
Paniolo 210A - this lovely Balinese themed Paniolo vacation rental is a comfy, convenient, and tranquil home base for your exploration of Kauai. It's an upstairs unit, quiet and away from the road, very close to the path to Anini beach and to the walking path through...
Hawaiian-style condo with partial ocean view
Papakea G301 is a 1-bedroom, 1-bathroom beautifully decorated “Hawaiian Style” condo that sleeps up to 4 guests. Enjoy ocean views from your private lanai. This condo offers an updated, fully equipped kitchen with stainless steel appliances, perfect for dining...
Leina'ala 401: 1 bedroom condo with 4th floor Ocean front views in N Kihei
This one-bedroom Ocean Front unit boasts beautiful views of the Pacific Ocean. The bedroom in this unit has a Queen bed and the living room has a pull out sofa bed, allowing this unit to accommodate up to four (4) people. Enjoy a fully equipped kitchen and a large Lanai...
Molokai Shores 305
Molokai Shores unit #305 located on the third-floor: You'll enjoy cable TV and WiFi in this tropically decorated ocean front paradise. Beautiful views from the huge lanai include fiery sunsets and deep blue ocean waves. Amenities include a fully equipped kitchen with...
Comfortable Ground Floor Condo - Steps to Pool & BBQ area - Sleeps 4!
Nestled in South Kihei, this charming condominium complex captures the essence of Maui's natural beauty and warm hospitality. Unit 137 is a ground floor, comfortable one-bedroom, one bathroom condo that sleeps 4. It is tastefully furnished in a Hawaiian motif and is...
1 Bedroom Apt. w/Kitchen 2 mins to Waikiki Beach and Honolulu Zoo - Sleeps 4
Spacious & Bright Apartment just 2 minutes walk to Waikiki Beach and only 5 minutes from the heart of Waikiki's shopping, dining and entertainment.Our 1 bedroom apartment is quite unique in that as well as the comfy Queen bed in the bedroom, it also offers a Sofabed and...
Kona Alii | Oceanview Pool Shops & Restaurants
Summary:The Kona Ali’i is a charming vacation rental perfectly situated on Alii Drive, close to Coconut Grove Marketplace known for the vibrant Kona nightlife. Located directly across the street from Water’s Edge, this unit offers the ultimate convenience of being...
Centrally Located Unit with Canal, Mountain, and City Views
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Ground Floor Treasure: Beautiful Oceanfront Retreat - Kihei Surfside #107
Kihei Surfside #107 – Ground-Floor Ocean View Retreat Just Steps from the BeachEnjoy the relaxed charm of South Kihei at Kihei Surfside #107, a ground-floor ocean view condo with direct access to the resort’s iconic oceanfront lawn. This 1-bedroom, 1-bathroom unit...
Easy Kihei Living! Kitchen, Lanai, Laundry, AC, WiFi+Flat Screens–Kamaole Sands 10204
Tropical decor and homey comforts set the stage in this 818sf air-conditioned suite with a full kitchen and washer/dryer. Enjoy happy hour on the lanai before prepping farmers’ market finds for sunset dining. Other touches include ceiling fans, flat screens, DVD, WiFi...
Hilton Vacation Club Kaanapali Beach: Tropical Oceanfront Resort
Please choose a Friday through Sunday check-in for a seven night stay. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as a licensed Fla. Seller of Travel Ref. No. ST42435Situated on the...
Comfort AND Convenience with Partial Ocean View!
Four Paddle #1305 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Comfort and convenience! You’ll appreciate both in this one-bedroom Four Paddle (553 sq.ft. plus lanai with table and chairs) with central AC! 4-person max.Gourmet...
Cozy 1-Bedroom Kihei 6-207: Steps from Kam 3 Beach, 2 Baths, & Modern Amenities
Experience the ultimate Maui getaway at this cozy 1-bedroom condo in Kihei. Conveniently located across the street from the beautiful Kam 3 Beach and Park, you'll have easy access to soft sand, swaying palm trees, and incredible sunset and ocean views. After a day of...
Maui Resort Rentals: Kaanapali Alii 315 – 2BR Oceanfront Ground-Floor Residence, Stunning Remodel, Mere Steps to Pools, Beach, & BBQs!
This elegantly upgraded 2 bedroom oceanfront ground-floor residence at the Kaanapali Alii delivers sweeping ocean views from Lanai to Molokai and beyond. Step outside onto the adjacent lawn area and enjoy unparalleled access to the world-famous Kaanapali Beach. With its...
Hale Kamaole 213 Second floor condo, easy access to best beach on Maui!
Ocean View. Completely remodeled condo, with fantastic kitchen, very spacious. Bathroom has walk-in shower enclosure. King bed in bedroom with new carpet & rattan bedroom furniture. Living room has rattan Hawaiian style furniture with queen hide-a-bed. Beautiful tile...
Come Play on Maui. Kaanapali Royal P101 2 bd 2 ba Walk to Whaler's Village
Settle into your Hawaiian vacation in this easy access, ground floor unit with golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. The guest bathroom has a walk-in...
Hale Kamaole 127 Ground floor condo, easy access to best beach on Maui!
This super-modern ground floor condo has been completely remodeled for your comfort and style. Kitchen has beautiful wood cabinets with granite counter tops for easy clean-up. Granite top is used as a dining set with tall comfortable rattan chairs for seating, and extra...
DELUXE APT BY THE OCEAN!! BEST LOCATION!
PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.We are also close to farmers...
Jungle Cottage: Watch Whales
2 bedroom one bath Ohana Cottage. Pool, gardensNestled behind the main house, the two bedroom Ohana cottage comes with a carport, fully equipped kitchen and its own lanai with an ocean view.The Ohana cottage has one room with a king-size bed, one room with a queen-size...