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.
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...
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...
Waterfront retreat with gourmet kitchen, spacious lanai & W/D
Wena ʻula EscapeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'When you picture paradise, it looks exactly like this. Sitting directly by the water, this palm-lined home is the...
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 -...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
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,...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free ParkingThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
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 newly renovated and 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...
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...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
Diamond Head and Ocean View Waikiki Sunset with Free Parking! (WS06)
Be Cool... This is my own Hawaii!! Monochromatic! Ocean and Diamond Head View!!This renovated 1 bedroom will provide you the perfect vacation!!As you arrive at Waikiki Sunset, you will be met with the modern monochrome design of your homey living room. Here, you can...
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...
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...
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...
Sugar Beach Resort Condo w/ A/C, Free WiFi-Beaches and Beyond
Sugar Beach Resort 528Our 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...
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...
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...
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...
Oceanfront Alii Kai I Condominium #7202 Princeville Kauai
Trans Tax ID TA207913062401 General excise tax GE207913062401 TMK 4-5-4-5-16-56 This peaceful second floor condo overlooks the beautiful blue seas of Kauai’s North Shore. Located in Princeville; it’s just minutes from shopping and the world famous Hanalei Bay. Also...
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...
Kapa`a Beach Condo | Pono Kai Resort | PK-G202
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Kapaa Beach Condo is your perfect island escape! Nestled in the Kapaa, this charming one bedroom, one...
Mountain-City 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,...
Pacific Edge Bliss+Island Style! Luxe Kitchen+Bath, Lanai, WiFi Laundry, TV Kanaloa 1704
Castle Kanaloa at Kona Resort #1704 - Experience pure bliss in this two-bedroom two-bathroom suite with a loft and oceanfront view. It doesn’t get any better than waking up to the sound of the waves crashing against Big Island’s infamous lava rock shoreline. This...
Plantation Hale Garden 1 Bdm with AC, 3 Pools, 3 Hot Tubs!
Plantation Sunny Hale - Area Air Conditioning! 3 Pools, 2 Hot Tubs, Shared BBQ'sFree Parking Free Wi-Fi No Resort FeeSunny Hale A-1 at Plantation Hale in the Coconut Marketplace! Bright and sunny living room with wonderful ocean breezes come through this unit! A short...
Kihei Akahi D506 Beautiful - Oceans Views
Book with us and come to Maui to explore everything we have to offer!This fantastic 1 bedroom 1 bath unit at Kihei Akahi complete with sleeper sofa in living room is the perfect spot for your Maui getaway. Enjoy the views and relax in the coolness from the living room...
one bedroom Loft Apartment in the heart of Downtown Hilo
Location, Location, Location. This is a unique studio located one block off bay front above the Rainbow Jo store in downtown Hilo. It is owned and operated by Rainbwo Jo clothing designer Michele Joy. It is spacious with a Queen bed and a double bed, a private...
Honu Kai Villa by Parrish Kauai - oceanfront views, AC, & steps from Poipu Beach
Honu Kai Villas is a small boutique resort with only four units located just steps from Brennecke beach and Poipu Beach Park. Enjoy beautiful Kauai sunsets from your oceanfront lanai, almost daily dolphin sightings and refresh after a day in the sun in the private...
Ground-floor condo on golf course with pool, hot tub, gym, & on-site dining
Hali'i Kai 3BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the Big Island in style at this dreamy Waikoloa Beach condo. Whether you're hitting the links or the beach,...
Greate Ocean Veiw And Location! Waikiki Studio
Greate Ocean Veiw And Location! Waikiki StudioGreat Ocean View from 26th floor and Location! Waikiki Studio on Kuhio Avenue! Convenient!Enjoy a luxurious studio at Aston Pacific Monarch. Great location! Only 5minutes walk from the world famous Waikiki Beach, restaurant,...
Hawaiian Prinicess one bedroom 90/TVU-0093
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnished one bedroom one bath condo is available for nightly rental. You can also rent the adjoining unit and open both units up into one large 2 bedroom, 2...
Hale Kamaole 262 Second floor large condo, Ocean view!
This 2 bedroom with loft condo has a great view of the ocean from its private lanai! Room amenities include air conditioning, ceiling fans, high speed internet, cable TV, private lanai, washer and dryer, full kitchen, and in-room safe. Surrounded by beautifully...
Lovely home with lanai & enclosed courtyard, close to beach & restaurants
Maui Kamaole J105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You're going to love making new memories with your family in this lovely home located in beautiful Kihei! Gather...