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 condo with washer/dryer, pool, hot tub & views
Kona Bali Kai #321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'It's all about the location at this single-level, oceanfront condo on Hawaii's west coast! Inside this classic...
🏄New Top Hawaii Oceanfront 2BR/2BR with White Sand Beach🌊 - Kona Bali Kai 206
Breath in that Beautiful Ocean Sprayfilled Air at this Oceanfront 2nd Floor Amazing Condo with Lanai Boasting Stunning Sunsets & Vews of the Kona Coast. Excellent proximity to Kona Town, golf, Ali'i drive beaches. Whales, surfers, spinner dolphins and sea turtles all...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-FiThe 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 renovation project. Enjoy paradise with an...
Lovely condo on third floor with amazing resort pools, gym, spas, & restaurants
Kauai Beach Resort #1317Our 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...
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 our...
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...
Popular self-contained Apartment in Waikiki Sleeps 2-3 guests.
Legal vacation rental: 2425 Kuhio Ave. Honolulu.This Queen studio suite with futon in the living area. Sleeps 2-3 guests.With Brand New Windows & A/C system throughout this central Waikiki apartment is in the heart of the town.The stunning pool & spa area has long since...
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...
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 unit,...
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
Be one of the first to stay in our newly renovated condo suite. New interior including central A/C. First available in February 2026Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Super popular, wonderful...
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, located in the Waikoloa Beach Resort.A perfect location for your stay!! Our condo is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island of Hawaii, from hike...
Prime Waikiki location Balcony Suite with Ocean Views, Includes Beach Gear!
Legally permitted rental🏝134 Kapahulu Ave 315🏝This unit features breathtaking views of Diamond Head,Kapiolani Park and Kuhio BeachEnjoy Sunrise and Sunsets, movies on the beach,the roar of the lions from the zoo The unit features a queen size bed w/contemporary Island...
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 against...
Napili Gardens Getaway - AC, Spacious, near beach
If you need additional space, unit #4 is across the hall! Please inquire.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...
Entire 3-bedroom house in Hilo
This memorable house is the perfect home base for your trip to Hilo. Nestled in a serene neighborhood, this adorable property offers a cozy and inviting atmosphere for guests. With 3 bedrooms, there's plenty of space for everyone to relax and recharge. Start your...
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 - ✔Full bathroom...
2Br/2Ba in beautiful Kauai! Bali Hai Villas, pool, hot tub, AC!
The Wyndham Bali Hai Villas Resort is located on the beautiful North Shore of Kauai. This prime area is close to world-renowned beaches, hiking, shopping, golf courses, snorkeling, day spas, live entertainment and fine dining. Gorgeous Hanalei Bay is just a five-minute...
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...
Sea Village 3312: Oceanfront condo in Kailua-Kona, with stunning 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 is a third-story unit with ocean views—please note, there are no elevators, so...
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 about this condo....
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 packing. Enjoy...
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 condo....
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. The spectacular woodwork in this home is gorgeous, with...
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 in-house....
Kauai Exclusive - Pali Nui Suite Overlooking Kalapaki Bay
Summary:With breathtaking vistas of one of Kauai’s most active bays, revel in the majestic scenery of paradise from your private and pristine, seaside perch. Watch cruise ships sail into the harbor, whales spout and breech in the distance, dolphins play in the waves and...
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 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 in...
Centrally Located Unit with Canal, Mountain, and City Views
This is a legal conforming vacation rental. Please see our listing details for our license number.This privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within walking distance to the Honolulu Convention Center, the Ala Moana...
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...
Modern Ocean View W/Lanai and A/C - Waikīkī Shore #704
Castle Waikīkī Shore #704: You’ll love all the thoughtful upgrades in this recently renovated deluxe studio unit! In addition to views of Waikīkī and the Pacific Ocean, you’ll have a furnished lanai perfect for two, a king-size bed, modern dark wood furnishings, a...
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...