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.
WG 220 - Charming studio in wonderful Honolulu with WiFi and AC - Sleeps 3
Legal STR RentalWaikiki Grand Hotel® 220♥Escape to this charming studio in picturesque Honolulu and less than 2 mins walk to Waikiki Beach. This delightful space features a cozy living area with 1 Queen bed and 1 sofa-bed, perfect for a small group of guestsEnjoy the...
Honomu Home w/ Screened Lanai + Ocean Views!
Your next exciting stay on the Big Island awaits at this stunning Honomu vacation rental! Walk across the tranquil landscaped pond with floating lily pads into this 3-bed, 2-bath home’s open and bright interior, which features stylish touches like exposed wood beams,...
Stylish Modern Studio in Waikiki, Steps from Beach!Tradewinds
Welcome to a brand-new modern studio apartment, ideally situated in Waikiki steps from the stunning beach, waterfront park, and Honolulu Zoo, this vacation rental is perfect for couples and solo travelers wanting to experience the best of Hawaii's vibrant city life...
Ocean View 3 bedroom 3 bathroom Kihei Maui Condo Sleeps 8 Hawaii Vacation rental
Wake up and smell the salt air right across the street from the Ocean and Kamaole Beach. Our condo is ready for your arrival. Professionally cleaned with soft bedsheets and fluffy towels. Relax on your vacation knowing that we have taken care of the little things so you...
Ocean-view corner unit at oceanfront resort - steps to beachside pool & hot tub
Islander on the Beach 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Kahala Beachfront Unique Bohemian Home
($99- Clean Fee special for Spring bookings, please inquiry. Car/ Suv Available at discounted rate- pls inquire)A relaxing escape in this abode situated in the coveted Kahala, tucked away for your enjoyment . ENTIRE High end condo-home for rent (2bedroom 2bath) with a...
Oceanview 1BR- Top Floor Elevator access - see video tour -WiFi and free calling
This is a top floor oceanview unit with an excellent ocean view and overlooks the pool area. It is one of many of the nicer units we own or manage, including two bedroom ocean front units, 1 bedroom ocean front units, and 1 bedroom ocean view units. It is fully equipped...
Beautiful house on golf course with amazing lanai, washer/dryer, & patio
Hale Ho'omahaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With its soaring ceilings, open and breezy layout, and wall of glass framing the Makai Golf Club out back, this...
Fall Special! Hale Nene Volcano A-Frame Cottage with Hot Tub
This one bedroom home Hale Nene is perfect for honeymooners, a special anniversary, or as a writer or artist's retreat. With a brand new queen-sized bed and fold out futon couch in the living room, it sleeps 2-4 guests comfortably., Max 4 guests. Reserve the Hale Palila...
Matchless condo with washer/dryer, pools & condo - near multiple beaches
Maui Kamaole I216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Centrally Located Near Some of Maui's Best Beaches
With a king bed in the master and a brand new pull out queen sofa and Murphy bed in the living room, this unit is great for accommodating up to 5 guests. Enjoy your morning coffee out on your spacious, tiled, ground floor patio and soak up the Maui sun. This bright and...
Hip and Modern Design at The Waikiki Grand Hotel - 2 mins to Waikiki Beach
Legally permitted rental - 134 Kapahulu Ave #322** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleek and modern, remodeled from top to bottom & with one of largest floor plans at the Waikiki Grand Hotel®- privately...
Maui Kamaole C209: Ocean View, 2 bedroom & 2 bathroom condo in S. Kihei
Oceanview condo with two bedrooms and two bathrooms. The beautiful furnishings in the condo incorporate bright colors and wild sunlight to make this unit inviting and suitable for anyone looking to enjoy their time on Maui. The lively décor brightens the area and is...
Kailua-Kona Vacation Rental - Walk to the Beach!
Soak up some much-needed serenity when you stay at this 1-bathroom studio vacation rental perfect for couples looking for a romantic beachside escape! Start your mornings with a peaceful breakfast on the lanai as you overlook the idyllic community pool before venturing...
Tropically lush grounds with beachfront breezes
E Komo Mai “welcome” to Hale Mahina B103! This beautiful one bedroom, one bathroom ground floor condo has a well thought out, open concept floorplan. It does not have A/C but has ceiling fans throughout. The living area offers a queen sleeper sofa for additional...
Ocean-view Sugar Beach Resort condo overlooking pool, hot tub & beach access
Sugar Beach Resort PH04Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the laid-back island life at this tropical condo at the oceanfront Sugar Beach Resort. Spend your...
Pair of Maui Kai Suites with Shared Pool & Hot Tub - Near Beaches, Golf & Dining
Maui Kai 507 & 508Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This family of Maui Kai condos is exactly what you need to wow your family and friends! Enjoy breathtaking ocean...
Maui Banyan T-305 | Stunning Tropical Views
Bring up to 10 friends and family for the vacation of a lifetime at Maui Banyan T-305. Your condo is newly updated and features air-conditioning in all bedrooms and the main living space. Best of all, your resort is across the road from Kamaole Beach II, one of the most...
Kona Reef F13 - Nicely Renovated - Ocean View - Free WiFi, 3 minute walk to town
You have just found your vacation spot in Paradise! Sit back and enjoy the spectacular, crystal blue and balmy Pacific Ocean.This one bedroom, one bath, Ocean View condominium is on the second floor of the F building with fabulous ocean/sunset views. It is wheelchair...
Ocean View Oasis Escape, Sunset View & Fast Wi-Fi
Summary:🌴 Steps to the Beach – Charley Young & Kamaole 1 nearby📍 Prime Location – Walk to top restaurants & shops💻 Fast WiFi + Smart TV 🏠 Spacious & Stylish – Modern decor & cozy ambiance💎 Luxury King Bed – Guests rave about comfort!🏊 Resort...
Condo near the beach with grill, pool & hot tub - near surfing, biking & golf
Maui Kamaole K110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ocean Views in the Heart of Waikiki Beach
STUNNING OCEAN VIEWS in the heart of the most famous beach in the world, WAIKIKI BEACH! Just a stone's throw away from white sandy beaches, fun ocean adventures like surfing, SUP, canoes, & all the pampering options of the 5-star resorts. The unit has AC & a lanai with...
Ilikai 1434 2 Bed Room Ocean/Lagoon Views Extended Lanai - Qn Bed + 2 Full
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, 120 sq. ft lanai, 1,000 interior sq. ft. Queen bed, 2 double beds. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway...
Remodeled, top-floor studio with ocean/Bali Hai view, lanai, AC, pools & tennis
Hanalei Bay Resort 8234Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Glorious island sunshine streams into Hanalei Bay Resort 8234, a recently remodeled, corner studio with a...
GOLF COURSE UNIT - NO STAIRS!
Walk right out of your condo onto the spacious covered lanai just feet away from the beautiful Keauhou golf course with an ocean view across the course, you will never want to leave! Roomy 2 bedroom, 2 bath (end unit)condo with parking nearby, and no stairs. Located at...
Sunset Haven: Elegant Beachfront Maui Retreat
Summary:🔹 Walk to Charley Young Beach – Just 3 blocks away 🌅 Ocean Views – Enjoy coffee on the private lanai 💤 King-Size Bed – Luxury linens for restful sleep 📶 Fast WiFi & Smart TV – Work& stream seamlessly 🏖️ Beach Gear Included – Chairs,...
Hotel room with view of Hanalei Bay, lanai, outdoor pool, hot tub & grills
Hanalei Bay Resort 9204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy Hanalei Bay Resort 9024. This air-conditioned hotel room features a king bed, large bathroom, TV, and a...
Say “Aloha” to Ocean Views, Free WiFi, Modern Kitchenette – Waikīkī Shore 1214
It’s hard to not love this fabulous deluxe ocean view studio. You’ll adore all the upgrades, which were completed in 2014. The kitchenette has new stainless-steel appliances, modern wood cabinetry, and new tile floors. There is a quaint table for two, for casual...
Kihei Akahi C-607: 1BR/1BA with Ocean Views, Private Lanai, and Resort Amenities
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi is situated on six and a half acres of beautiful lush tropical grounds, with two great swimming pools, 4 large gas BBQ's, and a tennis court. You have everything you need...
Turtle Bay Condo: Hawaiian Style & Cozy - Kuilima Estates East
Our condo was carefully designed and decorated to provide a cozy, Hawaiian home feel. It is located on the North Shore , Oahu, which is famous for Turtle Bay and it's Kuilima Point. Home to the best of Oahu's beaches, surfing, golfing, horseback riding and more. If you...
Waterfront gem with heated pool, hot tub, private beach, lanai, grill, W/D, & AC
Maalaea Banyans 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sitting just 70 feet from the water, this oceanfront Wailuku condo is full of aloha! As a part of the Maalaea...
Royal Moana Condo Close to Beach & Shops w/Parking - Full Kitchen & Bbq Grill
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
Affordable West Maui 1 bed/1 bath Condo - Walk to beach! Kahana Manor 418
Best Value in West Maui! This updated 1-bedroom, 1-bathroom corner unit at Kahana Manor offers unbeatable location and comfort, just steps from S-Turns Beach Park, popular local eateries, and shops — all without resort fees.Situated halfway between Kaanapali and...
Sunny oceanfront condo with hot tub, pool, balcony & washer/dryer
Kona Bali Kai #319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel at home even while you're visiting the island with this bright condo! Step out onto the balcony and take in the...
Spacious Townhome in Quiet Neighborhood - Great for Larger Groups & Families
Villas of Kamali'i 37 is a quiet, private escape in the heart of Kauai's North Shore. Away from the hustle and bustle of all the crowds, your spacious townhome has two master suites (the downstairs one has AC!), a bright and open living and dining area with lofty...
Oceanfront condo with pool, water view, high-speed WiFi, & full kitchen
Mahina Surf 224Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in a gorgeous view of the ocean from your own private balcony. You will be able to fully relax after their island...
Enjoy the sunset OCEAN FRONT 1BR Apt-Pool on-site!
Summary:Ali'i Villas on Hawaiʻi island is home to some of the most pristine waters in the world. With a pool facing epic sunsets, nestled on top of natural volcanic rock, adjacent to the bustling, yet calm Kailua Kona town; Kona Shores awaits. The one bedroom, one bath...
ALOHA ~ Put your Feet Up & Relax-Ocean View at Great Price! Kahana Studio w/AC
You need to unwind and take some deep breaths? Treat yourself to a Maui vacation in one of the best priced studio condos in the Royal Kahana. Perfect for a single person or a small family of 3. Just imagine being where you can enjoy the warm Maui sand between your toes...
*Makani A Kai B3* NEW LISTING! Right On The Beach Steps To The Sand
This 2nd story beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai. The primary bedroom features a king bed,...
Amazing Location!!! 5 min walk to Waikiki beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Kona Mansions D-226 | Condo in Kailua-Kona
Kona Mansions D-226Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo's convenient location right off Ali'i Drive leaves you within a mile of local bars, restaurants, and...
Hosted By Parrish Kauai- Moku Hale - private pool central AC in Poipu ocean view
This newly renovated Kiahuna Golf Village home is spacious with great ocean and golf course lake views. The perfect location for a family vacation, or the golf enthusiast, all will enjoy the pool and pool deck along with the large covered lanai perfect for the outdoor...
Ocean & Diamond Head Views - Near Beach - Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Ilikai Hotel One-Bedroom Suite with Ocean View In a Great Location In Waikiki!
1 Bedroom Lagoon View on the 6th Floor of the Ilikai Hotel! Enjoy the Hawaiian sunshine from your lanai overlooking the peaceful lagoon and the Pacific Ocean. This piece of paradise featuring two twin beds, is the perfect home away from home for two people!KITCHEN-...
NEW!! Wailea Ekolu Ocean Suite 207 with AC and Ocean Views
NEW KING SIZE HYBRID MATTRESS!!! PRICE REDUCED!!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing...
Kona Mansions D231: Cozy Oceanview Condo w/ AC, Shared Pool & BBQ Area
Kona Mansions D231 invites you to wake up to wide ocean views and the sound of waves in the heart of Kailua-Kona. This two-story, two-bedroom vacation condo blends comfort with convenience, offering a private lanai, updated interiors, and a prime location just steps...
Hale Kamaole Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More
Hale Kamaole 143Our 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...
Remodeled condo across from beach!
You are invited to stay in this beautiful, romantic condo in South Kihei, right across from one of the most beautiful beaches on the island. This spacious condo has been fully remodeled and features a private lanai. All this only steps to the ocean!! You are invited to...
Ideally Located Condo w/ AC & Shared Pool - Walk to the Beach & Downtown
Kona Mansions E-334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a wonderful location near the heart of Kailua-Kona, this one-bedroom condo at Kona Mansions provides a...
Kauai Paradise w/Kitchen, Ceiling Fans, Lanai, WiFi, Flat Screen+DVD–Kaha Lani 229
Castle Kaha Lani Resort #229 - Embrace privacy in this 961sf suite with Pacific framed by tropical foliage. Prep a fresh catch in the kitchen to share on the lanai or dining area with floor-to-ceiling ocean view. Perks include hardwood floors, WiFi, flat screens,...