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.
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...
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
Consistently Top-Rated Villa by Maui Visitors!- Pet-Friendly – Bring your furry friend! (make sure you disclose it prior to check-in)- Ocean views from spacious balcony- Comfortable king-size bed with high-end linens- Free high-speed WiFi upgraded with Eero, SmartTV-...
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...
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...
Kamaole Sands 2BR, 2BA on One Level Overlooks Pool Rates $189-$239
Kamole Sands has acres of luxurious tropical gardens and private spots for picnics by the fountain pond. Swim in the large swimming pool or relax in one of the two jet spas. There is also a children's wading pool. Stroll along golden sand beaches and enjoy an ocean full...
*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...
Sea Village #2304 | Ocean Front Complex
Summary:This 2 bedroom/2 bathroom home features stunning ocean views. Bring the whole family as the unit can accommodate up to 4 guests.The Space:Watch the whales or enjoy a Mai Tai while relaxing on your private lanai. Sea Village is an ocean front complex perfect for...
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
Craving ocean views that whisk you away from the hustle and bustle of your day-to-day life? Longing to wake up with a cup of freshly brewed Kona coffee with sights of breaching humpback whales and jumping spinner dolphins in the distance? When you reside at Kona...
Brilliant 1 Bedroom at Waikiki Banyan #603 T-2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 6th floor unit of the Waikiki Banyan is fully furnished with two full size beds, one fold down flat sofa in the living room, AC, island...
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,...
Studio 7th Floor OCEAN VIEW Condo - Royal Kahana 702
Royal Kahana Resort- beautiful, ocean view studio on 7th floorOceanfront Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per day, plus tax....
Royal Mauian 517: Where the Interior Rivals the Magnificence of Ocean Views!
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
Hale I'a ~ The House of the Fish - Kuilima Estates West
Spacious Condo on the Fazio Golf Course – Your Perfect North Shore EscapeHale Ia ~ The House of the FishThis charming downstairs condo, perfectly located on the first tee of the prestigious Fazio Golf Course, offers the ultimate getaway for families, couples, or...
Fantastic Oceanfront Condo W/ Beach Access, Shared Pool, Large Balcony & WiFi
Napili Point C29Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A vacation to Lahaina isn't complete without breathtaking views of crystal clear water and endless days spent in the...
KBM Resorts | FREE CAR | Valley Isle Resort | Oceanfront | 5th Floor 2-Bedroom Condo with Stunning views! VIR-508
Oceanfront 2-bedroom, 2-bathroom condo at Valley Isle Resort with lanai views of Kahana Bay, full kitchen, smart TV, and access to pool, BBQ, and nearby beaches. Walk to dining, shops, and parks.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Sensational condo close to the water with pool, hot tub & AC
Maui Kamaole K102Our 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...
Kolea 3D - Ground Floor Garden View Kolea Vacation Rental
Kolea 3D was nicely upgraded in 2021 and is a great location for families at Kolea at Waikoloa Beach Resort. The large great room has a large wrap around sofa facing a big screen television. The kitchen has been well stocked and features granite counters and stainless...
Turtle Bay Primrose - Kuilima Estates East
Cozy 1 bedroom 2 bathroom ground floor unit. WIFI. A/C in bedroom, 2 TV's, DVD, screened-in lanai, tropically decorated. Blu-Ray player. Fully equipped kitchen and laundry center. Free parking just outside your door. Wheelchair accessible. Carpet in bedroom and title...
Carefree Hawaiian Monarch Studio | Pool + Gym
Take in city and partial ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai...
Makani Sands #109 1brm Beachfront Condo in West Maui
Makani Sands unit #109 is located on the 1st floor with quick access to our sandy beach. Private lanai on the ocean side has a table & chairs so you can sit with your morning coffee or watch the sunset over the ocean in the evening. There is a king bed in the bedroom...
Hale Kamaole 308 Third floor condo, easy access to best beach on Maui!
Fantastic ocean & mountain view in this Maui Vacation Rental. New Carpet and tile shower installed. Master bedroom and loft area have queen beds. Downstairs bedroom has two twins. Queen hide-a-bed in the living room, along with 2 sitting chairs. New Dining chairs and...
Two pools, full kitchen, beachfront complex, walk to shopping/dining in Kapaa
Kauai Kailani 218 is a cozy, island-chic style condo right in the mix of all that the Royal Coconut Coast has to offer on Kauai's East Side. Your intimate escape has 2 bedrooms, with the option to use the second bedroom as a den or home office if the sleeper sofa isn't...
Hale Hui Kai 204 Two bedroom two bath with a Garden View
Hale Hui Kai is an oceanfront property on Keawakapu Beach. This gardenview condo is on the second floor of the south side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of...
Kauai condo near beaches and shops.
Comfortable, spacious condo in a garden setting and a short walk to Anini Beach. Walk to play tennis, play golf, shops and restaurants.2 bedrooms with full bathroom and loft bedroom. Three king beds and one single bed.
Ground Floor Condo Walking Distance to Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030019E komo mai! Enjoy this Maui Vista 1121 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from many...
Ocean-view condo with lanai, AC, 2 pools & 8 tennis courts - walk to beach
Hanalei Bay Resort 6221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the true spirit of Aloha in this inviting king-bed studio with a full en suite bathroom. This condo...
Super Amazing Last minute Deal for King Bed w/Kitchenette
Legally permitted rental - 2425 Kuhio Ave. #702** For your health and safety, we utilize additional Sterilization procedures between reservations.** Our Suite Includes All taxes and Fees - Nothing to Pay on Arrival.This studio suite is complete with a 2 burner cook-top,...
Perfect One-Bedroom Unit with an Ocean View! Ilikai Hotel, Great Location! Going fast! A++++
1 Bedroom Standard Lagoon View on the 19th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This rare, high floor, most sought after and...
Spacious 1-bedroom vacation home with free parking
New Listing November 2022Spacious & 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 has a Queen bed that also has a trundle bed underneath to sleep 3 guests...
Tropical Oasis with Shared Pool, Garden Lanai, WiFi, Partial AC, and Shared W/D
Kihei Kai Nani 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This little slice of Hawaiin paradise is ideally located only 200-yeards from the island's famed sandy shores. When...