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.
Maui Resort Rentals: Honua Kai Konea 734 – 7th Floor Ocean & Mountain Views w/ King Size Balcony!
Konea 734 is a luxurious 7th-floor two-bedroom suite offering a private corner location and boasting gorgeous views of the Pacific Ocean and West Maui Mountains.The generous 1230 sq. ft. interior offers plenty of space to gather, reconnect, and celebrate. Each bedroom...
Studio with Kitchen, AC, Washer/Dryer, POOL, Wi-Fi, FREE Parking!
Fairway Villa #1516 – 2345 Ala Wai Blvd.You'll enjoy a pleasant Ala Wai Canal view from the lanai of your air-conditioned studio (364 sq.ft. plus balcony/lanai)! Kick back as you enjoy the sunset or enjoy the easy walk to the beach, shops, and restaurants.The Fairway...
Maui Parkshore 302: Large and open 2 bdrm Ocean View condo, sleeps 6.
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**Enjoy ocean views from this third-floor condo. This unit sleeps up to six (6) people with a queen bed in the master bedroom, two twins in...
SUNSET VIEWS*FULLY REMODELED Beachy Decor!
Welcome to your dream Maui getaway! This inviting rental offers a perfect blend of comfort and style, featuring 1 bedroom and 1 bathroom to accommodate up to 4 guests. Relax in the spacious bedroom, adorned with a queen bed, or unfold the pullout sofa in the living area...
Maui Sunset Vacation Rentals B512
Located in the "B" building on the 5th floor! Ocean view, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Large private condominium apartment at the resort...
A Jewel above the Marina - Sleeps 4 w/ Full Kitchen
Legally permitted rental - 1765 Ala Moana Blvd. #886** For your health and safety, we utilize additional Sterilization procedures between reservations.This large well-appointed newly renovated 1 bedroom condo, located on the 8th floor, has everything you need for a...
Home with Swimming Pool | 3 Bed, 2 Bath
Plan your getaway to this gorgeous 3-bedroom, 2 full bath single level home with stunning salt water solar heated pool, Japanese-inspired Pagoda/Gazebo and views of the ocean. Tropical inspired décor and floorplan make for clean and comfortable stay. The large...
Fantastic Views & SnorkelingnHonokeana Cove #112
Welcome to Unit 112!You'll be on the beach in no time! About 15 minutes north of Lahaina in the Napili area. Just finished painting the entire unit. New bed as less than a year old and just added AC so you can sleep in air conditioned comfort (not usually needed, but...
Grand Champion Villa: Luxury Stay, Pool, Fast WiFi
Summary:🏖 Prime Location – Walk to beaches & top dining 🛏️ King Suite + Sofa Bed – Comfort & space for all 🌅 Private Lanai – Relax with poolside views 🍳 Fully-Equipped Kitchen – Cook with ease 📺 82” & 65” Smart TVs + High-Speed Wi-Fi 🌬...
Tropical Seaside Gem with Shared Pool, Hot Tub, & Easy Beach Access
Keauhou Punahele B101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Leave the stress of the rat race behind and slip into island time at this Kailua-Kona retreat. Offering...
Aloha Condos, Ilikai Marina, Condo 786, Oceanfront, AC
Ilikai Marina Condo 786 is a fantastic accommodation in a superb location, offering a stunning view of the marina. Guests praise the cleanliness, well-equipped kitchen, and convenient access to beaches, restaurants, and shopping. The condo comes with thoughtful...
Amazing top-floor condo w/ private lanai, pool, hot tub, tennis court, & gym
Shores at Waikoloa 337Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend your days exploring the amazing Big Island of Hawaii and come home to relax in this elegant...
Comfy Studio w/Lanai, Kitchenette, Washer/Dryer, Free WiFi–Waikīkī Shore #1415
"This beach-ready, newly remodeled, deluxe studio boasts a prime location and authentic Waikīkī aesthetic. The unit comes with a kitchenette with full-size refrigerator, oven and four burner stoves—perfect for preparing easy and convenient meals. The unit has...
Pono Kai B109, Beautiful Oceanfront, AC, Walk to Town, Sunrise View
Pool Area Closure: SEP 2-NOV 2025 tentative pool closure scheduled (subject to change). The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these...
Kahana Village #21 Beach Front Luxury
Watch the sun set between the islands of Lanai and Molokai from this beach front unit. Two walls of mirror in the living room, one featuring an artist's etching of sea life, capture the coast line in both directions. Marble and granite bathrooms have native Hawaiian...
Ocean View, Ground-Floor Condo w/ Lanai, WiFi, Shared Pool - Walk to Beach
Kepuhi Beach Resort #1182Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This ground-floor condo, located in the middle of the villas complex at Kepuhi Beach Resort, provides...
Prince Kuhio Large Garden View Studio 232
Just a two minute walk from the ocean, this spacious air conditioned studio is a perfect retreat for a single traveler or couple. It's located just minutes away from shops, farmers' markets, and the famous Poipu beaches. Create your culinary delights in our fully...
Gorgeous Ocean View Suite at Waikiki Shore! Steps to Beach! Heart of Waikiki!
Waikiki Shore #816 – 2161 Kalia Rd.This homey 1-bed/1-bath suite boasts breathtaking 8th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private 124-sqft...
Modern Décor W/Private Lanai and A/C – Waikīkī Shore #1106
Castle Waikīkī Shore #1106 on the 11th floor: This stunning one-bedroom/one-bathroom is one of our more unique suites with a modern edge and clean white aesthetic. This open-concept unit has living room dividers to give you multiple layout options.Large...
Makahuena Condo #2-203 - Spacious 3 Bedroom Condo with Pool
Breathtaking ocean views and spacious living accommodations await you at this fabulous 3 bedroom Makahuena Condo in Poipu. Well-appointed fully equipped kitchen, accommodating up to 6 people, in a total of 1300 square feet of living space. Bedding consists of a king, a...
Peaceful oceanfront condo with pool, washer/dryer, balcony, & gas grill
Valley Isle Resort 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fly over to the enchanting island of Maui and experience the soothing breeze of the ocean right from the comfort...
Relaxing condo with WiFi, gorgeous ocean views, shared pool, & more
Lae Nani 326Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start living on island time with a stay in this cozy Hawaiian condo! Soft sands, gentle waves, and plenty of resort-style...
BY BEACH*Awesome, large condo w/ loft by AMENITIES
This serene and newly renovated loft unit is comfortable, spacious and modern. Upstairs on the loft bedroom (1 of 2 bedrooms) , you will find a large bedroom with a FULLY RENOVATED ensuite bathroom. Open up for sunlight and garden views. Downstairs you will find a...
Turtle Bay Heliconia - Kuilima Estates East
Beautiful, updated one bedroom, two bath ground floor condo with tile floors throughout. Newly updated extended living room. Updated well appointed kitchen with modern appliances blending in nicely with the open, tastefully decorated living room with large HD TV ....
Palms at Wailea 2206, Tropical paradise awaits! Top Floor with an ocean view!
Palms at Wailea 2206, offers the perfect location in Wailea. This 2-bedroom/2-bath unit surrounded by the lush landscaping make this a great Hawaiian getaway! As you enter you will immediately be drawn to the fantastic views! Your large private lanai is the perfect spot...
Ocean and Pool View Condo Great for a Family
Hawaii Tax ID: TA-172-922-0608-01TMK: 390010020148This comfortable and spacious condo at Maui Sunset is the best way to enjoy the 5.5 acres of award winning, immaculately maintained, ocean front grounds. Enjoy the BBQ grills, 60 foot tile swimming...
Vista Waikoloa G204-New Golf Gold Membership start March 2025, Fairway Views!
Welcome to our Paradise retreat Vista Waikoloa G204. Centrally located within the Waikoloa Beach Resort, the Vista Waikoloa is within a mile from beach, golf courses, shops and restaurants. G204 offers one of the larger floor plans within the Vista condo complex, 1417...
Majestic Golf Course & Sweeping Ocean Vistas at Wailea Ekolu 312
Wailea Ekolu #312 – Unforgettable Ocean Views & Island EleganceFind your private slice of paradise at Wailea Ekolu #312, a beautifully appointed one-bedroom, two-bathroom upstairs condo offering sweeping ocean views, golf course serenity, and the comfort of home in...
KONA REEF D-32: Absolute Oceanfront, Top Floor, Private
Pool, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort!Why Kona Reef:• Conveniently located along the prestigious Alii Drive in the heart of Kona town. • It’s a 5 minute walk in your flip-flops down a low traffic...
🌺Summer Savings! ⛱️Spectacular Panoramic 🏝Oceanfront View-2 BD/2 BA End Condo!
Welcome to paradise in this 2 bed/2 bath Hololani A Building corner condo—perched on the 6th floor, offering unobstructed expansive wraparound views. Every room frames the breathtaking turquoise expanse of the Pacific and the stunning Molokai and Lanai islands,...
OCEANFRONT, Luxury 1 bed/1bath Suite - Hokulani Tower - Honua Kai 316
Escape to paradise at this beautifully appointed corner 1-bedroom, 1-bathroom condo in the luxurious Honua Kai Resort, located directly on world-famous Kaanapali Beach in West Maui. Situated in the prestigious Hokulani Tower, this south-facing suite offers abundant...
PS 111 Updated Condo w Ocean Views Pool Hot Tub
Polynesian Shores 111 Freshly Updated 1bed/1bath. Ready for Whale Watching on Private Patio FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Hale Kamaole 131 Ground floor condo, easy access to best beach on Maui!
This condo was professionally decorated by an interior decorator with Hawaiian style, and has Hawaiian patterns and artwork throughout condo. There's a King bed in the bedroom and Queen hide-a-bed in the front living room. The kitchen cabinets are spacious with an extra...
Special Rate.Charming 1BD With Ko'olau Mountain Range View with Free Parking!
High Floor 1 Bedroom with the Great View!!You can feel time goes by slowly and leisurely while you enjoy your stay in this unitThis room features full kitchen, large bath, High Speed Wi-Fi, and Television.An enchanting living room with views of the Ko'olau mountain...
Kona Alii 512: Tropical Oceanview Condo w/ Shared Pool in Downtown Kona
Kona Alii 512 invites you to experience the best of Kailua-Kona from a top-floor perch with sweeping Pacific vistas. This two-bedroom, three-bath penthouse condo pairs airy interiors with the rare luxury of brand-new air conditioning throughout. Situated directly on...
Kanaloa 3101 - The Point at Kanaloa
Castle Kanaloa at Kona Resort #3101 - The private atmosphere of the unit combined with modern coastal furniture will melt your stress away. The open design of the living area features plenty of comfortable seating for guests. Sit back, relax and watch the waves, or if...
Oceanfront! 30' to Ocean! Newly Updated Amazing Corner Windows!
Just 25 feet from the ocean, this third-floor corner condo offers wave sounds, Moloka‘i views, whale watching, snorkeling, and grilling by koi ponds. Enjoy two pools, putting greens, and nearby food trucks—Papakea Resort at its best.• 1 cozy bedroom: - Bedroom: 1...
9th Floor Balcony, True InDoor/OutDoor Living w/ Sliding Doors
Legally permitted vacation rental —WAIKIKI GRAND HOTEL®134 Kapahulu Ave #908⚕⚕ For your health and safety ⚕⚕we utilize additional Sterilization procedures between reservations.My place has —≈1 Queen Bed≈Powerful AC≈Kitchen≈Great views≈Close to...
Maui's #1 Kaanapali Beach * 2 BR/2 BATH OCEAN VIEW F204
Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1600 sq ft big. Large lanai extends from bedroom to living room and wraps around. King bed in master bedroom,...
Hanalei Bay Resort 9304 (Hanalei Bay Hideaway) AC!
This separated one bedroom one bathroom condo has full oceanfront views of Hanalei Bay with your own private lanai. Wake up in your king size bed with your clean crisp high end sheets and enjoy an amazing sunrise and a complimentary cup of coffee. Unit 9304 includes...
#16 2 bed/2 bath Condos | 2 Bed, 2 Bath
This is a 2 bedroom unit with the BEST location in the entire resort. This condo has ocean views from both the lower level and the upper bedroom level. Upstairs features a private balcony, where the downstairs offers sliders out to a covered lanai with easy walking...
BEAUTIFUL TROPICAL STYLE CUSTOM HOME WITH POOL
A beautiful tropical style custom home featuring private ocean views and a gated pool. Our home was thoughtfully designed to maximize Hawaiian indoor/outdoor living and entertaining in a manicured park-like setting. A palm lined driveway leads you to a single level 3...
Kihei Akahi Condo w/ Free WiFi, Shared Grill-Surf, Bike, Golf, More
Kihei Akahi C504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Affordable Comfy Condo - Just Steps Away from a Sandy Beach!
This Beautiful completely remodeled condo in Kihei Bay Vista complex is located across the street from the Humpback Whale Museum and historic Kulepolepo Beach. This beach is ideal for children as the water is generally calm. We have beach chairs and toys for your use at...
Beachfront | Hot Tub | A/C | BBQ | Honolulu |5-7 NIGHT STAYS PERMITTED
South Shore 35NUC 90-TVU/0396 - 1990/NUC-1680- South Shore 35 -This spacious home features a large sunken living room and stunning ocean views. South Shore 35 has four bedrooms, four bathrooms, a fully stocked kitchen, and a large beach front lanai with plenty of spots...
Spectacular View 1 Bedroom Condo on the ocean, Lahaina, Maui: Direct from Owner
Miraculously spared in the great wildfire of 2023, the property is intact, thoroughly redone, and blessed.This beautiful and comfortable condominium unit is ideal for couples, right on the ocean. Enjoy West Maui from your doorstep - beautiful sunsets, fine restaurants,...
Mountain View, Close to Waikiki Beach w/ 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...
Steps from Waikiki Beach, the Red Ginger
Location is everything!The Red Ginger is a compact studio apartment with its own private balcony providing a city view of Waikiki. With historic Waikiki Beach is just outside the hotel lobby, the Red Ginger makes a perfect home base for exploring Honolulu and the rest...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Resort Condo near the Beach
Aloha welcome to my condo in Kihei Resort: Located a few steps from the beach, 200 feet to Humpback visitor center, a few blocks to a windsurfing beach, 1.2 miles to Piilani shopping center with Safeway, Ross, Outback Steakhouse, Ruby Tuesday, etc; .9 miles to...