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.
Palms at Wailea 1302! Top floor condo with Amazing Garden and Ocean Views!
Top floor condo, #1302 overlooks the lush, landscaped grounds of Palms at Wailea out to a beautiful view of the Pacific Ocean. Watch whales breaching in Winter months and enjoy glorious sunsets year-round.Plenty of windows and glass doors throughout make this home a...
Compact Studio with Balcony next to Hula's Bar & Lei Stand
Legally permitted rental - 134 Kapahulu Ave.The Waikiki Grand has been a longtime favorite for many guests returning year after year. This newly renovated Studio is just a few feet from Hula's Bar & Lei stand.Enjoy step free access from your front door straight into one...
On the oceanfront in sunny Kihei, large private ocean view lanai
Just fantastic location and awesome views of the pool, ocean, palms in the tropical oasis of Maui Sunset. Super popular, wonderful location just easy access to pool, grounds, and amenities of the Maui Sunset. Large private condominium apartment at the resort condominium...
Whaler on Kaanapali Beach Vacation Rental: 6th Floor; Tower 2; 1/1 Ocean View
Ocean views on Kaanapali Beach from the South tower facing Black Rock. In addition to the TV in the living room there is also a TV in the bedroom. A true gem of the West side, The Whaler on Kaanapali Beach is a Maui vacation opportunity that you can't miss. With an...
Close to Beach, Gorgeous views & Pool - Sleeps 4 Adults & 2 kids
Located on the 23rd Floor of the The Pacific Monarch Condotel - The 1 bedroom property with kitchen has stunning views of Waikiki, Plus the Ocean, Diamond Head & mountain range.The Bedroom offers a Queen bed with Smart TV, dresser, closet & ceiling fan.The main living...
Top-floor ocean-view condo with lagoon pool, hot tub & AC - sand & waves await
Maui Kamaole A208Our 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...
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...
New Listing. Oceanfront condo with breathtaking ocean views.
Welcome to Sea Village, your recently remodeled oceanfront retreat on the picturesque Kona Coast. This 2-bedroom, 2-bathroom condo offers breathtaking 180-degree views, making it the perfect getaway for relaxation and adventure. Nestled along Alii Drive, this condo is...
Maui Sunset Vacation Rentals B313
Don't settle for just a mountain view! This is the spot to be, ocean views and large comfortable living space…plus the outdoor lanai deckLarge private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 1 bedroom with...
Kihei Condo w/ Resort Amenities: Walk to the Beach
Live island life the right way while staying at this bright and airy 1-bed, 2-bath vacation rental in Kihei. Surrounded by snorkeling, shopping, beaches, and a beautiful volcano, this condo sits in a perfect spot for outdoor lovers wanting to explore. On Maui, nothing...
Superb location 1 Bedroom Cabana Suite - Sleeps 4, Full Kitchen & Lanai
Legally permitted rental - 2551 Cartwright Rd. #302** For your health and safety, we utilize additional Sterilization procedures between reservations.This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples and families with children.With a...
Lush end-unit condo with on-site pool, private lanais, grill, & washer/dryer
Puamana Princeville Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step inside this serene condo on Kauai’s coveted North Shore and slip instantly into vacation mode....
Sugar Beach Resort Condo w/ Private W/D, Ocean View-Waves Await
Sugar Beach Resort 215Our 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...
Turtle Bay Alea Condo by RedAwning
Lovely condo, tastefully decorated. Window A/C in each bedroom with ceilingfans throughout. Updated modern kitchen with granite countertops and bathroomsrenovated in 2018. Wi-Fi with flat screen TV's in both living room and masterbedroom. Queen bed in master bedroom and...
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...
Oceanfront townhouse at Keauhou Surf and Racquet
Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...
@ Marbella Lane - Mountain View Studio
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 360 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife,...
Kailani Hawaii-Modern Studio, stylish decor, clean, feels like home+free parking
Ground floor 380 sq ft newly renovated sunny studio with 90 sq ft lanai with pool view, across from Waiakea pond and Wailoa River state park. Nice walk or drive 1 mile to beach park, downtown Hilo and Famous Hilo farmer’s market. Just 2 miles to Hilo Airport (ITO), 40...
Minute walk to the beach! Updated, clean Three Bed/Two bath condo! Sleeps 8
With Hawaiian architecture at it’s best, Koa Resort will give you the feel of vintage Hawaii. The resort is immaculately maintained, with beautifully landscaped grounds, palm trees swaying overhead and gorgeous flowering plants all around. What sets Koa Resort apart...
Turtle Bay Alea: 2 BR, 2 BA Condo in Kahuku - Kuilima Estates West
Lovely condo, tastefully decorated. Window A/C in each bedroom with ceiling fans throughout. Updated modern kitchen with granite countertops and bathrooms renovated in 2018. Wi-Fi with flat screen TV's in both living room and master bedroom. Queen bed in master bedroom...
Comfortable Corner Suite opposite Beach & Park
Legally permitted rental - 134 Kapahulu Ave #500** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 500 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, full size, 'induction...
C2: 1 bedroom, 2nd floor, oceanfront
My favorite view from the condo has always been watching the sunset sky as I’m lounging on the pune’e. The second best view has to be of the rolling waves of the North Pacific Ocean, which is best viewed from the lanai. The view from the kitchen window is also...
Kihei Surfside 307: Ocean Front Views Take You Across the Pacific
New split AC system installed in 2024! Oceanfront views take you across the Pacific and allow you to see the West Maui Mountains and the island of Lanai. Step out onto the balcony, sit back on the patio furniture and take in the cool ocean breeze while enjoying the...
Surf & Racquet Club #24 | New Beds, New You!
Summary:This is a very nice 3 bedroom 2 bath townhouse close to Kahaluu Beach Park. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This property includes a very private lanai, remodeled kitchen with granite counters, ductless split air...
Remodeled!! Koa Resort #5J 2-Bd 2-Ba, A/C, South Maui, Walk To 3 Beaches!
**REMODELED MAY 2023!!**This large remodeled 2 bedroom, 2 bath townhome is beautifully decorated in Hawaiian style decor. There is a King bed in the downstairs bedroom and Queen in the upstairs loft. There are two full bathrooms; one upstairs, one downstairs. Upstairs:...
Cozy studio with a furnished lanai, shared pool, hot tub, & BBQs
Sandpiper #116bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a fun getaway at this cozy studio tucked into the front of Princeville. You'll have everything you need to enjoy...
Ground-floor zen studio - ocean-view lanai, AC, steps to beachside pool/hot tub
Islander on the Beach 170Our 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...
AKH D402 Whale Watch Specials at 2BD Condo Across Beach w Ocean Views
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
A BEAUTIFUL Beach House FULL OF ALOHA in Hilo
Our home is conveniently located at Onekahakaha Beach Park, Hilo's safest and only sand bottom beach. With a short drive, it is close to all the best attractions that include waterfalls, swimming holes, surf spots, shops, restaurants, the Zoo, music, art and more. Our...
Turtle Bay Sea Breeze - Kuilima Estates East
Affordable, comfortable second story 1 bedroom + loft and 2 bathroom condo. Nice ceramic tile in the entry, bath, and fully equipped kitchen. Carpet in the living room, bedroom, and loft (September 2019), with spiral staircase. A/C in the bedroom only. Free WiFi....
Secluded Paradise: Ocean view oasis with private lanai and island enchantment
Sealodge B6 is a charming little hideaway that blends Hawaiiana vintage charm with modern updates! This quiet and cozy condo has a comfortable master suite with a queen bed, as well as a punee (Hawaiian day-bed) in the living room that's great for laying and watching...
Kamaole Sands Unit 3-407: Large 2 Bedroom Loft Suite with Garden views
Large two-bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured greenway. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living room, which allows this...
Your Island Sanctuary: Spacious Ground-Floor Condo at Wailea Elua #2201
Wailea Elua #2201 – Spacious Island Comfort with Partial Ocean ViewsWelcome to Wailea Elua Village #2201, a beautifully upgraded ground-floor condo nestled within one of Wailea’s most exclusive beachfront communities. This spacious two-bedroom, two-bathroom retreat...
Beautiful Kihei Condo - Walk to the Beach!
Experience the stunning beauty of Maui up close and personal at this 1-bedroom, 1-bathroom vacation rental just a short walk from the bright blue waters of the Northern Pacific Ocean. Designed for couples and small groups of avid travelers, this centrally located condo...
Perfect South Shore Island Getaway, Walk to Beach!
Enjoy the very best of Kauai’s sunny South Shore from this peaceful, private garden-view condo in the heart of Koloa. Located just minutes from Poipu Beach Park, Shipwreck Beach, Spouting Horn, Old Koloa Town, and Port Allen, this charming retreat is the perfect home...
Ground-floor beach studio - ocean-view lanai, AC, steps to pool & hot tub
Islander on the Beach 157Our 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...
Ocean-View Studio Suite with Easy Beach Access, Shared Pool & Hot Tub
Maui Kai 507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This oceanview suite at the Maui Kai is the perfect home base for your next vacation to Hawaii! You'll experience a...
Hale Kamaole 240 Second floor condo, easy access to best beach on Maui!
Very comfortable one bedroom condo with Partial Ocean and Garden View. Beautiful Rattan furniture in living room & dining room. Queen hide-a-bed in living room. Spacious kitchen cabinets. Bedroom has new queen pillow top bed with nice bedroom furniture. Desk area across...
Kona Isle B31 Top Floor, Oceanview, & AC!!!
B31 at the Kona Isle is an amazing top floor condo in building B. This corner unit has had considerable upgrades made by the home owners that include: All New Furniture, Vinyl Plank Flooring throughout-No more carpet!, Quartz Countertops in Kitchen, Cabinet Upgrades,...
Maui Sunset B403 ~ Lovely and feels like home!
One bedroom, two bath with good partial ocean views, fourth floor condo. Good walking, windsurfing, kite surfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
Spectacular Oceanfront 4 Bedroom
Aloha and E Komo Mai (hello and welcome) to our beautiful direct oceanfront home with 4 bedrooms and 2.5 baths. We enjoy endless unobstructed ocean views and spectacular Maui sunsets! With the backdrop views of the surrounding Islands of Lanai, Molokai, and Kahoolawe....
KONA MAKAI#2-303: BEAUTIFUL TOP FLOOR OCEAN VIEW IN OCEANFRONT COMPLEX W/AC!
Unit#2-303 is a excellent top floor unit with a loft, Enjoy gorgeous views of the ocean, waterfront pool, and tropical landscaping!The Kona Makai is a beautiful, sunny, highly sought after Ocean Front Complex located on famous Ali'i Drive just 1.3 miles from Kailua...
KMN 318 New Listing Kahana Condo w Pool Across Street from Beach Above Dining
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 Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Oceanfront Maui Paradise | Sunsets | Whale Watching | C10
Experience paradise at Ma'alaea Surf C10, a luxurious 2-bedroom, 2-bathroom oceanfront condo offering breathtaking sunset views and prime whale watching during winter months. This thoughtfully designed vacation home features a spacious open-concept living area, a...
Holua Kai #20: Tropical Ocean View Retreat at Holua Kai w/ Private Pool/Spa & AC
Holua Kai #20 welcomes you to a refined coastal retreat along the Kona Country Club’s Makai Golf Course, where sweeping ocean vistas meet the comfort of a gated, pedestrian-friendly community. Designed for both relaxation and connection, this two-story home blends...
Refreshed Tropical Private Ocean View Retreat On South Shore
Experience the best of Poipu from this stunning oceanview condo on Kauai’s sunny south shore! Located in the heart of Poipu, this spacious, resort-style home offers everything you need for the ultimate Garden Isle vacation. Just a short walk to world-class beaches,...
Comfy Studio at World-Famous Ilikai! Full kitchen, free Wi-Fi, and more!
Ilikai #607 – 1777 Ala Moana Blvd.Relax in this 6th-floor City View studio at The Ilikai, the perfect launching point to explore everything that Waikiki and the rest of Oahu have to offer! You'll appreciate the full kitchen, air conditioning, free Wi-Fi, and the...
Maui Resort Rentals: Kaanapali Alii 353 - Expansive 2BR w/ Stunning 5th Floor Ocean Views!
Maui Resort Rentals is proud to present this luxurious 2BR/2BA residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on 1/8/2025 to start taking bookings on April 11th, 2025!Nestled just one stack from oceanfront, in the heart of...
The Hula's Retreat - Well Equipped at Waikiki Grand
☀ Legally permitted vacation rental ☀Waikiki Grand Hotel®134 Kapahulu Ave, Suite 217Fully equipped comfort greets you when you open our door to Waikiki Grand Hotel® suite 217.Whether visiting for 2 days or 2 weeks, we've tried to ensure everything you need is on...
Hale Ohana – Bali-Inspired Beachfront Luxury
This stunning 6-bedroom Bali-inspired villa on the North Shore of Oahu offers an exquisite blend of tropical luxury and modern comfort. Nestled right on the beachfront, the villa boasts unobstructed ocean views and direct access to the pristine sandy beach. The...