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.
Royal Kahana Maui 807 Ocean View 1 Bedroom
- 8th floor condo with lanai- Ceramic tile flooring in living room, dining room, bathroom; carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
POIPU SHORES OHANA AT KOLOA KAI RENTALSOceanfront Luxury for Your Hawaiian GetawayWelcome to Poipu Shores Ohana, where two beautiful condos, 101A and 102A, come together to provide the ultimate vacation experience. Nestled along the stunning southern coast of Kauai,...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
This oceanfront one-bedroom condo places you just steps from the sand, with sweeping views of Kauai’s most famous beach. A cozy retreat for up to four guests, it blends comfort with a front-row seat to paradise. Unit 192 Oceanfront 1 Bedroom 1 Bath• Fully equipped...
New | Intro Pricing | Steps to Beach | KBC C109
Enjoy the perfect Maui getaway at this ocean-view condo, located directly across from Kamaole Beach Park I—one of South Maui’s most beloved beaches for swimming, snorkeling, and relaxing in the sun.This two-bedroom, two-bathroom condo is comfortably furnished in a...
Get Ready for Your Honolulu Adventure! Restaurants, Pool, Bars, Pets Allowed!
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
3BR Paradise with Direct Ocean Views – Westin Nanea Villas
Indulge in sweeping ocean views with this exceptional three-bedroom, three-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched upon the pristine North Beach of Ka‘anapali. Boasting approximately 1,760 sq ft of indoor living space, this villa is designed to...
The Westin Kaanapali Ocean Villas Resort & Spa!
Beautifully appointed studio, one-bedroom and two-bedroom villas feature fully furnished kitchens, signature Heavenly Beds, Heavenly Baths with a separate whirlpool bath and shower, inu2013room washer and dryer, and everything you need to cast your cares away. Luxury...
KBM Resorts | FREE CAR | Honua Kai Konea | Spacious 2-Bedroom Condo & Perfect for Families! HKK-820
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
WAIKIKI BEACH CONDO * 5 STAR Location, use of Owners Lounge, STUDIO *Sleeps 4
THIS IS A TIMESHARE RENTAL….please sent request before booking so l can verify with reservations on availability.SLEEPS up to4Imperial Hawaii Vacation Club boasts a location close to Waikiki's famed beaches and is packed with all the first-rate amenities you'd expect...
Ocean View House on Maui
Please note: this area was not affected by Maui fires 2023. ***Newly remodeled 4 bedroom county ranch house offers breathtaking ocean views, surrounded by the lush beauty of the Maui rainforest. Whether you're soaking up the sun on the spacious PATIO, taking a dip in...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television•...
Marriott Waiohai Beach Club 2 bdrm 2 bath villa with full kitchen on Poipu Beach
2 Bedroom/Baths Villa @ Marriott's Waiohai Beach Club for Oct 25 - Nov 08 (14 days) Located in Poipu, this marvelous resort has direct beach access with great snorkeling and surfing as well as several pools. Villas sleep 8 with 2 king bedrooms, 2 bathrooms and 2 sofa...
Keauhou Garden - Ocean view - Wifi - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect...
*Kana'i A Nalu 312* New Listing! Maui Condo Steps to the Sand!
This updated and spacious 3rd-floor condo offers amazing views overlooking the ocean and tropical courtyard with a heated community swimming pool giving a lovely ambiance of light at night. Decorated with Aloha spirit, this unit features a fully equipped kitchen and...
Where You Come To Get Away From It ALL
Get ready to relax in this 1-bedroom condo in Maunaloa. The bedroom features a cozy king bed, perfect for a good night's sleep. This enchanting property offers a washing machine, iron, hair dryer, and WiFi for your convenience. You're sure to make fantastic memories...
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
Oceanfront studio in Honolulu for a relaxing getaway with terrific views.
This memorable studio is the perfect home base for your trip to Honolulu. The cozy living room features a double murphy bed, providing a welcoming space for guests to relax after a day of exploring. the lanai has a twin daybed - perfect for a 3rd guest. The bathroom is...
Honua Kai | 4 Free Rental Cars | KBM Resorts | Grand Suite | 4 Units, 10 Bedrooms | HK ML-1109
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beach Escape Near Mama’s Fish House – Perfect for Surfers & Windsurfers
Discover your ideal Maui retreat just moments from the world-renowned Mama’s Fish House. This inviting one-bedroom condo has a queen size comfy mattress along with a comfy sleeper sofa—sleeps up to 4 guests and puts you right in the heart of Maui’s legendary North...
KBM Resorts | FREE CAR | Kapalua Ridge Villas | Oceanfront | 2-Bedroom Condo with Expansive Lanai and Breathtaking views! KRV-1622
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
NEW Listing! Walk to Waikiki Beach, fully furnished, parking included!
Enjoy cool island trade breezes in a conveniently located Waikiki apartment. Views of the harbor and gorgeous blue ocean, just Minutes to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Dedicated Parking included in the price, Pool, BBQ,...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...
Pet Friendly Townhome--Fully fenced private yard
Newly renovated townhome. Centrally Located outside of Honolulu.This townhome has everything you need to relax with friends or family. Enjoy a fully equipped kitchen, washer/dryer, work station, TVs, High Speed Internet, Private outdoor area with Grill, and 2 car garage...
NEW Trendy Surf & Stay Getaway Princeville
Welcome to your private slice of paradise on Kauai’s North Shore. This newly renovated, high-end getaway blends sleek modern design with island charm in the heart of Princeville.This unit has all of the best amenities that a private home can offer with thoughtful...
Waikiki 2 Bedroom - 2 Bath, washer/dryer in unit, full kitchen, free parking
PROPERTY OVERVIEW2-bedroom, 2-bathroom condo with fully equipped kitchen, in-unit washer/dryer, and a free assigned parking space. A second space is available upon request. Sliding doors allow natural trade winds to flow through the unit. High-floor location provides...
Aloha Heights: Luxury 1-Bedroom Condo with Pool, Gym & Ocean Views
This home is available as a long-term rental (LTR), with a minimum stay of 30 days—perfect for extended stays, relocations, or monthly leases.Welcome to Aloha Heights by AvantStay — your modern Honolulu sanctuary in the sky. Set on the top floor of a stylish...
Islands at Mauna Lani Q3
The Islands at Mauna Lani Q3 offers a privileged location just across from the waterfall pool and entertainment center reserved exclusively for guests of The Islands at Mauna Lani. This beautiful two-bedroom two and a half bathroom condo sleeps up to six and is perfect...
2BR Ocean View Baby Beach Cottage
Why Guests Love Hale KoleaDesigned with couples, newlyweds, and anniversary getaways in mind, this intimate cottage provides the perfect setting to relax, reconnect, and savor island life. Wake to the sound of the ocean, linger over slow mornings at Baby Beach, and wade...
Puako Hale Hau Oli | House in Puako near beach with bikes & Roku
Puako Hale Hau OliOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This classic Hawaiian beach cottage is located in Puako, a small beach community on the Big Island of Hawaii, with...
Charming Downtown Honolulu Apartment: 1-bed, 1-bath, Full Kitchen & Washer/Dryer
Make yourself at home in this terrific 1-bedroom Honolulu retreat. This awesome apartment features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep for all...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Well Appointed | 3 Units, 4 Bedrooms | HK ML-1356
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Relaxed Island Living - Royal Kahili B204
Welcome to Royal Kahili B204, a beautifully updated 2-bedroom, 2-bath condo that blends contemporary style with relaxed island living. Nestled in a lush, well-maintained complex, this residence offers comfort, convenience, and a touch of luxury — all just minutes from...
BEACH SIDE Condo w/POOL at Lawai Beach Resort!
Summary:Welcome to our spacious 1-bedroom residence boasting a tranquil garden, a refreshing pool, and picturesque lanais offering partial views of the mesmerizing ocean.The Space:The bedroom is equipped with a luxurious king-size bed, ensuring a comfortable and restful...
🏖️Family-Friendly | Pools & BBQs | Concierge Service
vrKCV - Waikoloa Colony Villas 801, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 801 — your perfect escape to the beauty and tranquility of Hawaii's Kohala Coast. Tucked within a private, gated resort community, this spacious villa...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Waikiki View 2 Doubles, 3 Units, OUTRIGGER Waikiki Beachcomber Hotel
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Marriott Maui Ocean Club | Two 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
HAWAIIAN OVERLANDERS 4WD FJ CAMPER!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
2-bedroom resort in gorgeous Koloa with fitness room, AC
Your home away from home in Koloa with 2 lovely bedrooms featuring 1 king bed and 1 queen bed. This phenomenal resort offers a fitness room, AC, and more for your convenience. Enjoy the amazing bathtub and hair dryer in the 2 bathrooms. Make your holiday one for the...
Spacious Family Suite, Stunning Mountain View-1 Bd. Marriott's Ko Olina Beach
Cozy yet spacious. Intimate yet extensive. This one-bedroom features luxurious comfort for memories together and space to escape.Mountain View One Bedroom Villa, 1 King, Sofa bed, Full kitchen, Microwave, 920sqft/83sqm, Living/sitting area, Dining area, Separate...
Plumeria Hale | Enjoy On-site Amenities Galore!
Summary:Welcome to Hawaii! Your ultimate tropical vacation awaits you at Plumeria Hale, the quintessential beachfront 2-bedroom condo with partial ocean views, located on the west coast of the Big Island. Maximum occupancy strictly enforced in accordance with local...
Fairway Villas at Waikoloa Golf View 3 Bedroom
This beautifully maintained three-bedroom, three-bath condo features panoramic golf views and a prime location on Hawaii’s Kohala Coast. Designed for relaxation and connection, it’s the perfect retreat for larger groups or extended stays. Golf View 3 Bedroom 3...
Lodge at Kukui'ula Villa 5
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
Islands at Mauna Lani F3
Welcome to your ideal family getaway at The Islands at Mauna Lani F3! This charming vacation rental townhome offers the perfect blend of comfort, tranquility, and breathtaking golf course views.Step inside and be greeted by a spacious and beautifully appointed living...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
Tucked away in lush tropical gardens, this one-bedroom cottage-style condo offers peaceful surroundings just minutes from Kauai’s most famous beach. A cozy and convenient escape for island lovers. Unit 150 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
White Sands Village 117 – For 5!
Summary:Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona. This condo is part of a beautiful oceanfront community that offers a wide range of amenities designed to help you unwind and embrace the Aloha spirit. Take a dip in the...
Paradise MicroLoft
Relax and enjoy this paradise microloft on the western slope of Mauna Kea, Hawaii's oldest dormant volcano. Located just 15 minutes from the island's best white sand beaches, renowned resorts and golf courses.The Microloft is similar to a tiny home with lush...
kaanapali-alii-unit-173
Welcome to the Kaanapali Alii 173, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers a stunning ocean view, making it the perfect family-friendly retreat for your next getaway. With its spacious...
KS 211 1BD Partial Oceanview Retreat Steps from the Pool with AC & Lanai
Kaanapali Shores 211 Escape to this 1 Bedroom North Kaanapali Retreat with Partial Oceanview Just Steps from the Pool Welcome to your Maui Retreat: This one-bedroom, one-bathroom condo offers a perfect retreat for those seeking an authentic Hawaiian vacation in an...