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.
Top floor oceanfront 2 bedroom condo, with expansive views
Welcome to Hale Mahina A406, aka The Fish Condo. This top floor oceanfront 2 bedroom, 2 bath condo boasts stunning views from your private lanai, living room, & even the kitchen. With your Maui memories in mind this condo has everything needed to feel right at home....
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom beachfront home directly across from Brennecke’s Beach and Poipu Beach Park—famous for boogie boarding, body surfing,...
Kamaole Sands 4-411 - Modern, Ocean View, Split AC, Pool, Walk to Beach & Dining
Discover the ultimate getaway at Kamaole Sands 4-411, a stunning ocean-view condo nestled in the heart of South Kihei, Maui. This luxurious 2-bedroom, 2-bathroom retreat offers a perfect blend of comfort and style, accommodating up to 6 guests, making it ideal for...
Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!!
Breathe in the ocean, unwind and enjoy the spectacular ocean view right from your private Lanai! DON’T SETTLE FOR LESS THAN a gorgeous direct oceanfront view to fulfill your dream vacation in a beautiful paradise, MAUI.For any of your questions or concerns regarding...
NEW LISTING: Newly furnished with lovely decor. Experience our tropical paradise
NEW LISTING: Welcome to Kealohilani, our heavenly home by the sea and your ground floor tropical escape. Nestled a few steps from lush gardens and pristine pools, and a stone's throw from the island's most famous beaches, this getaway is a dream come true for those...
Charming Dolphin Suite with AC in delightful Kailua
Consider this studio your home away from home while you visit Kailua. We hope you enjoy what our place and Kailua has to offer.NOTE: Temporary construction site is nearby so price has been reduced. Details provided upon booking request so you can make a decision if this...
Pacific Shores 2-Bdrm across from Charley Young Beach!
This enjoyable condo in Kihei offers a relaxing escape for guests. The kitchen was recently remodeled and the unit has tile throughout, washer/dryer in unit, air conditioning in the living room and ceiling fans in each room. With 2 bedrooms featuring a king and queen...
Relaxing Ocean View Vacation Paradise! 5 star Reviews!
Our townhome features an open concept greatroom, fully-equipped gourmet kitchen with new amenities, 3 bedrooms (2 with kingsize beds). Great for families! Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai.Everything...
Beautiful Top Floor Waikiki Studio! Walk to Beach!
Summary:Experience the best of both worlds with this beautifully appointed 18th-floor studio in the serene Ilikai Marina, an oceanfront building on the quieter side of Waikiki. Just a short stroll to the soft sands of Waikiki Beach, you can soak up the sun, feel the...
Luxury Condo at the Hapuna Beach Residences at the Mauna Kea Resort - C45
Stylish, island-modern residence housed within the renowned Mauna Kea Resort area overlooking the beautiful Hapuna Beach. Just steps to the ocean as well as amenities to allow for easy access to play, dine, unwind, and connect. Available access to both the Mauna Kea...
Spectacular Ocean View 2BR Unit at Kiahuna Plantation
The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the ocean is as delightful as the trade winds that greet you when you slide open the plantation shutters. Our unit - #74, in...
Golf Course Front - Upgraded - Kulalani Mauna Lani
Welcome to Kulalani 1004, where comfort meets modern charm in this newly remodeled 2-bedroom, 2.5-bathroom townhouse-style condo. Situated within a private gated community, this unit offers a delightful golf course view, making it the perfect retreat for those seeking a...
Kailua Village#705 Top Floor, Gorgeous Remodeled 2 bedroom, in Heart of Town
Experience Paradise in This One of a Kind Stunning Two-Bedroom Penthouse in Downtown Kailua Kona, at the Famous Kailua Village. Escape to tropical bliss in this fully remodeled, top-floor(7th floor) penthouse located in the heart of Kailua Kona, Hawaii. With...
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
WAILEA PARADISE HIDEAWAYEscape to a serene and elegant retreat in the heart of Wailea.Set on the renowned Wailea Old Blue Golf Course, this ocean-view villa blends luxury with convenience—just minutes from the beach, the Shops at Wailea, fine dining, and world-class...
Kapalua Golf Villa 27T7 - 1BD Stunning Views
Indulge in the serenity and sophistication of Kapalua Golf Villa 27T7, a beautifully appointed 1-bedroom, 1.5-bathroom retreat ideally located along the pristine fairways of the renowned Kapalua Bay Golf Course. Perfect for up to four guests, this refined villa invites...
Fairway Villas @ Waikoloa Beach Resort Ground Floor Central A/C Golf Course View
You’ve landed in the most desirable location on the island. Fairway Villas is the best complex within Waikoloa Beach Resort due to its amazing views and perfect location near everything you'll want or need!Only an 18 min walk to one of the best white-SAND beaches on...
Elegant Golf Course Villa at the Fairways@Mauna Lani
The Fairways at Mauna Lani is a new luxurious privately gated community located on the Kohala Coast of the Big Island of Hawaii. Imagine your well-deserved vacation at a brand new (2006),immaculately maintained two bedroom luxury two and a half bath townhouse located...
🏖️Discounted Golf Rates - Big Savings! | Great Location! | vrKCV
vrKCV - Hali'i Kai 24G, Professional Managed by Kona Coast VacationsWelcome to Hali'i Kai 24G – A Serene Retreat in Waikoloa Beach ResortNestled within the prestigious, oceanfront gated community of Hali'i Kai, Hali'i Kai 24G offers an inviting Hawaiian experience in...
Hale Malanai*Stairway to Heaven*Huge Views*Steps to Baby Beach
YouTube Video Presentation - https://youtu.be/p-Z6fAoScHQYou walk up the staircase and are immediately pulled by the huge ocean view onto the lanai. The jungle like foliage, the smell of plumeria, the ocean and the sky enchant you as the tradewinds of this perfect...
Kauai Exclusive - Lae Nani 121 - Oceanfront - Steps to the beach
Enjoy an amazing 180-degree view of the ocean overlooking Wailua Bay, a wonderful sandy beach and beautiful green mountains in the background. Your stay here puts you just steps away from the water and on one of the few swimmable beaches on the East side. This unique...
Spend Christmas in Maui! 2BR at the Westin Nanea Ocean Villas
Luxurious 2BR- 2 Bath Unit; Resort view, full resort access. Oceanfront at Ka'anapali. Offered for 7 nights from from Friday, December 19 to Friday, December 26, 2025. Beautiful, spacious two bedroom villa with 1260 square feet. Both Bedrooms with King size beds. The...
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee
Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...
Hale O Imi Loa 3br 2ba Cute PrincevilleCottage
Welcome to Hale O Imi Loa. This 3br 2ba home has been in Princeville since 1986 and is a local treasure. Recently remodeled, the owners of this home have taken great care to ensure that guests can enjoy a beautiful Hawaiian Vacation here at the home dedicated to their...
F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!
This is a legal vacation rental in a hotel zone area of Maui. F507 has been completely remodeled - everything has been professionally updated including new kitchen and baths, stainless steel appliances, granite, tile, carpet and furniture. The unit is beautifully...
Escape to your private oasis
Private island retreat with a garden view in an upscale Hilo neighborhood. Close to downtown, delicious restraunts, and fun farmers markets. This unit is a completely separate room that has a private entrance and private bathroom. Plus a covered parking spot to help you...
Honua Kai Desired ground floor suite. Steps to the beach and pools. Suite H116
Aloha! Welcome to our beautiful one bedroom suite at the Honua Kai Resort and Spa - Suite 116 Hokulani Tower.We do not charge a resort or parking fee. The quote listed is all in.We also have a 1100 Sq/Ft 2 BR / 2 BR suite a minute walk from this suite. It is VRBO...
Luxury Garden Condo at Waipouli Beach Resort
This luxury garden view 2bd 3ba condo is located at beautiful Waipouli Beach Resort & Spa on Kauai. We are Unit #A303Beautifully furnished and with central air for your comfort. The kitchen is fully stocked, top of the line appliances, granite countertops, and...
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
This condo is a spacious 1,400 square foot air conditioned condo with oversized windows and two lanais to help guests enjoy the surrounding beauty of the resort. Master and guest bedrooms with respective bathrooms provide privacy, while plenty of closet space and a...
Ground Floor Garden View Unit with Great Amenities (KADG15)
Hawaii Tax ID: TA-130-988-0320-01TMK: 390200010143Lovely Maui Condo! The living room in this condo features a very comfortable convertible sofa and therefore the unit can accommodate up to 5 guests. Located in the impeccably maintained grounds of Kihei Akahi, this...
Beachside Bliss, Condo Just Steps Away From the Ocean - Sugar Beach #129
SUGAR BEACH RESORT, #129Welcome to Sugar Beach Resort #129 – a charming ground-floor condo that blends comfort, convenience, and beachfront beauty. With direct access to Maui’s longest beach, this updated retreat is perfect for morning walks, sunset strolls, and...
KPL 18 Kaanapali 2BD w Sweeping Ocean Views Pool AC
Kaanapali Plantation 18 Enjoy Sweeping Kaanapali Ocean Views and Walks to the Beach from this Well Appointed 2Bedroom, 2.5Bathroom Condo! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale Watch...
New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!
TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...
Spacious, thoughtfully appointed 2nd-floor condo
Maui Kamaole D208 is a 2-bedroom, 2-bathroom spacious condo situated on the 2nd floor, has 3 window a/c units, and can accommodate up to 6 guests. Please note that this low-rise complex does not have elevators and there is a flight of stairs to get up to the unit's...
Amazing steps to the OCEAN experience!
Is it OK to come to Maui? Yes. Today is February 19 2025 and Lahaina is showing signs of rebuilding but it can still use our support. Maui needs you. Wherever you go travel with Pono. The person next to you may have lost someone, everything or both. Keep that in mind...
Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories
Ainamalu located at the entrance of the Waikoloa Beach Resort road. A 20 minute drive from the Ellison Onizuka Kona International Airport at Keahole. Our home is a 3 bedrooms 2 bath (model Kalani). There is a fabulous view of the Mauna Kea mountain, which sometimes...
Oceanfront 2BR/2BA at Kona Nalu: Stunning Views, Ideal Location!
Kona Nalu offers spectacular oceanfront views from this two-bedroom, two-bathroom property with an updated kitchen and a great layout. Here's what you can expect from this private oceanfront property on Alii Drive:As you enter the property, you'll be captivated by the...
Luxury Hawaii Getaway Close to the Beach & Ocean!
Discover the very best of the Big Island from the comfort & convenience of this upgraded private retreat! Perfectly situated near Hilo just minutes from Haena Beach, experience the majesty of Kilauea in Volcanoes Park, stunning black sand beaches or the fresh flavors of...
Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo
Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you with breathtaking unrestricted views, a gourmet well-equipped kitchen with superb new appliances, two spacious (adding about 700 sq.' to the living...
Pane Road Hale, Quaint & updated for your comfort
Step back in time to old Hawaii. Quaint yet updated for your comfort. Located on a quiet road just a short block to Brennecke’s Beach and the adjacent Poipu Beach Park... Pane Road Hale. This spacious, comfortable home has a large living area for all to gather and a...
Remodel complete! Mauna Lani Villages with private Beach Club accessn
Welcome to your Hawaiian home, professionally managed by Premier Host Allyson Michaels Concierge. Our half duplex is located in the middle of the exclusive Villages at the Mauna Lani Resort where guests are able to access the Mauna Lani Private Beach Club, oceanfront...
Resort View - 2 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Private 4bd Home, Walk to Beach
The Kahana Beach House is a spacious and comfortable home located across the street from a private beach. Close to some of Maui's best restaurants, golf, and exciting island attractions the beach house serves as a great central hub to explore the island of Maui. The...
Pali Kai Palace - Extravagant Villa in Lihue with Beach Access
Experience the unmatched luxury of Pali Kai Palace, a stunning 5-bedroom estate nestled in one of Kauai’s most prestigious neighborhoods. Enjoy sweeping ocean views, private beach access, elegant interiors, central A/C, a spacious balcony, and garage parking. For...
Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.
Now with 1 KING BED & 2 QUEEN BEDS - The master bedroom has been upgraded with TWO NEW QUEEN BEDS. The second bedroom is with a KING BED!Sunny south Kauai beckons from this gorgeous two-bedroom, two-bath Regency at Poipu Kai condo, where modern amenities meet a fully...
Discounted Rate-Honua Kai Spacious Studio with ocean view-5 star-Resort Pools
Honua Kai Resort and Spa Suite 437 in the Konea Tower welcomes you with so much Aloha....This spacious studio can accommodate up to 4 guests.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs• Beach umbrella• Cooler• Beach and...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Recently Remodeled! HKK-309
** 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...
Pool & Spa, Ocean, Golf on the North Shore
Don't take it from us! Direct quotes from our 5 star reviews:"If you are questioning if you should rent or not…just do it. This place is incredible. The sunsets are amazing, the house is perfect. The two master set up is ideal for families sharing a home…..the...
Steps to Beach! 2 King Beds and Extremely Walkable!
Steps from Lipoa Beach and walkable to shops, dining, and coffee, this bright, spacious condo is perfect for families, couples or small groups. Enjoy 2 king beds, a queen sofa bed, vaulted ceilings, A/C, pool, hot tub, BBQ area, beach gear, and free parking.Condo is...
Hale Alaula - Ocean View: Private Home Near Kona Town w/Spa, AC, Spacious Lanai
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Bring the entire family to our beautiful three-bedroom, two-bathroom home located in the beautiful Malulani Gardens. There's plenty of space for everyone in this...
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views
***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Covid -19 is a very unpredictable virus that impacts everyone. We are in this together and are flexible with our guest’s for Covid related travel and...