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.
Waikiki Studio with Stunning Views!
This is a legal conforming vacation rental. Please see our listing details for our license number.Enjoy easy access to the beach, shops, and restaurants from this charming Waikiki studio. The studio is located on the 36th floor with 2 full size beds and can accommodate...
Premier Air Conditioned Puu Poa Penthouse Magnificent Ocean View Condo!
This Air Conditioned Puu Poa condo sits on an ocean bluff next door to the renowned 1 Hanalei Hotel. This luxury two bed, two-bath condo boasts 1900 square feet, spacious rooms, tasteful décor, new granite kitchen countertops, newly painted interior, refinished...
Private Cliffside Ohana Retreat at Kalapaki Beach!
Experience the very best of Kauai from the comfort & convenience of this luxury oceanfront retreat! Step outside to enjoy incredible ocean views overlooking Nawiliwili Harbor from your private cliffside balcony, or spend the day kayaking, surfing and relaxing on...
Waikiki Banyan Ocean Deluxe Condo, Government certified for short term rentals.
This large, fully furnished, one-bedroom/one-bath condo is on the 34th floor at the Waikiki Banyan. This corner unit features beautiful ocean views. Free parking and Wifi use. The kitchen was recently redecorated. Brand new air upgraded conditioner. Newly upgraded Queen...
BEACH FRONT RESORT/SPA LARGE LUXURY GRAND SUITE! 2BED/3BATH/3BALCONY
Waipouli Beach Resort and Spa D-301 is a 3rd floor mountain facing 2 bed/3bath/3 Balcony Master Suite with all new furnishings and appliancesThis suite features Koa wood and luxury spa like bedding. 1 King and 2 Queen Beds+Sofa Sleeper + Work Desk. Mahogany wood décor...
Just a few steps to the beach. C101
A LITTLE BIT ABOUT THIS CONDO...LOKELANI C-101 Features include all new furniture in Hawaiian motif, kitchen with all new appliances, granite counter tops, and ceiling fan, bathroom with onyx tiled walk in shower with seat, granite counter top and all solid brass...
Kahaluu Bay Villas | 4 Lanais w/ Ocean Views
Summary:Beautiful and spacious 2 bed, 2 bath, corner unit condo with ocean views is located on the 3rd floor and has 1,475 sq. ft. of living area. The condo, with tasteful island design, has indoor/outdoor dining, 4 tiled lanais with spectacular ocean, sunset, beach and...
Royal Sea Cliff #418 | Pool Hot Tub & A/C!
Summary:This beautiful Hawaiian home is located within the Royal Sea Cliff, which has the most astounding views of the Pacific Ocean atop a huge lanai. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1...
Ocean-View Gem w/ Lanai, Pool & New Furnishings - Walk to Swimming Beach
Hale Ono Loa 210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing ocean views from your private, second-level lanai at this beautifully renovated 1BR tropical...
Private Lanai with Ocean Views! Updated Furnishings! Polo Beach 203
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world-famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach, or unwind and sunbathe at the oceanfront pool and jacuzzi.Spend a...
Nicely upgraded 2bd oceanfront resort condo
Kaanapali Shores 513 is a 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Located on the fifth floor, inside you will find an open-concept layout and Hawaiian-inspired decor with a sense of island serenity. When it's time...
Cozy Kihei condo in South Maui
Welcome to Kihei Resort - your home away from home! This 1-bedroom, 1-bathroom condo situated on the ground floor offers 1 A/C unit in the living area only and tropical views from your lanai. Unit 122B can accommodate up to 4 guests. In the bedroom, you will find a...
Kahana Sunset E1 - LAST MINUTE SPECIAL - Air Conditioned Corner Unit - Lovely ocean views
Kahana Sunset E1 is an air conditioned two story condominium with 2 bedrooms and 2 baths - direct ocean views. You can't help but enjoy spending time on one of the two lanais enjoying your morning cup of coffee or an evening glass of wine. Keoni Nu'i Bay is the ideal...
Beautiful Three Bedroom Townhouse at Napili Bay
Walk to two of the best family beaches on Maui from this townhome. Professionally remodeled, decorated, and updated. Located in the heart of Napili, this West Maui vacation rental lies just across the street from the picturesque sandy shores of Napili Bay. Go snorkeling...
Kaanapali Shores Unit 804 ~ Oceanfront Views! Luxury with Resort-Style Amenities
Experience the Ultimate Hawaiian Getaway at Kaanapali Shores Unit 804 ~ Hosted by Maui Westside· Sweeping oceanfront views from your private 8th-floor balcony· Spacious 2-bedroom, 2-bathroom condo · Comfortably sleeps up to 6 guests with flexible sleeping arrangements·...
Kona Reef direct Honl Beach access unit. Oceanview
This condo is oceanfront and looks onto Honl Beach.The condo has tile flooring through out the unit. There are double wide sliding glass doors leading to the lanai and beach.The bedroom has a king size bed and flat screen TV with full cable.The bathroom has a decorator...
Maui Resort Rentals: Honua Kai K725 - 7th Floor 3BR w/Ocean Views in Every Room!
This exquisite three-bedroom oceanview residence offers stunning views of the Pacific Ocean from its prime 7th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...
Ocean View Guest Cottage - 1990/NUC-1797
Additional guest fee of $90 per person per day applies to parties over 4 people. Additional service fee and tax will apply.A two-bedroom, one-bath, ocean view cottage located a few steps from Kailua Beach... Voted Number One beach in America! There are 2 shopping...
Molokai Shores B326
**ALOHA...before booking - our condo is located on Molokai not Maui.Our condo is located on the 3rd floor (B326) One bedroom; full bath and loft. Shower/tub combo. Body wash & shampoo dispenser. Bedroom has a queen size bed. Loft has a full size bed and a full size...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Perfect for Families! HKH-603
** 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...
Hotel-zoned! Oceanfront Paradise - Menehune Shores 524
Aloha!Maui Paradise Menehune Shores unit 524 is ready for you! Let the stunning views, overall comfort and the island's Aloha spirit transport you to a place where stress isn't allowed to exist. Enjoy the ocean breezes in our fifth-floor ocean front condominium. Whether...
Maui Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views while relaxing on the...
Beachfront Complex on Sugar Beach
Hosted by VacaMauiWe chose Hono Kai due to it sitting directly on Sugar Beach.Stainless steel appliances, air conditioning, quartz countertops, and beach gear are some of the amenities you will enjoy during your stay.This unit is steps to the beach, and has a pool for...
Upgraded Beachfront Studio on Quiet Waikiki beach with Swimming/Surfing!
Colony Surf #406 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Upgraded Beachfront Studio on Quiet Beach Near Waikiki!On the quiet end of Waikiki, on Oahu's sought-after Gold Coast at...
REDUCED Westin Ka'Anapali Ocean Resort Oceanview 2BR Villa 8 guests
OFFERING A GREATLY DISCOUNTED RATE DURING PREMIUM SEASON for this luxurious 2- bedroom 2 bathroom "adjoining" lock off OCEAN VIEW villa! Christmas in Hawaii!! DATES FOR 2025: Check in December 21, 2025 Check out December 28, 2025. - Total of 7 nights / 8 days....
Cliffs at Princeville #3201, Beautiful Ocean-Bluff Resort, Private Lanai
The Cliffs Resort at Princeville - Unit 32012nd Floor Walk-Up | 1 Bedroom | 2 Baths | North Shore Resort Condo. Accommodates up to 4 guests, including children and infantsEscape to paradise at The Cliffs Resort, perched on a stunning ocean bluff overlooking the vibrant...
Aloha Condos, Islander on the Beach, Condo 224, Beachfront, AC
Second FloorBeach Front unitStudio Condo with Kitchenette (no cooktop or oven)Decorator Touches ThroughoutKing sized bedFantastic ocean view!Free in-room WiFi• Beachfront Location• Adjacent to Coconut Marketplace• Nicely Appointed Hotel Rooms• Beachfront Resort• Free...
OCEAN FRONT: spacious, remodeled 4th floor condo
This ocean-front, ocean-view condo is a vacation favorite for families and friends. Maui Sunset Resort is one of the premiere resorts in all of Kihei. The resort itself has beautifully trimmed grounds, a family-friendly pool and hot tub, shuffle board, tennis courts and...
"Hale Kai" at Kapaa Sands- Oceanfront Split Level -2 Bedroom 1.5 Bath
Welcome to Hale Kai, a well-appointed split-level two-bedroom condo perched above Papaloa Bay on Kauai's beautiful east shore. With breathtaking panoramic ocean views and easy beach access just steps away, this peaceful retreat invites you to relax, recharge, and soak...
Directly across from Kamaole III Beach! Maui Parkshore 107 - Kihei Beach Condo
Ground level 2 bedroom / 2 en-suite bathrooms open floor plan condominium. Steps from beautiful beach and pool. Ocean/sunset views from patio and open kitchen/living room. Desirable South Kihei location. Walking distance to restaurants/bars/stores. Grills and shuffle...
2 Bed, 2 bath ocean view, A/c Kamaole Sands A graded condo
We would love to welcome you to our fully air conditioned beautiful condo.Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board,...
Gorgeous Expansive Condo in Wailea with HUGE Lanai & Ocean Views
Address for this Condo: Wailea Ekahi, 3300 Wailea Alanui Dr. (Unit 51A), Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Wailea Ekahi 51A! This beautiful corner unit, located within the tropical oasis of Wailea Ekahi, is a...
104 - Lovely Ground Floor Direct Oceanfront + Larger Lanai
* Ground Floor Unit - Perfect for families! * This ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at your doorstep * Watch the whales from your private Lanai * Book with Confidence -...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Remodeled King Studio! HKH-537
** 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...
"Paradise Found: Garden, AC, King Bed by the Sea!"
Nestled in the sun-kissed paradise of Kihei, the Kihei Akahi condo complex offers an unparalleled vacation experience. Boasting a prime location directly opposite the picturesque Kamaole Beach Park II and III, this gem provides easy access to the area's renowned sandy...
MOLOKAI Paniolo Hale D3 Oceanview 1B/2BT Townhouse
This spacious open-air 1bedroom 2 bath townhouse is located on Molokai’s sunny west end at Kalua Koi. The architecture is plantation-style with two tall French doors spanning the length of the main floor. It is two-story with 1,200 sq. ft. of space. The ceilings are...
PK A301 BeachFront Corner Condo w Ocean Views Pool
Papakea A301 Spectacular Oceanfront Corner Unit! Watch Whales From Your Own Lanai! 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...
Remodeled! Modern 3BR in Hanalei- Hot tub, bikes & boards
Nestled in the heart of Kauai, this vacation rental unit is a modern country bungalow that effortlessly blends contemporary design with a rustic charm. The interior is characterized by hardwood floors and vaulted ceilings, creating a sense of spaciousness and grandeur....
Hauula Hawaiian Home - AC, Close to beaches,PCC
*30 day rental. Please inquire.You will discover the true Hawaii as you stay in this 3-bedroom, 1-bath Hawaiian home in Hauula. This newly-renovated bottom floor unit (the caretaker lives upstairs) getaway that sleeps 8-9 guests and is located about 5 minutes away from...
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai
Perched directly on the lava-rock shoreline of Kailua-Kona, Dolphin Manor offers a front-row seat to the Pacific’s ever-changing beauty. This two-story, 3,667-square-foot oceanfront estate combines refined comfort with a walkable location just steps from downtown Kona...
Villages at Mauna Lani 621 - Spacious Town Home, BBQ & VIP Private Beach Pass
Amazing Property, Very Private and Very Spacious Towne Home, Includes VIP Pass to Mauna Lani Private Beach Club.Our villa is located on the Island of Hawaii, on the Kohala Coast. Come and explore our Island of Hawaii, from hike to a waterfall, take a tour of a coffee...
Aloha Getaway: Ocean View Condo Near Waikiki Beach with Free Parking
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy island living in this newly renovated 17th-floor condo at the Waikiki Banyan! This west-facing unit...
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
A rare low-density complex (only 54 units) on 5 acres of lush well manicured grounds with the largest private heated pool on Maui and the ocean that awaits you across the street! Fully air conditioned! The complex boasts private tennis courts, open tropical grounds for...
Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches
Hale Kai O Kihei 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Waikiki Apartment sleeps 5 parking included
This apt is great for a small group on vacation. There is a queen size bed in bedroom with attached bathroom and full kitchen. There is a door separating the bedroom from the living room. The living room has a queen size sofa bed. I have a twin size blow up mattress for...
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!
Relax on the spacious lanai and enjoy morning coffee and evening tropical drinks and pupus while enjoying the island trade breezes.Why you'll Love this condo:This inviting condo is conveniently near one of the two resort pools that are yours to enjoy and is perfect for...
🏖️Casa De Emdeko 306 | Ocean Views, No Stairs
vrKCV - Casa de Emdeko 306, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Casa de Emdeko!Step into a serene retreat in the heart of paradise at this completely remodeled one-bedroom, one-bath vacation condo. Located on the top floor,...
Walking Distance to 3 Beaches and 2 Golf Courses! Kapalua Ridge Villa #2512 - Quam Properties
Set above the sparkling shoreline of Oneloa Bay, Kapalua Ridge Villa 2512 invites you to experience refined island living in one of Maui's most prestigious coastal communities. This spacious and stylish one-bedroom, two-bathroom villa blends comfort with tropical...
EL D106 Relaxing Kaanapali Condo w Pool AC Beach Cabana
Eldorado D106 Spacious and Clean Kaanapali Condo. Great for a Fun Family Vacation. Resort has Pools, Hot Tubs, and Private Beachside Cabana. Few Minutes Walk to Whalers Village Maui Eldorado D106 is located in beautiful Kaanapali and is a golf and beach lover's delight....
Resort studio condo with ocean-view lanai, AC, steps to beachside pool & hot tub
Islander on the Beach 211Our 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...